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15 pages, 1022 KiB

Open AccessFeature PaperArticle

Schisandra rubriflora Fruit and Leaves as Promising New Materials of High Biological Potential: Lignan Profiling and Effect-Directed Analysis

by Ewelina Sobstyl, Agnieszka Szopa, Michał Dziurka, Halina Ekiert, Hanna Nikolaichuk and Irena Maria Choma

Molecules 2022, 27(7), 2116; https://doi.org/10.3390/molecules27072116 - 25 Mar 2022

Cited by 6 | Viewed by 2062

Abstract

The effect-directed detection (EDD) of Schisandra rubriflora fruit and leaves extracts was performed to assess their pharmacological properties. The EDD comprised TLC—direct bioautography against Bacillus subtilis, a DPPH assay, as well as α-glucosidase, lipase, tyrosinase, and acetylcholinesterase (AChE) inhibition assays. The leaf [...] Read more.

The effect-directed detection (EDD) of Schisandra rubriflora fruit and leaves extracts was performed to assess their pharmacological properties. The EDD comprised TLC—direct bioautography against Bacillus subtilis, a DPPH assay, as well as α-glucosidase, lipase, tyrosinase, and acetylcholinesterase (AChE) inhibition assays. The leaf extracts showed stronger antioxidant activity than the fruit extract as well as inhibition of tyrosinase and lipase. The fruit extract was found to be extremely active against B. subtilis and to inhibit α-glucosidase and AChE slightly more than the leaf extracts. UHPLC–MS/MS analysis was carried out for the bioactive fractions and pointed to the possible anti-dementia properties of the dibenzocyclooctadiene lignans found in the upper TLC fractions. Gomisin N (518 mg/100 g DW), schisanhenol (454 mg/100 g DW), gomisin G (197 mg/100 g DW), schisandrin A (167 mg/100 g DW), and gomisin O (150 mg/100 g DW) were the quantitatively dominant compounds in the fruit extract. In total, twenty-one lignans were found in the bioactive fractions. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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21 pages, 5122 KiB

Open AccessArticle

Polyscias filicifolia (Araliaceae) Hairy Roots with Antigenotoxic and Anti-Photogenotoxic Activity

by Anita Śliwińska, Ramona Figat, Anna Zgadzaj, Beata Wileńska, Aleksandra Misicka, Grzegorz Nałęcz-Jawecki, Agnieszka Pietrosiuk and Katarzyna Sykłowska-Baranek

Molecules 2022, 27(1), 186; https://doi.org/10.3390/molecules27010186 - 29 Dec 2021

Cited by 4 | Viewed by 1589

Abstract

Hairy root cultures are considered as a valuable source of bioactive phytoconstituents with expanding applicability for their production. In the present study, hairy root cultures of Polyscias filicifolia (Araliaceae), a traditional Southeast Asian medicinal plant, were established. The transformation with Agrobacterium [...] Read more.

Hairy root cultures are considered as a valuable source of bioactive phytoconstituents with expanding applicability for their production. In the present study, hairy root cultures of Polyscias filicifolia (Araliaceae), a traditional Southeast Asian medicinal plant, were established. The transformation with Agrobacterium rhizogenes ATCC 15834 allowed to obtain 15 root lines. The K-1 line, demonstrating the highest growth capabilities, was subjected to further investigations. To enhance the biosynthetic potential of hairy roots, methyl jasmonate elicitation approach was applied (MeJA; at different doses and exposure time), with subsequent transfer of elicited roots to control medium. This strategy resulted in chlorogenic acid production up to 1.59 mg/g dry weight. HPLC-PDA-ESI-MS analysis demonstrated variation in extracts composition and allowed to identify different caffeic and ferulic acid derivatives. Next, cytotoxic, antigenotoxic, and anti-photogenotoxic properties of hairy roots extracts were determined. None of the tested extracts were cytotoxic. In addition, they demonstrated significant antigenotoxic activity with the highest protective potential; up to 52% and 49% of inhibition of induction ratio (IR) induced by the 2-aminoanthracene was revealed for extracts derived from hairy roots elicited for 3 days with 50 µM MeJA and roots elicited for 7 days with 100 µM MeJA and then transferred for 30 days to control medium, respectively. These same extracts exhibited the highest anti-photogenotoxic potential, up to 36% of inhibition of chloropromazine-induced genotoxicity. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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20 pages, 2841 KiB

Open AccessArticle

Characterization of Fatty Acids, Polysaccharides, Amino Acids, and Minerals in Marine Macroalga Chaetomorpha crassa and Evaluation of Their Potentials in Skin Cosmetics

by Haresh S. Kalasariya, Nikunj B. Patel, Akanksha Yadav, Kahkashan Perveen, Virendra Kumar Yadav, Faris M. Munshi, Krishna Kumar Yadav, Shamshad Alam, You-Kyung Jung and Byong-Hun Jeon

Molecules 2021, 26(24), 7515; https://doi.org/10.3390/molecules26247515 - 11 Dec 2021

Cited by 20 | Viewed by 3995

Abstract

Cosmetic industries are highly committed to finding natural sources of functional active constituents preferable to safer materials to meet consumers’ demands. Marine macroalgae have diversified bioactive constituents and possess potential benefits in beauty care products. Hence, the present study was carried out to [...] Read more.

Cosmetic industries are highly committed to finding natural sources of functional active constituents preferable to safer materials to meet consumers’ demands. Marine macroalgae have diversified bioactive constituents and possess potential benefits in beauty care products. Hence, the present study was carried out to characterize the biochemical profile of marine macroalga Chaetomorpha crassa by using different techniques for revealing its cosmetic potentials. In results, the FTIR study characterized the presence of different bioactive functional groups that are responsible for many skin-beneficial compounds whereas six and fifteen different important phycocompounds were found in GCMS analysis of ethanolic and methanolic extracts, respectively. In the saccharide profile of C. crassa, a total of eight different carbohydrate derivatives were determined by the HRLCMS Q-TOF technique, which showed wide varieties of cosmetic interest. In ICP AES analysis, Si was found to be highest whereas Cu was found to be lowest among other elements. A total of twenty-one amino acids were measured by the HRLCMS-QTOF technique, which revealed the highest amount of the amino acid, Aspartic acid (1207.45 nmol/mL) and tyrosine (106.77 nmol/mL) was found to be the lowest in amount among other amino acids. Their cosmetic potentials have been studied based on previous research studies. The incorporation of seaweed-based bioactive components in cosmetics has been extensively growing due to its skin health-promoting effects. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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20 pages, 24299 KiB

Open AccessArticle

Secondary Metabolite Profiling, Anti-Inflammatory and Hepatoprotective Activity of Neptunia triquetra (Vahl) Benth

by Nasir Aziz Wagay, Shah Rafiq, Mohammad Aslam Rather, Younas Rasheed Tantray, Feng Lin, Shabir Hussain Wani, Ahmed M. El-Sabrout, Hosam O. Elansary and Eman A. Mahmoud

Molecules 2021, 26(23), 7353; https://doi.org/10.3390/molecules26237353 - 03 Dec 2021

Cited by 4 | Viewed by 2130

Abstract

The present study aimed to analyze the phytoconstituents of Neptunia triquetra (Vahl) Benth. Anti-inflammatory and hepatoprotective activities of ethanol (EE), chloroform (CE) and dichloromethane (DCME) of stem extracts were evaluated using in vivo experimental models. The extracts were analyzed for phytoconstituents using GC-HRMS. [...] Read more.

The present study aimed to analyze the phytoconstituents of Neptunia triquetra (Vahl) Benth. Anti-inflammatory and hepatoprotective activities of ethanol (EE), chloroform (CE) and dichloromethane (DCME) of stem extracts were evaluated using in vivo experimental models. The extracts were analyzed for phytoconstituents using GC-HRMS. Anti-inflammatory activity of CE, EE and DCME was accessed using carrageenan-induced paw oedema, cotton pellet-induced granuloma and the carrageenan-induced air-pouch model in Wistar albino rats. The hepatotoxicity-induced animal models were investigated for the biochemical markers in serum (AST, ALT, ALP, GGT, total lipids and total protein) and liver (total protein, total lipids, GSH and wet liver weight). In the in vivo study, animals were divided into different groups (six in each group) for accessing the anti-inflammatory and hepatoprotective activity, respectively. GC-HRMS analysis revealed the presence of 102 compounds, among which 24 were active secondary metabolites. In vivo anti-inflammatory activity of stem extracts was found in the order: indomethacin > chloroform extract (CE) > dichloromethane extract (DCME) > ethanolic extract (EE), and hepatoprotective activity of stem extracts in the order: CE > silymarin > EE > DCME. The results indicate that N. triquetra stem has a higher hepatoprotective effect than silymarin, however the anti-inflammatory response was in accordance with or lower than indomethacin. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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14 pages, 9189 KiB

Open AccessArticle

Defensive Mechanisms in Cucurbits against Melon Fly (Bactrocera cucurbitae) Infestation through Excessive Production of Defensive Enzymes and Antioxidants

by Madhusudana Somegowda, S. Raghavendra, Shankarappa Sridhara, Achur. N. Rajeshwara, Siddanakoppalu. N. Pramod, S. Shivashankar, Feng Lin, Tarek K Zin El-Abedin, Shabir Hussain Wani and Hosam O. Elansary

Molecules 2021, 26(21), 6345; https://doi.org/10.3390/molecules26216345 - 20 Oct 2021

Cited by 1 | Viewed by 2027

Abstract

Melon fly (Bactrocera cucurbitae) is the most common pest of cucurbits, and it directly causes damage to cucurbit fruits in the early developmental stage. The infection of fruit tissues induces oxidative damage through increased generation of cellular reactive oxygen species. The [...] Read more.

Melon fly (Bactrocera cucurbitae) is the most common pest of cucurbits, and it directly causes damage to cucurbit fruits in the early developmental stage. The infection of fruit tissues induces oxidative damage through increased generation of cellular reactive oxygen species. The effects of melon fly infestation on the production of defensive enzymes and antioxidant capabilities in five cucurbit species, namely, bottle gourd, chayote, cucumber, snake gourd, and bitter gourd, were investigated in this study. The total phenolic and flavonoid content was considerably higher in melon fly infestation tissues compared to healthy and apparently healthy tissues. The chayote and bottle gourd tissues expressed almost 1.5- to 2-fold higher phenolic and flavonoid contents compared to the tissues of bitter gourd, snake gourd, and cucumber upon infestation. Defensive enzymes, such as peroxidase (POD), superoxide dismutase (SOD), polyphenol oxidase (PPO), and catalase (CAT), were high in healthy and infected tissues of chayote and bottle gourd compared to bitter gourd, snake gourd, and cucumber. The activity of POD (60–80%), SOD (30–35%), PPO (70–75%), and CAT (40–50%) were high in infected chayote and bottle gourd tissue, representing resistance against infestation, while bitter gourd, snake gourd, and cucumber exhibited comparatively lower activity suggesting susceptibility to melon fly infection. The antioxidant properties were also high in the resistant cucurbits compared to the susceptible cucurbits. The current research has enlightened the importance of redox-regulatory pathways involving ROS neutralization through infection-induced antioxidative enzymes in host cucurbit resistance. The melon fly infestation depicts the possible induction of pathways that upregulate the production of defensive enzymes and antioxidants as a defensive strategy against melon fly infestation in resistant cucurbits. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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23 pages, 3150 KiB

Open AccessArticle

Biological and Cytoprotective Effect of Piper kadsura Ohwi against Hydrogen-Peroxide-Induced Oxidative Stress in Human SW1353 Cells

by Te-Yang Huang, Chih-Chuan Wu and Wen-Ta Su

Molecules 2021, 26(20), 6287; https://doi.org/10.3390/molecules26206287 - 18 Oct 2021

Cited by 4 | Viewed by 1797

Abstract

Oxidative stress plays a role in regulating a variety of physiological functions in living organisms and in the pathogenesis of articular cartilage diseases. Piper kadsura Ohwi is a traditional Chinese medicine that is used as a treatment for rheumatic pain, and the extracts [...] Read more.

Oxidative stress plays a role in regulating a variety of physiological functions in living organisms and in the pathogenesis of articular cartilage diseases. Piper kadsura Ohwi is a traditional Chinese medicine that is used as a treatment for rheumatic pain, and the extracts have anti-inflammatory and antioxidant effects. However, there is still no study related to cell protection by P. kadsura. The P. kadsura extracts (PKE) were obtained by microwave-assisted extraction, liquid-liquid extraction, and column chromatography separation. The extracts could effectively scavenge free radicals in the antioxidant test, the EC₅₀ of extracts is approximately the same as vitamin C. PKE decreased the apoptosis of SW1353 cells treated with H₂O₂ and could upregulate the gene expression of antioxidant enzymes (SOD-2, GPx, and CAT) and the Bcl-2/Bax ratio, as well as regulate PARP, thus conferring resistance to H₂O₂ attack. PKE protects cells against apoptosis caused by free radicals through the three pathways of JNK, MEK/ERK, and p38 by treatment with MAPK inhibitor. The identified components of PKE were bicyclo [2.2.1] heptan-2-ol-1,7,7-trimethyl-,(1S-endo)-, alpha-humulene, and hydroxychavicol by gas chromatography–mass spectrometry. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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23 pages, 3812 KiB

Open AccessArticle

Oral and Topical Anti-Inflammatory and Antipyretic Potentialities of Araucaria bidiwillii Shoot Essential Oil and Its Nanoemulsion in Relation to Chemical Composition

by Mohamed F. Abdelhameed, Gihan F. Asaad, Tamer I. M. Ragab, Rania F. Ahmed, Abd El-Nasser G. El Gendy, Sahar S. Abd El-Rahman, Abdelbaset M. Elgamal and Abdelsamed I. Elshamy

Molecules 2021, 26(19), 5833; https://doi.org/10.3390/molecules26195833 - 26 Sep 2021

Cited by 31 | Viewed by 2875

Abstract

Different parts of Araucaria bidiwillii (bunya pin) trees, such as nuts, seeds, bark, and shoots, are widely used in cooking, tea, and traditional medicines around the world. The shoots essential oil (EO) has not yet been studied. Herein, the chemical profile of A. [...] Read more.

Different parts of Araucaria bidiwillii (bunya pin) trees, such as nuts, seeds, bark, and shoots, are widely used in cooking, tea, and traditional medicines around the world. The shoots essential oil (EO) has not yet been studied. Herein, the chemical profile of A. bidiwillii shoots EO (ABSEO) was created by GC–MS analysis. Additionally, the in vivo oral and topical anti-inflammatory effect against carrageenan-induced models, as well as antipyretic potentiality of ABSEO and its nanoemulsion were evaluated. Forty-three terpenoid components were identified and categorized as mono- (42.94%), sesqui- (31.66%), and diterpenes (23.74%). The main compounds of the ABSEO were beyerene (20.81%), α-pinene (16.21%), D-limonene (14.22%), germacrene D (6.69%), β-humulene (4.14%), and sabinene (4.12%). The ABSEO and its nanoemulsion exhibited significant inflammation suppression in carrageenan-induced rat paw edema model, in both oral (50 and 100 mg/kg) and topical (5% in soyabean oil) routes, compared to the control and reference drugs groups. All the results demonstrated the significant inflammation reduction via the inflammatory cytokines (IL-1β and IL8), nitrosative (NO), and prostaglandin E2 (PGE2) supported by the histopathological studies and immunohistochemical assessment of MMP-9 and NF-κβ levels in paw tissues. Moreover, the oral administration of ABSEO and its nanoemulsion (50 and 100 mg/kg) exhibited antipyretic activity in rats, demonstrated by the inhibition of hyperthermia induced by intramuscular injection of brewer’s yeast. These findings advised that the use of ABSEO and its nanoemulsion against numerous inflammatory and hyperthermia ailments that could be attributed to its active constituents. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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12 pages, 511 KiB

Open AccessArticle

Effect of Elicitation with (+)-Usnic Acid on Accumulation of Phenolic Acids and Flavonoids in Agitated Microshoots of Eryngium alpinum L.

by Małgorzata Kikowska, Barbara Thiem, Karolina Jafernik, Marta Klimek-Szczykutowicz, Elżbieta Studzińska-Sroka, Halina Ekiert and Agnieszka Szopa

Molecules 2021, 26(18), 5532; https://doi.org/10.3390/molecules26185532 - 12 Sep 2021

Cited by 1 | Viewed by 1851

Abstract

The present work was aimed at studying the potential of elicitation on the accumulation of phenolic compounds in in vitro shoot cultures of Eryngium alpinum L., a protected plant from the Apiaceae family. The study examined the influence of (+)-usnic acid on the [...] Read more.

The present work was aimed at studying the potential of elicitation on the accumulation of phenolic compounds in in vitro shoot cultures of Eryngium alpinum L., a protected plant from the Apiaceae family. The study examined the influence of (+)-usnic acid on the biomass growth as well as on the biosynthesis of the desired flavonoids and phenolic acids in the cultured microshoots. The phenolic compound content was determined by HPLC-DAD. The flavonoid of the highest concentration was isoquercetin, and the phenolic acids of the highest amount were rosmarinic acid, caffeic acid and 3,4-dihydroxyphenylacetic acid, both in the non-elicited and elicited biomass. Isoquercetin accumulation was efficiently increased by a longer elicitation with a lower concentration of lichenic compound (107.17 ± 4.67 mg/100 g DW) or a shorter elicitation with a higher concentration of acid (127.54 ± 11.34 and 108.37 ± 12.1 mg/100 g DW). Rosmarinic acid production generally remained high in all elicited and non-elicited microshoots. The highest content of this acid was recorded at 24 h of elicitation with 3.125 µM usnic acid (512.69 ± 4.89 mg/100 g DW). The process of elicitation with (+)-usnic acid, a well-known lichenic compound with allelopathic nature, may therefore be an effective technique of enhancing phenolic compound accumulation in alpine eryngo microshoot biomass. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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18 pages, 741 KiB

Open AccessArticle

Bioactive Compounds Obtained from Polish “Marynka” Hop Variety Using Efficient Two-Step Supercritical Fluid Extraction and Comparison of Their Antibacterial, Cytotoxic, and Anti-Proliferative Activities In Vitro

by Katarzyna Klimek, Katarzyna Tyśkiewicz, Malgorzata Miazga-Karska, Agnieszka Dębczak, Edward Rój and Grazyna Ginalska

Molecules 2021, 26(8), 2366; https://doi.org/10.3390/molecules26082366 - 19 Apr 2021

Cited by 16 | Viewed by 2789

Abstract

Given the health-beneficial properties of compounds from hop, there is still a growing trend towards developing successful extraction methods with the highest yield and also receiving the products with high added value. The aim of this study was to develop efficient extraction method [...] Read more.

Given the health-beneficial properties of compounds from hop, there is still a growing trend towards developing successful extraction methods with the highest yield and also receiving the products with high added value. The aim of this study was to develop efficient extraction method for isolation of bioactive compounds from the Polish “Marynka” hop variety. The modified two-step supercritical fluid extraction allowed to obtain two hop samples, namely crude extract (E1), composed of α-acids, β-acids, and terpene derivatives, as well as pure xanthohumol with higher yield than that of other available methods. The post-extraction residues (R1) were re-extracted in order to obtain extract E2 enriched in xanthohumol. Then, both samples were subjected to investigation of their antibacterial (anti-acne, anti-caries), cytotoxic, and anti-proliferative activities in vitro. It was demonstrated that extract (E1) possessed more beneficial biological properties than xanthohumol. It exhibited not only better antibacterial activity against Gram-positive bacteria strains (MIC, MBC) but also possessed a higher synergistic effect with commercial antibiotics when compared to xanthohumol. Moreover, cell culture experiments revealed that crude extract neither inhibited viability nor divisions of normal skin fibroblasts as strongly as xanthohumol. In turn, calculated selectivity indexes showed that the crude extract had from slightly to significantly better selective anti-proliferative activity towards cancer cells in comparison with xanthohumol. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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13 pages, 2412 KiB

Open AccessArticle

Guaianolide Sesquiterpene Lactones from Centaurothamnus maximus

by Taha A. Hussien, Tarik A. Mohamed, Abdelsamed I. Elshamy, Mahmoud F. Moustafa, Hesham R. El-Seedi, Paul W. Pare and Mohamed-Elamir F. Hegazy

Molecules 2021, 26(7), 2055; https://doi.org/10.3390/molecules26072055 - 03 Apr 2021

Cited by 8 | Viewed by 3356

Abstract

Centaurothamnus maximus (family Asteraceae), is a leafy shrub indigenous to the southwestern Arabian Peninsula. With a paucity of phytochemical data on this species, we set out to chemically characterize the plant. From the aerial parts, two newly identified guaianolides were isolated: 3β-hydroxy-4α(acetoxy)-4β(hydroxymethyl)-8α-(4-hydroxy methacrylate)-1α [...] Read more.

Centaurothamnus maximus (family Asteraceae), is a leafy shrub indigenous to the southwestern Arabian Peninsula. With a paucity of phytochemical data on this species, we set out to chemically characterize the plant. From the aerial parts, two newly identified guaianolides were isolated: 3β-hydroxy-4α(acetoxy)-4β(hydroxymethyl)-8α-(4-hydroxy methacrylate)-1αH,5αH, 6αH-gual-10(14),11(13)-dien-6,12-olide (1) and 15-descarboxy picrolide A (2). Seven previously reported compounds were also isolated: 3β, 4α, 8α-trihydroxy-4-(hydroxymethyl)-lαH, 5αH, 6βH, 7αH-guai-10(14),11(13)-dien-6,12-olide (3), chlorohyssopifolin B (4), cynaropikrin (5), hydroxyjanerin (6), chlorojanerin (7), isorhamnetin (8), and quercetagetin-3,6-dimethyl ether-4’-O-β-d-pyranoglucoside (9). Chemical structures were elucidated using spectroscopic techniques, including High Resolution Fast Atom Bombardment Mass Spectrometry (HR-FAB-MS), 1D NMR; ¹H, ¹³C NMR, Distortionless Enhancement by Polarization Transfer (DEPT), and 2D NMR (¹H-¹H COSY, HMQC, HMBC) analyses. In addition, a biosynthetic pathway for compounds 1–9 is proposed. The chemotaxonomic significance of the reported sesquiterpenoids and flavonoids considering reports from other Centaurea species is examined. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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18 pages, 1229 KiB

Open AccessArticle

A Comprehensive Analysis Using Colorimetry, Liquid Chromatography-Tandem Mass Spectrometry and Bioassays for the Assessment of Indole Related Compounds Produced by Endophytes of Selected Wheat Cultivars

by Agnieszka Kuźniar, Kinga Włodarczyk, Ilona Sadok, Magdalena Staniszewska, Małgorzata Woźniak, Karolina Furtak, Jarosław Grządziel, Anna Gałązka, Ewa Skórzyńska-Polit and Agnieszka Wolińska

Molecules 2021, 26(5), 1394; https://doi.org/10.3390/molecules26051394 - 05 Mar 2021

Cited by 6 | Viewed by 2555

Abstract

Liquid chromatography–tandem mass spectrometry (LC–MS/MS), colorimetry, and bioassays were employed for the evaluation of the ability of endophytic bacterial strains to synthesize indole-related compounds (IRCs) and in particular indole-3-acetic acid (IAA). A total of 54 endophytic strains belonging to seven bacterial genera [...] Read more.

Liquid chromatography–tandem mass spectrometry (LC–MS/MS), colorimetry, and bioassays were employed for the evaluation of the ability of endophytic bacterial strains to synthesize indole-related compounds (IRCs) and in particular indole-3-acetic acid (IAA). A total of 54 endophytic strains belonging to seven bacterial genera isolated from tissues of common and spelt wheat cultivars were studied. The endophytic bacteria isolated from different tissues of the tested wheat types were capable of IRCs production, including IAA, which constituted from 1.75% to 52.68% of all IRCs, in in vitro conditions via the tryptophan dependent pathway. The selected post-culture medium was also examined using a plant bioassay. Substantial growth of wheat coleoptile segments treated with the bacterial post-culture medium was observed in several cases. Our data suggest that the studied endophytic bacteria produce auxin-type compounds to support plant development. Summarizing, our approach to use three complementary methods for estimation of IRCs in different endophytic strains provides a comprehensive picture of their effect on wheat growth. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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27 pages, 7405 KiB

Open AccessArticle

Chemical Profile of Launaea nudicaulis Ethanolic Extract and Its Antidiabetic Effect in Streptozotocin-Induced Rats

by Samah A. El-Newary, Sherif M. Afifi, Mohamed S. Aly, Rania F. Ahmed, Abd El-Nasser G. El Gendy, Ahmed M. Abd-ElGawad, Mohamed A. Farag, Abdelbaset M. Elgamal and Abdelsamed I. Elshamy

Molecules 2021, 26(4), 1000; https://doi.org/10.3390/molecules26041000 - 13 Feb 2021

Cited by 19 | Viewed by 4067

Abstract

Launaea nudicaulis is used in folk medicine worldwide to treat several diseases. The present study aimed to assess the antidiabetic activity of L. nudicaulis ethanolic extract and its effect on diabetic complications in streptozotocin-induced hyperglycemic rats. The extract was orally administrated at 250 [...] Read more.

Launaea nudicaulis is used in folk medicine worldwide to treat several diseases. The present study aimed to assess the antidiabetic activity of L. nudicaulis ethanolic extract and its effect on diabetic complications in streptozotocin-induced hyperglycemic rats. The extract was orally administrated at 250 and 500 mg/kg/day for 5-weeks and compared to glibenclamide as a reference drug at a dose of 5 mg/kg/day. Administration of the extract exhibited a potential hypoglycemic effect manifested by a significant depletion of serum blood glucose concurrent with a significant elevation in serum insulin secretion. After 5-weeks, extract at 250 and 500 mg/kg/day decreased blood glucose levels by about 53.8 and 68.1%, respectively, compared to the initial values (p ≤ 0.05). The extract at the two dosages prevented weight loss of rats from the 2nd week till the end of the experiment, compared to diabetic control rats. The extract further exhibited marked improvement in diabetic complications including liver, kidney and testis performance, oxidative stress, and relative weight of vital organs, with respect to diabetic control. Histopathological examinations confirmed the previous biochemical analysis, where the extract showed a protective effect on the pancreas, liver, kidney, and testis that degenerated in diabetic control rats. To characterize extract composition, UPLC-ESI–qTOF-MS identified 85 chromatographic peaks belonging to flavonoids, phenolics, acyl glycerols, nitrogenous compounds, and fatty acids, with four novel phenolics reported. The potential anti-diabetic effect warrants its inclusion in further studies and or isolation of the main bioactive agent(s). Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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11 pages, 2367 KiB

Open AccessArticle

Comparative Chemical Profiles of the Essential Oils from Different Varieties of Psidium guajava L.

by Emad M. Hassan, Abd El-Nasser G. El Gendy, Ahmed M. Abd-ElGawad, Abdelsamed I. Elshamy, Mohamed A. Farag, Salman F. Alamery and Elsayed A. Omer

Molecules 2021, 26(1), 119; https://doi.org/10.3390/molecules26010119 - 29 Dec 2020

Cited by 30 | Viewed by 3393

Abstract

Guava (Psidium guajava) leaves are commonly used in the treatment of diseases. They are considered a waste product resulting from guava cultivation. The leaves are very rich in essential oils (EOs) and volatiles. This work represents the detailed comparative chemical profiles [...] Read more.

Guava (Psidium guajava) leaves are commonly used in the treatment of diseases. They are considered a waste product resulting from guava cultivation. The leaves are very rich in essential oils (EOs) and volatiles. This work represents the detailed comparative chemical profiles of EOs derived from the leaves of six guava varieties cultivated in Egypt, including Red Malaysian (RM), El-Qanater (EQ), White Indian (WI), Early (E), El-Sabahya El-Gedida (ESEG), and Red Indian (RI), cultivated on the same farm in Egypt. The EOs from the leaves of guava varieties were extracted by hydro-distillation and analyzed with GC-MS. The EOs were categorized in a holistic manner using chemometric tools. The hydro-distillation of the samples yielded 0.11–0.48% of the EO (v/w). The GC-MS analysis of the extracted EOs showed the presence of 38 identified compounds from the six varieties. The sesquiterpene compounds were recorded as main compounds of E, EQ, ESEG, RI, and WI varieties, while the RM variety attained the highest content of monoterpenes (56.87%). The sesquiterpenes, β-caryophyllene (11.21–43.20%), and globulol (76.17–26.42%) were detected as the major compounds of all studied guava varieties, while trans-nerolidol (0.53–10.14) was reported as a plentiful compound in all of the varieties except for the RM variety. A high concentration of D-limonene was detected in the EOs of the RM (33.96%), WI (27.04%), and ESEG (9.10%) varieties. These major compounds were consistent with those reported for other genotypes from different countries. Overall, the EOs’ composition and the chemometric analysis revealed substantial variations among the studied varieties that might be ascribed to genetic variability, considering the stability of the cultivation and climate conditions. Therefore, this chemical polymorphism of the studied varieties supports that these varieties could be considered as genotypes of P. guajava. It is worth mentioning here that the EOs, derived from leaves considered to be agricultural waste, of the studied varieties showed that they are rich in biologically active compounds, particularly β-caryophyllene, trans-nerolidol, globulol, and D-limonene. These could be considered as added value for pharmacological and industrial applications. Further study is recommended to confirm the chemical variations of the studied varieties at a molecular level, as well as their possible medicinal and industrial uses. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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15 pages, 2061 KiB

Open AccessArticle

In Vitro Calli Production Resulted in Different Profiles of Plant-Derived Medicinal Compounds in Phyllanthus amarus

by Maria Eduarda B. S. de Oliveira, Adilson Sartoratto and Jean Carlos Cardoso

Molecules 2020, 25(24), 5895; https://doi.org/10.3390/molecules25245895 - 12 Dec 2020

Cited by 8 | Viewed by 2650

Abstract

The efficient production of plant-derived medicinal compounds (PDMCs) from in vitro plants requires improvements in knowledge about control of plant or organ development and factors affecting the biosynthesis pathway of specific PDMCs under in vitro conditions, leading to a realistic large-scale tool for [...] Read more.

The efficient production of plant-derived medicinal compounds (PDMCs) from in vitro plants requires improvements in knowledge about control of plant or organ development and factors affecting the biosynthesis pathway of specific PDMCs under in vitro conditions, leading to a realistic large-scale tool for in vitro secondary metabolite production. Thus, this study aimed to develop an in vitro technique, through the induction and proliferation of calli, for production of plant fresh weight, and to compare the PDMC profile obtained from the plants versus in vitro calli of Phyllanthus amarus. It was successfully possible to obtain and proliferate two types of calli, one with a beige color and a friable appearance, obtained in the dark using Murashige and Skoog (MS) medium plus 2,4-dichlorophenoxyacetic acid (2,4-D), and a second type with a green color, rigid consistency, and nonfriable appearance obtained under light conditions and MS medium plus 6-benzyladenine (6-BA). In vitro micropropagated plants that gave rise to calli were also acclimatized in a greenhouse and cultivated until obtaining the mass for PDMC analysis and used as a control. While the micropropagated-derived plants concentrated the lignans niranthin, nirtetralin, and phyllanthin, the Phyllanthus amarus calli proliferated in vitro concentrated a completely different biochemical profile and synthesis of compounds, such as betulone, squalene, stigmasterol, and β-sitosterol, in addition to others not identified by GC-MS database. These results demonstrate the possibility of applying the calli in vitro from Phyllanthus amarus for production of important PDMCs unlike those obtained in cultures of differentiated tissues from field plants. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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27 pages, 2459 KiB

Open AccessArticle

Production of Verbascoside, Isoverbascoside and Phenolic Acids in Callus, Suspension, and Bioreactor Cultures of Verbena officinalis and Biological Properties of Biomass Extracts

by Paweł Kubica, Agnieszka Szopa, Adam Kokotkiewicz, Natalizia Miceli, Maria Fernanda Taviano, Alessandro Maugeri, Santa Cirmi, Alicja Synowiec, Małgorzata Gniewosz, Hosam O. Elansary, Eman A. Mahmoud, Diaa O. El-Ansary, Omaima Nasif, Maria Luczkiewicz and Halina Ekiert

Molecules 2020, 25(23), 5609; https://doi.org/10.3390/molecules25235609 - 28 Nov 2020

Cited by 18 | Viewed by 3815

Abstract

Callus, suspension and bioreactor cultures of Verbena officinalis were established, and optimized for biomass growth and production of phenylpropanoid glycosides, phenolic acids, flavonoids and iridoids. All types of cultures were maintained on/in the Murashige and Skoog (MS) media with 1 mg/L BAP and [...] Read more.

Callus, suspension and bioreactor cultures of Verbena officinalis were established, and optimized for biomass growth and production of phenylpropanoid glycosides, phenolic acids, flavonoids and iridoids. All types of cultures were maintained on/in the Murashige and Skoog (MS) media with 1 mg/L BAP and 1 mg/L NAA. The inoculum sizes were optimized in callus and suspension cultures. Moreover, the growth of the culture in two different types of bioreactors—a balloon bioreactor (BB) and a stirred-tank bioreactor (STB) was tested. In methanolic extracts from biomass of all types of in vitro cultures the presence of the same metabolites—verbascoside, isoverbascoside, and six phenolic acids: protocatechuic, chlorogenic, vanillic, caffeic, ferulic and rosmarinic acids was confirmed and quantified by the HPLC-DAD method. In the extracts from lyophilized culture media, no metabolites were found. The main metabolites in biomass extracts were verbascoside and isoverbascoside. Their maximum amounts in g/100 g DW (dry weight) in the tested types of cultures were as follow: 7.25 and 0.61 (callus), 7.06 and 0.48 (suspension), 7.69 and 0.31 (BB), 9.18 and 0.34 (STB). The amounts of phenolic acids were many times lower, max. total content reached of 26.90, 50.72, 19.88, and 36.78 mg/100 g DW, respectively. The highest content of verbascoside and also a high content of isoverbascoside obtained in STB (stirred-tank bioreactor) were 5.3 and 7.8 times higher than in extracts from overground parts of the parent plant. In the extracts from parent plant two iridoids—verbenalin and hastatoside, were also abundant. All investigated biomass extracts and the extracts from parent plant showed the antiproliferative, antioxidant and antibacterial activities. The strongest activities were documented for the cultures maintained in STB. We propose extracts from in vitro cultured biomass of vervain, especially from STB, as a rich source of bioactive metabolites with antiproliferative, antioxidant and antibacterial properties. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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13 pages, 2588 KiB

Open AccessArticle

Topical Wound Healing Activity of Myricetin Isolated from Tecomaria capensis v. aurea

by Abdelsamed I. Elshamy, Naglaa M. Ammar, Heba A. Hassan, Walaa A. El-Kashak, Salim S. Al-Rejaie, Ahmed M. Abd-ElGawad and Abdel-Razik H. Farrag

Molecules 2020, 25(21), 4870; https://doi.org/10.3390/molecules25214870 - 22 Oct 2020

Cited by 24 | Viewed by 3060

Abstract

Wounds and burn injury are major causes of death and disability worldwide. Myricetin is a common bioactive flavonoid isolated naturally from the plant kingdom. Herein, a topical application of naturally isolated myricetin from the shoots of Tecomaria capensis v. aurea on excisional wound [...] Read more.

Wounds and burn injury are major causes of death and disability worldwide. Myricetin is a common bioactive flavonoid isolated naturally from the plant kingdom. Herein, a topical application of naturally isolated myricetin from the shoots of Tecomaria capensis v. aurea on excisional wound healing that was performed in albino rats. The wounded rats were treated every day with 10 and 20% myricetin for 14 days. During the experiment, the wound closure percentage was estimated at days 0, 7, and 14. Effects of myricetin on the inflammatory cytokines (tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β), and cluster of differentiation 68 (CD68) in the serum were evaluated using immunosorbent assay kits. The percentage of wound closure and contraction was delayed in wounded rats (67.35%) and was remarkably increased after treatment of wounded rats with myricetin; the treatment with 20% myricetin was the most potent (98.76%). Histological findings exhibited that 10% myricetin caused the formation of a large area of scarring at the wound enclosure and stratified squamous epithelium without the formation of papillae as in the control group. Treatment with 20% myricetin exhibited less area of scarring at the wound enclosure as well as re-epithelialization with a high density of fibroblasts and blood capillaries in the wound. Level elevations of serum pro-inflammatory cytokines, IL-1β, and TNF-α and macrophage CD68 were decreased in wounded rats treated with myricetin. Thus, it can be suggested that the enhancements in inflammatory cytokines as well as systemic reorganization after myricetin treatment may be recommended to play a crucial part in the promotion of wound healing. The findings suggest that treatment with a higher dose of myricetin was better in improving wound curing in rats. It could serve as a potent anti-inflammatory agent and can be used as an adjunctive or alternative agent in the future. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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16 pages, 4940 KiB

Open AccessArticle

Optimization of Light Intensity, Temperature, and Nutrients to Enhance the Bioactive Content of Hyperforin and Rutin in St. John’s Wort

by Chia-Hung Kuo, Yi-Chin Chou, Kuo-Chun Liao, Chwen-Jen Shieh and Tzu-Shing Deng

Molecules 2020, 25(18), 4256; https://doi.org/10.3390/molecules25184256 - 16 Sep 2020

Cited by 9 | Viewed by 2635

Abstract

St. John’s wort (Hypericum perforatum L.) is a medicinal plant that alleviates depression and other disorders due to its abundance of active ingredients. Hyperforin, rutin, and melatonin are the main active, and important, ingredients in St. John’s wort that alleviate depression. In [...] Read more.

St. John’s wort (Hypericum perforatum L.) is a medicinal plant that alleviates depression and other disorders due to its abundance of active ingredients. Hyperforin, rutin, and melatonin are the main active, and important, ingredients in St. John’s wort that alleviate depression. In order to investigate the optimal conditions for accumulating these active ingredients, design of experiments and response surface methodology (RSM) was employed in this study. Two-month-old St John’s wort plants were cultivated in growth chambers at varying temperatures, light intensities, and nutrient solution concentrations before analysis by HPLC, for determining differences in hyperforin, rutin, and melatonin content. The results showed that hyperforin and rutin contents were significantly influenced by temperature (18–23 °C) and light intensity (49–147 μmol m⁻² s⁻¹ photosynthetic photon flux density (PPFD)), whereas Hoagland’s nutrient solution concentration (25–75%) had little effect. The accumulation of melatonin might not be influenced by cultivation conditions. Light intensity and temperature are easily controlled environmental factors in artificial cultivation, both of which are related to secondary metabolite production in the plant. Based on RSM, the optimal conditions for the accumulation of hyperforin and rutin were obtained. The maximum content of hyperforin was 5.6 mg/g, obtained at a temperature of 19 °C, a nutrient solution concentration of 45%, and a light intensity of 49 μmol m⁻² s⁻¹ PPFD. The maximum content of rutin was 3.8 mg/g obtained at a temperature of 18 °C, a nutrient solution concentration of 50%, and a light intensity of 147 μmol m⁻² s⁻¹ PPFD. This evaluation of suitable conditions for the accumulation of bioactive compounds in St. John’s wort can be applied to plant factories on a large scale. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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20 pages, 2726 KiB

Open AccessArticle

UPLC-qTOF-MS Phytochemical Profile and Antiulcer Potential of Cyperus conglomeratus Rottb. Alcoholic Extract

by Abdelsamed I. Elshamy, Abdel Razik H. Farrag, Iriny M. Ayoub, Karam A. Mahdy, Rehab F. Taher, Abd El-Nasser G. EI Gendy, Tarik A. Mohamed, Salim S. Al-Rejaie, Yasser A. EI-Amier, Ahmed M. Abd-EIGawad and Mohamed A. Farag

Molecules 2020, 25(18), 4234; https://doi.org/10.3390/molecules25184234 - 15 Sep 2020

Cited by 27 | Viewed by 3534

Abstract

Cyperus has been commonly used as a multi-use medicinal plant in folk medicine worldwide. The objectives of our study were to determine the different metabolites in the Cyperus conglomeratus Rottb. methanol extract, and to assess its in vivo gastroprotective effect in ethanol-induced gastric [...] Read more.

Cyperus has been commonly used as a multi-use medicinal plant in folk medicine worldwide. The objectives of our study were to determine the different metabolites in the Cyperus conglomeratus Rottb. methanol extract, and to assess its in vivo gastroprotective effect in ethanol-induced gastric ulcer model in rats. Serum levels of galactin-3 and TNF-α were employed as biochemical markers. To pinpoint for active agents, comprehensive metabolites profiling of extract via UPLC-qTOF-MS/MS was employed. A total of 77 chromatographic peaks were detected, of which 70 were annotated. The detected metabolites were categorized into phenolic acids and their derivatives, flavonoids, stilbenes, aurones, quinones, terpenes, and steroids. Rats were divided into six groups; healthy control, ulcer control, standard drug group, and 25, 50, 100 mg/kg of C. conglomeratus treated rats. Pre-treatment with C. conglomeratus alcohol extract significantly reduced galactin-3, and TNF-α in ethanol-induced ulcer model at 25, 50, and 100 mg/kg. Further histopathological and histochemical studies revealed moderate erosion of superficial epithelium, few infiltrated inflammatory cells, and depletion of gastric tissue glycoprotein in the ulcer group. Treatment with the extract protected the gastric epithelial cells in a dose-dependent manner. It could be concluded that C. conglomeratus extract provides significant gastroprotective activity in ethanol-induced gastric ulcer and ought to be included in nutraceuticals in the future for ulcer treatment. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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12 pages, 1409 KiB

Open AccessArticle

Effects of Storage Time and Temperature on Antioxidants in Juice from Momordica charantia L. and Momordica charantia L. var. abbreviata Ser.

by Yung-Sheng Lin, Wen-Ying Huang, Pang-Yen Ho, Shiou-Yih Hu, Ying-Yi Lin, Cheng-You Chen, Min-Yun Chang and Shu-Ling Huang

Molecules 2020, 25(16), 3614; https://doi.org/10.3390/molecules25163614 - 09 Aug 2020

Cited by 13 | Viewed by 3101

Abstract

This study determined the antioxidant activities of juice from Momordica charantia L. (MC) and MC var. abbreviata Ser. (MCVAS) by analyzing 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging ability, ferric reducing power (FRP), and total phenolic content (TPC). The effects of storage time and storage temperature on [...] Read more.

This study determined the antioxidant activities of juice from Momordica charantia L. (MC) and MC var. abbreviata Ser. (MCVAS) by analyzing 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging ability, ferric reducing power (FRP), and total phenolic content (TPC). The effects of storage time and storage temperature on these antioxidant activities were investigated. Liquid chromatography–mass spectrometry was conducted to identify the major components of MC and MCVAS. The results revealed that the antioxidant activity of MCVAS was better than that of MC, possibly because of richer components of MCVAS. For MC and MCVAS, the scavenging concentrations of 50% DPPH were 3.33 and 1.19 mg/mL, respectively; moreover, the FRP values were 68.93 and 118.14 mg ascorbic acid equivalent/g dry weight, respectively; and the TPC values were 8.15 and 11.47 mg gallic acid equivalent/g dry weight, respectively. The antioxidant activities of MC and MCVAS decreased with storage time. High storage temperature decreased antioxidant activity more quickly than a low temperature. In addition, MC had exhibited a faster decline in DPPH scavenging ability and FRP than MCVAS during 24-day storage, but no difference was observed in TPC. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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25 pages, 4807 KiB

Open AccessArticle

Interactive Effects of Wide-Spectrum Monochromatic Lights on Phytochemical Production, Antioxidant and Biological Activities of Solanum xanthocarpum Callus Cultures

by Hazrat Usman, Muhammad Asad Ullah, Hasnain Jan, Aisha Siddiquah, Samantha Drouet, Sumaira Anjum, Nathalie Giglioli-Guviarc’h, Christophe Hano and Bilal Haider Abbasi

Molecules 2020, 25(9), 2201; https://doi.org/10.3390/molecules25092201 - 08 May 2020

Cited by 34 | Viewed by 4586

Abstract

Solanum xanthocarpum is considered an important traditional medicinal herb because of its unique antioxidant, and anti-diabetic, anti-aging, and anti-inflammatory potential. Because of the over exploitation linked to its medicinal properties as well as destruction of its natural habitat, S. xanthocarpum is now becoming [...] Read more.

Solanum xanthocarpum is considered an important traditional medicinal herb because of its unique antioxidant, and anti-diabetic, anti-aging, and anti-inflammatory potential. Because of the over exploitation linked to its medicinal properties as well as destruction of its natural habitat, S. xanthocarpum is now becoming endangered and its supply is limited. Plant in vitro culture and elicitation are attractive alternative strategies to produce biomass and stimulate biosynthesis of medicinally important phytochemicals. Here, we investigated the potential influence of seven different monochromatic light treatments on biomass and secondary metabolites accumulation in callus culture of S. xanthocarpum as well as associated biological activities of the corresponding extracts. Among different light treatments, highest biomass accumulation was observed in white light-treated callus culture. Optimum accumulation of total flavonoid contents (TFC) and total phenolic contents (TPC) were observed in callus culture kept under continuous white and blue light respectively than control. Quantification of phytochemicals through HPLC revealed that optimum production of caffeic acid (0.57 ± 0.06 mg/g DW), methyl-caffeate (17.19 mg/g ± 1.79 DW), scopoletin (2.28 ± 0.13 mg/g DW), and esculetin (0.68 ± 0.07 mg/g DW) was observed under blue light callus cultures. Compared to the classic photoperiod condition, caffeic acid, methyl-caffeate, scopoletin, and esculetin were accumulated 1.7, 2.5, 1.1, and 1.09-folds higher, respectively. Moreover, high in vitro cell free antioxidant, anti-diabetic, anti-aging, and anti-inflammatory activities were closely associated with the production of these secondary metabolites. These results clearly showed the interest to apply multispectral light as elicitor of in vitro callus cultures S. xanthocarpum to promote the production of important phytochemicals, and allow us to propose this system as an alternative for the collection of this endangered species from the wild. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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17 pages, 3802 KiB

Open AccessArticle

Role of Ascorbic acid, Glutathione and Proline Applied as Singly or in Sequence Combination in Improving Chickpea Plant through Physiological Change and Antioxidant Defense under Different Levels of Irrigation Intervals

by Hossam S. El-Beltagi, Heba I. Mohamed and Mahmoud R. Sofy

Molecules 2020, 25(7), 1702; https://doi.org/10.3390/molecules25071702 - 08 Apr 2020

Cited by 107 | Viewed by 5449

Abstract

In recent years, the harmful effects of drought stress have been be mitigated by using bioactive compounds such as antioxidants and osmolytes. In this research, pot experiments were carried out to investigate the effects of ascorbic acid, glutathione and proline on alleviating the [...] Read more.

In recent years, the harmful effects of drought stress have been be mitigated by using bioactive compounds such as antioxidants and osmolytes. In this research, pot experiments were carried out to investigate the effects of ascorbic acid, glutathione and proline on alleviating the harmful effect of drought stress in chickpea plants during season 2017. Chickpea plant seeds were soaked in ascorbic acid (0.75 mM), glutathione (0.75 mM), proline (0.75 mM) singly and/or in sequence combinations for 4 h and then planted in pots. The pots were irrigated with water after seven days (to serve as control), after 14 days (moderate drought stress) and after 28 days (severe drought stress). The sequence combination of antioxidants and proline under drought stress has not been studied yet. The results showed significantly decreased in plant growth, yielding characteristics, photosynthetic pigments and soluble protein content in response to moderate and severe drought stress. Moreover, treatment with antioxidants caused increment the antioxidant enzyme activity, non-enzymatic antioxidant (ascorbic acid and glutathione) contents and endogenous proline in stressed and unstressed plants. In conclusion, The sequence combination of antioxidants and proline caused improvement in plant growth under drought stress by up-regulating the antioxidant defense system and osmolyte synthesis. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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16 pages, 11882 KiB

Open AccessArticle

Multiple Applications of a Novel Cationic Gemini Surfactant: Anti-Microbial, Anti-Biofilm, Biocide, Salinity Corrosion Inhibitor, and Biofilm Dispersion (Part II)

by A. Labena, M. A. Hegazy, Radwa M. Sami and Wael N. Hozzein

Molecules 2020, 25(6), 1348; https://doi.org/10.3390/molecules25061348 - 16 Mar 2020

Cited by 30 | Viewed by 3739

Abstract

The Egyptian petroleum industries are incurring severe problems with corrosion, particularly corrosion that is induced by sulfidogenic microbial activities in harsh salinity environments despite extensively using biocides and metal corrosion inhibitors. Therefore, in this study, a synthesized cationic gemini surfactant (SCGS) was tested [...] Read more.

The Egyptian petroleum industries are incurring severe problems with corrosion, particularly corrosion that is induced by sulfidogenic microbial activities in harsh salinity environments despite extensively using biocides and metal corrosion inhibitors. Therefore, in this study, a synthesized cationic gemini surfactant (SCGS) was tested as a broad-spectrum antimicrobial, anti-bacterial, anti-candida, anti-fungal, anti-biofilm (anti-adhesive), and bio-dispersion agent. The SCGS was evaluated as a biocide against environmental sulfidogenic-bacteria and as a corrosion inhibitor for a high salinity cultivated medium. The SCGS displayed wide spectrum antimicrobial activity with minimum bactericidal/fungicidal inhibitory concentrations. The SCGS demonstrated anti-bacterial, anti-biofilm, and bio-dispersion activity. The SCGS exhibited bactericidal activity against environmental sulfidogenic bacteria and the highest corrosion inhibition efficiency of 93.8% at 5 mM. Additionally, the SCGS demonstrated bio-dispersion activity against the environmental sulfidogenic bacteria at 5.49% salinity. In conclusion, this study provides a novel synthesized cationic surfactant with many applications in the oil and gas industry: as broad-spectrum antimicrobial and anti-biofilm agents, corrosion inhibition for high salinity, biocides for environmentally sulfidogenic bacteria, and as bio-dispersion agents. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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18 pages, 405 KiB

Open AccessArticle

Antigenotoxic, Anti-photogenotoxic, and Antioxidant Properties of Polyscias filicifolia Shoots Cultivated In Vitro

by Ramona Figat, Anita Śliwińska, Anna Stochmal, Agata Soluch, Magdalena Sobczak, Anna Zgadzaj, Katarzyna Sykłowska-Baranek and Agnieszka Pietrosiuk

Molecules 2020, 25(5), 1090; https://doi.org/10.3390/molecules25051090 - 28 Feb 2020

Cited by 12 | Viewed by 2868

Abstract

Traditional medicinal plants are an important source of active compounds with potential antimutagenic activity. Polyscias filicifolia Bailey (Araliaceae) is a South Asian traditional herb used as an adaptogenic and cardiac drug. Extracts of P. filicifolia contain a wide range of biologically active compounds [...] Read more.

Traditional medicinal plants are an important source of active compounds with potential antimutagenic activity. Polyscias filicifolia Bailey (Araliaceae) is a South Asian traditional herb used as an adaptogenic and cardiac drug. Extracts of P. filicifolia contain a wide range of biologically active compounds like phenolic acids and triterpenoid saponins. In the present study. antigenotoxic potential of three naturally occurring phenolic acids and extracts of P. filicifolia growing in vitro with the addition of elicitors was evaluated against direct (4-nitroquinoline-N-oxide (4NQO) and mitomycin C (MMC)) and indirect mutagens (2-aminoanthracene (2AA)). The evaluation was made using a bacterial umu-test. Moreover, the ability to prevent photogenotoxicity induced by chlorpromazine (CPZ) under UVA irradiation was measured. The phytochemical profiling of examined extracts revealed the presence of numerous compounds with the prevelance of chlorogenic, caffeic, and ferulic acid derivatives; however, saponin fractions were also determined. The antioxidant potential of extracts strictly correlated with their composition. The tested extracts exhibited high antigenotoxic activity if the assay was performed with 2AA and metabolic activation. Moreover, the extracts slightly decreased the MMC-induced genotoxicity. However, an increase of the genotoxic effect was observed in the assay performed with 4NQO. In addition, photo-antigenotoxic activity was observed. In our study, phenolic acids exhibited lower activity than the extracts. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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12 pages, 1196 KiB

Open AccessFeature PaperArticle

Moringin, A Stable Isothiocyanate from Moringa oleifera, Activates the Somatosensory and Pain Receptor TRPA1 Channel In Vitro

by Gigliola Borgonovo, Luciano De Petrocellis, Aniello Schiano Moriello, Simona Bertoli, Alessandro Leone, Alberto Battezzati, Stefania Mazzini and Angela Bassoli

Molecules 2020, 25(4), 976; https://doi.org/10.3390/molecules25040976 - 22 Feb 2020

Cited by 29 | Viewed by 5823

Abstract

Moringa oleifera Lam. is a tropical plant widely used in traditional medicines and as a food supplement. It is characterized by the presence of glucosinolates and isothiocyanates; the stable isothiocyanate 4-[(α-l-rhamnosyloxy)benzyl]isothiocyanate (moringin) has been widely studied for its bioactivity as hypoglycemic, [...] Read more.

Moringa oleifera Lam. is a tropical plant widely used in traditional medicines and as a food supplement. It is characterized by the presence of glucosinolates and isothiocyanates; the stable isothiocyanate 4-[(α-l-rhamnosyloxy)benzyl]isothiocyanate (moringin) has been widely studied for its bioactivity as hypoglycemic, antimicrobial, anticancer and in particular for its involvement in nociception and neurogenic pain. Moringa extracts and pure moringin were submitted to in vitro assays with the somatosensory TRPA1 ion channel, proving that moringin is a potent and effective agonist of this receptor involved in nociceptive function and pain states. Moringin do not activate or activates very weakly the vanilloids somatosensory channels TRPV1,2,3 and 4, and the melastatin cooling receptor TRPM8. The comparison of moringin’s activity with other known agonists of natural origin is also discussed. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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19 pages, 2147 KiB

Open AccessArticle

Phytochemical Screening and Antiprotozoal Effects of the Methanolic Berberis Vulgaris and Acetonic Rhus Coriaria Extracts

by Gaber El-Saber Batiha, Amany Magdy Beshbishy, Oluyomi Stephen Adeyemi, Eman Hassan Nadwa, Eman kadry Mohamed Rashwan, Luay M. Alkazmi, Amr A. Elkelish and Ikuo Igarashi

Molecules 2020, 25(3), 550; https://doi.org/10.3390/molecules25030550 - 27 Jan 2020

Cited by 38 | Viewed by 4197

Abstract

Berberis vulgaris (B. vulgaris) and Rhus coriaria (R. coriaria) have been documented to have various pharmacologic activities. The current study assessed the in vitro as well as in vivo inhibitory efficacy of a methanolic extract of B. vulgaris (MEBV) and [...] Read more.

Berberis vulgaris (B. vulgaris) and Rhus coriaria (R. coriaria) have been documented to have various pharmacologic activities. The current study assessed the in vitro as well as in vivo inhibitory efficacy of a methanolic extract of B. vulgaris (MEBV) and an acetone extract of R. coriaria (AERC) on six species of piroplasm parasites. The drug-exposure viability assay was tested on three different cell lines, namely mouse embryonic fibroblast (NIH/3T3), Madin-Darby bovine kidney (MDBK) and human foreskin fibroblast (HFF) cells. Qualitative phytochemical estimation revealed that both extracts containing alkaloid, tannin, saponins and terpenoids and significant amounts of flavonoids and polyphenols. The GC-MS analysis of MEBV and AERC revealed the existence of 27 and 20 phytochemical compounds, respectively. MEBV and AERC restricted the multiplication of Babesia (B.) bovis, B. bigemina, B. divergens, B. caballi, and Theileria (T.) equi at the half-maximal inhibitory concentration (IC₅₀) of 0.84 ± 0.2, 0.81 ± 0.3, 4.1 ± 0.9, 0.35 ± 0.1 and 0.68 ± 0.1 µg/mL and 85.7 ± 3.1, 60 ± 8.5, 90 ± 3.7, 85.7 ± 2.1 and 78 ± 2.1 µg/mL, respectively. In the cytotoxicity assay, MEBV and AERC inhibited MDBK, NIH/3T3 and HFF cells with half-maximal effective concentrations (EC₅₀) of 695.7 ± 24.9, 931 ± 44.9, >1500 µg/mL and 737.7 ± 17.4, >1500 and >1500 µg/mL, respectively. The experiments in mice showed that MEBV and AERC prohibited B. microti multiplication at 150 mg/kg by 66.7% and 70%, respectively. These results indicate the prospects of these extracts as drug candidates for piroplasmosis treatment following additional studies in some clinical cases. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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11 pages, 2705 KiB

Open AccessArticle

In Vivo and In Vitro Evaluation of the Protective Effects of Hesperidin in Lipopolysaccharide-Induced Inflammation and Cytotoxicity of Cell

by Rasha Al-Rikabi, Hanady Al-Shmgani, Yaser Hassan Dewir and Salah El-Hendawy

Molecules 2020, 25(3), 478; https://doi.org/10.3390/molecules25030478 - 22 Jan 2020

Cited by 25 | Viewed by 3813

Abstract

(1) Background: Plant flavonoids are efficient in preventing and treating various diseases. This study aimed to evaluate the ability of hesperidin, a flavonoid found in citrus fruits, in inhibiting lipopolysaccharide (LPS) induced inflammation, which induced lethal toxicity in vivo, and to evaluate its [...] Read more.

(1) Background: Plant flavonoids are efficient in preventing and treating various diseases. This study aimed to evaluate the ability of hesperidin, a flavonoid found in citrus fruits, in inhibiting lipopolysaccharide (LPS) induced inflammation, which induced lethal toxicity in vivo, and to evaluate its importance as an antitumor agent in breast cancer. The in vivo experiments revealed the protective effects of hesperidin against the negative LPS effects on the liver and spleen of male mice. (2) Methods: In the liver, the antioxidant activity was measured by estimating the concentration of glutathione (GSH) and catalase (CAT), whereas in spleen, the concentration of cytokines including IL-33 and TNF-α was measured. The in vitro experiments including MTT assay, clonogenity test, and sulforhodamine 101 stain with DAPI (4′, 6-diamidino-2-phenylindole) were used to assess the morphological apoptosis in breast cancer cells. (3) Results: The results of this study revealed a significant increase in the IL-33 and TNF-α cytokine levels in LPS challenged mice along with a considerable elevation in glutathione (GSH); moreover, the catalase (CAT) level was higher compared to that of the control group. Cytotoxicity of the MCF-7 cell line revealed significant differences among the groups treated with different concentrations when compared to the control groups, in a concentration-dependent manner. Hesperidin significantly inhibited the colony formation of MCF7 cells when compared to that of control. Clear changes were observed in the cell shape, including cell shrinkage and chromatin condensation, which were associated with a later apoptotic stage. (4) Conclusion: The results indicate that hesperidin might be a potential candidate in preventing diseases. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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12 pages, 1188 KiB

Open AccessArticle

Mammillaria Species—Polyphenols Studies and Anti-Cancer, Anti-Oxidant, and Anti-Bacterial Activities

by Hosam O. Elansary, Agnieszka Szopa, Marta Klimek-Szczykutowicz, Karolina Jafernik, Halina Ekiert, Eman A. Mahmoud, Ahmed Abdelmoneim Barakat and Diaa O. El-Ansary

Molecules 2020, 25(1), 131; https://doi.org/10.3390/molecules25010131 - 29 Dec 2019

Cited by 19 | Viewed by 3979

Abstract

Discovering new natural resources of polyphenols is the aim of many recent studies in the field of natural product research. This study tentatively investigated the polyphenols profile of the stems of seven Mammillaria species (M. rhodantha, M. spinosissima, M. hahniana, M. crucigera, M. [...] Read more.

Discovering new natural resources of polyphenols is the aim of many recent studies in the field of natural product research. This study tentatively investigated the polyphenols profile of the stems of seven Mammillaria species (M. rhodantha, M. spinosissima, M. hahniana, M. crucigera, M. candida, M. albilanata, and M. muehlenpfordtii) using high performance liquid chromatography with DAD detector (HPLC-DAD) method. Furthermore, the anti-cancer, anti-oxidant, and anti-bacterial potentials of these extracts as well as major identified phenols were explored. The HPLC-DAD study confirmed the availability of six phenolic acids, including gentisic acid, chlorogenic acid, caffeic acid, protocatechuic acid, sinapic acid, and p-hydroxybenzoic acid. The dominant compounds were: gentisic acid in M. rhodantha and M. spinosissima; chlorogenic acid in M. muehlenpfordtii, M. crucigera, and M. rhodantha; and caffeic acid in M. rhodantha, M. crucigera, and M. spinosissima. Stems of Mammillaria sp. showed antiproliferative effects against HeLa, MCF-7, and Jurkat cells. In HeLa and MCF-7 cells, the best antiproliferative activities were found in the treatments with M. rhodantha, M. spinosissima, and M. muehlenpfordtii. The apoptotic assay of M. rhodantha, M. spinosissima, and M. muehlenpfordtii showed accumulation of necrotic cells in the early and late apoptotic phase. M. rhodantha, M. spinosissima, and M. muehlenpfordtii showed the highest anti-oxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH), β-carotene bleaching, and ferric reducing anti-oxidant power (FRAP) assays. M. rhodantha was the best source of antioxidants. Mammillaria sp. showed moderate anti-bacterial effects against bacteria and the highest effects were found using the extracts of M. rhodantha, M. spinosissima, M. crucigera and M. muehlenpfordtii against most bacteria. The anti-bacterial activities were attributed to other phenolic compounds (e.g., chlorogenic acid) than gentisic acid, which was not active against most bacteria. Mammillaria sp. could be considered to be an important natural source of phenolic acids with anti-cancer, anti-bacterial, and anti-oxidant activities. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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20 pages, 1851 KiB

Open AccessArticle

Antioxidant System and Biomolecules Alteration in Pisum sativum under Heavy Metal Stress and Possible Alleviation by 5-Aminolevulinic Acid

by Yasser El-Amier, Khalid Elhindi, Salah El-Hendawy, Sarah Al-Rashed and Ahmed Abd-ElGawad

Molecules 2019, 24(22), 4194; https://doi.org/10.3390/molecules24224194 - 19 Nov 2019

Cited by 46 | Viewed by 3449

Abstract

Environmental pollution is the most serious problem that affects crop productivity worldwide. Pisum sativum is a leguminous plant that is cultivated on a large scale in the Nile Delta of Egypt as a winter crop, and many of the cultivated fields irrigated with [...] Read more.

Environmental pollution is the most serious problem that affects crop productivity worldwide. Pisum sativum is a leguminous plant that is cultivated on a large scale in the Nile Delta of Egypt as a winter crop, and many of the cultivated fields irrigated with drainage water that contained many pollutants including heavy metals. The present research aimed to investigate the impact of Cd and Ni on the biochemical and physiological processes in P. sativum and evaluate the potential alleviation of their toxicity by 5-aminolevulinic acid (ALA). Seedlings of P. sativum were grown in Hoagland solution treated with CdCl₂ or NiCl₂ for 72 h in the growth chamber. Hydrogen peroxide, lipid peroxidation, protein carbonylation, reduced glutathione, oxidized glutathione, proline, phenolics, antioxidant enzymes, as well as Cd and Ni concentrations were measured at 0, 12, 24, 36, 48, 72 h. An experiment of alleviation was conducted where ALA was added to the growth solution at a concentration of 200 µM coupled with 100 µM of either CdCl₂ or NiCl₂. Hydrogen peroxide, lipid peroxidation, protein carbonylation, reduced glutathione, oxidized glutathione, proline, and phenolics were induced due to the toxicity of Cd and Ni. The activities of antioxidant enzymes [NADH-oxidase (EC: 1.6.3.1), ascorbate peroxidase (EC: 1.11.1.11), glutathione reductase (EC: 1.6.4.2), superoxide dismutase (EC: 1.15.1.1), and catalase (EC: 1.11.1.6)] were induced under the treatments of both metals. On the other hand, the soluble protein decreased gradually depending upon the time of exposure to the heavy metals. The concentration of Cd and Ni in the leaves treated plants increased in time of exposure dependent manner, while their contents remained within the acceptable limits. The addition of ALA decreased the oxidative stress in treated P. sativum plants. The results revealed the significance of using ALA in the cultivation of P. sativum might improve its tolerance against heavy metal stress. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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22 pages, 424 KiB

Open AccessReview

Seaweed-Based Molecules and Their Potential Biological Activities: An Eco-Sustainable Cosmetics

by Haresh S. Kalasariya, Virendra Kumar Yadav, Krishna Kumar Yadav, Vineet Tirth, Ali Algahtani, Saiful Islam, Neha Gupta and Byong-Hun Jeon

Molecules 2021, 26(17), 5313; https://doi.org/10.3390/molecules26175313 - 01 Sep 2021

Cited by 47 | Viewed by 7069

Abstract

Amongst the countless marine organisms, seaweeds are considered as one of the richest sources of biologically active ingredients having powerful biological activities. Seaweeds or marine macroalgae are macroscopic multicellular eukaryotic photosynthetic organisms and have the potential to produce a large number of valuable [...] Read more.

Amongst the countless marine organisms, seaweeds are considered as one of the richest sources of biologically active ingredients having powerful biological activities. Seaweeds or marine macroalgae are macroscopic multicellular eukaryotic photosynthetic organisms and have the potential to produce a large number of valuable compounds, such as proteins, carbohydrates, fatty acids, amino acids, phenolic compounds, pigments, etc. Since it is a prominent source of bioactive constituents, it finds diversified industrial applications viz food and dairy, pharmaceuticals, medicinal, cosmeceutical, nutraceutical, etc. Moreover, seaweed-based cosmetic products are risen up in their demands by the consumers, as they see them as a promising alternative to synthetic cosmetics. Normally it contains purified biologically active compounds or extracts with several compounds. Several seaweed ingredients that are useful in cosmeceuticals are known to be effective alternatives with significant benefits. Many seaweeds’ species demonstrated skin beneficial activities, such as antioxidant, anti-melanogenesis, antiaging, photoprotection, anti-wrinkle, moisturizer, antioxidant, anti-inflammatory, anticancer and antioxidant properties, as well as certain antimicrobial activities, such as antibacterial, antifungal and antiviral activities. This review presents applications of bioactive molecules derived from marine algae as a potential substitute for its current applications in the cosmetic industry. The biological activities of carbohydrates, proteins, phenolic compounds and pigments are discussed as safe sources of ingredients for the consumer and cosmetic industry. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

15 pages, 3191 KiB

Open AccessReview

Phytochemicals and Biological Activities of Garcinia morella (Gaertn.) Desr.: A Review

by Hosakatte Niranjana Murthy, Dayanand Dalawai, Yaser Hassan Dewir and Abdullah Ibrahim

Molecules 2020, 25(23), 5690; https://doi.org/10.3390/molecules25235690 - 02 Dec 2020

Cited by 19 | Viewed by 4383

Abstract

Garcinia morella (Gaertn.) Desr. is an evergreen tree that yields edible fruits, oil, and resin. It is a source of “gamboge”, a gum/resin that has a wide range of uses. The fruits, leaves, and seeds of this tree are rich in bioactive compounds, [...] Read more.

Garcinia morella (Gaertn.) Desr. is an evergreen tree that yields edible fruits, oil, and resin. It is a source of “gamboge”, a gum/resin that has a wide range of uses. The fruits, leaves, and seeds of this tree are rich in bioactive compounds, including xanthones, flavonoids, phenolic acids, organic acids, and terpenoids. Evidence from different studies has demonstrated the antioxidant, antifungal, antiviral, hepatoprotective, anticancer, anti-inflammatory, antibacterial, and larvicidal activities of the fruit, leaf, and seed extracts of G. morella. This review summarizes the information on the phytochemicals of G. morella and the biological activities of its active constituents. Full article

(This article belongs to the Special Issue Plant Secondary Metabolites Isolation, Interaction and Biological Activities)

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