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Article

Antimicrobial Activity of Novel C2-Substituted 1,4-Dihydropyridine Analogues

1
Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic
2
Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic
3
Department of Organic Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2014, 82(2), 221-232; https://doi.org/10.3797/scipharm.1311-04
Submission received: 4 November 2013 / Accepted: 12 January 2014 / Published: 12 January 2014

Abstract

The antimicrobial activity of 3-methyl-5-isopropyl (or ethyl) 6-methyl-4-nitro-phenyl-1,4-dihydropyridine-3,5-dicarboxylate derivatives was evaluated. Prokaryotes (bacteria) appeared to be more sensitive to their antimicrobial activity than were eukaryotes (filamentous fungi). The best antibacterial activity was shown by derivative 33, which was able to inhibit the growth of Mycobacterium smegmatis (MIC33 = 9 μg.ml−1), Staphylococcus aureus (MIC33 = 25 μg.ml−1), and Escherichia coli (MIC33 = 100 μg.ml−1). In addition, derivative 4 demonstrated its antibacterial power on the acid-fast bacterial species M. smegmatis and on Gram-positive S. aureus. Focusing on the structure-activity relationship, it appears that the increase in the substituent bulk at the C2 position improved the antibacterial activity of the set of compounds studied. Derivatives 33 and 4, carrying 2-cyano-3-oxo-3-phenylprop-1-en-1-yl and allyliminomethyl groups, respectively, showed significantly higher inhibition activities on all tested microorganisms in comparison with the rest of the derivatives. This enhancement was also in good correlation with different log P values (lipophilicity parameter).
Keywords: 1,4-Dihydropyridine derivatives; Antibacterial activity; Antifungal activity; Lipophilicity 1,4-Dihydropyridine derivatives; Antibacterial activity; Antifungal activity; Lipophilicity

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MDPI and ACS Style

OLEJNÍKOVÁ, P.; ŠVORC, Ľ.; OLŠOVSKÁ, D.; PANÁKOVÁ, A.; VIHONSKÁ, Z.; KOVARYOVÁ, K.; MARCHALÍN, Š. Antimicrobial Activity of Novel C2-Substituted 1,4-Dihydropyridine Analogues. Sci. Pharm. 2014, 82, 221-232. https://doi.org/10.3797/scipharm.1311-04

AMA Style

OLEJNÍKOVÁ P, ŠVORC Ľ, OLŠOVSKÁ D, PANÁKOVÁ A, VIHONSKÁ Z, KOVARYOVÁ K, MARCHALÍN Š. Antimicrobial Activity of Novel C2-Substituted 1,4-Dihydropyridine Analogues. Scientia Pharmaceutica. 2014; 82(2):221-232. https://doi.org/10.3797/scipharm.1311-04

Chicago/Turabian Style

OLEJNÍKOVÁ, Petra, Ľubomír ŠVORC, Denisa OLŠOVSKÁ, Anna PANÁKOVÁ, Zuzana VIHONSKÁ, Katarína KOVARYOVÁ, and Štefan MARCHALÍN. 2014. "Antimicrobial Activity of Novel C2-Substituted 1,4-Dihydropyridine Analogues" Scientia Pharmaceutica 82, no. 2: 221-232. https://doi.org/10.3797/scipharm.1311-04

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