Tetrapyrrolic Macrocycles: Synthesis, Functionalization and Applications IV

A special issue of Chemistry (ISSN 2624-8549). This special issue belongs to the section "Molecular Organics".

Deadline for manuscript submissions: closed (31 March 2024) | Viewed by 1824

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LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
Interests: organic chemistry; N-heterocycles; tetrapyrroles; photodynamic applications; photosensitizers; antimicrobial; antitumoral; supramolecular chemistry; chemosensing; remediation
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Dear Colleagues,

Natural and synthetic macrocycles, like porphyrins, corroles, and phthalocyanines, among others, are considered strong and extremely versatile candidates to be used in different fields, such as catalysis, molecular recognition and sensing, medicine (e.g., photodynamic therapy, medical imaging, theranostic) and in the development of advanced biomimetic models and functional materials.

All these applications are strongly dependent on the availability of compounds with adequate and specific structural features and can consequently justify the high investment of different researcher groups to synthesize and modify natural and synthetic porphyrin derivatives or analogues and also to assess their photochemical/photophysical and biological properties, among others. This Special Issue, aims to provide a forum for the dissemination of the latest information on the synthesis and functionalization of tetrapyrrolic macrocycles and their potential applications in different fields.

You may choose our Joint Special Issue in Molecules.

Prof. Dr. M. Graça P. M. S. Neves
Prof. Dr. M. Amparo F. Faustino
Dr. Nuno M. M. Moura
Guest Editors

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Keywords

  • tetrapyrrolic macrocycles
  • porphyrins and analogues
  • synthesis
  • functionalization
  • application

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20 pages, 3358 KiB  
Article
Bioactive Pyrrolo[2,1-f][1,2,4]triazines: Synthesis, Molecular Docking, In Vitro Cytotoxicity Assay and Antiviral Studies
by Nataliya N. Mochulskaya, Svetlana K. Kotovskaya, Ilya I. Butorin, Mikhail V. Varaksin, Valery N. Charushin, Vladimir L. Rusinov, Yana L. Esaulkova, Alexander V. Slita, Polina A. Ilyina and Vladimir V. Zarubaev
Chemistry 2023, 5(4), 2657-2676; https://doi.org/10.3390/chemistry5040171 - 21 Nov 2023
Viewed by 1050
Abstract
A series of 2,4-disubstituted pyrrolo[2,1-f][1,2,4]triazines containing both aryl and thienyl substituents were synthesized by exploiting the 1,3-cycloaddition reaction of N(1)-ethyl-1,2,4-triazinium tetrafluoroborates with dimethyl acetylenedicarboxylate. The antiviral activity of the synthesized compounds against influenza virus strain A/Puerto Rico/8/34 (H1N1) was studied in [...] Read more.
A series of 2,4-disubstituted pyrrolo[2,1-f][1,2,4]triazines containing both aryl and thienyl substituents were synthesized by exploiting the 1,3-cycloaddition reaction of N(1)-ethyl-1,2,4-triazinium tetrafluoroborates with dimethyl acetylenedicarboxylate. The antiviral activity of the synthesized compounds against influenza virus strain A/Puerto Rico/8/34 (H1N1) was studied in experiments on Madin-Darby canine kidney (MDCK) cell culture. Among the pyrrolo[2,1-f][1,2,4]triazine derivatives, compounds with low toxicity and high antiviral activity were identified. Dimethyl 4-(4-methoxyphenyl)-7-methyl-2-p-tolylpyrrolo[2,1-f][1,2,4]triazine-5,6-dicarboxylate was found to demonstrate the best antiviral activity (IC50 4 µg/mL and selectivity index 188). Based on the results of in vitro tests and molecular docking studies performed, a plausible mechanism of action for these compounds was suggested to involve inhibition of neuraminidase. Full article
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