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Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues

A series of 2,4,5 trisubstituted-1,2,3-triazole analogues have been screened for their antifungal activity against five fungal strains, Candida parapsilosis, Candida albicans, Candida tropicalis, Aspergillus niger, and Trichophyton rubrum, via a 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium b...

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Autores principales: Venugopala, Katharigatta N., Khedr, Mohammed A., Girish, Yarabahally R., Bhandary, Subhrajyoti, Chopra, Deepak, Morsy, Mohamed A., Aldhubiab, Bandar E., Deb, Pran Kishore, Attimarad, Mahesh, Nair, Anroop B., Sreeharsha, Nagaraja, V, Rashmi, Kandeel, Mahmoud, Akrawi, Sabah H., Reddy M B, Madhusudana, Shashikanth, Sheena, Alwassil, Osama I., Mohanlall, Viresh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7344790/
https://www.ncbi.nlm.nih.gov/pubmed/32575727
http://dx.doi.org/10.3390/antibiotics9060350
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author Venugopala, Katharigatta N.
Khedr, Mohammed A.
Girish, Yarabahally R.
Bhandary, Subhrajyoti
Chopra, Deepak
Morsy, Mohamed A.
Aldhubiab, Bandar E.
Deb, Pran Kishore
Attimarad, Mahesh
Nair, Anroop B.
Sreeharsha, Nagaraja
V, Rashmi
Kandeel, Mahmoud
Akrawi, Sabah H.
Reddy M B, Madhusudana
Shashikanth, Sheena
Alwassil, Osama I.
Mohanlall, Viresh
author_facet Venugopala, Katharigatta N.
Khedr, Mohammed A.
Girish, Yarabahally R.
Bhandary, Subhrajyoti
Chopra, Deepak
Morsy, Mohamed A.
Aldhubiab, Bandar E.
Deb, Pran Kishore
Attimarad, Mahesh
Nair, Anroop B.
Sreeharsha, Nagaraja
V, Rashmi
Kandeel, Mahmoud
Akrawi, Sabah H.
Reddy M B, Madhusudana
Shashikanth, Sheena
Alwassil, Osama I.
Mohanlall, Viresh
author_sort Venugopala, Katharigatta N.
collection PubMed
description A series of 2,4,5 trisubstituted-1,2,3-triazole analogues have been screened for their antifungal activity against five fungal strains, Candida parapsilosis, Candida albicans, Candida tropicalis, Aspergillus niger, and Trichophyton rubrum, via a 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) microdilution assay. Compounds GKV10, GKV11, and GKV15 emerged as promising antifungal agents against all the fungal strains used in the current study. One of the highly active antifungal compounds, GKV10, was selected for a single-crystal X-ray diffraction analysis to unequivocally establish its molecular structure, conformation, and to understand the presence of different intermolecular interactions in its crystal lattice. A cooperative synergy of the C-H···O, C-H···N, C-H···S, C-H···π, and π···π intermolecular interactions was present in the crystal structure, which contributed towards the overall stabilization of the lattice. A molecular docking study was conducted for all the test compounds against Candida albicans lanosterol-14α-demethylase (pdb = 5 tzl). The binding stability of the highly promising antifungal test compound, GKV15, from the series was then evaluated by molecular dynamics studies.
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spelling pubmed-73447902020-07-09 Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues Venugopala, Katharigatta N. Khedr, Mohammed A. Girish, Yarabahally R. Bhandary, Subhrajyoti Chopra, Deepak Morsy, Mohamed A. Aldhubiab, Bandar E. Deb, Pran Kishore Attimarad, Mahesh Nair, Anroop B. Sreeharsha, Nagaraja V, Rashmi Kandeel, Mahmoud Akrawi, Sabah H. Reddy M B, Madhusudana Shashikanth, Sheena Alwassil, Osama I. Mohanlall, Viresh Antibiotics (Basel) Article A series of 2,4,5 trisubstituted-1,2,3-triazole analogues have been screened for their antifungal activity against five fungal strains, Candida parapsilosis, Candida albicans, Candida tropicalis, Aspergillus niger, and Trichophyton rubrum, via a 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) microdilution assay. Compounds GKV10, GKV11, and GKV15 emerged as promising antifungal agents against all the fungal strains used in the current study. One of the highly active antifungal compounds, GKV10, was selected for a single-crystal X-ray diffraction analysis to unequivocally establish its molecular structure, conformation, and to understand the presence of different intermolecular interactions in its crystal lattice. A cooperative synergy of the C-H···O, C-H···N, C-H···S, C-H···π, and π···π intermolecular interactions was present in the crystal structure, which contributed towards the overall stabilization of the lattice. A molecular docking study was conducted for all the test compounds against Candida albicans lanosterol-14α-demethylase (pdb = 5 tzl). The binding stability of the highly promising antifungal test compound, GKV15, from the series was then evaluated by molecular dynamics studies. MDPI 2020-06-20 /pmc/articles/PMC7344790/ /pubmed/32575727 http://dx.doi.org/10.3390/antibiotics9060350 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Venugopala, Katharigatta N.
Khedr, Mohammed A.
Girish, Yarabahally R.
Bhandary, Subhrajyoti
Chopra, Deepak
Morsy, Mohamed A.
Aldhubiab, Bandar E.
Deb, Pran Kishore
Attimarad, Mahesh
Nair, Anroop B.
Sreeharsha, Nagaraja
V, Rashmi
Kandeel, Mahmoud
Akrawi, Sabah H.
Reddy M B, Madhusudana
Shashikanth, Sheena
Alwassil, Osama I.
Mohanlall, Viresh
Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title_full Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title_fullStr Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title_full_unstemmed Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title_short Crystallography, in Silico Studies, and In Vitro Antifungal Studies of 2,4,5 Trisubstituted 1,2,3-Triazole Analogues
title_sort crystallography, in silico studies, and in vitro antifungal studies of 2,4,5 trisubstituted 1,2,3-triazole analogues
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7344790/
https://www.ncbi.nlm.nih.gov/pubmed/32575727
http://dx.doi.org/10.3390/antibiotics9060350
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