Synthesis, molecular docking, in silico ADME and antimicrobial activity studies of some new benzimidazole-triazole derivatives

Asaf Evrim Evren; İsmail Çelik; Ulviye Acar Çevik

EN

Synthesis, molecular docking, in silico ADME and antimicrobial activity studies of some new benzimidazole-triazole derivatives

Abstract

In this study, new benzimidazole-triazole derivatives were synthesized in two steps. First, 4-benzaldehyde derivatives are synthesized by reacting 1,2,4-triazole ring and 4-fluorobenzaldehyde. In the last step, the benzimidazole ring was obtained with o-phenylenediamine derivatives under microwave radiation. The structures of synthesized compounds were confirmed by 1H-NMR, 13C-NMR, infrared spectroscopy, mass spectroscopy, and elemental analysis. Antimicrobial activity of synthesized compounds is associated with six different types of bacteria (Escherichia coli ATCC 35218, E.coli ATCC 25922, Klebsiella pneumoniae NCTC 9633, Pseudomonas aeruginosa ATCC 27853, Salmonella typhimurium ATCC 13311, Staphylococcus aureus ATCC 25923), and four different Candida (C. albicans ATCC 24433, C. glabrata ATCC 90030, C. krusei ATCC 6258, C. parapsilosis ATCC 22019). Synthesized compounds showed weak antibacterial activity. However, 3a, 3b, and 3c compounds against C. albicans of the Candida species were found to show promising activity. Given the effect of substituents on antifungal activity, it is seen that the compounds 3a, 3b, and 3c carry chlorine, methyl, and fluoro substituents on the benzimidazole ring attract attention with higher activities. Molecular docking studies of 3a, 3b, and 3c were performed Schrödinger Glide XP against Candidas’ sterol 14-alpha demethylase (CYP51), and estimated ADME calculations were analyzed.

Keywords

References

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Details

Primary Language

English

Subjects

Pharmacology and Pharmaceutical Sciences

Journal Section

Research Article

Authors

Asaf Evrim Evren
0000-0002-8651-826X
Türkiye

İsmail Çelik ^*
0000-0002-8146-1663
Türkiye

Ulviye Acar Çevik
0000-0003-1879-1034
Türkiye

Publication Date

December 29, 2021

Submission Date

October 26, 2021

Acceptance Date

December 15, 2021

Published in Issue

Year 2021 Volume: 42 Number: 4

IZ

https://izlik.org/JA63MU47DM

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RIS / Bibtex

APA

Evren, A. E., Çelik, İ., & Acar Çevik, U. (2021). Synthesis, molecular docking, in silico ADME and antimicrobial activity studies of some new benzimidazole-triazole derivatives. Cumhuriyet Science Journal, 42(4), 795-805. https://izlik.org/JA63MU47DM

Öz

Synthesis, molecular docking, in silico ADME and antimicrobial activity studies of some new benzimidazole-triazole derivatives

Abstract

Keywords

References

Details

Primary Language

Subjects

Journal Section

Authors

Publication Date

Submission Date

Acceptance Date

Published in Issue

IZ

Cite