Design, synthesis and biological evaluation of novel ketone derivatives containing benzimidazole and 1,3,4-triazole as CA inhibitors
Cevik, Ulviye Acar, Isik, Aysen, Kapavarapu, Ravikumar, Kucukoglu, Kaan, Nadaroglu, Hayrunnisa, Bostanci, Hayrani Eren, Ozkay, Yusuf, Kaplancikli, Zafer Asim
In this study, we synthesized a series of new benzimidazole-triazole (6a-6k) derivatives and characterized them by 1H NMR, 13C NMR, and HRMS. These compounds were evaluated for their inhibitory activity against hCA-I and hCA-II. All the compounds exhibited good hCA-I and hCA-II inhibitory activities with IC50 values in the range of 1.158 mu M to 3.48 mu M. Among all these compounds, compound 6j, with an IC50 value of 1.288 mu M and 1.6197 mu M, is the most active against hCA-I and hCA-II, respectively. Compounds 6a-6k were also evaluated for their cytotoxic effects on the L929 mouse fibroblast (normal) cell line. Enzyme inhibition kinetics showed all compounds 6a-6k to inhibit the enzyme by non-competitive. The most active compound 6j was subjected to molecular docking, which revealed their binding interactions with the enzyme's active site, confirming the experimental findings.
- Dergi
- JOURNAL OF MOLECULAR STRUCTURE
- Yıl
- 2024
- Cilt
- 1295
- ISSN
- 0022-2860
- eISSN
- 1872-8014
- DOI
- 10.1016/j.molstruc.2023.136770
- WoS UID
- WOS:001097119900001