Efficient synthesis, dual anti-tubercular and antioxidant activity of triazole-acetophenone derivatives: enhanced efficacy via esterification and quantum mechanical validation of CYP121 binding
Abstract
). All derivatives also displayed moderate to excellent DPPH and hydroxyl radical scavenging activity, alongside minimal cytotoxicity toward human red blood cells. Comprehensive molecular docking against the MTB CYP121 enzyme established that this enhanced efficacy was due to a shift from polar carboxylate contacts to favorable non-polar interactions, including halogen bonding and π-stacking, especially in the fluorine and trifluoromethyl-substituted esters. This differential binding pattern was further validated and characterized at the electronic level using quantum mechanics (QM) based IGMplot analysis. The findings underscore that optimal anti-tubercular efficacy requires a synergistic balance of binding affinity, substituent nature, and physicochemical properties like predicted aqueous solubility.
Fields of Study & Subjects
Click Chemistry and Applications
Cyclopropane Reaction Mechanisms
Pharmacogenetics and Drug Metabolism
Publication details
- Journal / source
- RSC Advances
- Publisher
- Royal Society of Chemistry (RSC)
- Volume
- 16
- Issue
- 4
- Pages
- 3609–3622
- Publication date
- 1 January 2026
- Language
- EN