Synthesis, In Vitro α-Amylase Activity, and Molecular Docking Study of New Benzimidazole Derivatives

• Published in: Russian Journal of Organic Chemistry
• Main Author: Ullah H.; Ullah H.; Taha M.; Khan F.; Rahim F.; Uddin I.; Sarfraz M.; Shah S.A.A.; Aziz A.; Mubeen S.
• Format: Article
• Language: English
• Published: Pleiades journals 2021
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85110533011&doi=10.1134%2fS1070428021060130&partnerID=40&md5=8fd9310a4275563f102213b53d149414

Abstract: New benzimidazole derivatives were synthesized by reacting substitutedphenacyl bromides with 1H-benzimidazole-2-thiols. The synthesized compounds werecharacterized through 1H and13C NMR and high-resolution mass spectra. Theirevaluation for α-amylase activity revealed inhibitory potential withIC50 values ranging from 1.20±0.05 to 19.10±0.30 μMagainst IC50 = 1.70±0.10 μM for the standard drugacarbose. Among the examined series, 2-[(1H-benzimidazole-2-yl)sulfanyl]-1-(3–nitrophenyl)ethan-1-one(IC50 = 1.20±0.05 µM) was the most potent. Othernitro-substituted analogs showed good potency with IC50values of 2.10±0.10, 2.20±0.10 and 2.10±0.10 µM. Limited structure–activityrelationship was established for all derivatives based on the nature, position,and number of substituents on the aryl ring. Binding sites of the most activecompounds were determined by the molecular docking study. © 2021, Pleiades Publishing, Ltd.