New 1,2,3-Benzotriazole-based thiourea analogues: Synthesis, alpha-glucosidase, urease activities and molecular docking study

• Published in: Chemical Data Collections Vol. 56; p. 101185
• Main Authors: Khan, Urooba, Hayat, Shawkat, Nabi, Muhammad, Ullah, Hayat, Umar, Ali, Khan, Muhammad Saleem, Rahim, Fazal, Khan, Muhammad Azam, Iqbal, Rashid, Gul, Farzana, Perviaz, Muhammed
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.03.2025
• Subjects: Alpha-glucosidase; Benzotriazole; Molecular docking; Structure activity relationship; Synthesis; Urease; Structure activity relationship; Urease; Synthesis; Benzotriazole; Molecular docking; Alpha-glucosidase
• ISSN: 2405-8300; 2405-8300
• DOI: 10.1016/j.cdc.2025.101185

-Benzotriazole-based thiourea analogues (1–13) were synthesized, characterized through different techniques such as 1H-NMR, 13C-NMR, and HREI-MS, and evaluated against alpha-glucosidase and urease enzymes. All synthesized analogues exhibited variable inhibitory potential, with IC50 values ranging from 2.30 ± 0.10 to 19.40 ± 0.20 µM (against α-glucosidase) as compared to standard drug acarbose (IC50 = 12.30 ± 1.10 µM) and 8.50 ± 0.30 to 27.60 ± 0.40 µM (against urease) as compared to standard drug thiourea (IC50 = 19.20 ± 0.21 µM). In case of α-glucosidase, analogues 12 (IC50 = 2.30 ± 0.10 µM) exhibited many times better activity than standard drug acarbose, while in case of urease, compounds 7 (IC50 = 8.50 ± 0.30 µM) showed many times better activity than standard drug thiourea. Analogue 13 showed the least activity in both cases. We performed molecular docking studies to demonstrate the binding interaction of the most active scaffolds with the enzyme's active site. All compounds were verified for cytotoxicity against the 3T3 mouse fibroblast cell line and detected as non-toxic.