Synthesis, in vitro α-glucosidase, urease activities and molecular docking study of benzoxazole bearing Schiff base derivatives

• Published in: Chemical Data Collections Vol. 46; p. 101054
• Main Authors: Ullah, Hayat, Uddin, Imad, Khan, Fahad, Hussain, Rafaqat, Khan, Shoaib
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.08.2023
• Subjects: Alpha glucosidase; Benzoxazole; Molecular docking; Schiff base; Synthesis; Urease; Schiff base; Alpha glucosidase; Urease; Synthesis; Molecular docking; Benzoxazole
• ISSN: 2405-8300; 2405-8300
• DOI: 10.1016/j.cdc.2023.101054

We have synthesis seventeen benzoxazole bearing Schiff base derivatives (1-17), characterized through different spectroscopic techniques i.e., 1H-NMR, 13C-NMR and HREI-MS and were screened against alpha-glucosidase and urease enzymes. All derivatives showed good inhibitory potential with IC50 value ranging from 3.20 ± 0.10 to 38.10 ± 0.20 µM (α-glucosidase) and 2.70 ± 0.40 to 21.20 ± 0.10 µM (urease) in the presence of reference drugs acarbose and thiourea having an IC50 values 38.45 ± 0.80 µM and 21.25 ± 0.15 µM respectively. Methoxy substituted derivative 1 was found most potent against alpha-glucosidase enzyme and derivative 3 was found most potent against urease enzyme. Structure activity relation has been carried out which mainly depend upon the type, number, position and electron donating/withdrawing effects of substituent(s) on phenyl ring. The study was further validated by molecular docking to find the binding interaction of most potent compounds with the enzyme active sites. All Compounds were verified for cytotoxicity against 3T3 mouse fibroblast cell line and detected non-toxic. The compounds were synthesized by simple modes of synthesis like carboxylate, hydrazide and finally Schiff base formation.