Synthesis, in vitro urease inhibitory potential and molecular docking study of benzofuran-based-thiazoldinone analogues.

Taha, Muhammad; Rahim, Fazal; Ullah, Hayat; Wadood, Abdul; Farooq, Rai Khalid; Shah, Syed Adnan Ali; Nawaz, Muhammad; Zakaria, Zainul Amiruddin

In continuation of our work on enzyme inhibition, the benzofuran-based-thiazoldinone analogues (1–14) were synthesized, characterized by HREI-MS, 1H and 13CNMR and evaluated for urease inhibition. Compounds 1–14 exhibited a varying degree of urease inhibitory activity with IC50 values between 1.2 ± 0.01 to 23.50 ± 0.70 µM when compared with standard drug thiourea having IC50 value 21.40 ± 0.21 µM. Compound 1, 3, 5 and 8 showed significant inhibitory effects with IC50 values 1.2 ± 0.01, 2.20 ± 0.01, 1.40 ± 0.01 and 2.90 ± 0.01 µM respectively, better than the rest of the series. A structure activity relationship (SAR) of this series has been established based on electronic effects and position of different substituents present on phenyl ring. Molecular docking studies were performed to understand the binding interaction of the compounds.

MOLECULAR docking; BENZOFURAN; UREASE; THIOUREA; STRUCTURE-activity relationships

Scientific Reports, 2020, Vol 10, Issue 1, p1

2045-2322

Academic Journal

10.1038/s41598-020-67414-7