Synthesis, Characterization and Evaluation of Antimicrobial Activity, Phytotoxicity, Molecular Docking & Dynamic Simulations of Benzothiazole Functionalized C−C Linked Pyrazolyl‐Thiazoles.

Synthesis of phenyl/benzothiazole functionalized C−C linked pyrazolyl‐thiazoles has been achieved from non‐lachrymatory α‐tosyloxy pyrazolylketones with different thioamides. The pyrazolyl‐thiazoles were characterized by spectroscopic studies and evaluated for antimicrobial activity and phytotoxicity. Compound 6 n displayed better activity with MIC value of 0.0045 μmol/mL against Gram‐positive bacteria B. cereus in comparison to the standard drug Ciprofloxacin (0.0047 μmol/mL). Compound 6 i displayed better activity against fungal strain C. albicans (MIC=0.0152 μmol/mL) in comparison to the standard drug Fluconazole (0.0204 μmol/mL). Compound 6 o diplayed 95 % cell viability against Mouse Fibroblast cell line and 100 % plant seed germination. Docking studies at the topoisomerase II DNA gyrase B (PDB ID: 1KZN) and C. albicans (PDB ID: 1IYL) were used to investigate potential interactions between the most active compound and the receptor protein. The stability of the compounds with 1KZN and 1IYL by molecular dynamic simulations showed that 6 r, 6 n and 6 i present leading structures for next drug development because of their simple synthesis and useful bioactivity. [ABSTRACT FROM AUTHOR]