An Efficient Synthesis, Antimicrobial Evaluation and In Silico Studies of 1,2,3-Triazolyl-isoxazolyl-ethanol Derivatives

A series of 2-(1-substituted benzyl-1H-1,2,3-triazol-4-yl)-1-(5-arylisoxazol-3-yl)ethanol (8 a-p) have been designed and efficiently synthesized. The structure of the compounds 8 a-p was characterized by spectral methods. The newly synthesized 1,2,3-triazolyl-isoxazolyl-ethanol (8 a-p) derivatives were evaluated for in vitro antimicrobial activity against P. mirabilis, E. coli, S. albus, B. subtilis, C. albicans and A. niger. Eleven derivatives showed good activity against the Gram-negative strains. Compounds 8 b, 8 c, 8 d, 8 g, 8 h, 8 i, 8 j, 8 k, 8 n, 8 o, and 8 p showed good antibacterial against E. coli activity. Against P. mirabilis, compounds 8 a, 8 b, 8 d, 8 g, 8 h, 8 k, 8 l, 8 m, 8 n, 8 o, and 8 p showed good activity, compounds 8 o, and 8 p showed two-fold less activity than the reference drug streptomycin. Against the Gram-positive strain, B. subtilis, compounds 8 c, 8 d and 8 f showed good activity, from which the compounds 8 d and 8 f were found only two-fold less potent than the reference drug streptomycin. Against fungal strains, C. albicans, compound 8 g and against A. niger, compounds 8 f, 8 h and 8 j showed good antifungal activity. Against A. niger strain, the compounds 8 f and 8 h reported only two-fold less activity than the reference drug fluconazole. The active compounds were studied for molecular docking and molecular dynamics simulations. An efficient synthesis of 1,2,3-triazolyl-isoxazolyl-ethanol was achieved by modifying the reaction conditions. Compounds 8a-p were evaluated for antimicrobial activity and in silico studies. Compounds 8a-p showed good to moderate antibacterial activity against Gram-negative strains. image