Synthesis of coumarin-analogues: Analytical, spectral, conformational, MOE-docking and antimicrobial studies

Abstract

New coumarin-analogs were synthesized from the reaction of 3-(2-oxo-2H-chromen-3-yl)-pyrazole-1-carbothioic acid amide with two different hydrazonoyl chlorides and phenacyl bromides. The structure of novel chromen-3-yl-pyrazole derivatives were assured from analytical and spectral data which confirmed computationally. Conformational study affirmed the most fitted synthesis-pathway particularly with enaminone and thiosemicarbazide. Seventeen novel chromen-3-yl-pyrazole derivatives were screened for their antimicrobial activity versus two fungi and four bacteria species. The results of antimicrobial activity indicated that four derivatives showed activity exceed that of reference drug used. The inhibition activity towards various microorganisms were enriched by theoretical implementation for MOE-docking module. The interaction parameters signify the inhibition extent superiority of 12 b, towards functional protein of Staphylococcus aureus (1bqb). From SAR-point of view, the activity of such new derivatives is related to contribution of ester and electron-donating groups as; OCH3 and CH3 substituted in phenyl-ring.