Synthesis and Antibacterial Activity of Analogs of 5-Arylidene-3-(4-methylcoumarin-7-yloxyacetylamino)-2-thioxo-13-thiazoli-din-4-one

摘要

In an effort to develop new antimicrobial agents, 3-(4-methylcoumarin-7-yloxyacetylamino)-2-thioxo-1,3-thiazolidin-4-one (>4) was synthesized by reaction of thiocarbonylbisthioglycolic acid with ethyl (4-methyl-2-oxo-2H-chromen-7-yloxy)aceto- hydrazide (>3), which was prepared in turn from 7-hydroxy-4-methylcoumarin (>1). The condensation of compound >4 with different aromatic aldehydes afforded a series of 5-(arylidene)-3-(4-methylcoumarin-7-yloxyacetyl-amino)-2-thioxo-1,3-thiozolidin-4-one analogs >5a–>h. The structures of these synthetic compounds were elucidated on the basis of IR, ¹H-NMR and ¹³C-NMR spectral data and ESI-MS spectrometric analysis. Compounds >5a–>h were examined for their antibacterial activity against several strains of Gram-positive and Gram-negative bacteria.