Abstract
Eight new 4-alkyl/aryl-1-(3-phenoxypropionyl)-thiosemicarbazides were synthesized by condensation of 3- phenoxypropionic acid hydrazide with related isothiocyanates. All compounds were tested in vitro for their antibacterial and antifungal activity. One compound, 4-(4-chlorophenyl)-1-(3-phenoxypropionyl)-thiosemicarbazide, showed high level of activity against Gram-positive species, MICs range 12.5-50 μg/mL. Semiempirical calculations of geometries, energies, and QSAR parameters have been determined in hope to get insight into different biological activity of closely related isomers.
Keywords: 4-alkyl/aryl-1-(3-phenoxypropionyl)-thiosemicarbazides, 4-(4-chlorophenyl)-1-(3-phenoxypropionyl)-thiosemicarbazide, Antibacterial activity, Antifungal activity, QSAR parameters, Thiosemicarbazides, Bacillus cereus, Micro-cocus roseus, penicillin G, Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Ampicillin, Enterococcus fae-calis, Candida albicans, Candida parapsilosis, Tricho-phyton mentagrophytes var. erinacei, Saccharomyces cerevisiae, Cryp-tococcus neoformans, Aspergillus fumigates, QSAR, growth inhi-bition zones, GIZ, MICs, CYP51, Specord IR-75 spectro- photometer, H NMR spectra, thin layer chromatogra-phy, TLC, ethyl-1-(3-phenoxypropionyl)-thiosemicarbazide, benzyl-1-(3-phenoxypropionyl)-thiosemicarbazide, phenyl-1-(3-phenoxypropionyl)-thiosemicarbazide, (4-bromophenyl)-1-(3-phenoxypropionyl)-thiosemicarbazide, 4-methoxyphenyl-1-(3-phenoxypropionyl)-thiosemicarba-zide, 4-(4-fluorophenyl)-1-(3-phenoxypropionyl)-thiosemicar-bazide, 4-(2-fluorophenyl)-1-(3-phenoxypropionyl)-thiosemicarb-azide, Ciprofloxacin, Fluconazole, M. luteus
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