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Synthesis, Characterization and Antibacterial Activity of Some Prop-2-ynyl 2-[{2-((E)-(benzoylhydrazono)methyl)phenyl}sulfanyl]acetate Derivatives
Corresponding Author(s) : R. Adinarayana Reddy
Asian Journal of Chemistry,
Vol. 28 No. 5 (2016): Vol 28 Issue 5
Abstract
A series of eleven new hydrazide-hydrazone derivatives (7a-7k) have been synthesized from prop-2-ynyl-2-(2-formylphenylthio)acetate (5) which was derived by condensation of 2-mercaptobenzaldehyde (1) with prop-2-ynyl-2-bromoacetate (4). Structures of synthesized compounds have been established by spectral analysis. The synthesized prop-2-ynyl 2-((2-((E)-(benzoylhydrazono)methyl)phenyl)-sulfanyl)acetate derivatives (7a-7k) were tested against Gram-positive strains of (i) Staphylococcus aureus (MTCC 96) and (ii) Streptococcus pyogenes (MTCC 442) and Gram-negative strains of (iii) Escherichia coli (MTCC 443) and (iv) Pseudomonas aeruginosa (MTCC 424) using agar well diffusion method. Norfloxacin was used as the reference antibacterial drug. Compounds 7i (R = 4-SO2Me) and 7j (R = 2,5-difluoro) showed excellent activity with zone of inhibition 29 and 30 mm, respectively, while the compounds 7h (R = 4-CN) and 7k (R = 3-NO2) showed good antibacterial activity with zone of inhibition 23 and 22 mm, respectively against E. coli. The compounds showed similar trends against P. aerugenosa, S. aureus and S. pyogenes.
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