Synthesis and antimicrobial activity of 2-substituted-3-acetyl thiazolidine -4-carbonyl-amino acid derivatives

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Date

2011

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Article

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Journal of Pharmaceutical Sciences and Research
3

Abstract

The synthesis of different 2-substituted-3-acetyl-thiazolidine-4-carbonyl amino acid methyl esters (3-11) by coupling 2-substituted-3-acetyl-thiazolidine-4-carboxylic acid with amino acid methyl ester hydrochloride, corresponding amino acid hydrazides (12-20) via hydrazinolysis using hydrazine hydrate and 2-substituted- 3-acetyl-thiazolidine-4-carbonyl-N-benzylidine glycine hydrazone derivatives (21-26) were prepared via the condensation reaction of 2-substituted-3-acetyl-thiazolidine-4-carbonyl amino acid hydrazides with benzaldehyde and 4-chlorobenzaldehyde. The structures of the synthesized compounds were established by IR, 1H-NMR and MS data and elemental analysis results. The synthesized compounds were tested against different types of microorganism included gram-positive, gram-negative microorganisms Bacillius subtilis, Bacillus pumilus, Pesudomonas aeruginosa and Escherichia coli and the fungi Candida utilis. Some of the synthesized compounds were found to possess antimicrobial activities towards different type of microorganisms.

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Keywords

Amino acid derivatives, Antimicrobial, Thiazolidine, 2 acetyl 2 methylthiazolidine 4 carbonyl glycine methyl ester, 2 substituted 3 acetylthiazolidine 4 carbonyl amino methyl ester, 2 substituted 3 acetylthiazolidine 4 carboxylic acid derivative, 2 substituted thiazolidine 4 carboxylic acid derivative, 3 acetyl 2 methylthiazolidine 4 carbonyl alanine hydrazide, 3 acetyl 2 methylthiazolidine 4 carbonyl alanine methyl ester, 3 acetyl 2 methylthiazolidine 4 carbonyl glycine hydrazide, 3 acetyl 2 methylthiazolidine 4 carbonyl methionine hydrazide, 3 acetyl 2 methylthiazolidine 4 carbonyl methionine methyl ester, 3 acetyl 2 methylthiazolidine 4 carbonyl n 4 chlorobenzylidine glycine hydrazone, 3 acetyl 2 methylthiazolidine 4 carbonyl n benzylidine glycine hydrazone, 3 acetyl 2 phenylthiazolidine 4 carbonyl alanine hydrazide, 3 acetyl 2 phenylthiazolidine 4 carbonyl alanine methyl ester, 3 acetyl 2 phenylthiazolidine 4 carbonyl glycine hydrazide, 3 acetyl 2 phenylthiazolidine 4 carbonyl glycine methyl ester, 3 acetyl 2 phenylthiazolidine 4 carbonyl methionine hydrazide, 3 acetyl 2 phenylthiazolidine 4 carbonyl methionine methyl ester, 3 acetyl 2 phenylthiazolidine 4 carbonyl n 4' chlorobenzylidine glycine hydrazone, 3 acetyl 2 phenylthiazolidine 4 carbonyl n benzylidine glycine hydrazone, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl alanine hydrazide, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl alanine methyl ester, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl glycine hydrazide, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl glycine methyl ester, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl methionine hydrazide, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl methionine methyl ester, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl n 4' chlorobenzylidine glycine hydrazone, 3 acetyl 2,2 dimethylthiazolidine 4 carbonyl n benzylidine glycine hydrazone, amino acid derivative, sulfadimidine, unclassified drug, unindexed drug, antimicrobial activity, article, Bacillus pumilus, Bacillus subtilis, controlled study, drug structure, drug synthesis, Escherichia coli, infrared spectroscopy, mass spectrometry, minimum inhibitory concentration, nonhuman, Pichia jadinii, proton nuclear magnetic resonance, Pseudomonas aeruginosa

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