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Sci Pharm. 2008; 76: 217–239

Synthesis, Characterization and Antimicrobial Studies on Some Newer Imidazole Analogs

Rajiv DAHIYA

Department of Pharmaceutical Chemistry, Rajiv Academy for Pharmacy, Mathura - 281001, Uttar Pradesh, India

Corresponding author: E-mail: rajivdahiya04@yahoo.co.in

Abstract

A novel series of 3,5-diiodo-4-(2-methyl-1H-imidazol-5-yl)benzoic acid analogs of amino acids, dipeptides and tripeptides was synthesized by using dicyclohexylcarbodiimide and diisopropylcarbodiimide (DCC/DIPC) as coupling agents and triethylamine (TEA) as base. Structures of all the newly synthesized compounds were confirmed by elemental analysis and IR, 1H NMR, 13C NMR and mass spectral data. Imidazolopeptides were investigated for their antimicrobial activity and some of newly synthesized compounds 2c, 2d, 2h and their hydrolyzed analogs 3b, 3d exhibited potent bioactivity against pathogenic fungi Candida albicans and dermatophytes Trichophyton mentagrophytes and Microsporum audouinii with MIC values of 12.5-6 μg/ml, as compared to the reference drug - griseofulvin. In addition, moderate activity against gram negative bacteria Pseudomonas aeruginosa and Klebsiella pneumoniae was also observed for synthesized imidazolopeptides.

Keywords

Imidazolopeptides p-Amino-3,5-diiodobenzoic acid Peptide coupling Antifungal activity Antibacterial activity

Received March 14th, 2008 | Accepted (after revision) April 14th, 2008 | Published Online April 17th, 2008

doi:10.3797/scipharm.0803-04






 
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