African Journal of
Pharmacy and Pharmacology

  • Abbreviation: Afr. J. Pharm. Pharmacol.
  • Language: English
  • ISSN: 1996-0816
  • DOI: 10.5897/AJPP
  • Start Year: 2007
  • Published Articles: 2184

Full Length Research Paper

Synthesis and antimicrobial screening of peptidyl derivatives of bromocoumarins/methylimidazoles

Rajiv Dahiya1*, Rita Mourya1 and Subhash Chand Agrawal2
1Department of Pharmaceutical Chemistry, NRI Institute of Pharmacy, Bhopal, Madhya Pradesh, India. 2Department of Pharmaceutical Chemistry, Rajiv Academy for Pharmacy, Mathura, Uttar Pradesh, India.
Email: [email protected]

  • Article Number - 23C44D125539
  • Vol.4(5), pp. 214-225 , May 2010
  •  Accepted: 18 March 2010
  •  Published: 31 May 2010



In this investigation, it was of interest to synthesize novel series of peptide analogs of 3-bromocoumarins and 2-methylimidazoles. Substituted coumarinyl-oxyacetic acids 1, 2 were synthesized by alkylation of corresponding hydroxycoumarins with chloroacetic acid. The imidazolyl derivatives 13, 14 were prepared by interaction of 2-methylimidazole with substituted/unsubstituted anthranilic acids. Coupling of compounds 1, 2, 13 and 14 with different amino acid methyl ester hydrochlorides, dipeptide, tripeptide and tetrapeptide methyl esters afforded novel coumarino/imidazolopeptide derivatives 3-10 and 15-22. Selected peptide ester derivatives were further hydrolyzed by using lithium hydroxide to afford corresponding acid derivatives 11, 12 and 23, 24. The antibacterial and antifungal effects of synthesized peptide derivatives were studied against eight pathogenic microbes. Among the tested compounds, 19, 22 and its hydrolyzed analog 24 exhibited good antimicrobial activity against Pseudomonas aeruginosaKlebsiella pneumoniaeTrichophyton mentagrophytes and Microsporum audouinii, and compounds 8, 10 and 12 displayed good antifungal activity against Candida albicans with minimum inhibitory concentration of 6.25 μg/ml. 


Key words: Bromocoumarin, methylimidazole, anthranilic acid, peptide coupling, antibacterial activity, antifungal activity.