Synthesis and antimicrobial evaluation of fatty chain substituted 2,5-dimethyl pyrrole and 1,3-benzoxazin-4-one derivatives

Abstract

Fatty acids themselves have a number of biological properties and its easy intake by the human body will focus to the synthesis of many heterocyclic moiety substituted with fatty acid residue, to make more gradual intake of heterocycles in the human body. 2,5-Dimethyl pyrrole 2(a–e) and 1,3-benzoxazin-4-one 4(b–e) derivatives were synthesized, from cyclization of fatty acid hydrazide 1(a–e) with acetonyl acetone and from the reaction of fatty esters 3(b–e) with anthranilic acid in the presence of POCl3, respectively. All these compounds were characterized with the help of IR, 1H NMR, 13C NMR and mass spectra. The synthesized compounds were screened for antimicrobial evaluation against gram-positive (Staphylococcus aureus SA 22, Bacillus subtilis MTCC 121), gram-negative (Escherichia coli K12, Klebsiella pneumoniae) and fungal strains (Candida albicans IOA-109) and were found to be good antimicrobial agents.

Keywords

• Condensation
• Cyclization
• Acetonyl acetone
• Anthranilic acid
• Structure activity relationship