Synthesis and antimicrobial activity of novel tetrabromo-α,α’-bis(substituted-benzyl)cycloalkanones

Abstract

A series of novel tetrabromo-α,α’-bis(substituted-benzyl)-cycloalkanones have been synthesized through a rapid, simple, and efficient methodology in an excellent isolated yield and characterized via IR, NMR (1H 13C NMR, DEPT135, DEPT90) and Mass spectrometry. All compounds have been assayed for in vitro antimicrobial activities against eight bacteria, e. g. Staphylococcus aureus, Bacillus subtilis, and Listeria monocytogenes, Salmonella enteritidis, Pseudomonas aeruginosa, Enterobacter aerogenes, Salmonella typhimurium, and Escherichia coli and five fungi e.g. Botrytis cinerea, Rhizoctonia solani, Fusarium oxysporum, Sclerotonia sclerotiorum, and Phytophthora capsici. They showed strong antibacterial activity than antifungal activities. Compounds 4c, 4d and 4i containing methoxy or chloro substituent on the para or meta position of the phenyl ring showed comparable MIC values to streptomycin and tetracycline standard antibiotics. Among all the tested compounds 4i exhibited good to moderate antifungal activity against all fungal strains used in the present study.

Keywords

• antibacterial
• antifungal
• tetrabromo-α,α’-bis-(substituted-benzyl)-cycloalkanones