In vitro anticandidal evaluation of novel highly functionalized bis cyclohexenone ethyl carboxylates

V. Kanagarajan, M.R. Ezhilarasi, D. Bhakiarai, M. Gopalakrishnan

Synthetic Organic Chemistry Laboratory, Department of Chemistry, Annamalai University, Annamalainagar, Tamil Nadu, India. profmgk@yahoo.co.in

 

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• Pharmacology

OBJECTIVES: Novel highly functionalized bis cyclohexenone ethyl carboxylates 7-12 were designed, synthesized and their structures were elucidated by their elemental analysis, MS, FT-IR, one-dimensional 1H, and 13C NMR spectroscopic data.

MATERIALS AND METHODS: All the synthesized compounds 7-12 were tested for their in vitro antifungal activities against Candida sp. namely Candida albicans, Candida tropicalis, Candida glabrata, Candida parapsilosis, Candida dubliniensis and Candida krusei.

RESULTS: A close inspection of the in vitro anticandidal activity profile in differently electron withdrawing (-F, -Cl, and -Br) functional group and electron donating (CH3 and OCH3) substituted phenyl rings of novel highly functionalized bis cyclohexenone ethyl carboxylates 7-12 exerted strong anticandidal activity against all the tested Candida species. All the synthesized compounds 7-12 exhibited MIC value in the range of 6.25-200 μg/mL against all the tested Candida (C.) species.

CONCLUSIONS: Compound 8 against C. albicans, 9,11 against C. glabrata, 8,10 against C. parapsilosis, 7,9 against C. dubliniensis, 8,10 against C. krusei exhibited excellent anticandidal activity at a MIC value of 6.25 μg/mL. Likewise compound 7, 9-11 against C. albicans, 8, 9, 11 against C. tropicalis, 8 against C. glabrata, 9 against C. parapsilosis, 10 against C. dubliniensis, 9 against C. krusei revealed superior activity at a MIC value of 12.5 μg/mL.

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