ORGANOCATALZED SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF LAPACHOL ANALOGUES

  • Shaista Sabir Allama Iqbal Open University Islamabad pakistan

Abstract

Organocatalyzed stereoselective synthesis of lapachol analogues from the Michael addition of naphthaquinone to different α,β-unsaturated ketones is presented. Different secondary and primary amines were tried to synthesise these analogues. A primary amine ((2R)-2-amino-3-phenylpropanoic acid) organocatlyst proved to be an excellent catalyst for asymmetric synthesis of lapacol analogues. Good to high yields and enantioselectivitie were obtained. The synthesized compounds were further screened for antimicrobial activities. The antimicrobial activities were evaluated by Filter paper Disc diffusion Method. The synthesized compounds were screened against different bacteria and fungi. The compound 3b (2-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl] naphthalene-1,4-dione dihydrate) showed maximum activity against Pseudomonas Aeruginosa and minimum activity against Eschirichia coli. The rest of the compounds showed moderate antibacterial activities. The same compound also showed maximum antifungal activity against Candidia albicans. Compound 3f (2-hydroxy-3-(4-oxopentan-2-yl) naphthalene-1,4-dione dihydrate) has minimum antifungal activity against Aspergilus flavus. The rest of the compounds were moderately active against the two fungal strains.

Author Biography

Shaista Sabir, Allama Iqbal Open University Islamabad pakistan

Department of Chemistry

PhD Scholar

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How to Cite
Sabir, S. (2013). ORGANOCATALZED SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF LAPACHOL ANALOGUES. Innovare Journal of Sciences, 1(1), 21-25. Retrieved from https://innovareacademics.in/journals/index.php/ijs/article/view/68
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