ORGANOCATALZED SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF LAPACHOL ANALOGUES


Shaista Sabir

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.


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About this article

Title

ORGANOCATALZED SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF LAPACHOL ANALOGUES

Date

08-06-2013

Additional Links

Manuscript Submission

Journal

Innovare Journal of Sciences
Vol 1 Issue 1 2013 (April-June) Page: 21-25

Online ISSN

2321-5496

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149 Views | 147 Downloads

Authors & Affiliations

Shaista Sabir
Allama Iqbal Open University Islamabad pakistan
Pakistan


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