Cobalt mediated ring contraction reaction of lapachol and initial antibacterial evaluation of naphthoquinones derived from lapachol

Eyong, Kenneth O. ; Kumar, Senthil P. ; Kuete, Victor ; Folefoc, Gabriel N. ; Langmi, Henrietta ; Meyer, Marion J. J. ; Lall, Namrita ; Baskaran, Sundarababu (2012) Cobalt mediated ring contraction reaction of lapachol and initial antibacterial evaluation of naphthoquinones derived from lapachol Medicinal Chemistry Research, 21 (8). pp. 2117-2122. ISSN 1054-2523

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Official URL: http://link.springer.com/article/10.1007%2Fs00044-...

Related URL: http://dx.doi.org/10.1007/s00044-011-9788-9

Abstract

The synthesis of 2-hydroxy-2-(3-methylbut-2-enyl)-2H-indene-1,3-dione 3, from lapachol which involves a ring contraction via the Hooker intermediate 1,2-dihydroxy-2-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1H-indene-1-carboxylic acid 2 is described. Different pyranonaphthoquinone derivatives, obtained in our previous synthetic work, were screened for antimycobacterial (Mycobacterium tuberculosis) activity and against resistant strains of Gram-positive (Bacillus cereus and Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. The results indicated significant activity of all the tested samples against M. tuberculosis and only moderate activity against the Gram-positive and Gram-negative bacteria.

Item Type:Article
Source:Copyright of this article belongs to Birkhauser-Verlag.
Keywords:Antituberculosis; Antibacterial; Lapachol; Ring Contraction; Naphthoquinones
ID Code:98536
Deposited On:17 Sep 2014 11:24
Last Modified:17 Sep 2014 11:24

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