Literature DB >> 574750

Microbial transformations of natural antitumor agents: conversion of lapachol to dehydro-alpha-lapachone by Curvularia lunata.

S Otten, J P Rosazza.   

Abstract

Microbial transformation of lapachol, a naturally occurring naphthoquinone, was carried out by Curvularia lunata (NRRL 2178). The fungus brings about oxidative cyclization of the substrate to dehydro-alpha-lapachone, which was isolated and characterized by nuclear magnetic resonance and mass spectral analyses; its structure was verified by chemical synthesis. The metabolite is a naturally occurring chromene possessing antibacterial and antitumor activities.

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Year:  1979        PMID： 574750      PMCID： PMC243482          DOI： 10.1128/aem.38.2.311-313.1979

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN： 0099-2240            Impact factor:   4.792


  6 in total

1.  Microbial models of mammalian metabolism.

Authors:  R V Smith; J P Rosazza
Journal:  J Pharm Sci       Date:  1975-11       Impact factor: 3.534

2.  Microbial transformations of antitumor compounds. 1. Conversion of acronycine to 9-hydroxyacronycine by Cunninghamella echinulata.

Authors:  R E Betts; D E Walters; J P Rosazza
Journal:  J Med Chem       Date:  1974-06       Impact factor: 7.446

3.  Structure-antitumor activity relationships among quinone derivatives.

Authors:  J S Driscoll; G F Hazard; H B Wood; A Goldin
Journal:  Cancer Chemother Rep 2       Date:  1974-04

4.  Microbial transformations of natural antitumor agents: oxidation of lapachol by Penicillium notatum.

Authors:  S Otten; J P Rosazza
Journal:  Appl Environ Microbiol       Date:  1978-03       Impact factor: 4.792

5.  A lapachol derivative active against mouse lymphocytic leukemia P-388.

Authors:  M da Consolação; F Linardi; M M de Oliveira; M R Sampaio
Journal:  J Med Chem       Date:  1975-11       Impact factor: 7.446

6.  [Antimicrobial substances from higher plants. XXXV. Antimicrobial or antineoplastic activity of lawsona (2-hydroxy-1,4-naphthoquinone) in comparison with lapachol (2-hydroxy-3-(-3-methyl-2-butanyl)-1,4-naphthoquinone].

Authors:  O G de Lime; J S Coêlho; I L d' Albuquerque; J F de Mello; D G Martins; A L Lacerda; M A de Moraes e Souza
Journal:  Rev Inst Antibiot (Recife)       Date:  1971-06
  6 in total

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