Metabolism of benz[a]anthracene by the filamentous fungus Cunninghamella elegans.

Applied and Environmental Microbiology
C E CernigliaR H Dodge


The metabolism of the carcinogen benz[a]anthracene (BA), a tetracyclic aromatic hydrocarbon, by Cunninghamella elegans was investigated. C. elegans grown on Sabouraud dextrose broth transformed [14C]BA to labeled BA trans-8,9-dihydrodiol (90%), BA trans-10,11-dihydrodiol (6%), and BA trans-3,4-dihydrodiol (4%), but not to BA trans-5,6-dihydrodiol. These metabolites were separated by thin-layer chromatography and reversed-phase high-performance liquid chromatography and were identified by UV and mass spectral techniques. A BA tetraol, 8 beta,9 alpha,10 alpha,11 beta-tetrahydroxy-8 alpha, 9 beta,10 beta,11 alpha-tetrahydro-BA, was also identified as a metabolite and may have arisen as an additional oxidation product of either BA 8,9- or 10,11-dihydrodiol. This is the first study in which a biologically produced BA tetraol has been identified. Our results suggest that the transformation of BA to trans-dihydrodiols by C. elegans is similar to the transformation of BA found in mammals, except that BA 5,6-dihydrodiol is not produced.


Aug 1, 1977·Proceedings of the National Academy of Sciences of the United States of America·A W WoodA H Conney
Jan 1, 1992·Journal of Industrial Microbiology·J B Sutherland
Oct 1, 1990·Applied and Environmental Microbiology·J V PothuluriC E Cerniglia
Oct 1, 1988·Applied and Environmental Microbiology·W R MahaffeyC E Cerniglia
Sep 1, 1989·Applied and Environmental Microbiology·C E CernigliaF E Evans
Nov 1, 1985·Archives of Microbiology·C E CernigliaR H Heflich
Feb 1, 1978·Applied and Environmental Microbiology·S E Herbes, L R Schwall
Nov 28, 1947·Science·F D Sisler, C E Zobell

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Feb 20, 2016·Environmental Science and Pollution Research International·E Lorena Hernández-LópezRafael Vazquez-Duhalt

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