Fungal transformation of fluoranthene. [Cunninghamella elegans]
- Food and Drug Administration, Jefferson, AR (USA)
The fungus Cunninghamella elegans ATCC 36112 metabolized approximately 80% of the 3-{sup 14}C-labeled fluoranthene (FA) added within 72 h of incubation. C. elegans metabolized FA to trans-2,3-dihydroxy-2,3-dihydrofluoranthene (trans-2,3-dihydrodiol), 8- and 9-hydroxyfluoranthene trans-2,3-dihydrodiol, 3-fluoranthene-{beta}-glucopyranoside, and 3-(8-hydroxyflouranthene)-{beta}-glucopyranoside. These metabolites were separated by thin-layer and reversed-phase high-performance liquid chromatography and identified by {sup 1}H nuclear magnetic resonance, UV, and mass spectral techniques. The major pathway involved hydroxylation to form a glucoside conjugate of 3-hydroxyfluoranthene and a glucoside conjugate of 3,8-dihydroxyfluoranthene which together accounted for 52% of the total ethyl acetate-soluble metabolites. C. elegans initially metabolized FA in the 2,3 position to form fluoranthene trans-2,3-dihydrodiol, which has previously been shown to be a biologically active compound in mammalian and bacterial genotoxicity tests. However, C. elegans formed predominantly glucoside conjugates of the phenolic derivatives of FA, which suggests that this fungus has the potential to detoxify FA.
- OSTI ID:
- 5321959
- Journal Information:
- Applied and Environmental Microbiology; (United States), Vol. 56:10; ISSN 0099-2240
- Country of Publication:
- United States
- Language:
- English
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CONDENSED AROMATICS
BIODEGRADATION
FUNGI
METABOLISM
CARBON 14 COMPOUNDS
DETOXIFICATION
HYDROXYLATION
METABOLITES
TRACER TECHNIQUES
AROMATICS
CARBON COMPOUNDS
CHEMICAL REACTIONS
DECOMPOSITION
ISOTOPE APPLICATIONS
LABELLED COMPOUNDS
ORGANIC COMPOUNDS
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550501* - Metabolism- Tracer Techniques