Biotransformation of a 4(20),11(12)-taxadiene derivative.
A 4(20),11(12)-taxadiene derivative was converted to hydroxylated derivatives by Cunninghamella elegans AS3.2033 and Cunninghamella elegans var chibaensis ATCC 20230. Both microorganisms led to C-1 hydroxylations and conversion to a C-15-hydroxylated abeo-taxane. Additional products from the two fungi differed: a C-14 oxidation and a trans-cis isomerization of the cinnamoyl for one and an unprecedented hydroxylation at C-17 for the other.
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Human Health Research Center, INRS-Institut Armnand-Frappier, Université du Quebec, Laval, Canada.
Sauriol
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Mamer
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Zamir
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D000475:Alkenes / Q000378:metabolism*; D000970:Antineoplastic Agents / Q000378:metabolism; D001711:Biotransformation; D001952:Bridged-Ring Compounds / Q000378:metabolism; D020093:Cunninghamella / Q000378:metabolism; D004224:Diterpenes / Q000378:metabolism*; D005658:Fungi / Q000378:metabolism*; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D017239:Paclitaxel / Q000031:analogs & derivatives / Q000378:metabolism*; D013237:Stereoisomerism; D013379:Substrate Specificity; D043823:Taxoids
D000475:Alkenes; D000970:Antineoplastic Agents; D001952:Bridged-Ring Compounds; D004224:Diterpenes; D043823:Taxoids; C093125:taxa-4(5),11(12)diene; C080625:taxane; D017239:Paclitaxel