Microbial and reducing agents catalyze the rearrangement of taxanes.
5alpha, 7beta, 9alpha, 10beta, 13alpha-Pentahydroxy-4(20),11(12)-taxadiene derivative 1 was converted to two unprecedented 1(15-->11)abeo-taxanes and a taxane derivative with a C10-C11 double bond by Absidia coerula ATCC 10738a. A similar compound was obtained from treatment with zinc of a triacetoxy-4(20),11(12)-taxadiene derivative.
Sun
D A
DA
Human Health Research Center, INRS-Institut Armand-Frappier, Université du Québec, 531 Boulevard des Prairies, Laval, H7V 1B7, Canada.
Nikolakakis
A
A
Sauriol
F
F
Mamer
O
O
Zamir
L O
LO
D020095:Absidia / Q000378:metabolism*; D001711:Biotransformation; D001952:Bridged-Ring Compounds / Q000737:chemistry / Q000378:metabolism*; D002384:Catalysis; D008968:Molecular Conformation; D019163:Reducing Agents / Q000737:chemistry*; D043823:Taxoids; D015032:Zinc / Q000737:chemistry*
D001952:Bridged-Ring Compounds; D019163:Reducing Agents; D043823:Taxoids; C080625:taxane; D015032:Zinc