Chemistry and structure-activity relationships of taxoids with modified skeletons.
1995
Gueritte Voegelein F. | Guenard D. | Dubois J. | Wahl A. | Marder R. | Muller R. | Lund M. | Bricard L. | Potier P.
Taxoids bearing structural modifications of the taxane skeleton were prepared from 10-deacetylbaccatin III, a diterpene isolated from the leaves of Taxus baccata. Chemical transformations include reduction of the C11-C12 double bond, contraction of the A ring, rearrangements of the B and C rings as well as opening of the oxetane and other modifications at carbons 2, 4 and 5. Coupling of these 10-deacetylbaccatin III modified analogues with the acid side chain of docetaxel led to compounds which were tested in a microtubule disassembly assay.
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