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Semisynthesis of D-ring modified taxoids: novel thia derivatives of docetaxel
1Institut de Chimie des Substances Naturelles, CNRS 91198 Gif sur Yvette Cedex, France.
The Journal of Organic Chemistry
|July 21, 2001
Abstract:
Two novel 5(20)-thia analogues of docetaxel have been synthesized from 10-deacetylbaccatin III or taxine B and isotaxine B. The key step of these syntheses is the concomitant thietane ring formation and acetylation of the tertiary alcohol at C-4. Both compounds are less cytotoxic than docetaxel but have divergent activity on microtubule disassembly.