2. Academic Validation
  3. Design and synthesis of simplified taxol analogs based on the T-Taxol bioactive conformation

Design and synthesis of simplified taxol analogs based on the T-Taxol bioactive conformation

  • Bioorg Med Chem. 2011 Dec 15;19(24):7664-78. doi: 10.1016/j.bmc.2011.10.010.
Jielu Zhao 1,  Susan Bane,  James P Snyder,  Haipeng Hu,  Kamalika Mukherjee,  Carla Slebodnick,  David G I Kingston
Affiliations

Affiliation

  • 1 Department of Chemistry, Virginia Tech, Blacksburg, VA 24061, USA.
PMID: 22071526 DOI: 10.1016/j.bmc.2011.10.010
Abstract

A series of compounds designed to adopt a conformation similar to the tubulin-binding T-Taxol conformation of the Anticancer drug paclitaxel has been synthesized. Both the internally bridged analogs 37-39, 41 and the open-chain analogs 27-29 and 43 were prepared. The bridged analogs 37-39 and 41 were synthesized by Grubbs' metatheses of compounds 30-32 and 33, which, in turn, were prepared by coupling β-lactams 24-26 with alcohols 22 and 23. Both the bridged and the open-chain analogs showed moderate to good cytotoxicity.

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