Synthesis and biological evaluation of novel C-4 aziridine-bearing paclitaxel (taxol) analogs

  • J Med Chem. 1995 Jun 9;38(12):2263-7. doi: 10.1021/jm00012a029.
S H Chen  1 ,  C Fairchild ,  B H Long
Affiliations
  • 1. Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, Connecticut 06492-7660, USA.
PMID: 7783160 DOI: 10.1021/jm00012a029
Abstract

Three novel C-4 aziridine-bearing paclitaxel analogs, 3-5, have been synthesized during the course of our continuing effort at C-4 modification. The key step in the synthesis is the aziridine ring formation at the C-4 position via an intramolecular Mitsunobu reaction. The syntheses and the biological evaluation of these C-4 aziridine-containing derivatives are herein discussed.