Synthesis of taxoids with improved cytotoxicity and solubility for use in tumor-specific delivery

  • J Med Chem. 2004 Sep 23;47(20):4802-5. doi: 10.1021/jm049705s.
Michael L Miller  1 ,  Elizabeth E Roller ,  Robert Y Zhao ,  Barbara A Leece ,  Olga Ab ,  Erkan Baloglu ,  Victor S Goldmacher ,  Ravi V J Chari
Affiliations
  • 1. ImmunoGen, Inc., 128 Sidney Street, Cambridge, Massachussetts 02139, USA.
PMID: 15369381 DOI: 10.1021/jm049705s
Abstract

To develop effective taxane-antibody immunoconjugates, we have prepared a series of modified taxanes that have both improved toxicity and solubility in aqueous systems as compared to paclitaxel (1a). These taxanes have been modified at either the C-10 or C-7 position and were found to be very cytotoxic against both normal and multi-drug-resistant (MDR) cells, as well as up to 30 times more soluble than paclitaxel in various buffer systems.

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