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Synthesis of potent taxoids for tumor-specific delivery using monoclonal antibodies.

Bioorganic & medicinal chemistry letters 2004 Aug 2; 14(15):4079-82

Link to PubMed abstract

Miller M ML, Roller E EE, Wu X X, Leece B BA, Goldmacher V VS, Chari R RV, Ojima I I

ImmunoGen, Inc., 128 Sidney Street, Cambridge, MA 02139, USA. michael.miller@immunogen.com

The targeted delivery of taxoids, in the form of taxane-antibody immunoconjugates, requires the preparation of taxoids containing moieties suitable for their conjugation to monoclonal antibodies. A series of taxoids incorporating a disulfide-containing linker at various positions of the taxoid framework have been prepared to investigate the most suitable position for conjugation. A second series of taxoids modified at the C-2 position aimed at increasing the potency of these taxanes has also been prepared.