Improved cytotoxic agents comprising new maytansinoids

Details Improved cytotoxic agents comprising new maytansinoids Improved cytotoxic agents comprising new maytansinoids

C - Chemistry, Metallurgy

07

D

C07D 498/16 (2006.01) A61K 31/395 (2006.01) A61K 47/42 (2006.01) A61K 47/48 (2006.01) C07C 229/16 (2006.01)

Patent

CA 2525130

New thiol and disulfide-containing maytansinoids bearing a mono or di-alkyl substitution on the .alpha.-carbon atom bearing the sulfur atom are disclosed. Also disclosed are methods for the synthesis of these new maytansinoids and methods for the linkage of these new maytansinoids to cell-binding agents. The maytansinoid-cell-binding agent conjugates are useful as therapeutic agents, which are delivered specifically to target cells and are cytotoxic. These conjugates display vastly improved therapeutic efficacy in animal tumor models compared to the previously described agents.

L'invention concerne de nouveaux maytansinoïdes à thiol et disulfure comportant une substitution mono- or di-alkyle sur l'atome a-carbone portant l'atome de soufre. Par ailleurs, l'invention concerne des procédés de synthèse de ces nouveaux maytansinoïdes ainsi que des procédés de liaison de ces maytansinoïdes à des agents de liaison cellulaire. Les conjugués contenant l'agent de liaison cellulaire couplé aux maytansinoïdes sont utilisés comme agents thérapeutiques, ces deniers sont cytotoxiques et seules les cellules cibles y sont spécifiquement exposées. Ces conjugués possèdent une efficacité thérapeutique nettement améliorée sur les modèles de tumeurs animales par rapport aux agents précédemment décrits.

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