Hydrolyzable prodrugs for delivery of anticancer drugs to...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 5/065 (2006.01) A61K 47/48 (2006.01) C07K 5/06 (2006.01) C07K 5/062 (2006.01) C07K 5/083 (2006.01) C07K 5/087 (2006.01) C07K 5/09 (2006.01) C07K 14/78 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2264227

Hydrolyzable prodrugs according to the present invention are activated by proteases located in the cell membranes of metastatic cells to yield active anticancer drugs that can be taken up by the metastatic cells. In general, a hydrolyzable prodrug according to the present invention comprises an amino- terminal capped peptide that is a substrate for a peptidohydrolase located on the surface of a metastatic cell covalently linked to a therapeutic drug through a self-immolating spacer of sufficient length to prevent the occurrence of steric hindrance. The therapeutic drug is typically an anticancer drug. The anticancer drug is typically doxorubicin, taxol, camptothecin, mitomycin C, or esperamycin. Typically, the peptidohydrolase that hydrolyses the substrate of the hydrolyzable prodrug is cathepsin B.

Les promédicaments hydrolysables selon l'invention sont activés par des protéases situées dans les membranes cellulaires de cellules métastatiques, de sorte que soient produits des médicaments anticancéreux actifs pouvant être absorbés par les cellules métastatiques. En général, un promédicament hydrolysable selon l'invention, comprend un peptide coiffé d'un N-terminal et qui constitue un substrat pour une peptidohydrolase située à la surface d'une cellule métastatique liée de manière covalente à un médicament thérapeutique par l'intermédiaire d'un espaceur à auto-immolation présentant une longueur suffisante pour empêcher l'apparition d'un empêchement stérique. Le médicament thérapeutique est généralement un médicament anti-cancéreux, généralement de la doxorubicine, du taxol, de la camptothécine, de la mitomycine C ou de l'espéramycine. Généralement, la peptidohydrolase qui hydrolyse le substrat du promédicament hydrolysable est de la cathepsine B.

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