Prodrugs based on gemcitabine structure and synthetic...

Details Prodrugs based on gemcitabine structure and synthetic... Prodrugs based on gemcitabine structure and synthetic...

C - Chemistry, Metallurgy

07

H

C07H 19/073 (2006.01) A61K 31/7068 (2006.01) A61P 35/00 (2006.01)

Patent

CA 2759474

Prodrugs based on gemcitabine structure shown in formula (I) as well as their synthetic method and application are disclosed in the present invention, wherein the definitions for the groups of a, b, c, d, E, Z and V are described in the specification. By modifying the N4 group, the solubility, the bioavailability and the organ specificity of the prodrugs are improved. Therefore, the fast metabolism problem is overcome for the produced prodrugs compounds. Intestinal toxicity induced by gemcitabine is decreased. Thereby, the prodrugs can be delivered by oral administration in clinics and further improve their anti-tumor, anti-cancer, anti-infection and diffusion preventing capability, and can also specifically act on liver or colon. The synthetic method is simple and adapted to industrial production. (see formula I)

L'invention concerne des promédicaments basés sur une structure de gemcitabine de formule (I), ainsi qu'un procédé de synthèse et une application associés. Dans la formule (I), les définitions des groupes a, b, c, d, E, Z et V sont telles que présentées dans la description. La modification du groupe N4 permet d'améliorer la solubilité, la biodisponibilité et la spécificité d'organe des promédicaments. Ainsi, le problème du métabolisme rapide est résolu et la toxicité intestinale induite par la gemcitabine est réduite. En conséquence, ces promédicaments peuvent être administrés par voie orale et améliorent la capacité antagoniste dans le cas des tumeurs, cancers, infections et diffusions, et peuvent également avoir une action spécifique sur le foie ou le côlon. Le procédé de synthèse selon l'invention est simple et facile à appliquer sur le plan industriel.

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