Urethane mediated, gst specific molecular release systems

Details Urethane mediated, gst specific molecular release systems Urethane mediated, gst specific molecular release systems

C - Chemistry, Metallurgy

07

K

C07K 5/037 (2006.01) A61K 47/48 (2006.01) C07K 5/02 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2224191

Compounds of formula (1) or of formula (2) or the amides, esters or salts thereof, wherein: Sx is S=O, O=S=O, S=NH, HN=S=O, Se=O, O=Se=O, Se=NH, HN=Se=O, S+R3 wherein R3 is alkyl (1-6C) or O-C=O or HN-C=O; each R of R1, and R2 is independently H or a noninterfering substituent; wherein (conj) represents a conjugated system capable of transmitting electrons; n is 0 or 1; YCO is selected from the group consisting of K-Glu, K-Glu-Gly, Glu, Glu-Gly, JAsp, J-Asp-Gly, Asp and Asp-Gly; AAC is an amino acid linked through a peptide bond to the remainder of said compound of formula (1); and N(Z) represents a reduced nitrogen-containing leaving group and L represents an electron-withdrawing leaving group, are useful as prodrugs and to generate active components released by the activity of glutathione S-transferase.

Composés de formule (1) ou de formule (2) ou leurs amides, esters ou sels, où: S?x¿ est S=O, O=S=O, S=NH, HN=S=O, Se=O, O=Se=O, Se=NH, HN=Se=O, S?+¿R?3¿ où R?3¿ est alkyle (C¿1?-C¿6?) ou O-C=O ou HN-C=O; chacun des éléments R de R?1¿ et R?2¿ sont indépendamment H ou un substituant n'intervenant pas dans la réaction; où (conj) représente un système conjugué capable de transmettre des électrons; n vaut 0 ou 1; YCO est choisi dans le groupe constitué de K-Glu, K-Glu-Gly, Glu, Glu-Gly, JAsp, J-Asp-Gly, Asp et Asp-Gly; AA¿C? est un acide aminé lié par une liaison peptidique au reste dudit composé de formule (1); et N(Z) représente un groupe mobile contenant de l'azote réduit et L représente un groupe mobile attracteur d'électrons. Lesdits composés sont utiles comme prodrogues et pour produire des composants actifs libérés par l'activité de la glutathione-S-transférase.

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