Glutathione s-transferase-activated compounds

Details Glutathione s-transferase-activated compounds Glutathione s-transferase-activated compounds

C - Chemistry, Metallurgy

07

K

C07K 5/037 (2006.01) A61K 38/04 (2006.01) C07K 5/00 (2006.01) C07K 5/02 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2173130

(see formula 1) Compounds of formula (1) or the amides, esters, or salts thereof, wherein: L is an electron withdrawing leaving group; S x is S=O, O=S=O, S=NH, HN=S=O, Se=O, O=Se=O, Se=NH, HN=Se=O, S+R4 wherein R4 is alkyl (1-6C), or O-C=O or HN-C=O; each R of R1, R2 and R3 is independently H or a noninterfering substituent; n is 0, 1 or 2; Y-CO is selected from the group consisting of .gamma.-Glu-, .beta.-Asp-, Glu-, Asp-, .gamma.-GluGly-, .beta.-AspGly-, GluGly- and AspGly-; and AA c is an amino acid linked through a peptide bond to the remainder of said compound of formula (1) are disclosed. These compounds are useful prodrugs for selective treatment of target issues which contain compatible glutathione S-transferase (GST) isoenzymes, and simultaneously elevate the levels of GM progenitor cells in bone marrow.

Composés de la formule (I), ou amides, esters ou sels desdits composés, formule dans laquelle L est un groupe partant retirant des électrons, 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<4>, R<4> étant alkyle (1-6C) ou O-C=O ou HN-C=O; chaque R parmi R<1>, R<2> et R<3> est indépendamment H ou un substituant non intervenant; n est 0, 1 ou 2; Y-CO est choisi dans le groupe constitué de gamma -Glu, beta -Asp, Glu, Asp, gamma -GluGly, beta -AspGly, GluGly et AspGly; et AAc est un acide aminé relié par une liaison peptidique au reste dudit composé de formule (I). Ces composés sont des promédicaments utiles pour le traitement sélectif de tissus cibles qui contiennent des isoenzymes glutathione S-transférase (GST) et ils élèvent simultanément les taux de cellules parentes de granulocytes macrophages dans la moelle osseuse.

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