Synthesis and activity of novel glutathione analogues containing an urethane backbone linkage.
Farmaco
; 58(9): 787-93, 2003 Sep.
Article
en En
| MEDLINE
| ID: mdl-13679171
ABSTRACT
The new GSH analogues H-Glo(-Ser-Gly-OH)-OH (5), its O-benzyl derivative 4, and H-Glo(-Asp-Gly-OH)-OH (9), characterized by the replacement of central cysteine with either serine or aspartic acid, and containing an urethanic fragment as isosteric substitution of the scissile gamma-glutamylic junction, have been synthesized and characterized. Their ability to inhibit human GST P1-1 (hGST P1-1) in comparison with H-Glu(-Ser-Gly-OH)-OH and H-Glu(-Asp-Gly-OH)-OH, which are potent competitive inhibitors of rat GST 3-3 and 4-4, has been evaluated. In order to further investigate the effect of the isosteric substitution on the binding abilities of the new GSH analogues 4, 5 and 9, the previously reported cysteinyl-containing analogue H-Glo(-Cys-Gly-OH)-OH has been also evaluated as a co-substrate for hGSTP1-1.
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Banco de datos:
MEDLINE
Asunto principal:
Péptidos
/
Uretano
/
Glutatión
Límite:
Animals
/
Humans
Idioma:
En
Año:
2003
Tipo del documento:
Article