Your browser doesn't support javascript.
loading
4-Methyl-3-(arylsulfonyl)furoxans: a new class of potent inhibitors of platelet aggregation.
Calvino, R; Fruttero, R; Ghigo, D; Bosia, A; Pescarmona, G P; Gasco, A.
Afiliación
  • Calvino R; Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Italy.
J Med Chem ; 35(17): 3296-300, 1992 Aug 21.
Article en En | MEDLINE | ID: mdl-1324320
ABSTRACT
A series of 4-methyl-3-(arylthio)furoxans were synthesized by oxidation of 1-(arylthio)-2-methylglyoxymes with dinitrogen tetroxide. Reduction with trimethyl phosphite of the furoxan derivatives afforded the corresponding furazans, while oxidation with an equimolar amount of 30% hydrogen peroxide in acetic acid or with an excess of 81% hydrogen peroxide in trifluoroacetic acid afforded the corresponding arylsulfinyl and arylsulfonyl analogues, respectively. All the furoxan and furazan derivatives showed activity as inhibitors of platelet aggregation. 4-Methyl-3-(arylsulfonyl)furoxans were the most potent derivatives of the series. 4-Methyl-3-(phenylsulfonyl)furoxan (10a), one of the most active derivatives, inhibits the AA-induced increase of cytosolic free Ca2+ and production of malondialdehyde. A primary action of the compound on cyclooxygenase is excluded, as a stable epoxymethano analogue of prostaglandin H2 does not reverse the inhibitory effect of 10a. This compound produces a significant increase in cGMP which is likely to cause inhibition at an early stage of the platelet activation pathway.
Asunto(s)
Buscar en Google
Bases de datos: MEDLINE Asunto principal: Oxadiazoles / Inhibidores de Agregación Plaquetaria Límite: Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1992 Tipo del documento: Article País de afiliación: Italia
Buscar en Google
Bases de datos: MEDLINE Asunto principal: Oxadiazoles / Inhibidores de Agregación Plaquetaria Límite: Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1992 Tipo del documento: Article País de afiliación: Italia