Conjugation of disodium 6-chloro-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylate with glutathione in the rat

Abstract

1. Disodium 6-chloro-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylate (I) is conjugated with glutathione (GSH) both in vitro and in vivo by nucleophilic replacement of the chlorine substituent in (I). The reaction is catalysed by rat-liver supernatant.

2. The GSH conjugate is the principal excretory product in the rat bile after i.v. administration of (I), accounting for approximately 60% of the dose and 95% of the biliary excretion. Its structure was determined by synthesis and spectroscopic analysis.