P. Delatour et al., DRUG CHIRALITY, ITS SIGNIFICANCE IN VETER INARY PHARMACOLOGY AND THERAPEUTICS, Revue de Medecine Veterinaire, 145(7), 1994, pp. 551-561
The definitions and rules of nomenclature in stereochemistry are recal
led, as well as the rationale of the methods for the analytical resolu
tion of enantiomers. The interest of chiral pharmacology in animals is
illustrated by examples selected among sulfur-containing antiparasiti
c drugs and 2-arylpropionate NSAIDs. In metabolic reactions of sulfoxi
dation, the product stereoselectivity is opposed depending on the enzy
me responsible : a cytochrome or a flavine-monooxygenase (albendazole)
or different isoenzymes of the cytochromes P450 (toltrazuril). For me
tabolic chiral inversion of 2-arylpropionates, the substrate stereospe
cificity of acyl-CoA-ligase is observed for the (-)(R)-enantiomer. The
interspecies diversity in chiral metabolic behaviors which is to be c
orrelated to pharmacodynamics, is interpreted in the light of in vivo
and in vitro enzymatic investigations.