Chiral inversion of (R)-ketoprofen in bovines: Influence of age and different physiological states in dairy cattle

IGARZA, L.; SORACI, A.; AUZA, N.; ZEBALLOS, H.

VETERINARY RESEARCH COMMUNICATIONS

SPRINGER

Año: 2002 p. 29 - 37

0165-7380

Ketoprofen (KTF)   is a non-steroidal anti-inflammatory drug (NSAID) of the aryl-propionic acid family. As such, it contains an asymmetric atom and therefore exists in two enantiomeric forms, the S-(+) and the R-(-)-enantiomers. In vitro tests have shown that the S-(+)-enantiomer is almost exclusively responsible for prostaglandin synthesis inhibition. However, this compound is commercially available  as a racemic mixture (50:50). An interesting characteristic of this compound  is that it undergoes  inversion  in vivo, where the R-(-)-enantiomer transforms  into the  S-(+)- antipode (Fig 2). The chiral inversion process (C.I) is closely related to  lipid metabolism, particularly to long chain acyl-CoA synthetase. Besides, this process seems extremely variable from one species to another. The chiral inversion of KTF has been demonstrated in  adult The chiral inversion of KTF has been demonstrated in  adult bovines, but no works have been  performed in different metabolic situations such as in pre-ruminant animals.  The goal of this work was to study the chiral  inversion process of ketoprofen in newborn bovines