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  • Title: Inversion of (R)- to (S)-ketoprofen in eight animal species.
    Author: Aberg G, Ciofalo VB, Pendleton RG, Ray G, Weddle D.
    Journal: Chirality; 1995; 7(5):383-7. PubMed ID: 7495642.
    Abstract:
    The (R)-enantiomer of the NSAID ketoprofen was administered orally at 20 mg/kg to a series of 8 animal species. In all species, a highly significant degree of inversion occurred after 1 h which varied from 27% (gerbil) to 73% (dog) and persisted or increased in plasma samples obtained 3 h after drug administration. Although the (R)-enantiomer was inactive as an inhibitor of cyclooxygenase, the analgesic effects of that isomer was almost the same as the (S)-isomer in animal analgesic assays, following oral administration of the drugs to mice and rats. Taken together, the present results suggest that (R)-ketoprofen administered alone functioned primarily as a prodrug for (S)-ketoprofen under the experimental conditions of this study.
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