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ID: ALA1135127

Journal: Bioorg Med Chem Lett

Title: SAR and species/stereo-selective metabolism of the sorbitol dehydrogenase inhibitor, CP-470,711.

Authors: Chu-Moyer MY, Ballinger WE, Beebe DA, Coutcher JB, Day WW, Li J, Oates PJ, Weekly RM.

Abstract: SAR studies on the stereoisomers of CP-470,711 suggested that in vivo epimerization was taking place in rats. Further metabolism studies revealed that no epimerization was occurring in dogs, and that no epimerization was expected in humans. A mechanism for the in vivo epimerization is proposed involving an oxidation-reduction pathway of the secondary benzylic alcohol, in contrast to an acid/base-promoted epimerization of the same center during chemical synthesis.

CiteXplore: 12031323

DOI: 10.1016/s0960-894x(02)00208-1