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Bioorg Med Chem. 2009 Jul 1;17(13):4296-301. doi: 10.1016/j.bmc.2009.05.032. Epub 2009 May 18.

Synthesis of 2alpha-propoxy-1alpha,25-dihydroxyvitamin D3 and comparison of its metabolism by human CYP24A1 and rat CYP24A1.

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  • 1Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Sagamihara, Kanagawa, Japan.


A new vitamin D(3) analogue, 2alpha-propoxy-1alpha,25-dihydroxyvitamin D(3) (C3O1), was synthesized starting from d-glucose as a chiral template of the A-ring with a CD-ring bromoolefin unit using the Trost coupling method. We studied the metabolism of the new analogue by human CYP24A1 and rat CYP24A1 to learn of species-based differences and found that the former has multiple metabolic pathways, but the latter has only a single pathway.

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