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

A new vitamin D3 analogue, 2α-propoxy-1α,25-dihydroxyvitamin D3 (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.

Human CYP24A1 has multiple metabolic pathways and rat CYP24A1 has a single metabolic pathway for a highly active 2α-(3-hydroxyprpoxyl)-1α,25-dihydroxyvitamin D3 precursor C3O1.Figure optionsDownload as PowerPoint slide