Synthesis and Biological Evaluation of Vitamin D3 Metabolite 20S,23S-Dihydroxyvitamin D3 and Its 23R Epimer

Academic Article

Abstract

  • The vitamin D3 metabolite, 20S,23S-dihydroxyvitamin D3, was chemically synthesized for the first time and identified to be the same as the enzymatically produced metabolite. The C23 absolute configurations of both 20S,23S/R-dihydroxyvitamin D3 epimers were unambiguously assigned by NMR and Mosher ester analysis. Their kinetics of CYP27B1 metabolism were investigated during the production of their 1α-hydroxylated derivatives. Bioactivities of these products were compared in terms of vitamin D3 receptor activation, anti-inflammatory, and antiproliferative activities.
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    Digital Object Identifier (doi)

    Author List

  • Lin Z; Marepally SR; Ma D; Kim TK; Oak AS; Myers LK; Tuckey RC; Slominski AT; Miller DD; Li W
  • Start Page

  • 5102
  • End Page

  • 5108
  • Volume

  • 59
  • Issue

  • 10