Design, synthesis, and biological action of 20R-hydroxyvitamin D3

  • J Med Chem. 2012 Apr 12;55(7):3573-7. doi: 10.1021/jm201478e.
Yan Lu  1 ,  Jianjun Chen ,  Zorica Janjetovic ,  Phillip Michaels ,  Edith K Y Tang ,  Jin Wang ,  Robert C Tuckey ,  Andrzej T Slominski ,  Wei Li ,  Duane D Miller
Affiliations
  • 1. Department of Pharmaceutical Sciences, University of Tennessee Health Science Center, Memphis, Tennessee 38163, USA.
PMID: 22404326 DOI: 10.1021/jm201478e
Abstract

The non-naturally occurring 20R epimer of 20-hydroxyvitamin D3 is synthesized based on chemical design and hypothesis. The 20R isomer is separated by semipreparative HPLC, and its structure is characterized. A comparison of 20R isomer to its 20S counterpart in biological evaluation demonstrates that they have different behaviors in antiproliferative and metabolic studies.