Novel A-ring analogs of the hormone 1α,25-dihydroxyvitamin D 3: Synthesis and preliminary biological evaluation

Gary H. Posner, S. H.Tony Lee, Hyung Jin Kim, Sara Peleg, Patrick Dolan, Thomas W. Kensler

Research output: Contribution to journalArticlepeer-review


Prepared from a commercial prostaglandin building block, novel vitamin D3 analogs with a contracted five-membered A-ring were designed and synthesized to mimic the A-ring diol structure of the natural hormone 1α,25-dihydroxyvitamin D3. Prepared from commercial 1,4-cyclohexanedione, a structurally simplified analog was designed and synthesized in which a suitably oriented primary allylic hydroxyl group at the C-2 position might be a surrogate for the biologically important 1α-OH in the natural hormone.

Original languageEnglish (US)
Pages (from-to)2959-2966
Number of pages8
JournalBioorganic and Medicinal Chemistry
Issue number8
StatePublished - Apr 15 2005


  • Growth inhibition
  • SAR
  • Vitamin D analogs

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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