Difluoromethyl analogs of the natural hormone 1α,25-dihydroxyvitamin D3: Design, synthesis, and preliminary biological evaluation

Gary H. Posner, Byung Chul Suh, Kimberly S. Petersen, Patrick Dolan, Elin S. Agoston, Thomas W. Kensler, John T. Koh, Sara Peleg

Research output: Contribution to journalArticlepeer-review

Abstract

Three new Vitamin D analogs 3-5 incorporating a -CHF2 group as an -OH surrogate have been prepared. Two of these new analogs (3 and 5) are strongly antiproliferative toward murine keratinocytes and are approximately 50 times less calciuric in vivo than the natural hormone calcitriol. The transcriptional activity of the 25-CHF2 analog 3 is higher than that of the 1-CHF2 analog 4.

Original languageEnglish (US)
Pages (from-to)213-221
Number of pages9
JournalJournal of Steroid Biochemistry and Molecular Biology
Volume103
Issue number3-5
DOIs
StatePublished - Mar 2007

Keywords

  • Fluorinated D analogs
  • Growth inhibition
  • Low-calcemic
  • Protease digestion assay
  • VDR binding

ASJC Scopus subject areas

  • Endocrinology, Diabetes and Metabolism
  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Endocrinology
  • Clinical Biochemistry
  • Cell Biology

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