Low-calcemic, highly antiproliferative, 23-oxa ether analogs of the natural hormone 1α,25-dihydroxyvitamin D3: Design, synthesis, and preliminary biological evaluation

Kimberly S. Petersen, Patrick M. Dolan, Thomas W. Kensler, Sara Peleg, Gary H. Posner

Research output: Contribution to journalArticle

Abstract

Eight new side-chain allylic, benzylic, and propargylic ether analogs of the natural hormone calcitriol have been rationally designed and easily synthesized. Three of these 23-oxa ether analogs lacking the typical side-chain OH group are more antiproliferative in vitro and desirably less calcemic in vivo than the natural hormone. One of these three 23-oxa analogs has transcriptional potency almost as high as that of calcitriol, even though it binds to the human vitamin D receptor only about 1% as well as calcitriol.

Original languageEnglish (US)
Pages (from-to)5824-5832
Number of pages9
JournalJournal of medicinal chemistry
Volume50
Issue number23
DOIs
StatePublished - Nov 15 2007

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Fingerprint Dive into the research topics of 'Low-calcemic, highly antiproliferative, 23-oxa ether analogs of the natural hormone 1α,25-dihydroxyvitamin D3: Design, synthesis, and preliminary biological evaluation'. Together they form a unique fingerprint.

  • Cite this