title: Difluoromethyl analogs of the natural hormone 1alpha,25-dihydroxyvitamin D3: Design, synthesis, and preliminary biological evaluation.
abstract: Three new Vitamin D analogs 3-5 incorporating a -CHF(2) 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-CHF(2) analog 3 is higher than that of the 1-CHF(2) analog 4.
authors.affiliation: Department of Chemistry, The Johns Hopkins University, Baltimore, MD 21218, USA. ghp@jhu.edu
authors.forename: Gary H
authors.initials: GH
authors.lastname: Posner
authors.forename: Byung Chul
authors.initials: BC
authors.lastname: Suh
authors.forename: Kimberly S
authors.initials: KS
authors.lastname: Petersen
authors.forename: Patrick
authors.initials: P
authors.lastname: Dolan
authors.forename: Elin S
authors.initials: ES
authors.lastname: Agoston
authors.forename: Thomas W
authors.initials: TW
authors.lastname: Kensler
authors.forename: John T
authors.initials: JT
authors.lastname: Koh
authors.forename: Sara
authors.initials: S
authors.lastname: Peleg
mesh_terms: D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002118:Calcium / Q000652:urine; D049109:Cell Proliferation / Q000187:drug effects; D002478:Cells, Cultured; D015195:Drug Design; D005461:Fluorine / Q000737:chemistry*; D006728:Hormones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008745:Methylation; D051379:Mice; D015394:Molecular Structure; D051381:Rats; D014807:Vitamin D / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D001688:Biological Products; D006728:Hormones; C118756:dihydroxy-vitamin D3; D014807:Vitamin D; D005461:Fluorine; D002118:Calcium