Effects of 2-substitution on 14-epi-19-nortachysterol-mediated biological events: based on synthesis and X-ray co-crystallographic analysis with the human vitamin D receptor. Issue 14 (21st March 2018)

• Record Type: Journal Article
• Authors: Sawada, Daisuke; Kakuda, Shinji; Takeuchi, Akiko; Kawagoe, Fumihiro; Takimoto-Kamimura, Midori; Kittaka, Atsushi
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 14(2018)
• Page Start: 2448
• Page End: 2455
• Publication Date: 2018-03-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob00158h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Interaction of the 2-functional group of tachysterol analogs in the vitamin D receptor ligand binding domain: X-ray co-crystallographic analysis. Abstract : Both 2α- and 2β-hydroxypropyl substituted 14- epi -1α, 25-dihydroxy-19-nortachysterols were synthesized to study the human vitamin D receptor (hVDR) binding affinity, binding configurations, and interactions with amino acid residues in the ligand binding domain of hVDR by X-ray co-crystallographic analysis. In conjunction with our previous results on 14- epi -19-nortachysterol, 2-methylidene-, 2α-methyl-, 2β-methyl, and 2α-hydroxypropoxy-14- epi -19-nortachysterol, we propose a variety of effects of substitution at the C2 position in the 14- epi -19-nortachysterol skeleton on biological activities.