title: Synthesis and biological activities of vitamin D3 derivatives with cyanoalkyl side chain at C-2 position.
abstract: We synthesized and evaluated novel vitamin D3 derivatives with cyanoalkyl side chain at C-2 position on the basis of our previous research for 2α side chain which bears nitrogen atom-containing functional group. Through a study of X-ray co-crystal structures of human VDR and compound 3, we demonstrated that the 2α alkyl side chain in compound 3 shows a novel interaction in the complex of hVDR-LBD and ligand. This article is part of a Special Issue entitled '17th Vitamin D Workshop'.
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan. Electronic address: hi.saitou@teijin.co.jp.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Saitoh
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Hidekazu
authors.initials: H
authors.lastname: Watanabe
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Shinji
authors.initials: S
authors.lastname: Kakuda
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Midori
authors.initials: M
authors.lastname: Takimoto-Kamimura
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Takagi
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Akiko
authors.initials: A
authors.lastname: Takeuchi
authors.affiliation: Teijin Institute for Bio-Medical Research, Teijin Pharma Ltd., 4-3-2 Asahigaoka, Hino, Tokyo 191-8512, Japan.
authors.forename: Kazuya
authors.initials: K
authors.lastname: Takenouchi
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D002117:Calcitriol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014815:Vitamins / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D000473:Alkanes; D014815:Vitamins; D002117:Calcitriol; D009584:Nitrogen
keywords: 2α-Functionalized vitamin D; Binding affinity; Transactivation; Vitamin D receptor; Vitamin D(3); X-ray co-crystallographic analysis