title: Efficient and versatile synthesis of novel 2alpha-substituted 1alpha,25-dihydroxyvitamin D(3) analogues and their docking to vitamin D receptors.
abstract: Novel 2alpha-substituted 1alpha,25-dihydroxyvitamin D(3) analogues with 2alpha-alkyl and 2alpha-hydroxyalkyl groups were systematically synthesized from D-xylose. Their conformation on binding to the ligand binding domain (LBD) of the vitamin D receptor was analyzed. It has been found that the 2alpha-hydroxypropyl group best fits the cavity of the LBD, and the binding activity is three times higher than that for the natural hormone.
authors.affiliation: Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 199-0195, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Suhara
authors.forename: K I
authors.initials: KI
authors.lastname: Nihei
authors.forename: M
authors.initials: M
authors.lastname: Kurihara
authors.forename: A
authors.initials: A
authors.lastname: Kittaka
authors.forename: K
authors.initials: K
authors.lastname: Yamaguchi
authors.forename: T
authors.initials: T
authors.lastname: Fujishima
authors.forename: K
authors.initials: K
authors.lastname: Konno
authors.forename: N
authors.initials: N
authors.lastname: Miyata
authors.forename: H
authors.initials: H
authors.lastname: Takayama
mesh_terms: D002117:Calcitriol / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008024:Ligands; D008958:Models, Molecular; D018167:Receptors, Calcitriol / Q000737:chemistry*
chemical_list: D008024:Ligands; D018167:Receptors, Calcitriol; D002117:Calcitriol