title: Conformationally restricted mimics of vitamin D rotamers.
abstract: Drug developments in the vitamin D field have continued to focus on structure-function studies of analogs produced by chemically modifying the structure of 1alpha,25-dihydroxyvitamin D(3) (1,25-D3) and its metabolites. Direct structural information gleaned from X-ray crystallographic or NMR studies regarding the ligand-receptor complex and other guest-host systems, which are likely involved in initiating biologic responses, also offers potential insight into drug design. Evidence has accrued suggesting that topologically different conformers of 1,25-D3 may bind to proteins in different ways, including the induction of different conformations of protein. This paper concerns our progress on the chemical synthesis of analogs (e.g. ansa-steroids, suprasterols, vinylallenes and other analogs) conformationally locked or at least rotationally restricted to mimic higher energy conformers of 1,25-D3.
authors.affiliation: Department of Chemistry, University of California, Riverside 92521, USA. william.okamura@ucr.edu
authors.forename: W H
authors.initials: WH
authors.lastname: Okamura
authors.forename: S
authors.initials: S
authors.lastname: Do
authors.forename: H
authors.initials: H
authors.lastname: Kim
authors.forename: S
authors.initials: S
authors.lastname: Jeganathan
authors.forename: T
authors.initials: T
authors.lastname: Vu
authors.forename: G D
authors.initials: GD
authors.lastname: Zhu
authors.forename: A W
authors.initials: AW
authors.lastname: Norman
mesh_terms: D000818:Animals; D002117:Calcitriol / Q000031:analogs & derivatives / Q000737:chemistry*; D006801:Humans; D008968:Molecular Conformation; D018716:Molecular Mimicry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D002117:Calcitriol