title: Arocalciferols: synthesis and biological evaluation of aromatic side-chain analogues of 1 alpha,25-dihydroxyvitamin D3(1a).
abstract: Aromatic side-chain analogues (arocalciferols 6-9) of the steroid hormone 1 alpha,25-dihydroxyvitamin D3 (1) were synthesized and biologically evaluated. The analogues were prepared by coupling the vitamin D A-ring enyne 14 with the appropriate enol triflate of a modified CD steroid fragment of the type 22. The resulting dienyne 23 was then transformed in three steps to the vitamin D analogues 6-9. Biological evaluation of these analogues have provided information concerning side-chain topographical effects on in vivo and in vitro activity.
authors.affiliation: Department of Chemistry, University of California, Riverside 92521.
authors.forename: B
authors.initials: B
authors.lastname: Figadère
authors.forename: A W
authors.initials: AW
authors.lastname: Norman
authors.forename: H L
authors.initials: HL
authors.lastname: Henry
authors.forename: H P
authors.initials: HP
authors.lastname: Koeffler
authors.forename: J Y
authors.initials: JY
authors.lastname: Zhou
authors.forename: W H
authors.initials: WH
authors.lastname: Okamura
mesh_terms: D000818:Animals; D001667:Binding, Competitive; D002117:Calcitriol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D002454:Cell Differentiation / Q000187:drug effects; D002455:Cell Division / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D002645:Chickens; D006801:Humans; D007413:Intestinal Mucosa / Q000378:metabolism; D015473:Leukemia, Promyelocytic, Acute; D008968:Molecular Conformation; D015394:Molecular Structure; D018167:Receptors, Calcitriol; D011987:Receptors, Steroid / Q000378:metabolism; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D014809:Vitamin D-Binding Protein / Q000378:metabolism
chemical_list: D018167:Receptors, Calcitriol; D011987:Receptors, Steroid; D014809:Vitamin D-Binding Protein; D002117:Calcitriol