title: aS,7S-absolute configuration of natural (-)-colchicine and allo-congeners.
abstract: The aS,7S-absolute configuration of (-)-colchicine (1) and (-)-N-acetylcolchinol methyl ether (3, NCME) suggested on the basis of 1H NMR data and negative Cotton effects at about 260 nm (EtOH) is firmly established by an X-ray analysis of urea 5, a compound derived from 3. Binding of these compounds to tubulin requires an aS-configuration of the biaryl system.
authors.affiliation: Natural Products Section, NIDDK, National Institutes of Health, Bethesda, MD 20892.
authors.forename: A
authors.initials: A
authors.lastname: Brossi
authors.forename: O
authors.initials: O
authors.lastname: Boyé
authors.forename: A
authors.initials: A
authors.lastname: Muzaffar
authors.forename: H J
authors.initials: HJ
authors.lastname: Yeh
authors.forename: V
authors.initials: V
authors.lastname: Toome
authors.forename: B
authors.initials: B
authors.lastname: Wegrzynski
authors.forename: C
authors.initials: C
authors.lastname: George
mesh_terms: D003078:Colchicine; D008968:Molecular Conformation
chemical_list: D003078:Colchicine