title: Structural determination of NSC 670224, synthesis of analogues and biological evaluation.
abstract: Follow my lead! NSC 670224, previously shown to be toxic to Saccharomyces cerevisiae at low micromolar concentrations, potentially acts via a mechanism of action related to that of tamoxifen (NSC 180973), breast cancer drug. The structure of NSC 670224, previously thought to be a 2,4-dichloro arene, was established as the 3,4-dichloro arene, and a focused library of analogues were synthesized and biologically evaluated.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Cruz (UCSC), Santa Cruz, CA 95064, USA.
authors.forename: Nathaniel B
authors.initials: NB
authors.lastname: Zuckerman
authors.forename: Andrew S
authors.initials: AS
authors.lastname: Myers
authors.forename: Tiffani K
authors.initials: TK
authors.lastname: Quan
authors.forename: Walter M
authors.initials: WM
authors.lastname: Bray
authors.forename: R Scott
authors.initials: RS
authors.lastname: Lokey
authors.forename: Grant A
authors.initials: GA
authors.lastname: Hartzog
authors.forename: Joseph P
authors.initials: JP
authors.lastname: Konopelski
mesh_terms: D018931:Antineoplastic Agents, Hormonal / Q000737:chemistry* / Q000494:pharmacology; D001593:Benzyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D016923:Cell Death; D003510:Cyclohexanes / Q000138:chemical synthesis / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D054852:Small Molecule Libraries / Q000737:chemistry* / Q000494:pharmacology; D013629:Tamoxifen / Q000737:chemistry
chemical_list: C574352:(2-(4-tert-butyl-1-(3,4-dichloro-benzyl)-cyclohexyloxy)-ethyl)-dimethyl-amine hydrochloride; D018931:Antineoplastic Agents, Hormonal; D001593:Benzyl Compounds; D003510:Cyclohexanes; D054852:Small Molecule Libraries; D013629:Tamoxifen