title: Enantioselective synthesis of (+)-chamaecypanone C: a novel microtubule inhibitor.
abstract: A bicycle built for tubulin: The total synthesis of (+)-chamaecypanone C has been achieved by using a tandem retro-Diels-Alder/Diels-Alder cascade reaction (see scheme). Initial biological studies demonstrate that (+)-chamaecypanone C is an inhibitor of tubulin assembly and binds at the colchicine site.
authors.affiliation: Department of Chemistry, Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, MA 02215, USA.
authors.forename: Suwei
authors.initials: S
authors.lastname: Dong
authors.forename: Ernest
authors.initials: E
authors.lastname: Hamel
authors.forename: Ruoli
authors.initials: R
authors.lastname: Bai
authors.forename: David G
authors.initials: DG
authors.lastname: Covell
authors.forename: John A
authors.initials: JA
authors.lastname: Beutler
authors.forename: John A
authors.initials: JA
authors.lastname: Porco
mesh_terms: D000818:Animals; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D020128:Inhibitory Concentration 50; D048328:Potoroidae; D051381:Rats; D013237:Stereoisomerism; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D001643:Bridged Bicyclo Compounds; D050257:Tubulin Modulators; C539295:chamaecypanone C