title: Antiproliferative Activity of Amathaspiramide Alkaloids and Analogs.
abstract: Assisted by the total syntheses of all the amathaspiramides, six natural products and four synthetic intermediates with partially fluctuating structures were prepared and subjected to a growth inhibition assay in four human cancer cell lines. The results showed amathaspiramides A, C, and E had moderate antiproliferative activity. Examination of the structure-activity relationship revealed the importance of the amine or imine substructure on the pyrrolidine moiety and the 8R stereochemistry on the N-acyl hemiaminal moiety for the antiproliferative activity of amathaspiramide alkaloids.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Nagoya University.
authors.forename: Jun
authors.initials: J
authors.lastname: Shimokawa
authors.forename: Koji
authors.initials: K
authors.lastname: Chiyoda
authors.forename: Hirotatsu
authors.initials: H
authors.lastname: Umihara
authors.forename: Tohru
authors.initials: T
authors.lastname: Fukuyama
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000470:Alkaloids; D000970:Antineoplastic Agents; D011720:Pyrazoles