title: Synthesis and cytotoxic activity of a series of diacetylenic compounds related to falcarindiol.
abstract: The synthesis of a series of diacetylenic compounds related to the natural product falcarindiol has been carried out. Unsymmetrical diacetylenes were prepared by a modification of the Cadiot-Chodkiewicz coupling reaction, while a Glaser coupling was used to prepare symmetrical diacetylenes. These compounds have been tested for in vitro cytotoxic activity against Hep-G2, and H-4-II-E cell lines. Diacetylenes with additional unsaturation at C-1, 2, appended with hydroxyl groups at C-3 and C-8, or with long hydrophobic chains, exhibited IC50 values in the micromolar range.
authors.affiliation: Department of Chemistry, University of Alabama in Huntsville, 35899, USA. wsetzer@matsci.uah.edu
authors.forename: W N
authors.initials: WN
authors.lastname: Setzer
authors.forename: X
authors.initials: X
authors.lastname: Gu
authors.forename: E B
authors.initials: EB
authors.lastname: Wells
authors.forename: M C
authors.initials: MC
authors.lastname: Setzer
authors.forename: D M
authors.initials: DM
authors.lastname: Moriarity
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D053280:Diynes; D004354:Drug Screening Assays, Antitumor; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D010946:Plants, Medicinal / Q000737:chemistry; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D053280:Diynes; D005233:Fatty Alcohols; C034379:falcarindiol