title: Synthesis, structural characterisation and biological evaluation of fluorinated analogues of resveratrol.
abstract: Resveratrol is a potential chemopreventive agent and can be isolated from grape skins and other dietary sources. The Wittig reaction and the decarbonylative Heck reaction were employed to synthesise analogues of this stilbene. Fluorinated derivatives of this stilbene were synthesised maintaining the 3,4',5-substitution pattern. The hydroxyl groups were also replaced by amino groups and the biological activity evaluated. The compounds were assayed on a variety of cell lines, primarily the non-small lung carcinoma cell line DLKP-A. Analogues were evaluated alone and in combination with a known chemotherapeutic agent epirubicin.
authors.affiliation: School of Chemical Sciences, Dublin City University, Glasnevin, Dublin 9, Ireland.
authors.forename: Brian W
authors.initials: BW
authors.lastname: Moran
authors.forename: Frankie P
authors.initials: FP
authors.lastname: Anderson
authors.forename: Aoife
authors.initials: A
authors.lastname: Devery
authors.forename: Stephen
authors.initials: S
authors.lastname: Cloonan
authors.forename: William E
authors.initials: WE
authors.lastname: Butler
authors.forename: Sunil
authors.initials: S
authors.lastname: Varughese
authors.forename: Sylvia M
authors.initials: SM
authors.lastname: Draper
authors.forename: Peter T M
authors.initials: PT
authors.lastname: Kenny
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000494:pharmacology / Q000627:therapeutic use; D016588:Anticarcinogenic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000627:therapeutic use; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D004354:Drug Screening Assays, Antitumor; D015251:Epirubicin / Q000494:pharmacology / Q000627:therapeutic use; D054879:Halogenation; D006801:Humans; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy; D000077185:Resveratrol; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000627:therapeutic use; D013329:Structure-Activity Relationship
chemical_list: D000903:Antibiotics, Antineoplastic; D016588:Anticarcinogenic Agents; D013267:Stilbenes; D015251:Epirubicin; D000077185:Resveratrol