title: New cytotoxic guaianolides and derivatives from Grosheimia macrocephala.
abstract: Grosheimia macrocephala (Compositae) proved to be a very interesting natural source, not only of grosheimin (I), but also of cynaropicrin (III). Some derivatives from these two natural sesquiterpene gamma-lactones were prepared (Schemes 2 and 3) and two new natural guaianolides: 4'-deoxy-cynaropicrin (V) and 4'-nor-2'-metoxy-cynaropicrin (VI) were isolated and structurally identified. A series of these compounds were submitted to in vitro preliminary testing of cytostatic activity against KB cell lines and relationships between bioactivity and chemical features were investigated.
mesh_terms: D000107:Acetylation; D000972:Antineoplastic Agents, Phytogenic / Q000494:pharmacology*; D002455:Cell Division / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D007624:KB Cells / Q000187:drug effects; D010084:Oxidation-Reduction; D010936:Plant Extracts / Q000032:analysis / Q000494:pharmacology; D010946:Plants, Medicinal / Q000032:analysis*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D012717:Sesquiterpenes