title: Synthesis of antiproliferative flavones from calycopterin, major flavonoid of Calycopteris floribunda Lamk.
abstract: Eighteen new analogues of 5,3'-dihydroxy-3,6,7,8,4'-pentamethoxy-flavone, a potent natural cytotoxic and antimitotic flavone, were synthesized from calycopterin, the major flavonoid of Calycopteris floribunda Lamk., a traditional Asian medicinal plant. One of them, the 3'-amino substituted analogue, displayed almost the same activity as the reference compound. Pharmacomodulation at C-3' on the B-ring, and at C-5,6,7 and 8 on the A-ring allowed to refine structure-activity relationships within the cytotoxic flavones series.
authors.affiliation: Laboratoire de Pharmacognosie, (Univ. Paris-Sud 11, BIOCIS, UMR-8076 CNRS), Faculté de Pharmacie, Av. J.B. Clément, 92296 Châtenay-Malabry Cedex, France. guy.lewin@u-psud.fr
authors.forename: Guy
authors.initials: G
authors.lastname: Lewin
authors.forename: Narayan Bhat
authors.initials: NB
authors.lastname: Shridhar
authors.forename: Geneviève
authors.initials: G
authors.lastname: Aubert
authors.forename: Sylviane
authors.initials: S
authors.lastname: Thoret
authors.forename: Joëlle
authors.initials: J
authors.lastname: Dubois
authors.forename: Thierry
authors.initials: T
authors.lastname: Cresteil
mesh_terms: D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D029764:Combretaceae / Q000737:chemistry*; D047309:Flavones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D013329:Structure-Activity Relationship
chemical_list: D047309:Flavones; C533734:calycopterin