title: Synthesis of novel 7-oxo and 7-hydroxy trifluoroallocolchicinoids with cytotoxic effect.
abstract: The synthesis of 7-oxo and 7-hydroxy trifluoroallocolchicinoids was achieved through the intramolecular cyclization of o-phenyl-β-phenylalanines. The resulting compounds were evaluated for their cytotoxic activity against KB cells and their inhibitory effect towards the polymerization of tubulin. The results yielded some potent cytotoxic compounds with correlated partial antitubulin effect.
authors.affiliation: Université de Caen Basse Normandie, Centre d'Etudes et de Recherche sur le Médicament de Normandie UPRES EA 4258 - FR CNRS 3038 INC3M, UFR des Sciences Pharmaceutiques, Bd Becquerel, 14032 Caen cedex, France.
authors.forename: Elizabeth
authors.initials: E
authors.lastname: Chosson
authors.forename: Francesca
authors.initials: F
authors.lastname: Santoro
authors.forename: Christophe
authors.initials: C
authors.lastname: Rochais
authors.forename: Jana Sopkova-de Oliveira
authors.initials: JS
authors.lastname: Santos
authors.forename: Rémi
authors.initials: R
authors.lastname: Legay
authors.forename: Sylviane
authors.initials: S
authors.lastname: Thoret
authors.forename: Thierry
authors.initials: T
authors.lastname: Cresteil
authors.forename: Maria Stefania
authors.initials: MS
authors.lastname: Sinicropi
authors.forename: Thierry
authors.initials: T
authors.lastname: Besson
authors.forename: Patrick
authors.initials: P
authors.lastname: Dallemagne
mesh_terms: D000818:Animals; D049109:Cell Proliferation / Q000187:drug effects; D003078:Colchicine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D003500:Cyclization; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007624:KB Cells; D008958:Models, Molecular; D015394:Molecular Structure; D012756:Sheep; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000378:metabolism
chemical_list: D014404:Tubulin; C032782:allocolchicine; D003078:Colchicine