Fluorocombretastatin and derivatives thereof

Details Fluorocombretastatin and derivatives thereof Fluorocombretastatin and derivatives thereof

C - Chemistry, Metallurgy

07

C

C07C 43/205 (2006.01) A61K 31/09 (2006.01) A61K 31/136 (2006.01) A61K 31/661 (2006.01) A61P 35/00 (2006.01) C07C 205/37 (2006.01) C07C 217/84 (2006.01) C07F 9/09 (2006.01)

Patent

CA 2531596

The present invention is related to new derivatives of Combretastatin, of Formula (I) obtained by total synthesis. The strategy developed for each of the compounds is to i) replace a halogen (i.e. fluorine atom) to hydrogen on olefinic bound; ii) replace an aromatic ring in a natural product with an amino-aromatic ring. Said compounds recognize and bind the tubulin site: are useful for treating pathological states which arise from or are exacerbated by cell proliferation - as anticancer and/or antiangiogenic activity, in a mammal - to pharmaceutical compositions comprising these compounds.

L'invention porte sur de nouveaux dérivés de synthèse de la combrétastatine de formule (I). La stratégie mise au point pour chacun des composés consiste à: (i) remplacer un halogène (par exemple un atome de fluor) dans la liaison oléfinique,(ii) remplacer un cycle aromatique de produit naturel par un cycle aminoaromatique. Lesdits composés qui reconnaissent le site de la tubuline et s'y fixent, s'avèrent utiles: pour traiter les états pathologiques dus à la prolifération cellulaire ou exacerbés par elle, et comme anticancer et/ou antiangiogène chez les mammifères. L'invention porte également sur des préparations pharmaceutiques comprenant lesdits composés.

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