FLUOROALKOXY-COMBRETASTATIN DERIVATIVES, USE AND SYNTHESIS METHODS THEREOF Russian patent published in 2011 - IPC C07C43/23 C07C43/225 C07C217/84 C07C237/04 C07F9/12 A61K31/95 A61K31/136 A61K31/661 A61K31/16 A61K31/75 A61P35/00 

FIELD: chemistry.

SUBSTANCE: in formula I R_f is an alkyl group containing 1-2 carbon atoms, in which 1-5 hydrogen atoms are substituted with 1-5 fluorine atoms, and R is an amine group or an amine group substituted with an amino acid residue of general formula NH(COCHR^'NH)-H, where R' is hydrogen, a side chain of natural amino acid which is C₁-C₄alkyl, possibly substituted with a hydroxy group, a hydroxyl group, disodium or an ammonium phosphate group. The invention also relates to versions of the method of producing compounds of formula I, involving the following steps: fluoroalkylation of 4-hydroxy-3-methoxybenzaldehyde or 4-hydroxybenzaldehyde in the presence of an interphase transfer catalyst, to obtain 4-fluoroalkoxy-3-methoxybenzaldehyde (V) or 4-fluoroalkoxybenzaldehyde (VII), respectively, subsequent selective demethylation (V) with lithium diphenylphosphine and a protection of a hydroxy group or nitration (VII) in the 3^rd position. The obtained compounds undergo Wittig reacton using a ylide of 3,4,5-trimethoxybenzyltriphenylphosphonium and the desired product is extracted.

EFFECT: obtaining novel combretastin derivatives of formula (I), having angiogenesis inhibiting activity, which can be used as anticancer and/or antiangiogenic agents.

6 cl, 17 ex, 4 dwg