Synthesis and biological evaluation of vinylogous combretastatin A-4 derivatives.
Stereospecific syntheses of the Z-E and E-Z vinylogues of combretastatin A-4, and two B-ring related analogues, were achieved through a Suzuki-Miyaura coupling. As compared to CA4, the derivative with a phenyl moiety has shown increased potency in its ability to inhibit tubulin polymerisation.
Kaffy
Julia
J
UMR 176 CNRS, Institut Curie-Section de Recherche, 26 rue d'Ulm, 75248 Paris cedex 05, France.
Pontikis
Renée
R
Florent
Jean-Claude
JC
Monneret
Claude
C
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013552:Swine; D014404:Tubulin / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D013267:Stilbenes; D014404:Tubulin; D014753:Vinyl Compounds; C058728:fosbretabulin