A new family of quinoline and quinoxaline analogues of combretastatins.
The 3-hydroxy-4-methoxyphenyl ring of combretastatin A-4 can be replaced by a 2-naphthyl moiety without significant loss of cytotoxicity and inhibition of tubulin polymerization potency. In this paper we show that the 6- or 7-quinolyl systems can in turn replace both cyclic moieties, keeping in the first case most of the potency as cytotoxic agent and in the second case as inhibitor of tubulin polymerization, related to the activities displayed by model compounds.
Pérez-Melero
Concepción
C
Laboratorio de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, Campus Miguel de Unamuno, 37007 Salamanca, Spain.
Maya
Ana B S
AB
del Rey
Benedicto
B
Peláez
Rafael
R
Caballero
Esther
E
Medarde
Manuel
M
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001704:Biopolymers / Q000737:chemistry; D045744:Cell Line, Tumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008024:Ligands; D009281:Naphthalenes / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry*; D011810:Quinoxalines / Q000737:chemistry*; D013267:Stilbenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry; D050257:Tubulin Modulators
D000970:Antineoplastic Agents; D001704:Biopolymers; D008024:Ligands; D009281:Naphthalenes; D011804:Quinolines; D011810:Quinoxalines; D013267:Stilbenes; D014404:Tubulin; D050257:Tubulin Modulators; C037219:quinoline; C058728:fosbretabulin