title: Design, synthesis and cytotoxic activities of naphthyl analogues of combretastatin A-4.
abstract: The 3,4,5-trimethoxyphenyl and 3-hydroxy-4-methoxyphenyl rings of combretastatin A-4 are deemed optimal for its activity as antimitotic agent. The replacement of either one by a naphthalene ring results in compounds with a potency comparable to that of the parent compound. These results show that the naphthalene ring is a good surrogate for the 3,4,5-trimethoxyphenyl or the 3-hydroxy-4-methoxyphenyl rings of combretastatin A-4 and that neither of them is essential for the antitumor activity.
authors.affiliation: Laboratorio de Química Orgáinica y Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, Spain.
authors.forename: A B
authors.initials: AB
authors.lastname: Maya
authors.forename: B
authors.initials: B
authors.lastname: del Rey
authors.forename: R P
authors.initials: RP
authors.lastname: Lamamie de Clairac
authors.forename: E
authors.initials: E
authors.lastname: Caballero
authors.forename: I
authors.initials: I
authors.lastname: Barasoain
authors.forename: J M
authors.initials: JM
authors.lastname: Andreu
authors.forename: M
authors.initials: M
authors.lastname: Medarde
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009281:Naphthalenes / Q000737:chemistry*; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D009281:Naphthalenes; D013267:Stilbenes; C031721:naphthalene; C058728:fosbretabulin