title: Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: application of the copper-mediated Ullmann-type arylation.
abstract: In an attempt to mimic the 3,4,5-trimethoxyphenyl-Z-stilbene moiety of combretastatin A-4, a series of N-aryl-5,6,7-trimethoxyindoles were synthesized via copper-catalyzed Ullmann-type N-arylation through the corresponding 5,6,7-trimethoxyindole and aryl halides. These synthesized compounds demonstrated potent antiproliferative activity providing a novel skeleton for potent tubulin polymerization inhibitors.
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University, 250 Wuxing Street, Taipei 11031, Taiwan, Republic of China.
authors.forename: Hsueh-Yun
authors.initials: HY
authors.lastname: Lee
authors.forename: Jang-Yang
authors.initials: JY
authors.lastname: Chang
authors.forename: Ling-Yin
authors.initials: LY
authors.lastname: Chang
authors.forename: Wen-Yang
authors.initials: WY
authors.lastname: Lai
authors.forename: Mei-Jung
authors.initials: MJ
authors.lastname: Lai
authors.forename: Kuang-Hsing
authors.initials: KH
authors.lastname: Shih
authors.forename: Ching-Chuan
authors.initials: CC
authors.lastname: Kuo
authors.forename: Chi-Yen
authors.initials: CY
authors.lastname: Chang
authors.forename: Jing-Ping
authors.initials: JP
authors.lastname: Liou
mesh_terms: D020533:Angiogenesis Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D050256:Antimitotic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D003300:Copper / Q000737:chemistry*; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D020533:Angiogenesis Inhibitors; D050256:Antimitotic Agents; D007211:Indoles; D003300:Copper