DESIGN, SYNTHESIS AND ANTIPROLIFERATIVE ACTIVITY EVALUATION OF NEW 5-AZAISOINDIGO DERIVATIVES

作者：Zhao, Ping^*; Yan, Yun; Li, Yanzhong; Zhang, Aiying; Zhan, Xiaoping; Liu, Zenglu; Mao, Zhenmin; Chen, Shaoxiong; Wang, Liqun

来源：Heterocycles, 2014, 89(8): 1923-1932.

DOI：10.3987/COM-14-13036

• Isoindigo
• 5-Azaisoindigo
• Synthesis
• Antiproliferative Activity
• SRB Assay

New 5-azaisoindigo derivatives were synthesized with two key intermediates 5-azaoxindole (7) and substituted indole-2,3-dione (10) in this paper. Intermediate 7 was prepared from 3-methylpyridine (1) through 6 steps containing oxidation reaction and so on. Intermediate 10 was obtained by a convenient Sandmeyer's method. The target compounds 5-azaisoindigo derivatives ha-f were obtained by condensation of these two intermediates 7 and 10 in acidic condition. All target compounds were evaluated for their antiproliferative activity against seven cell lines by SRB assay. Compounds lie and 11f showed significant antiproliferative activity against K562 cells (IC50: 8.9 mu M and 13.6 mu M, respectively).

• 出版日期2014-8-1
• 单位上海交通大学