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

被引：2

作者：

Zhao, Ping ^{[1
]}

Yan, Yun ^{[1
]}

Li, Yanzhong ^{[1
]}

Zhang, Aiying ^{[1
]}

Zhan, Xiaoping ^{[1
]}

Liu, Zenglu ^{[1
]}

Mao, Zhenmin ^{[1
]}

Chen, Shaoxiong ^{[2
]}

Wang, Liqun ^{[2
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Pharm, Shanghai 200240, Peoples R China

[2] Strateg Alliance Biomed Technol, Shanghai 201210, Peoples R China

来源：

HETEROCYCLES | 2014年 / 89卷 / 08期

关键词：

Isoindigo; 5-Azaisoindigo; Synthesis; Antiproliferative Activity; SRB Assay; GLYCOGEN-SYNTHASE KINASE-3; GSK-3; INHIBITORS; INDIRUBIN;

D O I：

10.3987/COM-14-13036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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).

引用

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页码：1923 / 1932

页数：10

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