Synthesis and antitumor activities of certain novel 2-amino-9-(4-halostyryl)-4H-pyrano[3,2-h]quinoline derivatives

被引：38

作者：

El-Agrody, Ahmed M. ^{[1
]}

Khattab, Essam Shawky A. E. H. ^{[1
]}

Fouda, Ahmed M. ^{[1
]}

Al-Ghamdi, Abdullah M. ^{[1
]}

机构：

[1] King Khalid Univ, Fac Sci, Dept Chem, Abha 9004, Saudi Arabia

来源：

MEDICINAL CHEMISTRY RESEARCH | 2012年 / 21卷 / 12期

关键词：

(E) 2-(4-chloro/bromo/fluorostyryl)-8-hydroxyquinoline; alpha-Cyano-p-chloro/bromocinnamonitriles; Ethyl alpha-cyano-p-chloro/bromocinnamates; 4H-pyrano[3,2-h]quinolines; Antitumor; SAR; ALPHA-CYANOCINNAMONITRILES; HETEROCYCLIC SYNTHESIS; INTEGRASE INHIBITORS; BIOLOGICAL-ACTIVITY; HIV-1; REPLICATION; 4-HYDROXYCOUMARIN; CONDENSATION; COUMARIN; AGENTS;

D O I：

10.1007/s00044-011-9965-x

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of (E) 4H-pyrano[3,2-h]quinoline-3-carbonitrile (5a-f) and (E) ethyl 4H-pyrano[3,2-h]quinoline-3-carboxylate (6a-f) derivatives were synthesized by interaction of (E) 2-(4-chloro/bromo/fluorostyryl)-8-hydroxyquinoline (3a-c) with alpha-cyano-p-chloro/bromocinnamonitriles (4a,b) and ethyl alpha-cyano-p-chloro/bromocinnamates (4c,d), respectively. Structures of these compounds were established on the basis of IR, H-1 NMR, C-13 NMR, C-13 NMR-DEPT, C-13 NMR-APT, and MS data. The new compounds were evaluated for antitumor activities against three different human tumor cell lines MCF-7, HCT, and HepG-2. The results of antitumor evaluation revealed that compounds 5a,d and 6a,c,d inhibited the growth of cancer cells compared to Vinblastine. The structure-activity relationships were discussed.

引用

页码：4200 / 4213

页数：14

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