Synthesis and anticancer potential of certain novel 2-oxo-N′-(2oxoindolin-3-ylidene)-2H-chromene-3-carbohydrazides

被引：37

作者：

Abdel-Aziz, Hatem A. ^{[1
,2
]}

Elsaman, Tilal ^{[1
]}

Al-Dhfyan, Abdullah ^{[3
]}

Attia, Mohamed I. ^{[1
,4
]}

Al-Rashood, Khalid A. ^{[1
]}

Al-Obaid, Abdul-Rahman M. ^{[1
]}

机构：

[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia

[2] Natl Res Ctr, Dept Appl Organ Chem, Cairo 12622, Egypt

[3] King Faisal Specialized Hosp & Res Ctr, Stem Cell Therapy Program, Riyadh 11211, Saudi Arabia

[4] Natl Res Ctr, Dept Med & Pharmaceut Chem, Cairo 12622, Egypt

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2013年 / 70卷

关键词：

Colorectal cancer; Side population (SP) cells; Chromene-2-ones; Indoline-2,3-dione; Hydrazides/hydrazones; Ring-opening; VITRO ANTITUMOR-ACTIVITY; BIOLOGICAL EVALUATION; CRYSTAL-STRUCTURE; SIDE POPULATION; DERIVATIVES; IDENTIFICATION; INHIBITORS; CELL; DESIGN;

D O I：

10.1016/j.ejmech.2013.09.060

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Treatment of ethyl 3-hydrazinyl-3-oxopropanoate (6) with indoline-2,3-dione derivatives 7a g gave ethyl 3-oxo-3-(2-(2-oxoindolin-3-ylidene)hydrazinyl)propanoates 8a g which were allowed to react with the appropriate salicyaldehyde 9a and/or 9b to furnish the chromene-based hydrazones 10a i. Compounds 10a i displayed a significant activity against HT-29 colon cancer cell line and a moderate activity against leukemia 1062 cell line. Compound 10f emerged as the most active congener toward HT-29 colon cancer cell line with IC50 = 7.98 +/- 0.05 jtM whereas compound 10c exhibited the best antiproliferative activity against leukemia K562 cell line with IC50 = 9.44 +/- 0.02 ji.M. Moreover, compound le showed 87.81 7% inhibition of side population (SP) HT-29 colon cancer stem cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

引用

页码：358 / 363

页数：6

共 50 条

[1] The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate [J].