New class of potent antitumor acylhydrazone derivatives containing furan

被引：140

作者：

Cui, Zining ^{[1
]}

Li, Ying ^{[1
]}

Ling, Yun ^{[1
]}

Huang, Juan ^{[1
]}

Cui, Jingrong ^{[2
]}

Wang, Ruiqing ^{[2
]}

Yang, Xinling ^{[1
]}

机构：

[1] China Agr Univ, Coll Sci, Dept Appl Chem, Minist Agr,Key Lab Pesticide Chem & Applicat, Beijing 100193, Peoples R China

[2] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 12期

基金：

国家高技术研究发展计划(863计划);

关键词：

Acylhydrazone; Synthesis; Antitumor activity; Configurational isomer; Toxicity; IRON CHELATORS; CELL-LINES; ADVANCED NEUROBLASTOMA; REDOX ACTIVITY; COMPLEXES; DEFEROXAMINE; LIGANDS; ANALOGS; DESIGN; CYCLOPHOSPHAMIDE;

D O I：

10.1016/j.ejmech.2010.09.007

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A pair of chemical isomeric structures of N-acylhydrazone compounds I and II were designed and synthesized. The reaction was carried out with high diastereoselectivity to obtain one configurational isomer in excellent yields. The exact configuration and conformation of IIa and IIe were confirmed by the X-ray single crystal diffraction. The antitumor bioassay revealed that some compounds exhibited excellent activity against the selected cancer cell lines. In particular, IIf (IC50 =16.4 mu M) was better than doxorubicin (IC50=53.3 mu M) against human promyelocytic leukemic cells (HL-60). Their toxicities were predicted in silico. The results showed that compounds II were safe and eligible to be development candidates. IIf showed great promise as a novel lead compound for further anticancer discovery. (C) 2010 Elsevier Masson SAS. All rights reserved.

引用

页码：5576 / 5584

页数：9

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