Design and synthesis of novel 1,2,3-triazole-pyrimidine hybrids as potential anticancer agents

被引：103

作者：

Ma, Li-Ying ^{[1
]}

Pang, Lu-Ping ^{[1
]}

Wang, Bo ^{[1
]}

Zhang, Miao ^{[1
]}

Hu, Biao ^{[1
]}

Xue, Deng-Qi ^{[1
]}

Shao, Kun-Peng ^{[1
]}

Zhang, Bao-Le ^{[1
]}

Liu, Ying ^{[1
]}

Zhang, En ^{[1
]}

Liu, Hong-Min ^{[1
]}

机构：

[1] Zhengzhou Univ, Sch Pharmaceut Sci, New Drug Res & Dev Ctr, Zhengzhou 450001, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 86卷

基金：

中国国家自然科学基金;

关键词：

Triazole; Pyrimidine; Anticancer; Apoptosis; Cell cycle arrest; ANTIPROLIFERATIVE ACTIVITY; ANTIFUNGAL ACTIVITY; INHIBITORS; NUCLEOSIDES; DERIVATIVES;

D O I：

10.1016/j.ejmech.2014.08.010

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel 1,2,3-triazole-pyrimidine hybrids were designed, synthesized and evaluated for their anticancer activity against four selected cancer cell lines (MGC-803, EC-109, MCF-7 and B16-F10). Most of the synthesized compounds exhibited moderate to good activity against all the cancer cell lines selected. Compound 17 showed the most excellent anticancer activity with single-digit micromolar IC50 values ranging from 1.42 to 6.52 mu M. Further mechanism studies revealed that compound 17 could obviously inhibit the proliferation of EC-109 cancer cells by inducing apoptosis and arresting the cell cycle at G2/M phase. (C) 2014 Published by Elsevier Masson SAS.

引用

页码：368 / 380

页数：13

共 41 条

[1] Novel benzimidazole-pyrimidine conjugates as potent antitumor agents [J].

Abdel-Mohsen, Heba T. ;

Ragab, Fatma A. F. ;

Ramla, Mostafa M. ;

El Diwani, Hoda I. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (06) :2336-2344

[2] Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues [J].

Aher, Nilkanth G. ;

Pore, Vandana S. ;

Mishra, Nripendra N. ;

Kumar, Awanit ;

Shukla, Praveen K. ;

Sharma, Aanchal ;

Bhat, Manoj K. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) :759-763

[3]

[Anonymous], CURR MED CHEM

[4]

[Anonymous], QSAR STUDY ANTILEISH

[5] STUDIES ON V-TRIAZOLES .7. ANTI-ALLERGIC 9-OXO-1H,9H-BENZOPYRANO[2,3-D]-V-TRIAZOLES [J].

BUCKLE, DR ;

OUTRED, DJ ;

ROCKELL, CJM ;

SMITH, H ;

SPICER, BA .

JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (02) :251-254

[6] Structure-activity study leading to identification of a highly active thienopyrimidine based EGFR inhibitor [J].

Bugge, Steffen ;

Kaspersen, Svein Jacob ;

Larsen, Synne ;

Nonstad, Unni ;

Bjorkoy, Geir ;

Sundby, Eirik ;

Hoff, Bard Helge .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 75 :354-374

[7] A New Class of Naphthalimide-Based Antitumor Agents That Inhibit Topoisomerase II and Induce Lysosomal Membrane Permeabilization and Apoptosis [J].

Chen, Zhuo ;

Liang, Xin ;

Zhang, Huanying ;

Xie, Hua ;

Liu, Jianwen ;

Xu, Yufang ;

Zhu, Weiping ;

Wang, Yi ;

Wang, Xin ;

Tan, Shaoying ;

Kuang, Dong ;

Qian, Xuhong .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (06) :2589-2600

[8] Structure-activity relationships of (E)-5-(2-bromovinyl) uracil and related pyrimidine nucleosides as antiviral agents for herpes viruses [J].

Choi, Y ;

Li, L ;

Grill, S ;

Gullen, E ;

Lee, CS ;

Gumina, G ;

Tsujii, E ;

Cheng, YC ;

Chu, CK .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (13) :2538-2546

[9] Synthesis and anticancer activity of (RS)-9-(2,3-dihydro-1,4-benzoxaheteroin-2-ylmethyl)-9H-purines [J].

Conejo-Garcia, Ana ;

Eugenia Garcia-Rubino, M. ;

Marchal, Juan A. ;

Carmen Nunez, M. ;

Ramirez, Alberto ;

Cimino, Sandro ;

Angel Garcia, M. ;

Aranega, Antonia ;

Gallo, Miguel A. ;

Campos, Joaquin M. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (09) :3795-3801

[10] Resistance-modifying agents.: 11.: Pyrimido[5,4-d]pyrimidine modulators of antitumor drug activity.: Synthesis and structure-activity relationships for nucleoside transport inhibition and binding to α1-acid glycoprotein [J].

Curtin, NJ ;

Barlow, HC ;

Bowman, KJ ;

Calvert, AH ;

Davison, R ;

Golding, BT ;

Huang, B ;

Loughlin, PJ ;

Newell, DR ;

Smith, PG ;

Griffin, RJ .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (20) :4905-4922

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