Synthesis and preliminary antiproliferative activity of new pteridin-7(8H)-one derivatives

被引：9
|
作者：
Li, Zhong-Hua [1 ,2 ,3 ,4 ]
Zhao, Tao-Qian [1 ,2 ,3 ,4 ]
Liu, Xue-Qi [1 ,2 ,3 ,4 ]
Zhao, Bing [1 ,2 ,3 ,4 ]
Wang, Chao [1 ,2 ,3 ,4 ]
Geng, Peng-Fei [1 ,2 ,3 ,4 ]
Cao, Ya-Quan [1 ,2 ,3 ,4 ]
Fu, Dong-Jun [1 ,2 ,3 ,4 ]
Jiang, Li-Ping [5 ]
Yu, Bin [1 ,2 ,3 ,4 ]
Liu, Hong-Min [1 ,2 ,3 ,4 ]
机构：
[1] Collaborat Innovat Ctr New Drug Res & Safety Eval, Zhengzhou 450001, Henan, Peoples R China
[2] Zhengzhou Univ, Minist Educ, Key Lab Technol Drug Preparat, Zhengzhou 450001, Henan, Peoples R China
[3] Key Lab Henan Prov Drug Qual & Evaluat, Zhengzhou 450001, Henan, Peoples R China
[4] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Henan, Peoples R China
[5] Cent S Univ, Sch Basic Med Sci, Changsha 410013, Hunan, Peoples R China
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2018年 / 143卷
基金：
中国国家自然科学基金;
关键词：
Pteridin-7(8H)-one; Antiproliferative activity; Apoptosis; Cell cycle arrest; BIOLOGICAL EVALUATION; INHIBITORS; DESIGN; AGENTS; IDENTIFICATION; PTERIDINE;
D O I：
10.1016/j.ejmech.2017.10.037
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Pteridines are an important class of heterocyclic compounds with diverse biological activities. Here, we report a series of pteridin-7(8H)-one derivatives and their antiproliferative activities toward MKN-45, MGC-803, EC-109, and H1650. Structure-activity relationship studies showed that compound 12 exerted the most potent antiproliferative activity against MKN-45 and MGC-803 with the IC50 values of 4.32 and 7.01 mu M, respectively. Besides, compound 12 induced morphological changes and apoptosis of MKN-45 cells, increased expression of Bax, down-regulated expression of Bcl-2 and caused cleavage of caspase-3/9. Additionally, we first reported the construction of the novel bicyclic 8,9-dihydro-7H-purine-8-carboxylate scaffold through the competitive 5-endo cyclization reaction with two C-N bonds and a chiral carbon center established. (C) 2017 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：1396 / 1405
页数：10
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