Synthesis of artemisinin-piperazine-furan ether hybrids and evaluation of in vitro cytotoxic activity

被引：24

作者：

Wei, Meng-Xue ^{[1
]}

Yu, Jia-Ying ^{[1
]}

Liu, Xin-Xin ^{[1
]}

Li, Xue-Qiang ^{[1
]}

Zhang, Meng-Wei ^{[1
]}

Yang, Pei-Wen ^{[1
]}

Yang, Jin-Hui ^{[1
]}

机构：

[1] Ningxia Univ, Coll Chem & Chem Engn, Ningxia Engn Res Ctr Nat Med,Natl Demonstrat Ctr, State Key Lab High Efficiency Utilizat Coal & Gre, 489 Helanshan West Rd, Yinchuan 750021, Ningxia, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2021年 / 215卷

基金：

中国国家自然科学基金;

关键词：

Furan ether; Artemisinin; X-ray crystallography; Cytotoxic activity; Cancer cells; ANTICANCER ACTIVITY; CANCER-CELLS; DERIVATIVES; INHIBITION; APOPTOSIS; TARGET; DRUG;

D O I：

10.1016/j.ejmech.2021.113295

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

For the first time, eight novel artemisinin-piperazine-furane ether hybrids (5a-h) were efficiently synthesized and investigated for their in vitro cytotoxic activity against some human cancer and benign cells. The absolute configuration of hybrid 5c was determined by X-ray crystallographic analysis. Hybrids 5a-h exhibited more pronounced growth-inhibiting action on hepatocarcinoma cell lines than their parent dihydroartemisinin (DHA) and the reference cytosine arabinoside (ARA). The hybrid 5a showed the best cytotoxic activity against human hepatocarcinoma cells SMMC-7721 (IC50 = 0.26 +/- 0.03 mM) after 24 h. Furthermore, hybrid 5a also showed good cytotoxic activity against human breast cancer cells MCF-7 and low cytotoxicity against human breast benign cells MCF-10A in vitro. We found the cytotoxicity of hybrid 5a did not change when tumour cells absorb iron sulfate (FeSO4); thus, we conclude the anti-tumour mechanism induced by iron ions (Fe2+) is unclear. (c) 2021 Elsevier Masson SAS. All rights reserved.

引用

页数：10

共 35 条

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