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题名: Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy
作者: Lu, Xiao-Feng1;  Yang, Zheng1;  Huang, Nian-Yu1;  He, Hai-Bo1;  Deng, Wei-Qiao2;  Zou, Kun1
关键词: (25R)-Spirostan-1,4,6-triene-3-one ;  Steroidal triazoles ;  Epoxide ring-opening reaction ;  Click chemistry ;  Cytotoxic activities
刊名: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
发表日期: 2015-09-01
DOI: 10.1016/j.bmcl.2015.06.028
卷: 25, 期:17, 页:3726-3729
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Life Sciences & Biomedicine ;  Physical Sciences
类目[WOS]: Chemistry, Medicinal ;  Chemistry, Organic
研究领域[WOS]: Pharmacology & Pharmacy ;  Chemistry
英文摘要: To develop more effective antitumor steroidal drugs, we synthesized a library including twenty-two novel cytotoxic 2-alkyloxyl substituted (25R)-spirostan-1,4,6-triene-3-ones and corresponding 1,2,3-triazoles through an abnormal monoepoxide ring-opening/elimination and 'click' reactions. After the cytotoxic evaluations against HepG2, Caski and HeLa cell lines, three steroidal triazoles 5b, 5f and 5m in this library were found to possess potent anti-proliferative effects against Caski cells with the half-inhibitory concentrations (IC50) of 9.4-11.8 mu M. The high-efficient and straightforward process was attractive feature for facile preparation of anti-tumor steroidal triazoles. (C) 2015 Elsevier Ltd. All rights reserved.
关键词[WOS]: STEROIDAL GLYCOSIDES ;  DIOSGENIN ;  CHEMISTRY ;  SAPONIN ;  AGENTS
语种: 英语
WOS记录号: WOS:000358802900061
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/146451
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China

Recommended Citation:
Lu, Xiao-Feng,Yang, Zheng,Huang, Nian-Yu,et al. Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,2015,25(17):3726-3729.
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