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Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy
Lu, Xiao-Feng1; Yang, Zheng1; Huang, Nian-Yu1; He, Hai-Bo1; Deng, Wei-Qiao2; Zou, Kun1
关键词Steroidal Triazoles (25r)-spirostan-1 Epoxide Ring-opening Reaction 4 Click Chemistry 6-triene-3-one Cytotoxic Activities
刊名BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
2015-09-01
DOI10.1016/j.bmcl.2015.06.028
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
关键词[WOS]STEROIDAL GLYCOSIDES ; DIOSGENIN ; CHEMISTRY ; SAPONIN ; AGENTS
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.
语种英语
WOS记录号WOS:000358802900061
引用统计
被引频次:4[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/146451
专题中国科学院大连化学物理研究所
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
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GB/T 7714
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.
APA Lu, Xiao-Feng,Yang, Zheng,Huang, Nian-Yu,He, Hai-Bo,Deng, Wei-Qiao,&Zou, Kun.(2015).Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy.BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,25(17),3726-3729.
MLA Lu, Xiao-Feng,et al."Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy".BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 25.17(2015):3726-3729.
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