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题名: Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives
作者: Zi, Cheng-Ting1, 2; Liu, Zhen-Hua2; Li, Gen-Tao2; null(李艳)2; Zhou, Jun2; Ding, Zhong-Tao1; Hu, Jiang-Miao2; Jiang, Zi-Hua3
刊名: MOLECULES
出版日期: 2015-02-01
卷号: 20, 期号:2, 页码:3255-3280
学科分类: Chemistry, Organic
DOI: 10.3390/molecules20023255
通讯作者: Ding,ZT (reprint author),Yunnan Univ,Key Lab Med Chem Nat Resource,Minist Educ,Sch Chem Sci & Technol,Kunming 650091,Peoples R China. ; zict@sina.cn ; liuzhenhua@mail.kib.ac.cn ; ligentao@mail.kib.ac.cn ; liyanb@mail.kib.ac.cn ; jzhou@mail.kib.ac.cn ; ztding@ynu.edu.cn ; hujiangmiao@mail.kib.ac.cn ; zjiang@lakeheadu.ca
文章类型: Article
英文摘要: A series of novel perbutyrylated glycosides of 4 beta-triazolopodophyllotoxin derivatives were synthesized by utilizing the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Evaluation of cytotoxicity against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW480) using the MTT assay shows that some of these glycosylated derivatives have good anticancer activity. Among the synthesized compounds, compound 21a shows the highest activity, with IC50 values ranging from 0.49 to 6.70 mu M, which is more potent than the control drugs etoposide and cisplatin. Compound 21a is characterized by a perbutyrylated alpha-D(+)-galactosyl residue, the absence of an additional linking spacer between the sugar residue and the triazole ring, as well as a 4'-OH group on the E ring of the podophyllotoxin scaffold.
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: DNA TOPOISOMERASE-II ; ANTITUMOR AGENTS ; PODOPHYLLOTOXIN DERIVATIVES ; POTENT INHIBITORS ; BIOLOGICAL EVALUATION ; NATURAL-PRODUCTS ; CLICK CHEMISTRY ; ETOPOSIDE ; 4'-O-DEMETHYLEPIPODOPHYLLOTOXIN
收录类别: SCI
项目资助者: State Key Laboratory of Phytochemistry and Plant Resource in West China [P2010-KF07]
语种: 英语
WOS记录号: WOS:000350748200086
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/20629
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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作者单位: 1.Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Sch Chem Sci & Technol, Kunming 650091, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
3.Lakehead Univ, Dept Chem, Thunder Bay, ON P7B 5E1, Canada
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