Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives

doi:10.3390/molecules20023255

	Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives
	Zi, Cheng-Ting 1,2; Liu, Zhen-Hua 2; Li, Gen-Tao 2; Li, Yan2 ; Zhou, Jun2 ; Ding, Zhong-Tao 1; Hu, Jiang-Miao2 ; Jiang, Zi-Hua 3; 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
	2015-02-01
发表期刊	MOLECULES
卷号	20 期号:2 页码:3255-3280
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.
学科领域	Chemistry, Organic
DOI	10.3390/molecules20023255
收录类别	SCI
语种	英语
WOS记录号	WOS:000350748200086
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/20629
专题	植物化学与西部植物资源持续利用国家重点实验室
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
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
推荐引用方式 GB/T 7714	Zi, Cheng-Ting,Liu, Zhen-Hua,Li, Gen-Tao,et al. Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives[J]. MOLECULES,2015,20(2):3255-3280.
APA	Zi, Cheng-Ting.,Liu, Zhen-Hua.,Li, Gen-Tao.,Li, Yan.,Zhou, Jun.,...&zjiang@lakeheadu.ca.(2015).Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives.MOLECULES,20(2),3255-3280.
MLA	Zi, Cheng-Ting,et al."Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives".MOLECULES 20.2(2015):3255-3280.

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