| Design, Synthesis, and Cytotoxicity of Perbutyrylated Glycosides of 4 beta-Triazolopodophyllotoxin Derivatives | |
Zi, Cheng-Ting1,2; Liu, Zhen-Hua2; Li, Gen-Tao2; Li, Yan2 ; Zhou, Jun2; Ding, Zhong-Tao1; Hu, Jiang-Miao2; Jiang, Zi-Hua3; 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
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| 2015-02-01 | |
| 发表期刊 | MOLECULES
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| 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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| Zi-2015-Design, Synt（910KB） | 开放获取 | CC BY-NC-ND | 浏览 下载 | |||
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