Synthesis and conformation studies of rubiyunnanin B analogs | |
Liu, Na-Na1; Zhao, Si-Meng2,3; Zhao, Jing-Feng1; Zeng, Guang-Zhi2; Tan, Ning-Hua2; Liu, Jian-Ping1; Tan, NH (reprint author), Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China.; nhtan@mail.kib.ac.cn; jpliu@ynu.edu.cn | |
2014-09-16 | |
发表期刊 | TETRAHEDRON |
ISSN | 0040-4020 |
卷号 | 70期号:37页码:6630-6640 |
摘要 | Five new analogs 4-8 of rubiyunnanin B (1), mainly modified on the tetrapeptide subunit, were synthesized. These agents 4-8 were substituted D-Ala-L-Ala-L-Tyr(OMe)-L-Ala, D-Ala-L-Ala-L-Phe-L-Ala, D-Ala-L-Ala-L-Tyr-L-Ala, D-Ala-L-Ala-L-Pro-L-Ala, and D-Ala-L-Ala-L-Ala for the D-Ala-L-Ala-c-N-Me-Tyr(OMe)-L-Ala tetrapeptide subunit. Unlike the natural product, the synthetic agents 4-8 adopt only a single solution conformation, and the central peptide bond in the cyclodityrosine subunit of compounds 4-8 adopt trans stereochemistry. Cytotoxic activities of analogs 4-8 against three human cancer cell lines including A549, BGC-823, and HeLa were evaluated and all the five synthesized peptides exhibited no effects against the test cell lines. These compounds were also evaluated for their antiinsulin resistance and insulin sensitizing activities and none of them showed activity in these assays. (C) 2014 Elsevier Ltd. All rights reserved. |
关键词 | Rubiyunnanin b Analogs Synthesis Conformation Studies Bioactivities |
学科领域 | Chemistry, Organic |
DOI | 10.1016/j.tet.2014.06.108 |
收录类别 | SCI ; IC |
语种 | 英语 |
WOS记录号 | WOS:000340852900030 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://ir.kib.ac.cn/handle/151853/18256 |
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 | Tan, NH (reprint author), Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China.; nhtan@mail.kib.ac.cn; jpliu@ynu.edu.cn |
作者单位 | 1.Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, 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.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Liu, Na-Na,Zhao, Si-Meng,Zhao, Jing-Feng,et al. Synthesis and conformation studies of rubiyunnanin B analogs[J]. TETRAHEDRON,2014,70(37):6630-6640. |
APA | Liu, Na-Na.,Zhao, Si-Meng.,Zhao, Jing-Feng.,Zeng, Guang-Zhi.,Tan, Ning-Hua.,...&jpliu@ynu.edu.cn.(2014).Synthesis and conformation studies of rubiyunnanin B analogs.TETRAHEDRON,70(37),6630-6640. |
MLA | Liu, Na-Na,et al."Synthesis and conformation studies of rubiyunnanin B analogs".TETRAHEDRON 70.37(2014):6630-6640. |
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