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
ISSN0040-4020
卷号70期号:37页码:6630-6640
产权排序第二
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
资助信息National Natural Science Foundation of China [U1032602, 21162033, 91013002]
学科领域Chemistry, Organic
DOI10.1016/j.tet.2014.06.108
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000340852900030
引用统计
被引频次:8[WOS]   [WOS记录]     [WOS相关记录]
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
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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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