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题名: Synthesis and conformation studies of rubiyunnanin B analogs
作者: Liu, Na-Na1; Zhao, Si-Meng2, 3; Zhao, Jing-Feng1; Zeng, Guang-Zhi2; Tan, Ning-Hua2; Liu, Jian-Ping1
刊名: TETRAHEDRON
关键词: Rubiyunnanin B analogs ; Synthesis ; Conformation studies ; Bioactivities
英文摘要: 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.
出版日期: 2014-09-16
卷号: 70, 期号:37, 页码:6630-6640
DOI标识: 10.1016/j.tet.2014.06.108
语种: 英语
ISSN号: 0040-4020
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内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/18256
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, 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

Recommended Citation:
Liu,Na-Na;Zhao,Si-Meng;Zhao,Jing-Feng;Zeng,Guang-Zhi;Tan,Ning-Hua;Liu,Jian-Ping.Synthesis and conformation studies of rubiyunnanin B analogs,TETRAHEDRON,2014,70(37):6630-6640
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