Total synthesis of the active cyclodepsipeptides Paecilodepsipeptide A
Yang, Ming-Jun1; Li, Juan1; Wang, Yong-Gang1; Wu, Jing2; Zhang, Fei1; Yang, Zhong-Duo1; Zhang, Ying-Mei3
2013-07-01
发表期刊Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology
ISSN10010645
卷号33期号:7页码:765-770
摘要Paecilodepsipeptide A isolated from Paecilomyces cinnamomeus BCC 9616 was first synthesized by retrosynthesis method, which shows good antimalarial and antitumor activity. Pentapeptide was synthesized by standard peptide synthesis method at first. Then, O-isopentenyl-D-tyrosine derivatives were obtained by using tyrosine methyl ester hydrochloride as the raw material. The cyclization precursors were obtained by esterification reaction between the pentapeptide and the O-isopentenyl-D-tyrosine derivatives. Finally, the cyclization was achieved and the yield rate of Paecilodepsipeptide A was 72%. The structures of the synthesized product were identified by 1H NMR and 13C NMR spectra, which is identical to the natural product.
关键词Amino acids Esterification Esters Nuclear magnetic resonance spectroscopy Raw materials Synthesis (chemical) Anti-tumor activities Cyclodepsipeptides Cyclopeptides Esterification reactions Natural products Paecilodepsipeptide A Peptide synthesis Total synthesis
收录类别EI
语种中文
出版者Beijing Institute of Technology
EI入藏号20133716729617
EI主题词Cyclization
来源库Compendex
分类代码802.2 Chemical Reactions - 804.1 Organic Compounds - 951 Materials Science
文献类型期刊论文
条目标识符https://ir.lut.edu.cn/handle/2XXMBERH/113748
专题生命科学与工程学院
外国语学院
党委组织部(党校、帮扶办)
作者单位1.School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou, Gansu 730050, China;
2.Lanzhou Jinchuan New Materials Co., Ltd., Lanzhou, Gansu 730000, China;
3.School of Life Sciences, Lanzhou University, Lanzhou, Gansu 730000, China
第一作者单位生命科学与工程学院
第一作者的第一单位生命科学与工程学院
推荐引用方式
GB/T 7714
Yang, Ming-Jun,Li, Juan,Wang, Yong-Gang,et al. Total synthesis of the active cyclodepsipeptides Paecilodepsipeptide A[J]. Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology,2013,33(7):765-770.
APA Yang, Ming-Jun.,Li, Juan.,Wang, Yong-Gang.,Wu, Jing.,Zhang, Fei.,...&Zhang, Ying-Mei.(2013).Total synthesis of the active cyclodepsipeptides Paecilodepsipeptide A.Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology,33(7),765-770.
MLA Yang, Ming-Jun,et al."Total synthesis of the active cyclodepsipeptides Paecilodepsipeptide A".Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology 33.7(2013):765-770.
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