New cyclic depsipeptides from the green alga Bryopsis species;: application of a carboxypeptidase hydrolysis reaction to the structure determination

被引:23
作者
Dmitrenok, A
Iwashita, T
Nakajima, T
Sakamoto, B
Namikoshi, M
Nagai, H
机构
[1] Tokyo Univ Marine Sci & Technol, Dept Ocean Sci, Minato Ku, Tokyo 1088477, Japan
[2] Suntory Inst Bioorgan Res, Osaka 6188503, Japan
[3] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
关键词
marine natural product; green alga; depsipeptide; carboxypeptidase;
D O I
10.1016/j.tet.2005.10.079
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New cyclic depsipeptides, kahalalides P (1) and Q (2), were isolated from the Hawaiian green alga Bryopsis sp. The sequential positions of the DL anti-podal amino acids were determined by a carboxypeptidase hydrolysis reaction. This enzymatic method will be applicable to the structure determination of other non-ribosomal peptides. The absolute chemistry of 3-hydroxy-9-methyldecanoic acid in kahalalides P and Q were determined by the recently introduced convenient Mosher ester procedure. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1301 / 1308
页数:8
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