The biosynthetic origin of diketopiperazines derived from D-proline

被引:31
作者
Bull, SD [1 ]
Davies, SG [1 ]
Parkin, RM [1 ]
Sánchez-Sancho, F [1 ]
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 15期
关键词
D O I
10.1039/a802702a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Investigations reveal that the structures assigned to D-a-amino acid containing diketopiperazines (DKPs) 21-25 isolated from the sponge Calyx CE podatypa have been reported incorrectly. Synthetic studies and comparison with literature data have enabled the structures of these DKPs to be correctly reassigned. Evidence is presented to suggest that naturally occurring D-Pro-L-Xxx-DKPs are artifacts resulting from non-enzymatic epimerisation of the corresponding L-Pro-L-Xxx-DKP natural products.
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页码:2313 / 2320
页数:8
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