THE BIOSYNTHETIC ORIGIN OF DIKETOPIPERAZINES DERIVED FROM D-PROLINE

Authors
BULL SD DAVIES SG PARKIN RM SANCHEZSANCHO F
Citation
Sd. Bull et al., THE BIOSYNTHETIC ORIGIN OF DIKETOPIPERAZINES DERIVED FROM D-PROLINE, Journal of the Chemical Society. Perkin transactions. I (Print), (15), 1998, pp. 2313-2320
Citations number
73
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I (Print) → ACNP
ISSN journal
0300922X
Issue
15
Year of publication
1998
Pages
2313 - 2320
Database
ISI
SICI code
0300-922X(1998):15<2313:TBOODD>2.0.ZU;2-H
Abstract
Investigations reveal that the structures assigned to D-a-amino acid c ontaining diketopiperazines (DKPs) 21-25 isolated from the sponge Caly x CE podatypa have been reported incorrectly. Synthetic studies and co mparison with literature data have enabled the structures of these DKP s to be correctly reassigned. Evidence is presented to suggest that na turally occurring D-Pro-L-Xxx-DKPs are artifacts resulting from non-en zymatic epimerisation of the corresponding L-Pro-L-Xxx-DKP natural pro ducts.