Petrosifungins A and B, Novel Cyclodepsipeptides from a Sponge-Derived Strain of Penicillium brevicompactum
- 8 January 2004
- journal article
- review article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 67 (3), 311-315
- https://doi.org/10.1021/np034015x
Abstract
A strain of Penicillium brevicompactum derived from a specimen of the Mediterranean sponge Petrosia ficiformis was investigated for its secondary metabolites. Using fast centrifugal partitioning chromatography (FCPC) two previously unknown cyclodepsipeptides, petrosifungins A (1) and B (2), were isolated, both containing two neighboring units of the nonproteinogenic amino acid l-pipecolinic acid. The absolute configurations of all amino acids were established to be l using GITC derivatization and Marfey's method. Furthermore, the known metabolite brevianamide A (3) was isolated. The likewise known compounds mycophenolic acid (4) and asperphenamate (5) were identified from their spectroscopic properties directly in the extract using HPLC-UV, -MS, and -NMR coupling.Keywords
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