Cyanopeptolin S, a sulfate-containing depsipeptide from a water bloom ofMicrocystissp.
- 1 June 1995
- journal article
- Published by Oxford University Press (OUP) in FEMS Microbiology Letters
- Vol. 129 (2-3) , 129-133
- https://doi.org/10.1111/j.1574-6968.1995.tb07569.x
Abstract
A new sulfated, cyclic depsipeptide, called cyanopeptolin S, from Microcystis sp. was isolated from a water bloom in the Auensee/Leipzig (Germany). The depsipeptide had a relative molecular mass of 925 and contained l-arginine, l-threonine, l-isoleucine, N-methyl-l-phenylalanine, a l-glutamic acid-δ-aldehyde ring system and a sulfated d-configurated glyceric acid as a side chain. The structure was elucidated by means of two-dimensional 1H and 13C nuclear magnetic resonance spectroscopy, fast atom bombardment mass spectroscopy, Fourier transformed infrared spectroscopy and combined gas-liquid chromatography/mass spectrometry. Cyanopeptolin S inhibited trypsin with an IC50≤ 0.2 µg ml−1.Keywords
This publication has 12 references indexed in Scilit:
- Structure and biosynthesis of toxins from blue-green algae (cyanobacteria)Journal of Applied Phycology, 1994
- The Toxins of CyanobacteriaScientific American, 1994
- Micropeptins A and B, plasmin and trypsin inhibitors from the blue-green alga Microcystis aeruginosaTetrahedron Letters, 1993
- Microcystilide A: a novel cell-differentiation-promoting depsipeptide from Microcystis aeruginosa NO-15-1840Journal of the American Chemical Society, 1993
- A review of harmful algal blooms and their apparent global increasePhycologia, 1993
- Isolation of dolastatins 10–15 from the marine molluscTetrahedron, 1993
- Cyanopeptolins, new depsipeptides from the cyanobacterium Microcystis sp. pcc 7806.The Journal of Antibiotics, 1993
- Liver tumor promotion by the cyanobacterial cyclic peptide toxin microcystin-LRZeitschrift für Krebsforschung und Klinische Onkologie, 1992
- Cyanobacteria secondary metabolites—the cyanotoxinsJournal of Applied Bacteriology, 1992
- Cyclodextrins as chiral stationary phases in capillary gas chromatography. Part V: Octakis(3‐O‐butyryl‐2,6‐di‐O‐pentyl)‐γ‐cyclodextrinJournal of High Resolution Chromatography, 1989