Cyanopeptolin 963A, a chymotrypsin inhibitor of Microcystis PCC 7806.
A new depsipeptide, cyanopeptolin 963 A (1), was isolated from an axenic strain of the toxic freshwater cyanobacterium Microcystis PCC 7806. The structure of this compound was elucidated by chemical and spectroscopic analyses, including high-resolution ESI-FTICR-MS, 2-D NMR, and GC-MS of the hydrolysate. The major structural difference compared to previously characterized cyanopeptolins of this strain is the replacement of the basic amino acid in position 3 by L-tyrosine. Compound 1 displayed inhibitory activity against chymotrypsin with an IC50 value of 0.9 microM.
Bister
Bojan
B
Limnological Station, Institute of Plant Biology, University of Zürich, Seestrasse 187, 8802 Kilchberg, Switzerland.
Keller
Simone
S
Baumann
Heike I
HI
Nicholson
Graeme
G
Weist
Stefan
S
Jung
Günther
G
Süssmuth
Roderich D
RD
Jüttner
Friedrich
F
D002918:Chymotrypsin / Q000037:antagonists & inhibitors*; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D046931:Microcystis / Q000737:chemistry*; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D013329:Structure-Activity Relationship; D014443:Tyrosine / Q000737:chemistry
D047630:Depsipeptides; D004791:Enzyme Inhibitors; C493713:cyanopeptolin 963A; D014443:Tyrosine; D002918:Chymotrypsin