Spartinoxide, a new enantiomer of A82775C with inhibitory activity toward HLE from the marine-derived Fungus Phaeosphaeria spartinae.
The fungus Phaeosphaeria spartinae is an endophyte of the marine alga Ceramium sp. Investigation of this marine-derived fungus led to the isolation of spartinoxide (1), which is the enantiomer of the known compound A82775C (2). Additionally, the known metabolites 4-hydroxy-3-prenyl-benzoic acid (4) and anofinic acid (5) were obtained. The structures of all compounds were established from extensive spectroscopic investigations. Compounds 1, 4 and 5 were assayed against the enzymes human leukocyte elastase (HLE), trypsin, acetylcholinesterase and cholesterolesterase. Compounds 1 and 4 showed potent inhibition of HLE with IC50 values of 1.71 +/- 0.30 microg/mL (6.5 microM) and 1.67 +/- 0.32 microg/mL (8.1 microM), respectively.
Elsebai
Mahmoud Fahmi
MF
Institute for Pharmaceutical Biology, University of Bonn, 53115 Bonn, Germany.
Kehraus
Stefan
S
Gütschow
Michael
M
König
Gabriele M
GM
D001203:Ascomycota / Q000737:chemistry; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D019272:Leukocyte Elastase / Q000037:antagonists & inhibitors*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
D004791:Enzyme Inhibitors; D006027:Glycosides; D019272:Leukocyte Elastase