Antifouling Activity of a Dibrominated Cyclopeptide from the Marine Sponge Geodia barretti super(⊥ )

Antifouling Activity of a Dibrominated Cyclopeptide from the Marine Sponge Geodia barretti super(⊥ )

Many sessile suspension-feeding marine organisms rely on chemical defense to keep their surfaces free from fouling organisms. The brominated cyclopeptides barettin (cyclo[(6-bromo-8-entryptophan)arginine]) (1) and 8,9- dihydrobarettin (cyclo[(6-bromotryptophan)arginine]) (2) from the cold-water spon...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2008-01, Vol.71 (3), p.330-333
Hauptverfasser: Jonsson, Per R, Sjoegren, Martin, Goeransson, Ulf, Hodzic, Said, Andersson, Rolf, Bohlin, Lars, Hedner, Erik
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Sprache:eng
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Balanus improvisus
Geodia
Geodia barretti
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container_issue 3
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container_title Journal of natural products (Washington, D.C.)
container_volume 71
creator Jonsson, Per R
Sjoegren, Martin
Goeransson, Ulf
Hodzic, Said
Andersson, Rolf
Bohlin, Lars
Hedner, Erik
description Many sessile suspension-feeding marine organisms rely on chemical defense to keep their surfaces free from fouling organisms. The brominated cyclopeptides barettin (cyclo[(6-bromo-8-entryptophan)arginine]) (1) and 8,9- dihydrobarettin (cyclo[(6-bromotryptophan)arginine]) (2) from the cold-water sponge Geodia barretti have previously displayed settlement inhibition of barnacle larvae in a dose-dependent manner. In this paper, we describe a novel dibrominated cyclopeptide, bromobenzisoxazolone barettin (cyclo[(6- bromo-8-(6-bromobenzioxazol-3(1H)-one)-8-hydroxy)tryptophan)]argin ine) (3), which we have isolated from G. barretti and which displays settlement inhibition of barnacle larvae (Balanus improvisus) with an EC sub(50) value of 15 nM. The chemical structure was determined using MS and 2D-NMR.
doi_str_mv 10.1021/np0705209
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subjects Balanus improvisus
Geodia
Geodia barretti
title Antifouling Activity of a Dibrominated Cyclopeptide from the Marine Sponge Geodia barretti super(⊥ )
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