Antifouling activity of a dibrominated cyclopeptide from the marine sponge Geodia barretti
2008 (English)In: Journal of natural products (Print), ISSN 0163-3864, E-ISSN 1520-6025, Vol. 71, no 3, 330-333 p.Article in journal (Refereed) Published
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)]arginine) (3), which we have isolated from G. barretti and which displays settlement inhibition of barnacle larvae (Balanus improvisus) with an EC50 value of 15 nM. The chemical structure was determined using MS and 2D-NMR.
Place, publisher, year, edition, pages
2008. Vol. 71, no 3, 330-333 p.
IdentifiersURN: urn:nbn:se:uu:diva-96228DOI: 10.1021/np0705209ISI: 000254544900007PubMedID: 18271554OAI: oai:DiVA.org:uu-96228DiVA: diva2:170731