Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms

2007
Authors
Tsoukatou, M.Maréchal, J.P.
Hellio, C.
Novaković, Irena

Tufegdžić, Srđan

Sladić, Dušan

Gašić, Miroslav J.
Clare, A.S.
Vagias, C.
Roussis, V.
Article (Published version)
Metadata
Show full item recordAbstract
The sesquiterpene hydroquinone avarol (1) was isolated from the marine sponge Dysidea avara, whereas the corresponding quinone, avarone (2), was obtained by oxidation of avarol, and the significantly more lipophilic compounds [3′-(p-chlorophenyl) avarone (3), 3′,4′-ethylenedithioavarone (4), 4′-isopropylthioavarone (5), 4′-tert-butylthioavarone (6), 4′-propylthioavarone (7), 4′-octylthioavarone (8)] were obtained by nucleophilic addition of thiols or p-chloroaniline to avarone. All these compounds were tested, at concentrations ranging from 0.5 to 50 μg/mL, for their effect on the settlement of the cyprid stage of Balanus amphitrite, for toxicity to both nauplii and cyprids and for their growth inhibitory activity on marine bacteria (Cobetia marina, Marinobacterium stanieri, Vibrio fischeri and Pseudoalteromonas haloplanktis) and marine fungi (Halosphaeriopsis mediosetigera, Asteromyces cruciatus, Lulworthia uniseptata and Monodictys pelagica).
Keywords:
Antifouling activity / Antimicrobial activity / Avarol / Avarone / Settlement inhibitionSource:
Molecules, 2007, 12, 5, 1022-1034Publisher:
- MDPI AG
DOI: 10.3390/12051022
ISSN: 1420-3049
PubMed: 17873837