Evaluation of the Activity of the Sponge Metabolites Avarol and Avarone and their Synthetic Derivatives Against Fouling Micro- and Macroorganisms
| Autor: | Jean-Philippe Maréchal, Srdan Tufegdzic, Miroslav J. Gašić, Irena Novaković, Claire Hellio, Vassilios Roussis, Constantinos Vagias, Dušan Sladić, Anthony S. Clare, Maria Tsoukatou |
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| Jazyk: | angličtina |
| Rok vydání: | 2007 |
| Předmět: |
0106 biological sciences
Avarol Antifungal Agents Stereochemistry Cobetia marina avarol Drug Evaluation Preclinical Pharmaceutical Science Microbial Sensitivity Tests Antimicrobial activity Sesquiterpene 01 natural sciences Analytical Chemistry Microbiology Pseudoalteromonas haloplanktis lcsh:QD241-441 03 medical and health sciences chemistry.chemical_compound Marine bacteriophage lcsh:Organic chemistry Drug Discovery Avarone Animals Physical and Theoretical Chemistry Settlement inhibition settlement inhibition Marine fungi 030304 developmental biology 0303 health sciences avarone antimicrobial activity biology Full Paper 010604 marine biology & hydrobiology Antifouling activity Organic Chemistry biology.organism_classification Vibrio Quinone Anti-Bacterial Agents Porifera Sponge chemistry Chemistry (miscellaneous) Molecular Medicine Sesquiterpenes |
| Zdroj: | Molecules; Volume 12; Issue 5; Pages: 1022-1034 Molecules, Vol 12, Iss 5, Pp 1022-1034 (2007) Molecules |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/12051022 |
| Popis: | 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-chloro-phenyl)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). |
| Databáze: | OpenAIRE |
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