Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms
2007
Аутори
Tsoukatou, M.Maréchal, J.P.
Hellio, C.
Novaković, Irena
Tufegdžić, Srđan
Sladić, Dušan
Gašić, Miroslav J.
Clare, A.S.
Vagias, C.
Roussis, V.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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).
Кључне речи:
Antifouling activity / Antimicrobial activity / Avarol / Avarone / Settlement inhibitionИзвор:
Molecules, 2007, 12, 5, 1022-1034Издавач:
- MDPI
DOI: 10.3390/12051022
ISSN: 1420-3049
PubMed: 17873837
WoS: 000247200900009
Scopus: 2-s2.0-34249870148
Институција/група
IHTMTY - JOUR AU - Tsoukatou, M. AU - Maréchal, J.P. AU - Hellio, C. AU - Novaković, Irena AU - Tufegdžić, Srđan AU - Sladić, Dušan AU - Gašić, Miroslav J. AU - Clare, A.S. AU - Vagias, C. AU - Roussis, V. PY - 2007 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/359 AB - 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). PB - MDPI T2 - Molecules T1 - Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms VL - 12 IS - 5 SP - 1022 EP - 1034 DO - 10.3390/12051022 ER -
@article{ author = "Tsoukatou, M. and Maréchal, J.P. and Hellio, C. and Novaković, Irena and Tufegdžić, Srđan and Sladić, Dušan and Gašić, Miroslav J. and Clare, A.S. and Vagias, C. and Roussis, V.", year = "2007", abstract = "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).", publisher = "MDPI", journal = "Molecules", title = "Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms", volume = "12", number = "5", pages = "1022-1034", doi = "10.3390/12051022" }
Tsoukatou, M., Maréchal, J.P., Hellio, C., Novaković, I., Tufegdžić, S., Sladić, D., Gašić, M. J., Clare, A.S., Vagias, C.,& Roussis, V.. (2007). Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms. in Molecules MDPI., 12(5), 1022-1034. https://doi.org/10.3390/12051022
Tsoukatou M, Maréchal J, Hellio C, Novaković I, Tufegdžić S, Sladić D, Gašić MJ, Clare A, Vagias C, Roussis V. Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms. in Molecules. 2007;12(5):1022-1034. doi:10.3390/12051022 .
Tsoukatou, M., Maréchal, J.P., Hellio, C., Novaković, Irena, Tufegdžić, Srđan, Sladić, Dušan, Gašić, Miroslav J., Clare, A.S., Vagias, C., Roussis, V., "Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms" in Molecules, 12, no. 5 (2007):1022-1034, https://doi.org/10.3390/12051022 . .