Navegar

Colección

Datos Estadísticas

Artículo

Estamos trabajando para incorporar este artículo al repositorio
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Abstract:

A scalable procedure was developed for the extraction and purification of pachydictyol A, the main diterpenoid isolated from the brown alga Dictyota dichotoma. The organic extract of this species is a complex mixture of a large variety of diterpenes, and in this work, the protocol was employed successfully for the purification of gram quantities of this compound from Patagonian D. dichotoma collected from algal wash. Pachydictyol A, together with other minor diterpenoids, was tested for antifouling activity against the invading freshwater mussel Limnoperna fortunei, using a byssal thread formation assay. The results obtained in the study showed a potent antifouling activity for pachydictyol A at 4.7 μg cm−2 disk load. As for the other diterpenoids, dictyoxide was also considerably active, while dictyol C and dictyotadiol had a considerably lower activity. Taking into account the large biomass of algal wash and the abundance of D. dichotoma, together with the effectiveness of the purification protocol, these results show that pachydictyol A and dictyoxide have a good chance to become natural, non-toxic, and ecologically friendly additives in antifouling paints for the protection of submersed structures against L. fortunei. © 2017, Springer Science+Business Media B.V.

Registro:

Documento: Artículo
Título:Large-scale purification of pachydictyol A from the brown alga Dictyota dichotoma obtained from algal wash and evaluation of its antifouling activity against the freshwater mollusk Limnoperna fortunei
Autor:Siless, G.E.; García, M.; Pérez, M.; Blustein, G.; Palermo, J.A.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2 - (1428), Buenos Aires, Argentina
Unidad de Microanálisis y Métodos Físicos en Química Orgánica (UMYMFOR), CONICET-Universidad de Buenos Aires, Buenos Aires, Argentina
Centro de Investigación y Desarrollo en Tecnología de Pinturas- CIDEPINT, Calle52 e/ 121 y 122, La Plata, B1900AYB, Argentina
Facultad de Ciencias Naturales y Museo, Universidad Nacional de La Plata, Calle 60 y 122, La Plata, 1900, Argentina
Facultad de Ciencias Agrarias y Forestales, Universidad Nacional de La Plata, Calle 60 y 119, La Plata, 1900, Argentina
Palabras clave:Algal wash; Antifouling activity; Dictyota dichotoma; Limnoperna fortunei; Pachydictyol A; Phaeophyceae
Año:2018
Volumen:30
Número:1
Página de inicio:629
Página de fin:636
DOI: http://dx.doi.org/10.1007/s10811-017-1261-9
Título revista:Journal of Applied Phycology
Título revista abreviado:J. Appl. Phycol.
ISSN:09218971
CODEN:JAPPE
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09218971_v30_n1_p629_Siless

Referencias:

  • Barbosa, J.P., Fleury, B.G., Da Gama, B.A.P., Teixeira, V.L., Pereira, R.C., Natural products as antifoulants in the Brazilian brown alga Dictyota pfaffii (Phaeophyta, Dictyotales) (2007) Biochem Syst Ecol, 35, pp. 549-553. , COI: 1:CAS:528:DC%2BD2sXnslWmtrc%3D
  • Becherucci, M., Benavides, H., Composición florística de arribazones de algas marinas en playas del sudeste de la provincia de Buenos Aires, Argentina (2016) Iheringia, Série Botânica, 71, pp. 22-26
  • Blunt, J.W., Copp, B.R., Keyzers, R.A., Munro, M.H.G., Prinsep, M.R., Marine natural products (2016) Nat Prod Rep, 33, pp. 382-431. , COI: 1:CAS:528:DC%2BC28XhvVOmt7o%3D, PID: 26837534, and previous reviews
  • Boltovskoy, D., Correa, N., Cataldo, D., Sylvester, F., Dispersion and ecological impact of the invasive freshwater bivalve Limnoperna fortunei in the Rio de la Plata watershed and beyond (2006) Biol Invasions, 8, pp. 947-963
  • Boltovskoy, D., (ed) (2015) Limnoperna fortunei. The ecology, distribution and control of a swiftly spreading invading fouling mussel. Springer International, , Cham
  • Boltovskoy, D., Correa, N., Ecosystem impacts of the invasive bivalve Limnoperna fortunei (golden mussel) in South America (2015) Hydrobiologia, 746, pp. 81-95
  • Claudi, R., Oliveira, M., Chemical strategies for the control of the golden mussel (Limnoperna fortunei) in industrial facilities (2015) Limnoperna fortunei. The ecology, distribution and control of a swiftly spreading invasive fouling mussel, pp. 417-441. , Boltovskoy D, (ed), Springer International, Cham
  • Da Gama, B.A.P., Pereira, R.C., Soares, A.R., Teixeira, V.L., Yoneshigue-Valentin, Y., Is the mussel test a good indicator of antifouling activity? A comparison between laboratory and field assays (2003) Biofouling, 19, pp. 161-169. , PID: 14628724
  • Darrigran, G.A., Pastorino, G., Distribution of the golden mussel Limnoperna fortunei (Dunker 1857), (Bivalvia: Mytilidae) after 10 years invading America (2004) J Conchol, 3, pp. 95-101
  • Hay, M., Duffy, E., Pfister, C., Fenical, W., Chemical defense against different marine herbivores. Are amphipods insect equivalents? (1987) Ecology, 68, pp. 1567-1580. , COI: 1:CAS:528:DyaL1cXht1yqsLw%3D, PID: 29357161
  • Hay, M., Fenical, W., Gustafson, K., Chemical defense against diverse coral-reef herbivores (1987) Ecology, 68, pp. 1581-1591. , COI: 1:CAS:528:DyaL1cXhsVOis7o%3D, PID: 29357158
  • Helbling, W., Villafañe, V., Häder, D., Ultraviolet radiation effects on macroalgae from Patagonia, Argentina (2010) Seaweeds and their role in globally changing environments, pp. 124-199. , Israel A, Einav R, Seckbach J, (eds), Springer, Dordrecht
  • Hirschfeld, D.R., Fenical, W., Lin, G., Wing, R.M., Radlick, P., Sims, J.J., Marine natural products. VIII. Pachydictyol A, an exceptional diterpene alcohol from the brown alga, Pachydictyon coriaceum (1973) J Am Chem Soc, 95, pp. 4049-4050. , COI: 1:CAS:528:DyaE3sXksFelsLs%3D
  • Ina, K., Takasawa, R., Yagi, A., Yamashita, N., Etoh, H., An improved assay method for antifouling substances using the blue mussel Mytilus edulis (1989) Agric Biol Chem, 53, pp. 3319-3321. , COI: 1:CAS:528:DyaK3cXotlOqsw%3D%3D
  • Matsui, Y., Nagaya, K., Funahashi, G., Goto, Y., Yuasa, A., Yamamoto, H., Ohkawa, K., Magara, Y., Effectiveness of antifouling coatings and water flow in controlling attachment of the nuisance mussel Limnoperna fortunei (2002) Biofouling, 18, pp. 137-148. , COI: 1:CAS:528:DC%2BD38Xls12lur8%3D
  • Moura, L.A., De Almeida, A.M., Domingos, T.F.S., Ortiz-Ramirez, F., Cavalcanti, D.N., Teixeira, V.L., Lopes Fuly, A., Antiplatelet and anticoagulant effects of diterpenes isolated from the marine alga Dictyota menstrualis (2014) Mar Drugs, 12, pp. 2471-2484
  • Ohkawa, K., Nishida, A., Honma, R., Matsui, Y., Nagaya, K., Yuasa, A., Yamamoto, H., Studies on fouling by the freshwater mussel Limnoperna fortunei and the antifouling effects of low energy surfaces (1999) Biofouling, 13, pp. 337-350. , COI: 1:CAS:528:DyaK1MXjtlWltb4%3D
  • Oliveira, M.D., Hamilton, S.K., Jacobi, C.M., Forecasting the expansion of the invasive golden mussel Limnoperna fortunei in Brazilian and North American rivers based on its occurrence in the Paraguay river and Pantanal wetlands of Brazil (2010) Aquat Invasions, 5, pp. 59-73
  • Palermo, J., Bernardo, J.J., Seldes, A., Dictyol-D monoacetate and other diterpenoids from the brown alga Dictyota dichotoma (1994) Anales Asoc Quim Arg, 82, pp. 355-356. , COI: 1:CAS:528:DyaK2MXlsVSjsbw%3D
  • Pastorino, G., Darrigran, G.A., Martin, S.M., Lunaschi, L., Limnoperna fortunei (Dunker 1857) (Mytilidae), nuevo bivalvo invasor en aguas del Rio de la Plata (1993) Neotropica, 39, pp. 101-102
  • Pereira, H.S., Leao-Ferreira, L.R., Moussatché, N., Teixeira, V.L., Cavalcanti, D.N., Costa, L.J., Diaz, R., Frugulhetti, I.C., Antiviral activity of diterpenes isolated from the Brazilian marine alga Dictyota menstrualis against human immunodeficiency virus type 1 (HIV-1) (2004) Antivir Res, 64, pp. 69-76. , COI: 1:CAS:528:DC%2BD2cXnvV2ktbk%3D, PID: 15451181
  • Perepelizin, P., Boltovskoy, D., Thermal tolerance of Limnoperna fortunei to gradual temperature increase and its applications for biofouling control in industrial and power plants (2011) Biofouling, 27, pp. 667-674. , PID: 21985294
  • Schmitt, T.M., Lindquist, N., Hay, M., Seaweed secondary metabolites as antifoulants: effects of Dictyota spp. diterpenes on survivorship, settlement, and development of marine invertebrate larvae (1998) Chemoecology, 8, pp. 125-131. , COI: 1:CAS:528:DyaK1cXmvFOhsro%3D
  • Siamopoulou, P., Bimplakis, A., Iliopoulou, D., Vagias, C., Cos, P., Vanden Berghe, D., Roussis, V., Diterpenes from the brown algae Dictyota dichotoma and Dictyota linearis (2004) Phytochemistry, 65, pp. 2025-2030. , COI: 1:CAS:528:DC%2BD2cXmtVCjs7c%3D, PID: 15279967
  • Viano, Y., Bonhomme, D., Camps- Jardin, M., Culioli, G., Diterpenoids from the mediterranean brown alga Dictyota sp evaluated as antifouling substances against a marine bacterial biofilm (2009) J Nat Prod, 72, pp. 1299-1304. , COI: 1:CAS:528:DC%2BD1MXns1SisLo%3D, PID: 19548693

Citas:

---------- APA ----------
Siless, G.E., García, M., Pérez, M., Blustein, G. & Palermo, J.A. (2018) . Large-scale purification of pachydictyol A from the brown alga Dictyota dichotoma obtained from algal wash and evaluation of its antifouling activity against the freshwater mollusk Limnoperna fortunei. Journal of Applied Phycology, 30(1), 629-636.
http://dx.doi.org/10.1007/s10811-017-1261-9
---------- CHICAGO ----------
Siless, G.E., García, M., Pérez, M., Blustein, G., Palermo, J.A. "Large-scale purification of pachydictyol A from the brown alga Dictyota dichotoma obtained from algal wash and evaluation of its antifouling activity against the freshwater mollusk Limnoperna fortunei" . Journal of Applied Phycology 30, no. 1 (2018) : 629-636.
http://dx.doi.org/10.1007/s10811-017-1261-9
---------- MLA ----------
Siless, G.E., García, M., Pérez, M., Blustein, G., Palermo, J.A. "Large-scale purification of pachydictyol A from the brown alga Dictyota dichotoma obtained from algal wash and evaluation of its antifouling activity against the freshwater mollusk Limnoperna fortunei" . Journal of Applied Phycology, vol. 30, no. 1, 2018, pp. 629-636.
http://dx.doi.org/10.1007/s10811-017-1261-9
---------- VANCOUVER ----------
Siless, G.E., García, M., Pérez, M., Blustein, G., Palermo, J.A. Large-scale purification of pachydictyol A from the brown alga Dictyota dichotoma obtained from algal wash and evaluation of its antifouling activity against the freshwater mollusk Limnoperna fortunei. J. Appl. Phycol. 2018;30(1):629-636.
http://dx.doi.org/10.1007/s10811-017-1261-9