Artículo

Patiño Cano, L.P.; Quintana Manfredi, R.; Pérez, M.; García, M.; Blustein, G.; Cordeiro, R.; Pérez, C.D.; Schejter, L.; Palermo, J.A. "Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa" (2018) Chemistry and Biodiversity. 15(1)
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Abstract:

Three azulenoid sesquiterpenes (1 – 3) were isolated from the Antarctic gorgonian Acanthogorgia laxa collected by bottom trawls at −343 m. Besides linderazulene (1), and the known ketolactone 2, a new brominated C16 linderazulene derivative (3) was also identified. This compound has an extra carbon atom at C(7) of the linderazulene framework. The antifouling activity of compounds 1 and 2 was assayed in the laboratory with Artemia salina larvae, and also in field tests, by incorporation in soluble-matrix experimental antifouling paints. The results obtained after a 45 days field trial of the paints, showed that compounds 1 and 2 displayed good antifouling potencies against a wide array of organisms. Compound 3, a benzylic bromide, was unstable and for this reason was not submitted to bioassays. Two known cembranolides: pukalide and epoxypukalide, were also identified as minor components of the extract. © 2018 Wiley-VHCA AG, Zurich, Switzerland

Registro:

Documento: Artículo
Título:Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa
Autor:Patiño Cano, L.P.; Quintana Manfredi, R.; Pérez, M.; García, M.; Blustein, G.; Cordeiro, R.; Pérez, C.D.; Schejter, L.; Palermo, J.A.
Filiación:Departamento de Química Orgánica – Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, Buenos Aires, 1428, Argentina
Unidad de Microanálisis y Métodos Físicos en Química Orgánica (UMYMFOR), CONICET-Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, Buenos Aires, 1428, 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
GPA-Grupo de Pesquisa em Antozoários, Centro Acadêmico de Vitória, Universidade Federal de Pernambuco, Rua Alto do Reservatório s/n, Bela Vista, Vitória de Santo Antão/PE, 55608-680, Brazil
Laboratorio de Bentos, Instituto Nacional de Investigación y Desarrollo Pesquero (INIDEP), Paseo Victoria Ocampo 1, Mar del Plata, B7602HSA, Argentina
Instituto de Investigaciones Marinas y Costeras (IIMyC-CONICET), Rodriguez Peña 4046 Nivel 1, Mar del Plata, 1260, Argentina
Centro de Investigación de Productos Naturales y Biotecnología (CIPNABIOT), Universidad Autónoma de Chiriquí, El Cabrero, David, Chiriquí, Panama
Palabras clave:Acanthogorgiidae; antifouling activity; azulene sesquiterpenoids; marine natural products; octocorals; antifouling agent; azulene derivative; ketolactone; linderazulene; linderazulene derivative; paint; sesquiterpene derivative; unclassified drug; azulene; azulene derivative; Acanthogorgia laxa; Amphibalanus amphitrite; Artemia salina; Article; biofouling; carbon nuclear magnetic resonance; controlled study; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; Lindera; Lindera strychnifolia; Mannich reaction; marine species; nonhuman; nuclear magnetic resonance spectroscopy; nuclear Overhauser effect; proton nuclear magnetic resonance; thin layer chromatography; animal; Antarctica; Anthozoa; Artemia; chemical structure; chemistry; dose response; drug effects; isolation and purification; structure activity relation; Animals; Antarctic Regions; Anthozoa; Artemia; Azulenes; Biofouling; Dose-Response Relationship, Drug; Molecular Structure; Structure-Activity Relationship
Año:2018
Volumen:15
Número:1
DOI: http://dx.doi.org/10.1002/cbdv.201700425
Título revista:Chemistry and Biodiversity
Título revista abreviado:Chem. Biodiversity
ISSN:16121872
CODEN:CBHIA
CAS:azulene, 275-51-4; azulene; Azulenes
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_16121872_v15_n1_p_PatinoCano

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Citas:

---------- APA ----------
Patiño Cano, L.P., Quintana Manfredi, R., Pérez, M., García, M., Blustein, G., Cordeiro, R., Pérez, C.D.,..., Palermo, J.A. (2018) . Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa. Chemistry and Biodiversity, 15(1).
http://dx.doi.org/10.1002/cbdv.201700425
---------- CHICAGO ----------
Patiño Cano, L.P., Quintana Manfredi, R., Pérez, M., García, M., Blustein, G., Cordeiro, R., et al. "Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa" . Chemistry and Biodiversity 15, no. 1 (2018).
http://dx.doi.org/10.1002/cbdv.201700425
---------- MLA ----------
Patiño Cano, L.P., Quintana Manfredi, R., Pérez, M., García, M., Blustein, G., Cordeiro, R., et al. "Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa" . Chemistry and Biodiversity, vol. 15, no. 1, 2018.
http://dx.doi.org/10.1002/cbdv.201700425
---------- VANCOUVER ----------
Patiño Cano, L.P., Quintana Manfredi, R., Pérez, M., García, M., Blustein, G., Cordeiro, R., et al. Isolation and Antifouling Activity of Azulene Derivatives from the Antarctic Gorgonian Acanthogorgia laxa. Chem. Biodiversity. 2018;15(1).
http://dx.doi.org/10.1002/cbdv.201700425