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Abstract:

The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extraction was effected at room temperature and then at 70°C. The extraction yields and characteristics of the products were similar in the three cases, with only minor differences. The analytical features of the products indicate that two different types of fucoidans are present in this seaweed. One of them, mostly extracted at room temperature, is composed mainly of L-fucose, D-galactose and ester sulfate (the 'galactofucan'). The other product (the 'uronofucoidan') is the major component of the extracts obtained at 70°C. It is composed mainly of fucose, accompanied by other monosaccharides (mostly Man, but also Glc, Xyl, Rha and Gal), significant amounts of uronic acids and low proportions of sulfate ester. Fractionation with the cationic detergent cetrimide has allowed achieving a better separation of the galactofucan and uronofucoidan components. The galactofucans show a high inhibitory activity against herpes simplex virus 1 and 2, with no cytotoxicity, whereas the uronofucoidans carry no antiviral activity. Structural studies on the galactofucan fractions were carried out by methylation analysis, desulfation and NMR spectroscopy. The fucan constituent is mainly composed of 3-linked α-L-fucopyranosyl backbone, mostly sulfated at C-4, and branched at C-2 with non-sulfated fucofuranosyl and fucopyranosyl units, and 2-sulfated fucopyranosyl units. The galactan moiety is more heterogeneous, with predominant D-galactopyranose units linked on C-3 and C-6, and sulfation mostly on C-4, even in terminal non-reducing units. It may be inferred that at least some of these galactose units carry the α-configuration. © 2002 Elsevier Science Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies
Autor:Ponce, N.M.A.; Pujol, C.A.; Damonte, E.B.; Flores, M.L.; Stortz, C.A.
Filiación:Depto. de Quim. Organica-CIHIDECAR, Univ. Buenos Aires, Pab.2 Ciudad Universitaria, 1428 Buenos Aires, Argentina
Depto. de Quim. Biologica, Univ. Buenos Aires, Pab.2 Ciudad Universitaria, 1428 Buenos Aires, Argentina
Departamento de Farmacia, Facultad de Ciencias Naturales, Univ. Nac. de la Patagonia San J. B., Km.4, 9000 Comodoro Rivadavia, Argentina
Palabras clave:Adenocystis utricularis; Brown seaweeds; Ectocarpales; Fucans; Fucoidans; Galactofucans; Detergents; Drug therapy; Extraction; Fractionation; Nuclear magnetic resonance spectroscopy; Plants (botany); Structural analysis; Viruses; Fucoidans; Carbohydrates; cetrimide; fucoidin; fucose; galactose; sulfate; adenocystis utricularis; antiviral activity; article; carbohydrate analysis; chemical analysis; cytopathogenic effect; extraction and extracts; fractionation; Herpes simplex virus 1; Herpes simplex virus 2; high temperature; methylation; nuclear magnetic resonance spectroscopy; priority journal; room temperature; seaweed; species comparison; Animals; Antiviral Agents; Cell Survival; Cercopithecus aethiops; Chemical Fractionation; Herpesvirus 1, Human; Herpesvirus 2, Human; Inhibitory Concentration 50; Molecular Structure; Polysaccharides; Seaweed; Vero Cells; Adenocystaceae; Adenocystis utricularis; algae; Ectocarpales; Herpes; Human herpesvirus 1
Año:2003
Volumen:338
Número:2
Página de inicio:153
Página de fin:165
DOI: http://dx.doi.org/10.1016/S0008-6215(02)00403-2
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:cetrimide, 57-09-0, 6899-10-1, 8044-71-1; fucoidin, 9072-19-9; fucose, 3615-37-0, 3713-31-3; galactose, 26566-61-0, 50855-33-9, 59-23-4; sulfate, 14808-79-8; Antiviral Agents; fucoidan, 9072-19-9; Polysaccharides
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v338_n2_p153_Ponce

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Citas:

---------- APA ----------
Ponce, N.M.A., Pujol, C.A., Damonte, E.B., Flores, M.L. & Stortz, C.A. (2003) . Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies. Carbohydrate Research, 338(2), 153-165.
http://dx.doi.org/10.1016/S0008-6215(02)00403-2
---------- CHICAGO ----------
Ponce, N.M.A., Pujol, C.A., Damonte, E.B., Flores, M.L., Stortz, C.A. "Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies" . Carbohydrate Research 338, no. 2 (2003) : 153-165.
http://dx.doi.org/10.1016/S0008-6215(02)00403-2
---------- MLA ----------
Ponce, N.M.A., Pujol, C.A., Damonte, E.B., Flores, M.L., Stortz, C.A. "Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies" . Carbohydrate Research, vol. 338, no. 2, 2003, pp. 153-165.
http://dx.doi.org/10.1016/S0008-6215(02)00403-2
---------- VANCOUVER ----------
Ponce, N.M.A., Pujol, C.A., Damonte, E.B., Flores, M.L., Stortz, C.A. Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies. Carbohydr. Res. 2003;338(2):153-165.
http://dx.doi.org/10.1016/S0008-6215(02)00403-2