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Abstract:

The sulfated agaran isolated by water extraction from the red seaweed, Acanthophora spicifera (Rhodomelaceae, Ceramiales), is made up of A-units highly substituted with sulfate groups on C-2 (28-30%), sulfates on C-2 and 4,6-O-(1′-carboxyethylidene) groups (9-15%), and only the C-2 sulfate groups (5-8%) with small amounts of C-6 sulfate, 6-O-methyl, and nonsubstituted residues. B-units are formed mainly by 3,6-anhydro-α-L-galactose (15-16%) and its precursor, α-L-galactose 6-sulfate (10-17%), together with lesser amounts of 3,6-anhydro-α-L-galactose 2-sulfate, α-L-galactose 2,6-disulfate, α-L-galactose 2,3,6-tri-sulfate, α-L-galactose 2,6-disulfate 3-xylose, 2-O-methyl-α-L-galactose, and unsubstituted α-L-galactose. Small, but significant quantities of β-D-xylose were found in all the fractions, together with small amounts to traces of D-glucose. Some of the fractions have high antiviral activity. Attempts to correlate structure and antiviral activity in agarans are presented. © 2003 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans
Autor:Duarte, M.E.R.; Cauduro, J.P.; Noseda, D.G.; Noseda, M.D.; Gonçalves, A.G.; Pujol, C.A.; Damonte, E.B.; Cerezo, A.S.
Filiación:Depto. de Bioquim. e Biol. Molec., Univ. Federal do Paraná, P.O. Box 19046, Curitiba, Paraná, Brazil
Laboratorio de Virologia, Depto. de Quím. Biol., Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina
Depto. de Quím. Orgán., Fac. de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina
Palabras clave:Acanthophora spicifera; Antiviral activity; Chemical structure; Herpes simplex virus; Methylation analysis; NMR spectroscopy; Rhodomelaceae; Seaweed; Sulfated agarans; Glucose; Sulfur compounds; Viruses; Antiviral activity; Seaweed; 2 o methyl alpha galactose; 3,6 anhydro alpha galactose; 3,6 anhydro alpha galactose 2 sulfate; agaran sulfate; alpha galactose 2,3,6 trisulfate; alpha galactose 2,6 disulfate; alpha galactose 2,6 disulfate 3 xylose; alpha galactose 6 sulfate; beta xylose; galactose; sulfate; unclassified drug; water; xylose; acanthophora spicifera; animal cell; antiviral activity; article; controlled study; correlation analysis; drug structure; extraction; nonhuman; priority journal; quantitative analysis; seaweed; structure activity relation; structure analysis; sulfation; Acanthophora; Acanthophora spicifera; algae; Ceramiales; Rhodomelaceae; Simplexvirus
Año:2004
Volumen:339
Número:2
Página de inicio:335
Página de fin:347
DOI: http://dx.doi.org/10.1016/j.carres.2003.09.028
Título revista:Carbohydrate Research
Título revista abreviado:Carbohydr. Res.
ISSN:00086215
CODEN:CRBRA
CAS:galactose, 26566-61-0, 50855-33-9, 59-23-4; sulfate, 14808-79-8; water, 7732-18-5; xylose, 25990-60-7, 58-86-6
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v339_n2_p335_Duarte

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Citas:

---------- APA ----------
Duarte, M.E.R., Cauduro, J.P., Noseda, D.G., Noseda, M.D., Gonçalves, A.G., Pujol, C.A., Damonte, E.B.,..., Cerezo, A.S. (2004) . The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans. Carbohydrate Research, 339(2), 335-347.
http://dx.doi.org/10.1016/j.carres.2003.09.028
---------- CHICAGO ----------
Duarte, M.E.R., Cauduro, J.P., Noseda, D.G., Noseda, M.D., Gonçalves, A.G., Pujol, C.A., et al. "The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans" . Carbohydrate Research 339, no. 2 (2004) : 335-347.
http://dx.doi.org/10.1016/j.carres.2003.09.028
---------- MLA ----------
Duarte, M.E.R., Cauduro, J.P., Noseda, D.G., Noseda, M.D., Gonçalves, A.G., Pujol, C.A., et al. "The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans" . Carbohydrate Research, vol. 339, no. 2, 2004, pp. 335-347.
http://dx.doi.org/10.1016/j.carres.2003.09.028
---------- VANCOUVER ----------
Duarte, M.E.R., Cauduro, J.P., Noseda, D.G., Noseda, M.D., Gonçalves, A.G., Pujol, C.A., et al. The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans. Carbohydr. Res. 2004;339(2):335-347.
http://dx.doi.org/10.1016/j.carres.2003.09.028