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Abstract:

The structures of two sulfated xylomannans extracted from the red alga Nemalion helminthoides were determined. These two fractions plus a sulfated mannan, isolated from the same alga and whose structure was previously reported, were subjected to chemical modification. The mannan was oversulfated with SO 3-pyridine in dimethyl sulfoxide at 60 °C during two and three hours and the xylomannans were subjected to Smith degradation in order to eliminate xylose side-chains. Structural analysis of all derivatives was carried out by methylation analysis and 13C NMR spectroscopy. Antiviral activity against herpes simplex virus type 1 and 2, and dengue virus type 2 of native and modified mannans and xylomannans was estimated. Anticoagulant effect of the active fractions was also determined. © 2011 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Chemical modifications of algal mannans and xylomannans: Effects on antiviral activity
Autor:Pérez Recalde, M.; Carlucci, M.J.; Noseda, M.D.; Matulewicz, M.C.
Filiación:Departamento de Química Orgánica-CIHIDECAR (CONICET-UBA), Facultad de Ciencias Exactas y Naturales, UBA, Pabellón 2, 1428EGA Buenos Aires, Argentina
Laboratorio de Virología, Departamento de Química Biológica, UBA, Pabellón 2, 1428EGA Buenos Aires, Argentina
Departamento de Bioquimica e Biologia Molecular, Universidade Federal Do Paraná, P.O. Box 19046, CEP: 81531-990, Curitiba-Paraná, Brazil
Palabras clave:Anticoagulant activity; Antiherpetic activity; Nemaliales; Nemalion helminthoides; Oversulfation of mannans; Smith degradation of sulfated xylomannans; Sulfated mannans; Sulfated xylomannans; anticoagulant agent; antivirus agent; mannan; sulfate; xylose; article; chemical structure; chemistry; Dengue virus; drug effect; Herpes simplex virus 1; Herpes simplex virus 2; isolation and purification; nuclear magnetic resonance; red alga; Anticoagulants; Antiviral Agents; Dengue Virus; Herpesvirus 1, Human; Herpesvirus 2, Human; Mannans; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Rhodophyta; Sulfuric Acid Esters; Xylose; algae; Dengue virus; Dengue virus type 2; Human herpesvirus 1; Nemaliales; Nemalion helminthoides; Rhodophyta
Año:2012
Volumen:73
Página de inicio:57
Página de fin:64
DOI: http://dx.doi.org/10.1016/j.phytochem.2011.10.002
Título revista:Phytochemistry
Título revista abreviado:Phytochemistry
ISSN:00319422
CODEN:PYTCA
CAS:mannan, 51395-96-1, 9036-88-8; sulfate, 14808-79-8; xylose, 25990-60-7, 58-86-6; Anticoagulants; Antiviral Agents; Mannans; Sulfuric Acid Esters; Xylose
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v73_n_p57_PerezRecalde

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Citas:

---------- APA ----------
Pérez Recalde, M., Carlucci, M.J., Noseda, M.D. & Matulewicz, M.C. (2012) . Chemical modifications of algal mannans and xylomannans: Effects on antiviral activity. Phytochemistry, 73, 57-64.
http://dx.doi.org/10.1016/j.phytochem.2011.10.002
---------- CHICAGO ----------
Pérez Recalde, M., Carlucci, M.J., Noseda, M.D., Matulewicz, M.C. "Chemical modifications of algal mannans and xylomannans: Effects on antiviral activity" . Phytochemistry 73 (2012) : 57-64.
http://dx.doi.org/10.1016/j.phytochem.2011.10.002
---------- MLA ----------
Pérez Recalde, M., Carlucci, M.J., Noseda, M.D., Matulewicz, M.C. "Chemical modifications of algal mannans and xylomannans: Effects on antiviral activity" . Phytochemistry, vol. 73, 2012, pp. 57-64.
http://dx.doi.org/10.1016/j.phytochem.2011.10.002
---------- VANCOUVER ----------
Pérez Recalde, M., Carlucci, M.J., Noseda, M.D., Matulewicz, M.C. Chemical modifications of algal mannans and xylomannans: Effects on antiviral activity. Phytochemistry. 2012;73:57-64.
http://dx.doi.org/10.1016/j.phytochem.2011.10.002