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
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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
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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
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Volumen: | 73
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Página de inicio: | 57
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Página de fin: | 64
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DOI: |
http://dx.doi.org/10.1016/j.phytochem.2011.10.002 |
Título revista: | Phytochemistry
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Título revista abreviado: | Phytochemistry
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ISSN: | 00319422
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CODEN: | PYTCA
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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
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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