Abstract:
Several sulfated seaweed polysaccharides show high antiviral activity against enveloped viruses, including important human patogens such as human immunodeficiency virus, herpes simplex virus, human citomegalovirus, dengue virus and respiratory syncytial virus. They can be obtained in major amounts and at low costs, have low toxicity and in some cases, lack anticoagulant effects. Even if the systemic applications have many drawbacks, their structure and mode of action indicate potential for topical uses to prevent virus infection. The herpes simplex viruses attach to cells by an interaction between the envelope glycoprotein C and the cell surface heparan sulfate (HS). The virus-cell complex is formed by ionic interactions between the anionic (mainly sulfate) groups in the polysaccharide and basic amino acids of the glycoprotein, and non-ionic ones depending on hydrophobic amino acids interspersed between the basic ones in the glycoprotein-binding zone. Hypothesis are advanced of the corresponding hydrophobic structures in the polysaccharides. The antiviral activity of the sulfated seaweed polysaccharides is based on the formation of formally similar complexes that block the interaction of the viruses with the cells. Correlations are established between different structural parameters and antiviral activity. The minimal, ionic and hydrophobic, structures in the seaweed polysaccharides were hypothesized by comparison of the polysaccharides with the known minimal binding structure in HS/heparin, together with a correlation between those structures of the polysaccharides and their antiviral activity. © 2004 Bentham Science Publishers Ltd.
Registro:
Documento: |
Artículo
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Título: | Sulfated seaweed polysaccharides as antiviral agents |
Autor: | Damonte, E.B.; Matulewicz, M.C.; Cerezo, A.S. |
Filiación: | Departamento de Quimica Biologica, Fac. de Ciencias Exactas Naturales, Universidad de Buenos Aires, Pabellon 2, 1428 Buenos Aires, Argentina Departamento de Quimica Organica, CIHIDECAR-CONICET, Universidad de Buenos Aires, Pabellón 2, 1428 Buenos Aires, Argentina
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Palabras clave: | Antiviral activity; Antiviral agent; Seaweed; Structure-activity relationship; Sulfated polysaccharides; aciclovir; agaran derivative; amino acid; antivirus agent; carbohydrate; carboxyl group; carrageenan; chondroitin sulfate; cyclodextrin derivative; dermatan sulfate; dextran sulfate; didanosine; fucan derivative; fucoidin; galactan; galactofucan derivative; ganciclovir; heparan sulfate; heparin; polysaccharide sulfate; protein C; stavudine; sulfate; unclassified drug; unindexed drug; virus glycoprotein; xylofucan derivative; xylogalactan derivative; xylomannan derivative; zalcitabine; zidovudine; anticoagulation; antiviral activity; cell surface; correlation function; Cytomegalovirus; Dengue virus; drug absorption; drug bioavailability; drug cost; drug half life; drug mechanism; drug potency; drug protein binding; drug selectivity; drug structure; gastrointestinal toxicity; herpes; Herpes simplex virus; human; Human immunodeficiency virus; hydrophobicity; in vitro study; molecular weight; nonhuman; pathogenesis; pharmacological parameters; Respiratory syncytial pneumovirus; Retrovirus infection; review; seaweed; sulfation; thrombocytopenia; virus cell interaction; virus envelope; virus infection; virus mutant; virus resistance |
Año: | 2004
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Volumen: | 11
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Número: | 18
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Página de inicio: | 2399
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Página de fin: | 2419
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DOI: |
http://dx.doi.org/10.2174/0929867043364504 |
Título revista: | Current Medicinal Chemistry
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Título revista abreviado: | Curr. Med. Chem.
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ISSN: | 09298673
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CODEN: | CMCHE
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CAS: | aciclovir, 59277-89-3; amino acid, 65072-01-7; carrageenan, 9000-07-1, 9049-05-2, 9061-82-9, 9064-57-7; chondroitin sulfate, 9007-28-7, 9082-07-9; dermatan sulfate, 24967-94-0; dextran sulfate, 9011-18-1, 9042-14-2; didanosine, 69655-05-6; fucoidin, 9072-19-9; galactan, 39300-87-3, 9037-55-2; ganciclovir, 82410-32-0; heparan sulfate, 9050-30-0; heparin, 37187-54-5, 8057-48-5, 8065-01-8, 9005-48-5; polysaccharide sulfate, 79933-28-1; protein C, 60202-16-6; stavudine, 3056-17-5; sulfate, 14808-79-8; zalcitabine, 7481-89-2; zidovudine, 30516-87-1
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09298673_v11_n18_p2399_Damonte |
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Citas:
---------- APA ----------
Damonte, E.B., Matulewicz, M.C. & Cerezo, A.S.
(2004)
. Sulfated seaweed polysaccharides as antiviral agents. Current Medicinal Chemistry, 11(18), 2399-2419.
http://dx.doi.org/10.2174/0929867043364504---------- CHICAGO ----------
Damonte, E.B., Matulewicz, M.C., Cerezo, A.S.
"Sulfated seaweed polysaccharides as antiviral agents"
. Current Medicinal Chemistry 11, no. 18
(2004) : 2399-2419.
http://dx.doi.org/10.2174/0929867043364504---------- MLA ----------
Damonte, E.B., Matulewicz, M.C., Cerezo, A.S.
"Sulfated seaweed polysaccharides as antiviral agents"
. Current Medicinal Chemistry, vol. 11, no. 18, 2004, pp. 2399-2419.
http://dx.doi.org/10.2174/0929867043364504---------- VANCOUVER ----------
Damonte, E.B., Matulewicz, M.C., Cerezo, A.S. Sulfated seaweed polysaccharides as antiviral agents. Curr. Med. Chem. 2004;11(18):2399-2419.
http://dx.doi.org/10.2174/0929867043364504