Navegar

Colección

Datos Estadísticas

Artículo

Ghosh, P.; Adhikari, U.; Ghosal, P.K.; Pujol, C.A.; Carlucci, M.J.; Damonte, E.B.; Ray, B. "In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa" (2004) Phytochemistry. 65(23):3151-3157
El editor solo permite decargar el artículo en su versión post-print desde el repositorio. Por favor, si usted posee dicha versión, enviela a
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Abstract:

Sulfated heteropolysaccharide fractions isolated from the marine green algae Caulerpa racemosa were partially characterised by IR, GC, GC-MS and SEC. The hot water extracted polysaccharide fractions show anti-herpectic activity. A sulfated polysaccharide fraction was isolated from the hot water extract of the green alga Caulerpa racemosa and designated HWE. This polymer, which contained galactose, glucose, arabinose and xylose as the major component sugars, had [α] D 30 +46.2° in water and contained 9% sulfate hemiester groups. Sugar linkage analysis indicates that HWE was branched and mainly contained 1,3- and 1,3,6-linked galactose, 1,3,4-linked arabinose, 1,4-linked glucose and terminal- and 1,4-linked xylose residues. Sulfation was deduced from infrared spectroscopy and methylation analysis to occur on O-6 of galactose and O-3 of arabinose. The native polysaccharide could be fractionated by size exclusion chromatography into two overlapping fractions and the major fraction has a hydrodynamic volume similar to that of 70 kDa dextran. HWE was a selective inhibitor of reference strains and TK - acyclovir-resistant strains of herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in Vero cells, with antiviral effective concentration 50% (EC 50 ) values in the range of 2.2-4.2 μg/ml and lacking cytotoxic effects. Furthermore, HWE did not exhibit anticoagulant properties at concentrations near the EC 50 . © 2004 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa
Autor:Ghosh, P.; Adhikari, U.; Ghosal, P.K.; Pujol, C.A.; Carlucci, M.J.; Damonte, E.B.; Ray, B.
Filiación:Department of Chemistry, University of Burdwan, Burdwan 713 104, WB, India, India
Laboratorio de Virología, Depto. de Quím. Biol., Fac. Cie. Exact. Y Nat. UBA, Cd. U.
Palabras clave:Antiviral activity; Caulerpa racemosa; Caulerpaceae; Herpes simplex virus; Sulfated heteropolysaccharide; aciclovir; arabinose; Caulerpa racemosa extract; dextran; galactose; glucose; polymer; polysaccharide; sugar; sulfate; unclassified drug; water; xylose; animal cell; anticoagulation; antiviral activity; article; Caulerpa racemosa; concentration response; controlled study; cytotoxicity; drug activity; fractionation; gel permeation chromatography; green alga; Herpes simplex virus 1; Herpes simplex virus 2; hydrodynamics; infrared spectroscopy; linkage analysis; methylation; nonhuman; sulfation; Vero cell; Animals; Anticoagulants; Antiviral Agents; Caulerpa; Cell Survival; Cercopithecus aethiops; Chromatography, Gel; Polysaccharides; Simplexvirus; Spectrophotometry, Infrared; Vero Cells; algae; Caulerpa; Caulerpa racemosa; Caulerpaceae; Chlorophyta; Human herpesvirus 1; Simplexvirus
Año:2004
Volumen:65
Número:23
Página de inicio:3151
Página de fin:3157
DOI: http://dx.doi.org/10.1016/j.phytochem.2004.07.025
Título revista:Phytochemistry
Título revista abreviado:Phytochemistry
ISSN:00319422
CODEN:PYTCA
CAS:aciclovir, 59277-89-3; arabinose, 147-81-9; dextran, 87915-38-6, 9014-78-2; galactose, 26566-61-0, 50855-33-9, 59-23-4; glucose, 50-99-7, 84778-64-3; sulfate, 14808-79-8; water, 7732-18-5; xylose, 25990-60-7, 58-86-6; Anticoagulants; Antiviral Agents; Polysaccharides
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v65_n23_p3151_Ghosh

Referencias:

  • Ahmed, A., Labavitch, J.M., A simplified method for accurate determination of cell wall uronide content (1977) Journal of Food Biochemistry, 1, pp. 361-365
  • Andersson, L.O., Barrowcliffe, T.W., Holmer, E., Johnson, E.A., Soderstrom, G., Molecular weight dependency of the heparin potentiated inhibition of thrombin and activated factor X. Effect of heparin neutralization in plasma (1979) Thrombosis Research, 15, pp. 531-541
  • Blakeney, A.B., Harris, P., Henry, R.J., Bruce, A.B., A simple rapid preparation of alditol acetates for monosaccharide analysis (1983) Carbohydrate Research, 113, pp. 291-299
  • Carlucci, M.J., Pujol, C.A., Ciancia, M., Noseda, M.D., Matulewicz, M.C., Damonte, E.B., Cerezo, A.S., Antiherpetic and anticoagulant properties of carrageenans from the red seaweed Gigartina skottsbergii and their cyclized derivatives: Correlation between structure and biological activity (1997) International Journal of Biological Macromolecules, 20, pp. 97-105
  • Craigie, J.S., Wen, Z.C., Vander Meer, J.P., Interspecific, intraspecific and nutritionally-determined variations in the composition of agars from Gracilaria spp (1984) Botanica Marina, 27, pp. 55-61
  • Duarte, M.E.R., Noseda, D.G., Noseda, M.D., Tulio, S., Pujol, C.A., Damonte, E.B., Inhibitory effect of sulfated galactans from the marine alga Bostrychia montagnei on herpes simplex virus replication in vitro (2001) Phytomedicine, 8, pp. 53-58
  • Duarte, M.E.R., Cauduro, J.P., Noseda, D.G., Noseda, M.D., Goncalves, A.G., Pujol, C.A., Damonte, E.B., Cerezo, A.S., The structure of the agaran sulfate from Acanthophora spicifera (Rhodomelaceae, Ceramiales) and its antiviral activity. Relation between structure and antiviral activity in agarans (2004) Carbohydrate Research, 339, pp. 335-347
  • Dubois, M., Gilles, K.A., Hamilton, J.K., Rebers, P.A., Smith, F., Colorimetric method for determination of sugars and related substances (1956) Analytical Chemistry, 28 (3), pp. 350-366
  • Franz, G., Pauper, D., Alban, S., (2000) Bioactive Carbohydrate Polymers, pp. 47-58. , B.S. Paulsen Kluwer Academic Publishers Dordrecht
  • Gunay, N.S., Linhardt, R.J., Heparinoids: Structure, biological activities and therapeutic applications (1999) Planta Medica, 65, pp. 301-306
  • Harris, P.J., Henry, R.J., Blakeney, A.B., Stone, B.A., An improved procedure for the methylation analysis of oligosaccharides and polysaccharides (1984) Carbohydrate Research, 127, pp. 59-73
  • Haslin, C., Lahaye, M., Pellegrini, M., Chermann, J.C., In vitro anti-HIV activity of sulfated cell-wall polysaccharides from gametic, carposporic and tetrasporic stages of the Mediterranean red alga Asparagopsis armata (2001) Planta Medica, 67, pp. 301-305
  • Ivanova, V., Rouseva, R., Kolarova, M., Serkedjieva, J., Rachev, R., Manolova, N., Isolation of a polysaccharide with antiviral effect from Ulva lactuca (1994) Preparative Biochemistry, 24, pp. 83-97
  • Kolender, A.A., Pujol, C.A., Damonte, E.B., Matulewicz, M.C., Cerezo, A.S., The system of sulfated α-(1 → 3)-linked D-mannans from the red seaweed Nothogenia fastigiata: Structures, antiherpetic and anticoagulant properties (1997) Carbohydrate Research, 304, pp. 53-60
  • Lee, J.B., Hayashi, K., Hayashi, T., Sankawa, U., Maeda, M., Antiviral activities against HSV-1, HCMV, and HIV-1 of rhamnan sulfate from Monostroma latissimum (1999) Planta Medica, 65, pp. 439-441
  • Lee, J.B., Srisomporn, P., Hayashi, K., Tanaka, T., Sankawa, U., Hayashi, T., Effects of structural modification of calcium spirulan, a sulfated polysaccharide from Spirulina platensis, on antiviral activity (2001) Chemical Pharmaceutical Bulletin, 49, pp. 108-110
  • Lowry, O.H., Rosebrough, N.J., Lewsfarr, A., Randall, R.J., Protein measurement with folin reagent (1951) Journal of Biolgical Chemistry, 193, pp. 265-275
  • Lüscher-Mattli, M., Polyanions-a lost chance in the fight against HIV and other virus diseases (2000) Antiviral Chemistry and Chemotherapy, 11, pp. 249-259
  • MacKie, I.M., Percival, E., The constitution of xylan from the green seaweed Caulerpa filiformis (1959) Journal of Chemical Society, pp. 1151-1156
  • MacKie, I.M., Percival, E., Polysaccharides from the green seaweed Caulerpa filiformis. II. Glucan of amylopectin type (1960) Journal of Chemical Society, pp. 1151-1156
  • MacKie, I.M., Percival, E., Polysaccharides from the green seaweed of Caulerpa spp. III. Detailed study of the H 2 O sol. polysaccharides of C. filiformis - Comparison with the polysaccharides synthesized by C. Racemose and C. sertularioides (1961) Journal of Chemical Society, pp. 3010-3015
  • Mazumder, S., Ghosal, P.K., Pujol, C.A., Carlucci, M.J., Damonte, E.B., Ray, B., Isolation, chemical investigation and antiviral activity of polysaccharides from Gracilaria corticata (Gracilariaceae, Rhodophyta) (2002) International Journal of Biological Macromolecules, 31, pp. 87-95
  • Mosmann, T., Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays (1983) Journal of Immunological Methods, 65, pp. 55-63
  • Nagasawa, K., Inoue, Y., Kamara, T., Solvolytic desulfation of glycosaminoglycan sulfates with dimethyl sulfoxide containing water or methanol (1977) Carbohydrate Research, 58, pp. 47-55
  • Percival, E., Wold, J.K., The acid from green seaweed Ulva lactuca. Part II. The site of ester sulphate (1963) Journal of Chemical Society, pp. 5459-5468
  • Preeprame, S., Hayashi, K., Lee, J.B., Sankawa, U., Hayashi, T., A novel antivirally active fucan sulfate derived from an edible brown alga, Sargassum horneri (2001) Chemical Pharmaceutical Bulletin, 49, pp. 484-485
  • Rao, P., Rao, E.V., Structural features of the sulphated polysaccharide from a green seaweed, Caulerpa taxifolia (1986) Phytochemistry, 25, pp. 1645-1649
  • Ray, B., Lahaye, M., Cell-wall polysaccharides from the marine green algae Ulva rigida (Ulvales, Chlorophyta). Part 1. Extraction and chemical composition (1995) Carbohydrate Research, 274, pp. 251-261
  • Ray, B., Lahaye, M., Cell-wall polysaccharides from the marine green algae Ulva rigida (Ulvales, Chlorophyta). Chemical structure of ulvan (1995) Carbohydrate Research, 274, pp. 313-318
  • Ray, B., Bourhis, C.L., Lange, C., Condamine, E., Driouich, A., Lerouse, P., Structural investigation of hemicellulosic polysaccharides from Argania spinosa: Characterisation of a novel xyloglucan motif (2004) Carbohydrate Research, 339, pp. 201-208
  • (1985) Wealth of India, 1 A, pp. 138-159. , Algae, CSIR, New Delhi
  • Whitley, R.J., Roizman, B., Herpes simplex virus infections (2001) Lancet, 357, pp. 1513-1518
  • Witvrouw, M., Este, J.A., Mateu, M.Q., Reymen, D., Andrei, G., Snoeck, R., Ikeda, S., De Clercq, E., Activity of a sulfated polysaccharide extracted from the red seaweed Aghardiella tenera against human immunodeficiency virus and other enveloped viruses (1994) Antiviral Chemistry and Chemotherapy, 5, pp. 297-303
  • Witvrouw, M., De Clercq, E., Sulfated polysaccharides extracted from sea algae as potential antiviral drugs (1997) General Pharmacology, 29, pp. 497-511

Citas:

---------- APA ----------
Ghosh, P., Adhikari, U., Ghosal, P.K., Pujol, C.A., Carlucci, M.J., Damonte, E.B. & Ray, B. (2004) . In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa. Phytochemistry, 65(23), 3151-3157.
http://dx.doi.org/10.1016/j.phytochem.2004.07.025
---------- CHICAGO ----------
Ghosh, P., Adhikari, U., Ghosal, P.K., Pujol, C.A., Carlucci, M.J., Damonte, E.B., et al. "In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa" . Phytochemistry 65, no. 23 (2004) : 3151-3157.
http://dx.doi.org/10.1016/j.phytochem.2004.07.025
---------- MLA ----------
Ghosh, P., Adhikari, U., Ghosal, P.K., Pujol, C.A., Carlucci, M.J., Damonte, E.B., et al. "In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa" . Phytochemistry, vol. 65, no. 23, 2004, pp. 3151-3157.
http://dx.doi.org/10.1016/j.phytochem.2004.07.025
---------- VANCOUVER ----------
Ghosh, P., Adhikari, U., Ghosal, P.K., Pujol, C.A., Carlucci, M.J., Damonte, E.B., et al. In vitro anti-herpetic activity of sulfated polysaccharide fractions from Caulerpa racemosa. Phytochemistry. 2004;65(23):3151-3157.
http://dx.doi.org/10.1016/j.phytochem.2004.07.025