Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies

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The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extr...

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Autor principal: Ponce, N.M.A
Otros Autores: Pujol, C.A, Damonte, E.B, Flores, M.L, Stortz, C.A
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2003
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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024 7 |2 scopus  |a 2-s2.0-0347927250 
024 7 |2 cas  |a cetrimide, 57-09-0, 6899-10-1, 8044-71-1; fucoidin, 9072-19-9; fucose, 3615-37-0, 3713-31-3; galactose, 26566-61-0, 50855-33-9, 59-23-4; sulfate, 14808-79-8; Antiviral Agents; fucoidan, 9072-19-9; Polysaccharides 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a CRBRA 
100 1 |a Ponce, N.M.A. 
245 1 0 |a Fucoidans from the brown seaweed Adenocystis utricularis: Extraction methods, antiviral activity and structural studies 
260 |c 2003 
270 1 0 |m Stortz, C.A.; Depto. de Quim. Organica-CIHIDECAR, Univ. Buenos Aires, Pab.2 Ciudad Universitaria, 1428 Buenos Aires, Argentina; email: stortz@qo.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
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520 3 |a The brown seaweed Adenocystis utricularis (family Adenocystaceae, order Ectocarpales sensu lato) was extracted in parallel with three solvents usually utilized for obtaining fucoidans: distilled water, 2% calcium chloride solution and diluted hydrochloric acid (pH 2) solution. In each case, the extraction was effected at room temperature and then at 70°C. The extraction yields and characteristics of the products were similar in the three cases, with only minor differences. The analytical features of the products indicate that two different types of fucoidans are present in this seaweed. One of them, mostly extracted at room temperature, is composed mainly of L-fucose, D-galactose and ester sulfate (the 'galactofucan'). The other product (the 'uronofucoidan') is the major component of the extracts obtained at 70°C. It is composed mainly of fucose, accompanied by other monosaccharides (mostly Man, but also Glc, Xyl, Rha and Gal), significant amounts of uronic acids and low proportions of sulfate ester. Fractionation with the cationic detergent cetrimide has allowed achieving a better separation of the galactofucan and uronofucoidan components. The galactofucans show a high inhibitory activity against herpes simplex virus 1 and 2, with no cytotoxicity, whereas the uronofucoidans carry no antiviral activity. Structural studies on the galactofucan fractions were carried out by methylation analysis, desulfation and NMR spectroscopy. The fucan constituent is mainly composed of 3-linked α-L-fucopyranosyl backbone, mostly sulfated at C-4, and branched at C-2 with non-sulfated fucofuranosyl and fucopyranosyl units, and 2-sulfated fucopyranosyl units. The galactan moiety is more heterogeneous, with predominant D-galactopyranose units linked on C-3 and C-6, and sulfation mostly on C-4, even in terminal non-reducing units. It may be inferred that at least some of these galactose units carry the α-configuration. © 2002 Elsevier Science Ltd. All rights reserved.  |l eng 
536 |a Detalles de la financiación: Umweltbundesamt 
536 |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas 
536 |a Detalles de la financiación: N.M.A.P. was recipient of a fellowship from FOMEC-UBA. E.B.D. and C.A.S. are Research Members of the National Research Council of Argentina (CONICET). M.L.F. is member of RIPRONAMED (Iberoamerican Network on Medicinal Natural Products), Sub-Program X (Pharmaceutical Fine Chemistry) of CYTED. This work was supported by grants from UBA, CONICET, and UNPSJB. 
593 |a Depto. de Quim. Organica-CIHIDECAR, Univ. Buenos Aires, Pab.2 Ciudad Universitaria, 1428 Buenos Aires, Argentina 
593 |a Depto. de Quim. Biologica, Univ. Buenos Aires, Pab.2 Ciudad Universitaria, 1428 Buenos Aires, Argentina 
593 |a Departamento de Farmacia, Facultad de Ciencias Naturales, Univ. Nac. de la Patagonia San J. B., Km.4, 9000 Comodoro Rivadavia, Argentina 
690 1 0 |a ADENOCYSTIS UTRICULARIS 
690 1 0 |a BROWN SEAWEEDS 
690 1 0 |a ECTOCARPALES 
690 1 0 |a FUCANS 
690 1 0 |a FUCOIDANS 
690 1 0 |a GALACTOFUCANS 
690 1 0 |a DETERGENTS 
690 1 0 |a DRUG THERAPY 
690 1 0 |a EXTRACTION 
690 1 0 |a FRACTIONATION 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a PLANTS (BOTANY) 
690 1 0 |a STRUCTURAL ANALYSIS 
690 1 0 |a VIRUSES 
690 1 0 |a FUCOIDANS 
690 1 0 |a CARBOHYDRATES 
690 1 0 |a CETRIMIDE 
690 1 0 |a FUCOIDIN 
690 1 0 |a FUCOSE 
690 1 0 |a GALACTOSE 
690 1 0 |a SULFATE 
690 1 0 |a ADENOCYSTIS UTRICULARIS 
690 1 0 |a ANTIVIRAL ACTIVITY 
690 1 0 |a ARTICLE 
690 1 0 |a CARBOHYDRATE ANALYSIS 
690 1 0 |a CHEMICAL ANALYSIS 
690 1 0 |a CYTOPATHOGENIC EFFECT 
690 1 0 |a EXTRACTION AND EXTRACTS 
690 1 0 |a FRACTIONATION 
690 1 0 |a HERPES SIMPLEX VIRUS 1 
690 1 0 |a HERPES SIMPLEX VIRUS 2 
690 1 0 |a HIGH TEMPERATURE 
690 1 0 |a METHYLATION 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a PRIORITY JOURNAL 
690 1 0 |a ROOM TEMPERATURE 
690 1 0 |a SEAWEED 
690 1 0 |a SPECIES COMPARISON 
690 1 0 |a ANIMALS 
690 1 0 |a ANTIVIRAL AGENTS 
690 1 0 |a CELL SURVIVAL 
690 1 0 |a CERCOPITHECUS AETHIOPS 
690 1 0 |a CHEMICAL FRACTIONATION 
690 1 0 |a HERPESVIRUS 1, HUMAN 
690 1 0 |a HERPESVIRUS 2, HUMAN 
690 1 0 |a INHIBITORY CONCENTRATION 50 
690 1 0 |a MOLECULAR STRUCTURE 
690 1 0 |a POLYSACCHARIDES 
690 1 0 |a SEAWEED 
690 1 0 |a VERO CELLS 
690 1 0 |a ADENOCYSTACEAE 
690 1 0 |a ADENOCYSTIS UTRICULARIS 
690 1 0 |a ALGAE 
690 1 0 |a ECTOCARPALES 
690 1 0 |a HERPES 
690 1 0 |a HUMAN HERPESVIRUS 1 
700 1 |a Pujol, C.A. 
700 1 |a Damonte, E.B. 
700 1 |a Flores, M.L. 
700 1 |a Stortz, C.A. 
773 0 |d 2003  |g v. 338  |h pp. 153-165  |k n. 2  |p Carbohydr. Res.  |x 00086215  |w (AR-BaUEN)CENRE-301  |t Carbohydrate Research 
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856 4 0 |u https://doi.org/10.1016/S0008-6215(02)00403-2  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_00086215_v338_n2_p153_Ponce  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v338_n2_p153_Ponce  |y Registro en la Biblioteca Digital 
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