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Abstract:

Sulfated and pyruvylated galactans were isolated from three tropical species of the Bryopsidales, Penicillus capitatus, Udotea flabellum, and Halimeda opuntia. They represent the only important sulfated polysaccharides present in the cell walls of these highly calcified seaweeds of the suborder Halimedineae. Their structural features were studied by chemical analyses and NMR spectroscopy. Their backbone comprises 3-, 6-, and 3,6-linkages, constituted by major amounts of 3-linked 4,6-O-(1′-carboxy)ethylidene-d-galactopyranose units in part sulfated on C-2. Sulfation on C-2 was not found in galactans from other seaweeds of this order. In addition, a complex sulfation pattern, comprising also 4-, 6-, and 4,6-disulfated galactose units was found. A fraction from P. capitatus, F1, showed a moderate anticoagulant activity, evaluated by general coagulation tests and also kinetics of fibrin formation was assayed. Besides, preliminary results suggest that one of the possible mechanisms involved is direct thrombin inhibition. © 2014 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales
Autor:Arata, P.X.; Quintana, I.; Canelón, D.J.; Vera, B.E.; Compagnone, R.S.; Ciancia, M.
Filiación:Cátedra de Química de Biomoléculas, Departamento de Biología Aplicada y Alimentos, Universidad de Buenos Aires, Av. San Martín 4453, Buenos Aires, C1417DSE, Argentina
Laboratorio de Hemostasia y Trombosis, Departamento de Química Biológica, Universidad de Buenos Aires, Ciudad Universitaria - Pabellón, Buenos Aires, C1428EHA, Argentina
Escuela de Bioanálisis, Facultad de Medicina, Universidad Central de Venezuela, Av. Carlos Raúl Villanueva, Ciudad Universitaria, Los Chaguaramos, Caracas, 1051, Venezuela
Escuela de Química, Facultad de Ciencias, Universidad Central de Venezuela, Av. Paseo de los Ilustres, Ciudad Universitaria, Los Chaguaramos, Caracas, 1450, Venezuela
Laboratorio de Ecología y Taxonomía de Macrófitas Marinas, Instituto de Biología Experimental, Universidad Central de Venezuela, Apdo. 47114, Caracas, Venezuela
CIHIDECAR-CONICET, Departamento de Química Orgánica, Universidad de Buenos Aires, Argentina
Palabras clave:Anticoagulant activity; Fibrin formation; Green seaweed; Pyruvic acid ketal; Sulfated galactan; Nuclear magnetic resonance spectroscopy; Polysaccharides; Seaweed; Anticoagulant activities; Fibrin formation; Green seaweed; Pyruvic acid; Sulfated galactans; Chemical analysis; Caulerpales; Halimeda opuntia; Penicillus capitatus; Udotea flabellum; anticoagulant agent; calcium; fibrin; galactan; polysaccharide; pyruvic acid; sulfate; blood clotting; Bryopsida; cell wall; chemistry; drug effects; green alga; kinetics; mass fragmentography; metabolism; nuclear magnetic resonance spectroscopy; procedures; seaweed; Anticoagulants; Blood Coagulation; Bryopsida; Calcium; Cell Wall; Chlorophyta; Fibrin; Galactans; Gas Chromatography-Mass Spectrometry; Kinetics; Magnetic Resonance Spectroscopy; Polysaccharides; Pyruvic Acid; Seaweed; Sulfates
Año:2015
Volumen:122
Página de inicio:376
Página de fin:386
DOI: http://dx.doi.org/10.1016/j.carbpol.2014.10.030
Título revista:Carbohydrate Polymers
Título revista abreviado:Carbohydr Polym
ISSN:01448617
CODEN:CAPOD
CAS:calcium, 7440-70-2, 14092-94-5; fibrin, 9001-31-4; galactan, 39300-87-3, 9037-55-2; pyruvic acid, 127-17-3, 19071-34-2, 57-60-3; sulfate, 14808-79-8; Anticoagulants; Calcium; Fibrin; Galactans; Polysaccharides; Pyruvic Acid; Sulfates
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01448617_v122_n_p376_Arata

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Citas:

---------- APA ----------
Arata, P.X., Quintana, I., Canelón, D.J., Vera, B.E., Compagnone, R.S. & Ciancia, M. (2015) . Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales. Carbohydrate Polymers, 122, 376-386.
http://dx.doi.org/10.1016/j.carbpol.2014.10.030
---------- CHICAGO ----------
Arata, P.X., Quintana, I., Canelón, D.J., Vera, B.E., Compagnone, R.S., Ciancia, M. "Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales" . Carbohydrate Polymers 122 (2015) : 376-386.
http://dx.doi.org/10.1016/j.carbpol.2014.10.030
---------- MLA ----------
Arata, P.X., Quintana, I., Canelón, D.J., Vera, B.E., Compagnone, R.S., Ciancia, M. "Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales" . Carbohydrate Polymers, vol. 122, 2015, pp. 376-386.
http://dx.doi.org/10.1016/j.carbpol.2014.10.030
---------- VANCOUVER ----------
Arata, P.X., Quintana, I., Canelón, D.J., Vera, B.E., Compagnone, R.S., Ciancia, M. Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales. Carbohydr Polym. 2015;122:376-386.
http://dx.doi.org/10.1016/j.carbpol.2014.10.030