title: Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales.
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.
authors.affiliation: Cátedra de Química de Biomoléculas, Departamento de Biología Aplicada y Alimentos, Facultad de Agronomía, Universidad de Buenos Aires, Av. San Martín 4453, C1417DSE Buenos Aires, Argentina.
authors.forename: Paula X
authors.initials: PX
authors.lastname: Arata
authors.affiliation: Laboratorio de Hemostasia y Trombosis, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria - Pabellón 2, C1428EHA Buenos Aires, Argentina.
authors.forename: Irene
authors.initials: I
authors.lastname: Quintana
authors.affiliation: Escuela de Bioanálisis, Facultad de Medicina, Universidad Central de Venezuela, Av. Carlos Raúl Villanueva, Ciudad Universitaria, Los Chaguaramos, 1051 Caracas, Venezuela.
authors.forename: Dilsia J
authors.initials: DJ
authors.lastname: Canelón
authors.affiliation: Escuela de Química, Facultad de Ciencias, Universidad Central de Venezuela, Av. Paseo de los Ilustres, Ciudad Universitaria, Los Chaguaramos, 1450 Caracas, Venezuela.
authors.forename: Beatriz E
authors.initials: BE
authors.lastname: Vera
authors.affiliation: Laboratorio de Ecología y Taxonomía de Macrófitas Marinas, Centro de Botánica Tropical, Instituto de Biología Experimental, Universidad Central de Venezuela, Apdo.47114, Caracas, Venezuela.
authors.forename: Reinaldo S
authors.initials: RS
authors.lastname: Compagnone
authors.affiliation: Cátedra de Química de Biomoléculas, Departamento de Biología Aplicada y Alimentos, Facultad de Agronomía, Universidad de Buenos Aires, Av. San Martín 4453, C1417DSE Buenos Aires, Argentina; CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina. Electronic address: ciancia@agro.uba.ar.
authors.forename: Marina
authors.initials: M
authors.lastname: Ciancia
mesh_terms: D000925:Anticoagulants / Q000737:chemistry / Q000494:pharmacology*; D001777:Blood Coagulation / Q000187:drug effects*; D019068:Bryopsida / Q000737:chemistry*; D002118:Calcium / Q000378:metabolism; D002473:Cell Wall / Q000187:drug effects; D000460:Chlorophyta / Q000187:drug effects; D005337:Fibrin / Q000378:metabolism; D005685:Galactans / Q000737:chemistry* / Q000494:pharmacology*; D008401:Gas Chromatography-Mass Spectrometry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D011134:Polysaccharides / Q000737:chemistry / Q000494:pharmacology; D019289:Pyruvic Acid / Q000378:metabolism*; D012624:Seaweed / Q000737:chemistry*; D013431:Sulfates / Q000737:chemistry*
chemical_list: D000925:Anticoagulants; D005685:Galactans; D011134:Polysaccharides; D013431:Sulfates; D019289:Pyruvic Acid; D005337:Fibrin; D002118:Calcium
keywords: Anticoagulant activity; Fibrin formation; Green seaweed; Pyruvic acid ketal; Sulfated galactan