Anticoagulant and antithrombotic activities of modified xylofucan sulfate from the brown alga Punctaria plantaginea

Ustyuzhanina, Nadezhda E.; Bilan, Maria I.; Gerbst, Alexey G.; Ушакова, Н. А.; Цветкова, Е. А.; Dmitrenok, Andrey S.; Усов, А. И.; Nifantiev, Nikolay E.

doi:10.1016/j.carbpol.2015.09.102

Cited by 47 publications

(27 citation statements)

References 30 publications

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“…Values revealed inefficacy of this system of glycans in the intrinsic and/or common and extrinsic coagulation pathways inhibition (Duarte et al, 2004;Athukorala et al, 2006;Rodrigues et al, 2010;Rodrigues et al, 2011;Araújo et al, 2012). SPs from seaweeds exert complex effects in blood coagulation and several studies have been conducted to identifying novel anticoagulants (Leite et al, 1998;Duarte et al, 2004;Athukorala et al, 2006;Rodrigues et al, 2009;Fidelis et al, 2014;Mourão, 2015;Ustyuzhanina et al, 2016). Sugar type, sulfation pattern, anomeric configuration, glycosidic linkage and molecular mass make a great change in their anticoagulant actions (Pomin, 2012).…”

Section: Sps From a Muscoides Discretely Delay The Apttmentioning

confidence: 99%

“…Sugar type, sulfation pattern, anomeric configuration, glycosidic linkage and molecular mass make a great change in their anticoagulant actions (Pomin, 2012). The variable density in the sulfated group on their chains would result in specific bindings with plasma proteins to their molecular interactions in the haemostatic system (Pomin, 2012;Rodrigues et al, 2013;Mourão, 2015;Ustyuzhanina et al, 2016).…”

Section: Sps From a Muscoides Discretely Delay The Apttmentioning

confidence: 99%

“…Although crucial in clinical thrombotic events, unfractionated heparin (UHEP), a 1,4-linked linear glycosaminoglycan variously sulfated consisting of β-D-glucosamine (N-sulfated or acetylated) and uronic acid (β-D-glucuronic acid or α-L-iduronic acid) residues, and extracted from animal tissues, manifests extensive bleeding side effects (mainly hemorrhage) (Nader et al, 2001). Additionally, the alarming report of UHEP that has been contaminated with glycosaminoglycan oversulfated chondroitin sulfate (inducing hypotension) and some fatal events during the "UHEP crisis" (Pomin, 2012) have caused a pressing need to search novel specific glycans from renewable sources displaying analogies with UHEP (Leite et al, 1998;Athukorala, Jung, Vasanthan, & Jeon, 2006;Dantas-Santos et al, 2012;Pomin, 2012;Rodrigues et al, 2013;Mourão, 2015;Ustyuzhanina et al, 2016 The genus Acanthopohra J. V. F. Lamouroux (Rhodomelaceae, Ceramiales) of red algae shows a discontinuous pattern of global distribution. Extracts containing agar-type polysaccharides have been examined for antiviral and anticoagulant effects (Duarte et al, 2004).…”

Section: Introductionmentioning

confidence: 99%

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Extraction and structural properties of Acanthophora muscoides (Rhodophyceae) extracellular matrix sulfated polysaccharides and their effects on coagulation

et al. 2016

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ABSTRACT. Acanthophora muscoides (Rhodophyta) contains structurally heterogeneous sulfated polysaccharides (Am-SPs) with pharmacological importance; however, its matrix SPs composition has not been still extensively investigated. This study sequentially extracted and compared the structural features and the in vitro anticoagulant effects of the Am-SPs. Papain-extraction sequence yielded Am.E-1, Am.E-2 and Am.E-3 containing differences among the relative proportions of sulfate (26.18-33%) and hexoses (42.02-60.67%) based on chemical analyses. One-( 1 H) and two-dimensions ( 1 H/ 13 C) nuclear magnetic resonance experiments showed very complex Am-SPs composed of alternating 4-linked-α-galactopyranosyl units and 3-linked-β-galactopyranosyl units presenting variable sulfation, CH 3 substitutions and 3,6-anhydro-α-L-galactose units and pyruvated-D-galactose residues, respectively, typical of agarocolloids. Different chromatographic profiles (DEAE-cellulose) were observed, with fractions (Am I, Am II and Am III eluted with 0.5, 0.75 and/or 1 M of NaCl, respectively) revealing charge density patterns and distinct mobility to heparin by agaroseelectrophoresis and, when analyzed by polyacrylamide-electrophoresis, a dispersive migration and similar mobility as chondroitin-6-sulfate for Am I fractions were noted. Regarding the activated partial thromboplastin time test, fractions had no virtually anticoagulation (1.47→3.07 IU mg heparin. Therefore, Am-SPs show significantly lower anticoagulation than heparin.Keywords: Rhodophyceae, cell-wall, polyanionics, structural chemistry, clotting.Extração e propriedades estruturais de polissacarídeos sulfatados de matriz extracelular de Acanthophora muscoides (Rhodophyceae) e seus efeitos na coagulação RESUMO. Acanthophora muscoides (Rhodophyta) contém polissacarídeos-sulfatados (Am-PSs) heterogêneos estruturalmente com importância farmacológica. Entretanto, ainda carece de investigação quanto à composição de PSs da sua matriz. Os Am-PSs foram extraídos sequencialmente e comparados às características estruturais e aos efeitos anticoagulantes in vitro. A sequência de extração com papaína rendeu Am.E-1, Am.E-2 e Am.E-3 contendo diferenças entre as proporções relativas de sulfato (26,18-33%) e hexoses (42,02-60,67%) baseadas nas análises químicas. Experimentos de ressonância magnética nuclear uni-/bi-dimensionais mostraram Am-PSs muito complexos compostos de unidades alternantes de α-galactopiranosil 4-ligada e de unidades β-galactopiranosil 3-ligada, apresentando sulfatação variável, substituições de CH 3 e de unidades de 3,6-anidro-α-L-galactose e de resíduos de D-galactose-piruvatada, respectivamente, típicos de agarocoloides. Foram observados perfis cromatográficos (DEAE-celulose) diferentes, com frações (Am I, Am II e Am III, eluídas com 0,5; 0,75 e/ou 1 M de NaCl, respectivamente) revelando graus de densidade de carga e mobilidade distinta à heparina por eletroforese em agarose. Eletroforese em poliacrilamida apresentou frações Am I com migração dispersiva e mobilidade similar ao...

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Section: Sps From a Muscoides Discretely Delay The Apttmentioning

confidence: 99%

Section: Sps From a Muscoides Discretely Delay The Apttmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Extraction and structural properties of Acanthophora muscoides (Rhodophyceae) extracellular matrix sulfated polysaccharides and their effects on coagulation

et al. 2016

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“…The optical rotation of AGP33 was found to be rαs An earlier study has shown that polysaccharides from abalone gonads were sulfated polymers accounting for one-tenth of the total gonad mass [2]. It is widely recognized that most of the sulfated polysaccharides can serve as anticoagulants [3][4][5][6]. For example, the potent anticoagulant heparin can activate antithrombin III, which blocks thrombin from clotting the blood stream.…”

Section: Preparation and Characterization Of Abalone Gonad Polysacchamentioning

confidence: 99%

“…It is widely recognized that most of the sulfated polysaccharides can serve as anticoagulants [3][4][5][6]. For example, the potent anticoagulant heparin can activate antithrombin III, which blocks thrombin from clotting the blood stream.…”

Section: Introductionmentioning

confidence: 99%

Anticoagulant Activity and Structural Characterization of Polysaccharide from Abalone (Haliotis discus hannai Ino) Gonad

et al. 2016

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Abstract:In this study, we aimed at characterizing the structure and the anticoagulant activity of a polysaccharide fraction (AGP33) isolated from the gonads of Haliotis discus hannai Ino. AGP33 was extracted by enzymatic hydrolysis and purified by ion-exchange and gel-filtration chromatography. The backbone fraction of AGP33 (BAGP33), which appeared to contain of mannose, glucose and galactose, was prepared by partial acid hydrolysis. According to methylation and nuclear magnetic resonance (NMR) spectroscopy, the backbone of AGP33 was identified as mainly consisting of 1Ñ3-linked, 1Ñ4-linked, and 1Ñ6-linked monosaccharides. AGP33 is a sulfated polysaccharide with sulfates occur at 3-O-and 4-O-positions. It prolonged thromboplastin time (APTT), thrombin time (TT) and prothrombin time (PT) compared to a saline control solution in a dosage-dependent manner. AGP33 exhibited an extension (p < 0.01) of APTT compared to the saline group at concentrations higher than 5 µg/mL. AGP33 exhibited higher anticoagulant activity than its desulfated product (AGP33-des) and BAGP33. The results showed that polysaccharide with higher molecular weight and sulfate content demonstrated greater anticoagulant activity.

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Nutraceuticals and Functional Foods from Algae: Formulation and Health Benefits

Devaprakash,

Thirumalaivasan,

Sivakumar

et al. 2024

Value Added Products From Bioalgae Based Biorefineries: Opportunities and Challenges

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Anticoagulant and antithrombotic activities of modified xylofucan sulfate from the brown alga Punctaria plantaginea

Cited by 47 publications

References 30 publications

<b>Extraction and structural properties of <i>Acanthophora muscoides </i>(Rhodophyceae) extracellular matrix sulfated polysaccharides and their effects on coagulation

<b>Extraction and structural properties of <i>Acanthophora muscoides </i>(Rhodophyceae) extracellular matrix sulfated polysaccharides and their effects on coagulation

Anticoagulant Activity and Structural Characterization of Polysaccharide from Abalone (Haliotis discus hannai Ino) Gonad

Nutraceuticals and Functional Foods from Algae: Formulation and Health Benefits

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