LotaV3, Main, Exploration, bibRecord, 000167

Selective sulfation of carrageenans and the influence of sulfate regiochemistry on anticoagulant properties

Identifieur interne : 000167 ( Main/Exploration ); précédent : 000166; suivant : 000168

Selective sulfation of carrageenans and the influence of sulfate regiochemistry on anticoagulant properties

Auteurs : Cristiano A. De Araujo [Brésil] ; Miguel D. Noseda [Brésil] ; Thales R. Cipriani [Brésil] ; Alan G. Goncalves [Brésil] ; Maria Eugenia R. Duarte [Brésil] ; Diogo R. B. Ducatti [Brésil]

Source :

Carbohydrate polymers [ 0144-8617 ] ; 2013.

RBID : Pascal:13-0015852

Descripteurs français

Pascal (Inist)
- Sulfate organique, Anticoagulant, Préparation, Modification chimique, Sulfatation, Carraghénane, Trioxyde de soufre, Régiosélectivité, Activité biologique, In vitro, Temps thromboplastine partielle, Relation structure activité, Relation concentration activité, Etude expérimentale, Carraghénane sulfate.

English descriptors

KwdEn :
- Activity concentration relation, Anticoagulant, Biological activity, Carrageenan, Chemical modification, Experimental study, In vitro, Organic sulfate, Partial thromboplastin time, Preparation, Regioselectivity, Structure activity relation, Sulfatation, Sulfur trioxide.

Abstract

Sulfated polysaccharides are recognized for their broad range of biological activities, including anticoagulant properties. The positions occupied by the sulfate groups are often related to the level of the inherent biological activity. Herein the naturally sulfated galactans, kappa-, iota- and theta-carrageenan, were additionally sulfated by regioselective means. The anticoagulant activity of the resulting samples was then studied using the aPTT in vitro assay. The influence of sulfate regiochemistry on the anticoagulant activity was evaluated. From kappa-carrageenan three rare polysaccharides were synthesized, one of them involved a synthetic route with an amphiphilic polysaccharide intermediate containing pivaloyl groups. lota- and theta-carrageenan were utilized in a selective C6 sulfation at β-D-Galp units to produce different structures comprising trisulfated diads. All the samples were characterized by NMR (1D and 2D). The resulting aPPT measurements suggested that sulfation at C2 of 3,6-anhydro-α-D-Galp and C6 of β-D-Galp increased the anticoagulant activity.

Affiliations:

Brésil

Links toward previous steps (curation, corpus...)

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Le document en format XML

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<front><div type="abstract" xml:lang="en">Sulfated polysaccharides are recognized for their broad range of biological activities, including anticoagulant properties. The positions occupied by the sulfate groups are often related to the level of the inherent biological activity. Herein the naturally sulfated galactans, kappa-, iota- and theta-carrageenan, were additionally sulfated by regioselective means. The anticoagulant activity of the resulting samples was then studied using the aPTT in vitro assay. The influence of sulfate regiochemistry on the anticoagulant activity was evaluated. From kappa-carrageenan three rare polysaccharides were synthesized, one of them involved a synthetic route with an amphiphilic polysaccharide intermediate containing pivaloyl groups. lota- and theta-carrageenan were utilized in a selective C6 sulfation at β-D-Galp units to produce different structures comprising trisulfated diads. All the samples were characterized by NMR (1D and 2D). The resulting aPPT measurements suggested that sulfation at C2 of 3,6-anhydro-α-D-Galp and C6 of β-D-Galp increased the anticoagulant activity.</div>
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Selective sulfation of carrageenans and the influence of sulfate regiochemistry on anticoagulant properties

Selective sulfation of carrageenans and the influence of sulfate regiochemistry on anticoagulant properties

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri