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热带绿藻目褐藻中高度丙酮酸化硫酸化半乳糖聚糖的化学结构与抗凝血活性。

Chemical structure and anticoagulant activity of highly pyruvylated sulfated galactans from tropical green seaweeds of the order Bryopsidales.

机构信息

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.

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.

出版信息

Carbohydr Polym. 2015 May 20;122:376-86. doi: 10.1016/j.carbpol.2014.10.030. Epub 2014 Oct 24.

DOI:10.1016/j.carbpol.2014.10.030
PMID:25817682
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.

摘要

从 Bryopsidales 目中的三种热带 Penicillus capitatus、Udotea flabellum 和 Halimeda opuntia 中分离出硫酸化和丙酮酸化半乳糖聚糖。它们是这些高度钙化的 Halimedineae 亚目中海藻细胞壁中存在的唯一重要的硫酸化多糖。通过化学分析和 NMR 光谱研究了它们的结构特征。它们的骨架由 3-、6-和 3,6-键组成,主要由部分在 C-2 上硫酸化的 3-连接的 4,6-O-(1'-羧基)亚乙基-d-半乳糖吡喃糖单元组成。在该目中的其他海藻的半乳糖聚糖中未发现 C-2 上的硫酸化。此外,还发现了一种复杂的硫酸化模式,包括 4-、6-和 4,6-二硫酸化半乳糖单元。来自 P. capitatus 的一个馏分 F1 表现出中等的抗凝活性,通过一般凝血试验进行评估,并且还测定了纤维蛋白形成的动力学。此外,初步结果表明,涉及的可能机制之一是直接抑制凝血酶。

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