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来自粗糙团扇藻的硫酸化木糖半乳岩藻聚糖:生产、结构特征及抗病毒活性

Sulfated xylogalactofucans from Spatoglossum asperum: Production, structural features and antiviral activity.

作者信息

Mukherjee Shuvam, Chemen Mathias E, Pal Saikat, Piccini Luana E, Jana Subrata, Damonte Elsa B, Ray Bimalendu, Garcia Cybele C, Ray Sayani

机构信息

Department of Chemistry, The University of Burdwan, Burdwan, West Bengal, India.

Laboratorio de Virología, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales UBA, Instituto de Química Biológica de la Facultad de Ciencias Exactas y Naturales (IQUIBICEN), UBA-CONICET, Ciudad Universitaria, Pabellón 2 Piso, 4, 1428, Buenos Aires, Argentina.

出版信息

Carbohydr Res. 2024 Nov;545:109286. doi: 10.1016/j.carres.2024.109286. Epub 2024 Oct 4.

DOI:10.1016/j.carres.2024.109286
PMID:39405814
Abstract

In cultured cells, herpes simplex virus (HSV) infectivity is successfully inhibited by sulfated polysaccharides. Herein, we utilized an amalgamated extraction-sulfation procedure to produce two xylogalactofucan sulfates (S203 and S204) from Spatoglossum asperum using ClSOH.Pyr/DMF and SO.Pyr/DMF reagents, respectively. Among these xylogalactofucans, the 17 ± 12 kDa polymer (S203) with 14 % sulfate exhibited activity on several HSV variants, including an acyclovir-resistant HSV-1 strain. This is the first report of the anti-HSV activity of a sulfated xylogalactofucan of S. asperum. The effective concentration 50 % (EC) value of S203 against HSV-1 strain F was 0.6 μg/mL with a selectivity index of 833. The backbone of this polymer (S203) is made up mostly of (1 → 4)-linked-α-l-Fucp units having sulfate groups typically at O-3 and sometimes at O-2 positions. Oligosaccharides containing Xyl, Gal and Fuc units confirms that they are an integral part of a single polymer, another novelty of this study. The EC values of the native xylogalactofucan (S202) and the SO.Pyr/DMF modified polymer (S204), containing 2 % and 6 % sulfates, were >100 and 3.3 μg/mL, respectively. Introduction of sulfate groups enhanced their capability to inhibit the infection of cells by HSV-1. These findings suggest feasibility of inhibiting HSV attachment to cells by blocking viral entry with polysaccharide having specific structure.

摘要

在培养细胞中,硫酸化多糖可成功抑制单纯疱疹病毒(HSV)的感染性。在此,我们采用一种合并提取-硫酸化程序,分别使用ClSOH·Pyr/DMF和SO·Pyr/DMF试剂,从粗糙团扇藻中制备了两种木糖半乳糖岩藻聚糖硫酸酯(S203和S204)。在这些木糖半乳糖岩藻聚糖中,分子量为17±12 kDa、硫酸化程度为14%的聚合物(S203)对多种HSV变异株具有活性,包括一株耐阿昔洛韦的HSV-1毒株。这是关于粗糙团扇藻硫酸化木糖半乳糖岩藻聚糖抗HSV活性的首次报道。S203对HSV-1毒株F的半数有效浓度(EC)值为0.6 μg/mL,选择性指数为833。该聚合物(S203)的主链主要由(1→4)连接的α-L-岩藻糖基单元组成,硫酸基团通常位于O-3位,有时位于O-2位。含有木糖、半乳糖和岩藻糖单元的寡糖证实它们是单一聚合物的组成部分,这是本研究的另一个新颖之处。天然木糖半乳糖岩藻聚糖(S202)和含2%和6%硫酸酯的SO·Pyr/DMF修饰聚合物(S204)的EC值分别>100和3.3 μg/mL。硫酸基团的引入增强了它们抑制HSV-1感染细胞的能力。这些发现表明,通过用具有特定结构的多糖阻断病毒进入来抑制HSV与细胞的附着是可行的。

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