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Synthesis of Fucoidan-Mimetic Glycopolymers with Well-Defined Sulfation Patterns via Emulsion Ring-Opening Metathesis Polymerization
ACS Macro Letters ( IF 5.8 ) Pub Date : 2018-02-20 00:00:00 , DOI: 10.1021/acsmacrolett.8b00056
Fei Fan 1, 2 , Chao Cai 1, 2, 3 , Wei Wang 1, 2, 3 , Lei Gao 1, 2 , Jun Li 1, 2 , Jia Li 1, 2 , Feifei Gu 1, 2 , Tiantian Sun 1, 2 , Jianghua Li 1, 2 , Chunxia Li 1, 2, 3 , Guangli Yu 1, 2, 3
Affiliation  

The approach developed here offers distinct and well-defined glycopolymers for deciphering the biological roles of natural bioactive polysaccharides. Fucose monomers were chemically synthesized and decorated with specific sulfation patterns including unsulfate, monosulfate, disulfate, and trisulfate groups. The six fucoidan-mimetic glycopolymers (1823) were successfully fabricated through microwave-assisted ring-opening metathesis polymerization (ROMP) in an emulsion system. The molecular weight (Mw), polydispersity index (PDI), and multiple functional groups were fully characterized by SEC-MALLS-RI and NMR spectroscopy. Three glycopolymers (19, 21, 23) associated with 2-O-sulfation exhibited better inhibitory effects on the H1N1 virus, while glycopolymers (19, 20) with monosulfate groups were more effective against the H3N2 virus. These findings would promote the development of novel anti-influenza A virus (IAV) drugs based on natural fucoidans.

中文翻译:

乳液开环复分解聚合合成具有明确硫酸化模式的岩藻依聚糖类聚合物

这里开发的方法提供了独特且定义明确的糖聚合物,用于破译天然生物活性多糖的生物学作用。岩藻糖单体是化学合成的,并用特定的硫酸化模式进行修饰,包括非硫酸盐、单硫酸盐、二硫酸盐和三硫酸盐基团。通过微波辅助开环复分解聚合 (ROMP) 在乳液体系中成功制备了六种岩藻依聚糖模拟糖聚合物 ( 1823 )。通过 SEC-MALLS-RI 和 NMR 光谱对分子量 ( M w )、多分散指数 (PDI) 和多个官能团进行了充分表征。三种糖聚合物 ( 19 , 21 , 23) 与 2 - O-硫酸化相关的对 H1N1 病毒表现出更好的抑制作用,而具有单硫酸盐基团的糖聚合物 ( 19 , 20 ) 对 H3N2 病毒更有效。这些发现将促进基于天然岩藻依聚糖的新型抗甲型流感病毒 (IAV) 药物的开发。
更新日期:2018-02-20
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