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  • 标题:Sulfated Alkyl Glucopyranans with Potent Antiviral Activity Synthesized by Ring-Opening Copolymerization of Anhydroglucose and Alkyl Anhydroglucose Monomers
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  • 作者:Shiming Bai ; Davaanyam Budragchaa ; Shuqin Han
  • 期刊名称:International Journal of Polymer Science
  • 印刷版ISSN:1687-9422
  • 电子版ISSN:1687-9430
  • 出版年度:2015
  • 卷号:2015
  • DOI:10.1155/2015/317420
  • 出版社:Hindawi Publishing Corporation
  • 摘要:Sulfated glucopyranans having long alkyl groups were prepared by the ring-opening copolymerization of benzylated 1,6-anhydroglucopyranose with 3-O-octadecyl 1,6-anhydro-β-D-glucopyranose monomers, and subsequent deprotection and sulfation. Water-soluble sulfated glucopyranans with 2.8 and 4.7 mol% of 3-O-octadecyl group and lower molecular weights of = 2.5 × 103–5.1 × 103 have potent anti-HIV activity at 0.05–1.25 μg/mL, even though sulfated polysaccharides with molecular weights below = 6 × 103 had low anti-HIV activity. The interaction with poly-L-lysine as a model compound of proteins was analyzed by SPR, DSL, and zeta potential, indicating that the sulfated 3-O-octadecyl glucopyranans had high association and low dissociation rate constants, and the particle size increased after addition of poly-L-lysine. The anti-HIV activity was induced by electrostatic interaction between sulfate groups and amino groups of poly-L-lysine and by the synergistic effect of the hydrophobic long alkyl chain and hydrophilic sulfated group.
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