title: Synthesis and biological evaluation of fucoidan-mimetic glycopolymers through cyanoxyl-mediated free-radical polymerization.
abstract: The sulfated marine polysaccharide fucoidan has been reported to have health benefits ranging from antivirus and anticancer properties to modulation of high blood pressure. Hence, they could enhance the biological function of materials for biomedical applications. However, the incorporation of fucoidan into biomaterials has been difficult, possibly due to its complex structure and lack of suitable functional groups for covalent anchoring to biomaterials. We have developed an approach for a rapid synthesis of fucoidan-mimetic glycopolymer chains through cyanoxyl-mediated free-radical polymerization, a method suitable for chain-end functionalizing and subsequent linkage to biomaterials. The resulting sulfated and nonsulfated methacrylamido α-L-fucoside glycopolymers' fucoidan-mimetic properties were studied in HSV-1 infection and platelet activation assays. The sulfated glycopolymer showed similar properties to natural fucoidan in inducing platelet activation and inhibiting HSV-1 binding and entry to cells, thus indicating successful syntheses of fucoidan-mimetic glycopolymers.
authors.affiliation: Division of Organic Chemistry, ‡Division of Molecular Physics, Department of Physics, Biology and Chemistry (IFM), §Integrative Regenerative Medicine Center (IGEN), and ∥Division of Cell Biology, Department of Clinical and Experimental Medicine (IKE), Linköping University , SE-581 83, Linköping, Sweden.
authors.forename: Mattias
authors.initials: M
authors.lastname: Tengdelius
authors.forename: Chyan-Jang
authors.initials: CJ
authors.lastname: Lee
authors.forename: Magnus
authors.initials: M
authors.lastname: Grenegård
authors.forename: May
authors.initials: M
authors.lastname: Griffith
authors.forename: Peter
authors.initials: P
authors.lastname: Påhlsson
authors.forename: Peter
authors.initials: P
authors.lastname: Konradsson
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001672:Biocompatible Materials / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D004847:Epithelial Cells / Q000187:drug effects / Q000821:virology; D005609:Free Radicals / Q000737:chemistry*; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D058105:Polymerization; D011108:Polymers / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D001672:Biocompatible Materials; D005609:Free Radicals; D011108:Polymers; D011134:Polysaccharides; C007789:fucoidan