Synthetic galactomannans with potent anti-HIV activity

作者: Davaanyam Budragchaa , Shiming Bai , Taisei Kanamoto , Hideki Nakashima , Shuqin Han

DOI: 10.1016/J.CARBPOL.2015.04.047

关键词:

摘要: Abstract Ring-opening polymerization of a new 1,6-anhydro disaccharide monomer, 1, 6-anhydro-2, 3- di - O -benzyl-4- -(2′, 3′, 4′, 6′- tetra -benzyl-α- d -galactopyranosyl)-α- -mannopyranose, was carried out using PF 5 as catalyst under high vacuum at −60 °C to give galactose branched mannopyranan (synthetic galactomannan), 4- -α- -galactopyranosyl-(1 → 6)-α- -mannopyranan, after debenzylation with Na in liquid NH 3 . The ring-opening copolymerization 6-anhydro-tri- -mannopyranose various feeds also performed synthetic galactomannans proportions branches. After sulfation, sulfated were found have anti-HIV activity and cytotoxicity low those standard curdlan dextran sulfates, respectively, which are potent polysaccharides cytotoxicity. mechanism used by poly- l -lysine model peptide the HIV surface protein estimated SPR, DSL, zeta potential measurements, revealing electrostatic interaction between negatively charged sulfate groups positively amino groups.

参考文章(17)
Conrad Schuerch, Synthesis and Polymerization of Anhydro Sugars Advances in Carbohydrate Chemistry and Biochemistry. ,vol. 39, pp. 157- 212 ,(1981) , 10.1016/S0065-2318(08)60206-1
Susan J. Sondheimer, Ronald Eby, Conrad Schuerch, A synthesis of 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose Carbohydrate Research. ,vol. 60, pp. 187- 192 ,(1978) , 10.1016/S0008-6215(00)83477-1
Kazukiyo Kobayashi, Koji Nomura, Masahiko Okada, Chemical synthesis of a comb-shaped, branched stereoregular polysaccharide, 4-O-α-d-mannopyranosyl-(1 → 6)-α-d-mannopyranan Carbohydrate Research. ,vol. 242, pp. 161- 166 ,(1993) , 10.1016/0008-6215(93)80030-I
Tatsuko Hatakeyama, Hyoe Hatakeyama, Ryohei Tanaka, Formation of locust bean gum hydrogel by freezing–thawing Polymer International. ,vol. 45, pp. 118- 126 ,(1998) , 10.1002/(SICI)1097-0126(199801)45:1<118::AID-PI908>3.0.CO;2-T
Dai Yoshida, Shuqin Han, Kei-Ichi Narita, Kazuyuki Hattori, Takashi Yoshida, Synthesis of oligosaccharide-branched ribofuranan by ring-opening polymerization of a new anhydroribo trisaccharide monomer. Macromolecular Bioscience. ,vol. 9, pp. 687- 693 ,(2009) , 10.1002/MABI.200800316
Tegshi Muschin, Takashi Yoshida, Structural analysis of galactomannans by NMR spectroscopy Carbohydrate Polymers. ,vol. 87, pp. 1893- 1898 ,(2012) , 10.1016/J.CARBPOL.2011.08.059
B. Veruovic, C. Schuerch, The preparation of comb-shaped polysaccharides by polymerization of a maltose derivative Carbohydrate Research. ,vol. 14, pp. 199- 206 ,(1970) , 10.1016/S0008-6215(00)80487-5