透明质酸三糖模拟物的高效合成

Highly Efficient Synthesis of Two Hyaluronan Trisaccharide Analogues for Potential Hyaluronic Acid Synthases Inhibitors

设计合成了2个透明质酸(HA)模拟物1和2,通过最小基团M eO的引入修饰,模拟天然HA片段的特性,用于透明质酸合成酶(HAS)催化机理与抑制剂的研究.

The syntheses of two hyaluronan trisaccharide analogues, naphthyl O-（ 3-methoxy-β-D-glucopy- ranosyluronie acid ） - （ 1,3 ） -O- （ 2-aeetamido-2-deoxy-β-D-glueopyranosyl ） - （ 1,4 ） -O-β-D-glueopyranosyluronie acid and naphthyl O- （ 3-methoxy-2-acetamido-2-deoxy-β-D-glucopyranosyl ） - （ 1,4 ） -O- （β-D-glucopyranosylu- ronie acid）-（ 1,3）-O-2-acetamido-2-deoxy-β-D-glucopyranoside, were described. Construction of the target molecules was achieved through a combination of BF3 .Et2 O/toluene system and trichloroaeetimidate glyeosylation methodology. This is the first report on the synthesis of the 3-methoxyl derivatives, which represent the smallest fragments that incorporate all the structural features of polymeric hyaluronan and can be used for potential hyaluronic acid synthases inhibitors.