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透明质酸三糖模拟物的高效合成

魏国华 杜宇国 Khushi L. Matta

高等学校化学学报2009,Vol.30Issue(11):2199-2203,5.
高等学校化学学报2009,Vol.30Issue(11):2199-2203,5.

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

魏国华 1杜宇国 2Khushi L. Matta1

作者信息

  • 1. 中国科学院生态环境研究中心环境化学与生态毒理学国家重点实验室,北京100085
  • 2. Cancer Biology, Roswell Park Cancer Institute Buffalo,NY 14263
  • 折叠

摘要

Abstract

The syntheses of two hyaluronan trisaccharide analogues, naphthyl 0-(3-methoxy-B-D-glucopy-ranosyluronic acid)-(1,3)-O-(2-acetamido-2-deoxy-B-D-glucopyranosyl)-(1,4)-0-B-D-glucopyranosyluronic acid and naphthyl O-(3-methoxy-2-acetamido-2-deoxy-B-D-glucopyranosyl)-(1,4)-O-(B-D-glucopyranosylu-ronic acid)-(1,3 )-O-2-acetamido-2-deoxy-B-D-glucopyranoside, were described. Construction of the target molecules was achieved through a combination of BF_3·Et_2O/toluene system and trichloroacetimidate glycosyia-tion 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.

关键词

透明质酸/透明质酸合成酶/抑制剂/2-萘基甲基(NAP)

Key words

Hyaluronan/ Hyaluronic acid synthase/ Inhibitor/ 2-Naphthylmethyl(NAP)

分类

化学化工

引用本文复制引用

魏国华,杜宇国,Khushi L. Matta..透明质酸三糖模拟物的高效合成[J].高等学校化学学报,2009,30(11):2199-2203,5.

基金项目

国家自然科学基金(批准号: 30701043)资助. (批准号: 30701043)

高等学校化学学报

OA北大核心CSCDCSTPCD

0251-0790

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