Synthetic Studies on Glycosphingolipids from Protostomia Phyla: Synthesis of Glycosphingolipids from the Parasite Schistosoma mansoni

被引:9
|
作者
Kanaya, Takayuki [1 ]
Yagi, Satomi [1 ]
Schweizer, Frank [2 ]
Takeda, Tadahiro [1 ]
Kiuchi, Fumiyuki [1 ]
Hada, Noriyasu [1 ]
机构
[1] Keio Univ, Fac Pharm, Minato Ku, Tokyo 1058512, Japan
[2] Univ Manitoba, Dept Chem, Winnipeg, MB R3T 2N2, Canada
关键词
glycosphingolipid; Schistosoma mansoni; schisto-core; chemical synthesis; LEWIS-X; BIOLOGICAL-ACTIVITIES; GLYCOSYLATION; DEACETYLATION; GLYCOLIPIDS; ANALOGS; EGGS;
D O I
10.1248/cpb.58.811
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthetic access to three neutral glycosphingolipids from the parasite Schistosoma mansoni adult worm has been achieved. These structures differ significantly from those of other parasites and exhibit a unique structural motif termed "schisto-core" consisting of GalNAc beta 1 -> 4Glc beta 1 -> sequence. We have synthesized glycosphingolipids, beta-D-GalNAcp-(1 -> 4)-beta-D-Glcp-(1 -> 1)Cer (1), beta-D-GlcNAcp-(1 -> 3)-beta-D-GalNAcp-(1 -> 4)-beta-D-Glcp-(1 -> 1)Cer (2) and beta-D-Galp-(1 -> 4)-beta-D-GlcNAcp-(1 -> 3)-beta-D-GalNAcp-(1 -> 4)-beta-D-Glcp-(1 -> 1)Cer (3).
引用
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页码:811 / 817
页数:7
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