Synthesis and biological activities of lipid A-type pyrancarboxylic acid derivatives

被引:9
|
作者
Mochizuki, T
Iwano, Y
Shiozaki, M
Kurakata, S
Kanai, S
Nishijima, M
机构
[1] Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
[2] ChemTech Lab Inc, Shinagawa Ku, Tokyo 1408710, Japan
[3] Sankyo Co Ltd, Biol Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
[4] Natl Inst Infect Dis, Dept Biochem & Cell Biol, Shinjuku Ku, Tokyo 1628640, Japan
关键词
lipid A; pyrancarboxylic acid; LPS antagonist; TNF alpha production;
D O I
10.1016/S0008-6215(99)00326-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis of lipid A-type pyrancarboxylic acid derivatives, which have a carboxylic acid group in the anomeric position of the reducing part of the disaccharide instead of the phosphate group in lipid A, is described. One of the compounds thus synthesized, which has an acyl substitution pattern similar to that of Escherichia coli lipid A, showed lipopolysaccharide (LPS)-agonistic activity. The other, which contains four lipid chains in the molecule, exhibited strong LPS-antagonistic activity toward human monoblastic U937 cells. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:225 / 230
页数:6
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