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.
机构:
Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, JapanSankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
Mochizuki, T
Watanabe, Y
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Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, JapanSankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
Watanabe, Y
Kurakata, S
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Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, JapanSankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
Kurakata, S
Shiozaki, M
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Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, JapanSankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
机构:
Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Jilin Univ, Sch Pharm, Changchun 130021, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Zang, Hao
Shen, Peng
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Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Shen, Peng
Xu, Qian
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Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Xu, Qian
Zhang, Luyun
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Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Changchun Univ Chinese Med, Jilin Ginseng Acad, Changchun 130117, Jilin, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Zhang, Luyun
Xia, Guangqing
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Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Changchun Univ Chinese Med, Jilin Ginseng Acad, Changchun 130117, Jilin, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Xia, Guangqing
Sun, Jiaming
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Changchun Univ Chinese Med, Jilin Ginseng Acad, Changchun 130117, Jilin, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Sun, Jiaming
Zhu, Junyi
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Tonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China
Zhu, Junyi
Yang, Xiaohong
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Jilin Univ, Sch Pharm, Changchun 130021, Peoples R ChinaTonghua Normal Univ, Sch Pharm & Med, Green Med Chem Lab, Tonghua 134002, Peoples R China