Synthetic Studies on Glycosphingolipids from Protostomia Phyla : Synthesis of Amphoteric Glycolipid Analogues from the Porcine Nematode, Ascaris suum
スポンサーリンク
概要
- 論文の詳細を見る
A novel amphoteric glycosphingolipid, cholinephosphoryl-(→6)-β-_D-GlcpNAc-(1→3)-β-_D-Manp-(1→4)-β-_D-Glcp-(1→)-Cer, isolated from the porcine parasitic nematode, Ascaris suum, may be expected to be involved in host-parasite interactions. This glycosphingolipid analogue containing octyl residue in place of ceramide was synthesized as follows: The key reaction of this synthetic procedure is the formation of a intramolecular aglycon delivery (IAD) approach for β-selective mannosylation. Then, a coupling of phosphocholine group at the position C-6" of 16 was attempted using 2-chloro-2-oxo-1,3,2-dioxaphospholane, followed by reaction of the resulting cyclic phosphate intermediate with anhydrous trimethylamine to give 17. Subsequent debenzylation and debenzylidenation afforded target compound (2).
- 公益社団法人日本薬学会の論文
- 2002-05-01
著者
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SUGITA Mutsumi
Department of Chemistry, Faculty of Liberal Arts & Education, Shiga University
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TAKEDA Tadahiro
Kyoritsu University of Pharmacy
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竹田 忠紘
Kyoritsu College Of Pharmacy
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竹田 忠紘
Faculty Of Pharmaceutical Sciences Nagoya City University
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Sugita M
Dep. Of Chemistry Fac. Of Liberal Arts And Education Shiga Univ.
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Sugita M
Shiga Univ. Shiga Jpn
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Sugita Mutsumi
Department Of Chemistry Faculty Of Liberal Arts & Education Shiga University
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Taguchi Tomiko
Laboratory Of Plant Pathology And Genetic Engineering Faculty Of Agriculture Okayama University
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Ohtaka H
Kyoritsu College Of Pharmacy
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OHTSUKA Isao
Kyoritsu College of Pharmacy
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HADA Noriyasu
Kyoritsu College of Pharmacy
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OHTAKA Hiroko
Kyoritsu College of Pharmacy
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Hada N
Kyoritsu University Of Pharmacy
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Ohtsuka Isao
Kyushu University Of Health And Welfare
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Takeda T
Kyoritsu University Of Pharmacy
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Takeda Tadahiro
Kyoritsu College Of Pharmacy
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Takeda Tadahiro
Kyoritsu College Of Pharmac
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Sugita Mutsumi
Faculty Of Liberal Arts And Education Shiga University
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