Synthesis of α-C-Galactosylceramide via Diastereoselective Aziridination: The New Immunostimulant 4′-epi-C-Glycoside of KRN7000

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题名:	Synthesis of α-C-Galactosylceramide via Diastereoselective Aziridination: The New Immunostimulant 4′-epi-C-Glycoside of KRN7000
作者:	侯敦仁;Chang, Ya-Jen;Hsuan, Yi-Chen;Lai, Alan Chuan-Ying;Han, Yun-Chiann;Hou, Duen-Ren
贡献者:	理學院化學學系
关键词:	Adjuvants, Immunologic - chemical synthesis;Adjuvants, Immunologic - chemistry;Adjuvants, Immunologic - pharmacology;amino alcohols;Animals;Aziridines - chemistry;Cardiac Glycosides;chemical reactions;chemical structure;Cytokines;diastereoselectivity;Galactosylceramides - chemical synthesis;Galactosylceramides - chemistry;Galactosylceramides - pharmacology;Glycosides;immunostimulants;Marine Biology;Mice;Mice, Inbred BALB C;Molecular Structure;Monosaccharides - chemistry;Natural Killer T-Cells;Porifera - chemistry;Stereoisomerism
日期:	2016-02-19
上传时间:	2026-04-21 14:43:53 (UTC+8)
出版者:	American Chemical Society;United States: American Chemical Society
摘要:	摘要： A new immunostimulant, the 4′-epimer of α-C-GalCer, was synthesized from a C 2-symmetric dienediol and α-C-allyl galactoside. The intramolecular aziridination and the following reductive ring opening provided the core of the aliphatic amino alcohol with excellent regio- and stereocontrol. The new immunostimulants 3d and 3e gave a better polarized Th1-type cytokine response in murine NKT cells than the benchmarked α-C-GalCer. 其他題名： Org. Lett 出版者： United States: American Chemical Society 出版日期： 2016-02-19 出處： Organic letters, 2016-02, Vol.18 (4), p.808-811 資源來源： ACS online 版權： Copyright © 2016 American Chemical Society 識別號： ISSN: 1523-7060 識別號： ISSN: 1523-7052 識別號： EISSN: 1523-7052 識別號： DOI: 10.1021/acs.orglett.6b00090 識別號： PMID: 26844691
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