Synthesis and biological evaluation of truncated α-galactosylceramide derivatives focusing on cytokine induction profile

A series of truncated analogs of α-galactosylceramide with altered ceramide moiety was prepared, and evaluated for Th2-biased response in the context of IL-4/IFN-γ ratio. Phytosphingosine-modified analogs including cyclic, aromatic and ethereal compounds as well as the C-glycoside analog of OCH (2)...

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Veröffentlicht in:	Bioorganic & medicinal chemistry 2012-05, Vol.20 (9), p.2850-2859
Hauptverfasser:	Toba, Tetsuya, Murata, Kenji, Futamura, Junko, Nakanishi, Kyoko, Takahashi, Bitoku, Takemoto, Naohiro, Tomino, Minako, Nakatsuka, Takashi, Imajo, Seiichi, Goto, Megumi, Yamamura, Takashi, Miyake, Sachiko, Annoura, Hirokazu
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Antigens, CD1d - chemistry Antigens, CD1d - metabolism Aromatics Binding Sites Biological and medical sciences C-Glycoside Ceramide Computer Simulation galactosylceramide Galactosylceramides - chemical synthesis Galactosylceramides - chemistry Galactosylceramides - pharmacology gamma -Interferon Gene Expression Regulation - drug effects Interferon-gamma - metabolism Interleukin 4 Interleukin-4 - metabolism Medical sciences Mice Mice, Inbred C57BL OCH Pharmacology. Drug treatments Phytosphingosine-modified analogs Th2 Cells - drug effects Th2 cytokine
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Zusammenfassung:	A series of truncated analogs of α-galactosylceramide with altered ceramide moiety was prepared, and evaluated for Th2-biased response in the context of IL-4/IFN-γ ratio. Phytosphingosine-modified analogs including cyclic, aromatic and ethereal compounds as well as the C-glycoside analog of OCH (2) with their cytokine inducing profile are disclosed.
ISSN:	0968-0896 1464-3391
DOI:	10.1016/j.bmc.2012.03.025