Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 2, Pages 950-964Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2007.10.008
Keywords
azetidines; alpha-galactosyl ceramides; glycosphingolipids; KRN7000; NKT cell; pyrrolidines
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Conformationally restricted analogues of KRN7000, an alpha-D-galactosyl ceramide, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells to produce cytokines. RCAI-8, 9, 5 1, and 52 are the analogues with a pyrrolidine ring, and RCAI-18, 19, 49, and 50 are those with an azetidine ring. RCAI-18 was shown to be a potent inducer of cytokine production by mouse NKT cells, while RCAI-51 was a moderately active inducer. (C) 2007 Elsevier Ltd. All rights reserved.
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