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Syntheses and biological activities of KRN7000 analogues having aromatic residues in the acyl and backbone chains with varying stereochemistry SCIE SCOPUS
- Title
- Syntheses and biological activities of KRN7000 analogues having aromatic residues in the acyl and backbone chains with varying stereochemistry
- Authors
- Park, JJ; Lee, JH; Seo, KC; Bricard, G; Venkataswamy, MM; Porcelli, SA; Chung, SK
- Date Issued
- 2010-02-01
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Abstract
- KRN7000 is an important ligand identified for CD1d protein of APC, and KRN7000/CD1d complex can stimulate NKT cells to release a broad range of bioactive cytokines. In an effort to understand the structure-activity relationships, we have carried out syntheses of 26 new KRN7000 analogues incorporating aromatic residues in either or both side chains. Structural variations of the phytosphingosine moiety also include varying stereochemistry at C3 and C4, and 4-deoxy and 3,4-dideoxy versions. Their biological activities are described. (C) 2009 Elsevier Ltd. All rights reserved.
- Keywords
- Glycolipids; KRN7000; alpha-GalCer; NKT cell; CD1d; IMMUNOMODULATORY ALPHA-GALACTOGLYCOSPHINGOLIPIDS; CELL STIMULATING PROPERTIES; NK T-CELLS; STEREOSELECTIVE-SYNTHESIS; CERAMIDE LIBRARY; 4 DIASTEREOMERS; GALACTOSYLCERAMIDE; GLYCOLIPIDS; ACTIVATION; RECEPTOR
- ISSN
- 0960-894X
- Article Type
- Article
- Citation
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 20, no. 3, page. 814 - 818, 2010-02-01
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