Alpha-S-GalCer: synthesis and evaluation for iNKT cell stimulation

Bioorg Med Chem Lett. 2008 Dec 15;18(24):6374-6. doi: 10.1016/j.bmcl.2008.10.086. Epub 2008 Nov 1.

Abstract

The synthesis and evaluation for iNKT stimulation of alpha-S-galactosylceramide is reported. Prepared by alkylation of a galactosylthiol, this analog of the potent immunostimulatory agent, KRN7000, did not stimulate iNKT cells either in vitro or in vivo.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Galactosylceramides / chemical synthesis*
  • Galactosylceramides / chemistry*
  • Galactosylceramides / pharmacology*
  • Glycolipids / chemistry
  • Humans
  • Hydrogen Bonding
  • Killer Cells, Natural / drug effects
  • Killer Cells, Natural / immunology*
  • Models, Chemical
  • Oxygen / chemistry
  • Solubility
  • Sulfhydryl Compounds / chemistry

Substances

  • Antineoplastic Agents
  • Galactosylceramides
  • Glycolipids
  • Sulfhydryl Compounds
  • alpha-galactosylceramide
  • Oxygen
  • KRN 7000