Glycolipids from sponges. VII. Simplexides, novel immunosuppressive glycolipids from the Caribbean sponge Plakortis simplex

Bioorg Med Chem Lett. 1999 Jan 18;9(2):271-6. doi: 10.1016/s0960-894x(98)00719-7.

Abstract

The new glycolipids simplexides (1) have been isolated from the marine sponge Plakortis simplex, and their structure determined by spectroscopic data and microgram-scale chemical degradation. Simplexides are composed of long-chain secondary alcohols glycosylated by a disaccharide chain, and represent a new structural kind of glycolipids. Simplexides strongly inhibit proliferation of activated T-cells by a non-cytotoxic mechanism and can be regarded as simple model molecules for designing immunosuppressive drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Division / drug effects
  • Dose-Response Relationship, Drug
  • Glycolipids / analysis*
  • Immunosuppressive Agents / chemistry*
  • Lipids / biosynthesis
  • Lymph Nodes / drug effects
  • Magnetic Resonance Spectroscopy
  • Porifera / chemistry*

Substances

  • Glycolipids
  • Immunosuppressive Agents
  • Lipids