An anionic inositol phosphate glycan pseudotetrasaccharide exhibits high insulin-mimetic activity in rat adipocytes

Bioorg Med Chem. 2005 Dec 15;13(24):6732-41. doi: 10.1016/j.bmc.2005.07.020. Epub 2005 Aug 22.

Abstract

Inositol phosphate glycan pseudotetrasaccharides consisting of man-(alpha1-6)-man-(alpha1-4)-glcN-(alpha,beta1-6)-myo-inositol-1,2-cyclic phosphate possessing a sulfate group at either O-6 (compounds 3alpha,beta) or O-2 (compounds 4alpha,beta) of the terminal mannose have been prepared. Compound 4alpha was able to stimulate lipogenesis in native rat adipocytes to 78% of the maximal insulin response (MIR) with an EC50 of 1.1 microM. The other compounds exhibited lower maximal stimulations (47-63% MIR) and higher EC50 values (9.5-10.6 microM).

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Adipocytes / drug effects*
  • Adipocytes / metabolism
  • Animals
  • Anions / chemistry
  • Biomimetic Materials / chemical synthesis
  • Biomimetic Materials / chemistry*
  • Biomimetic Materials / pharmacology*
  • Biomimetics
  • Carbohydrate Sequence
  • Cells, Cultured
  • Inositol Phosphates / chemical synthesis
  • Inositol Phosphates / chemistry*
  • Inositol Phosphates / pharmacology*
  • Insulin / pharmacology*
  • Lipogenesis
  • Polysaccharides / chemical synthesis
  • Polysaccharides / chemistry*
  • Polysaccharides / pharmacology*
  • Rats

Substances

  • Anions
  • Inositol Phosphates
  • Insulin
  • Polysaccharides
  • inositol phosphate glycan