Synthesis of valiolamine and some precursors for bioactive carbaglycosylamines from (-)-vibo-quercitol produced by biogenesis of myo-inositol

J Nat Prod. 2007 Mar;70(3):493-7. doi: 10.1021/np068069t. Epub 2007 Mar 9.

Abstract

A convenient and practical synthesis of valiolamine (4) and its related carbaglycosylamine glycosidase inhibitors from (-)-vibo-quercitol (13), a compound readily produced by biogenesis of myo-inositol (9), is described.

Publication types

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

MeSH terms

  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology
  • Glycoside Hydrolases / antagonists & inhibitors*
  • Inositol / analogs & derivatives*
  • Inositol / chemical synthesis
  • Inositol / chemistry
  • Inositol / metabolism
  • Inositol / pharmacology
  • Molecular Structure

Substances

  • Enzyme Inhibitors
  • vibo-quercitol
  • Inositol
  • valiolamine
  • Glycoside Hydrolases