Synthesis of glycose carbamides and evaluation of the induction of erythroid differentiation of human erythroleukemic K562 cells

Eur J Med Chem. 2009 Feb;44(2):745-54. doi: 10.1016/j.ejmech.2008.05.001. Epub 2008 May 10.

Abstract

A series of carbamides derived from 1,2:5,6-di-O-isopropylidene-D-gluco- and D-allofuranose as well as their 5,6-O-deprotected analogues (2 and 4) and methyl 3,4-O-isopropylidene-alpha- and beta-D-galactopyranosides (5 and 6) have been prepared in order to evaluate their ability to induce erythroid differentiation of human erythroleukemic K562 cells. Twenty out of 51 carbamides tested exhibit an appreciable activity as inducers of erythroid differentiation and have been fully characterized and described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Cell Differentiation / drug effects*
  • Drug Screening Assays, Antitumor
  • Erythroid Cells / drug effects
  • Galactose
  • Glucose
  • Humans
  • K562 Cells
  • Leukemia, Erythroblastic, Acute / drug therapy
  • Leukemia, Erythroblastic, Acute / pathology*
  • Monosaccharides / chemical synthesis*
  • Monosaccharides / pharmacology*
  • Pentoses
  • Structure-Activity Relationship
  • Urea / analogs & derivatives*

Substances

  • Antineoplastic Agents
  • Monosaccharides
  • Pentoses
  • Urea
  • Glucose
  • Galactose