Synthesis of alkylcarbonate analogs of O-acetyl-ADP-ribose

Org Biomol Chem. 2013 Sep 14;11(34):5702-13. doi: 10.1039/c3ob41016a.

Abstract

The non-hydrolyzable alkylcarbonate analogs of O-acetyl-ADP-ribose have been synthesized from the phosphorylated ribose derivatives after coupling with AMP morpholidate promoted by mechanical grinding. The analogs were assessed for their ability to inhibit the human sirtuin homolog SIRT1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbonates / chemistry*
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Molecular Conformation
  • O-Acetyl-ADP-Ribose / analogs & derivatives*
  • O-Acetyl-ADP-Ribose / chemical synthesis*
  • O-Acetyl-ADP-Ribose / chemistry
  • O-Acetyl-ADP-Ribose / pharmacology
  • Sirtuin 1 / antagonists & inhibitors
  • Sirtuin 1 / metabolism
  • Structure-Activity Relationship

Substances

  • Carbonates
  • Enzyme Inhibitors
  • O-Acetyl-ADP-Ribose
  • SIRT1 protein, human
  • Sirtuin 1