Synthesis of a FTO inhibitor with anticonvulsant activity

ACS Chem Neurosci. 2014 Aug 20;5(8):658-65. doi: 10.1021/cn500042t. Epub 2014 Jun 5.

Abstract

We describe the rationale for and the synthesis of a new class of compounds utilizing a modular approach that are designed to mimic ascorbic acid and to inhibit 2-oxoglutarate-dependent hydroxylases. Preliminary characterization of one of these compounds indicates in vivo anticonvulsant activity (6 Hz mouse model) at nontoxic doses, inhibition of the 2-oxoglutarate-dependent hydroxylase FTO, and expected increase in cellular N(6)-methyladenosine. This compound is also able to modulate various microRNA, an interesting result in light of the recent view that modulation of microRNAs may be useful for the treatment of CNS disease.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives
  • Adenosine / metabolism
  • Alpha-Ketoglutarate-Dependent Dioxygenase FTO
  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / chemistry
  • Anticonvulsants / pharmacology
  • Blotting, Western
  • Catalytic Domain
  • Disease Models, Animal
  • Epilepsy / drug therapy
  • HeLa Cells
  • Humans
  • Mice
  • MicroRNAs / metabolism
  • Mixed Function Oxygenases / antagonists & inhibitors*
  • Mixed Function Oxygenases / chemistry
  • Models, Chemical
  • Molecular Structure
  • Oxo-Acid-Lyases / antagonists & inhibitors*
  • Oxo-Acid-Lyases / chemistry
  • Proteins / antagonists & inhibitors*
  • Proteins / chemistry

Substances

  • Anticonvulsants
  • MicroRNAs
  • Proteins
  • N-methyladenosine
  • Mixed Function Oxygenases
  • FTO protein, mouse
  • Alpha-Ketoglutarate-Dependent Dioxygenase FTO
  • FTO protein, human
  • Oxo-Acid-Lyases
  • Adenosine