BTZO-1, a cardioprotective agent, reveals that macrophage migration inhibitory factor regulates ARE-mediated gene expression

Chem Biol. 2010 Dec 22;17(12):1282-94. doi: 10.1016/j.chembiol.2010.10.011.

Abstract

In a screening program to discover therapeutic drugs for heart diseases, we identified BTZO-1, a 1,3-benzothiazin-4-one derivative, which activated antioxidant response element (ARE)-mediated gene expression and suppressed oxidative stress-induced cardiomyocyte apoptosis in vitro. An active BTZO-1 derivative for ARE-activation protected heart tissue during ischemia/reperfusion injury in rats. Macrophage migration inhibitory factor (MIF), which is known to protect cells from oxidative insult, was identified as a specific BTZO-1-binding protein. BTZO-1 binds to MIF with a K(d) of 68.6 nM, and its binding required the intact N-terminal Pro1. MIF, in the presence of BTZO-1, activated the glutathione S-transferase Ya subunit (GST Ya) gene ARE, whereas reduction of cellular MIF protein levels by siRNA suppressed BTZO-1-induced GST Ya expression. These results suggest that BTZO-1 activates the GST Ya gene ARE by interacting with MIF.

MeSH terms

  • Animals
  • Antioxidants / metabolism*
  • Cardiotonic Agents / chemistry*
  • Cardiotonic Agents / pharmacology
  • Gene Expression Regulation*
  • Glutathione Transferase / genetics
  • Glutathione Transferase / metabolism
  • Macrophage Migration-Inhibitory Factors / chemistry*
  • Macrophage Migration-Inhibitory Factors / metabolism
  • Macrophage Migration-Inhibitory Factors / pharmacology
  • Myocardial Reperfusion Injury / drug therapy
  • Myocytes, Cardiac / metabolism
  • Nitric Oxide / metabolism
  • Protein Binding
  • Pyridines / chemistry*
  • Pyridines / pharmacology
  • RNA Interference
  • RNA, Small Interfering / metabolism
  • Rats
  • Response Elements
  • Thiazines / chemistry*
  • Thiazines / pharmacology

Substances

  • 2-pyridin-2-yl-4H-1,3-benzothiazin-4-one
  • Antioxidants
  • Cardiotonic Agents
  • Macrophage Migration-Inhibitory Factors
  • Pyridines
  • RNA, Small Interfering
  • Thiazines
  • Nitric Oxide
  • Glutathione Transferase