Deoxyverrucosidin, a novel GRP78/BiP down-regulator, produced by Penicillium sp

J Antibiot (Tokyo). 2005 Mar;58(3):210-3. doi: 10.1038/ja.2005.26.

Abstract

Glucose-regulated protein 78 (GRP78) resides in endoplasmic reticulum (ER) and plays a role in protecting tumor cells against the toxic effects of anticancer agents. During the search for down-regulators of GRP78 using a reporter gene (luciferase) assay system, we isolated a novel compound designated as deoxyverrucosidin (1), a congener of verrucosidin (2), from Penicillium sp. and identified it as a down-regulator of the grp78 gene. The structure of 1 was determined by mainly ESI-mass and two-dimensional NMR spectra. 1 dose-dependently inhibited the expression of GRP78 promoter with an IC50 of 30 nM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line
  • Down-Regulation / drug effects
  • Endoplasmic Reticulum Chaperone BiP
  • Genes, Reporter
  • Heat-Shock Proteins / antagonists & inhibitors*
  • Heat-Shock Proteins / drug effects*
  • Humans
  • Luciferases / genetics
  • Magnetic Resonance Spectroscopy
  • Molecular Chaperones / antagonists & inhibitors*
  • Molecular Chaperones / drug effects*
  • Molecular Structure
  • Penicillium / metabolism*
  • Promoter Regions, Genetic / drug effects
  • Pyrones / chemistry*
  • Pyrones / metabolism
  • Pyrones / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Endoplasmic Reticulum Chaperone BiP
  • HSPA5 protein, human
  • Heat-Shock Proteins
  • Molecular Chaperones
  • Pyrones
  • deoxyverrucosidin
  • verrucosidin
  • Luciferases