Discovery of a Tamoxifen-related compound that suppresses glial l-glutamate transport activity without interaction with estrogen receptors

ACS Chem Neurosci. 2012 Feb 15;3(2):105-13. doi: 10.1021/cn200091w. Epub 2011 Nov 14.

Abstract

We recently found that tamoxifen suppresses l-glutamate transport activity of cultured astrocytes. Here, in an attempt to separate the l-glutamate transporter-inhibitory activity from the estrogen receptor-mediated genomic effects, we synthesized several compounds structurally related to tamoxifen. Among them, we identified two compounds, 1 (YAK01) and 3 (YAK037), which potently inhibited l-glutamate transporter activity. The inhibitory effect of 1 was found to be mediated through estrogen receptors and the mitogen-activated protein kinase (MAPK)/phosphatidylinositol 3-kinase (PI3K) pathway, though 1 showed greatly reduced transactivation activity compared with that of 17β-estradiol. On the other hand, compound 3 exerted its inhibitory effect through an estrogen receptor-independent and MAPK-independent, but PI3K-dependent pathway, and showed no transactivation activity. Compound 3 may represent a new platform for developing novel l-glutamate transporter inhibitors with higher brain transfer rates and reduced adverse effects.

Keywords: ERα; Tamoxifen; astrocyte; l-glutamate transporter; nongenomic pathway; tetrasubstituted ethylene.

MeSH terms

  • Animals
  • Antineoplastic Agents, Hormonal / chemical synthesis
  • Antineoplastic Agents, Hormonal / pharmacology*
  • Biological Transport, Active / drug effects
  • Brain / drug effects
  • Brain / metabolism
  • Cells, Cultured
  • Drug Discovery
  • Excitatory Amino Acid Transporter 1 / antagonists & inhibitors
  • Excitatory Amino Acid Transporter 2
  • Extracellular Space / metabolism
  • Glutamate Plasma Membrane Transport Proteins / antagonists & inhibitors
  • Glutamic Acid / metabolism*
  • HEK293 Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mitogen-Activated Protein Kinases / metabolism
  • Neuroglia / drug effects
  • Neuroglia / metabolism*
  • Phosphatidylinositol 3-Kinases / metabolism
  • Rats
  • Rats, Wistar
  • Receptors, Estrogen / agonists
  • Receptors, Estrogen / drug effects*
  • Tamoxifen / analogs & derivatives*
  • Tamoxifen / chemical synthesis
  • Tamoxifen / pharmacology*

Substances

  • Antineoplastic Agents, Hormonal
  • Excitatory Amino Acid Transporter 1
  • Excitatory Amino Acid Transporter 2
  • Glutamate Plasma Membrane Transport Proteins
  • Receptors, Estrogen
  • SLC1A2 protein, human
  • SLC1A3 protein, human
  • Tamoxifen
  • Glutamic Acid
  • Mitogen-Activated Protein Kinases