Aryl-Hydrocarbon Receptor Based Antiestrogenicity of Diindolylmethane Analogs

Abstract

Diindolylmethane (DIM) is formed by acid catalyzed dimerization of indole-3-carbinol, and both compounds inhibit formafion and/or growth of mammary tumors in redents. In this study, we have investigated the aryl hydrocarbon receptor (MIR) agonist activity and inhibitory AliR-estrogen receptor crosstalk induced by the following methyl-substituted DIMs: 1,1'-dimethyl-, 2,2'-dimethyl-, 5,5'-dimethyl-, 6,6'-dimethyl-, and 7,7'-dimethylDlM and 1,1',2,2'-tetramethy1DIM. The six compounds exhibited minimal to non-detectable AlIR agonist or antagonist activities associated with CYPlAl induction. In contrast, the methyl-substituted DIMs inhibited estrogen-induced T47D human breast cancer cell growth. The antitumorigenic activity of these compounds was examined in 7,l2-dimethylbenzAanthracene-induced rat mammary tumor model in which the DIM analogs were orally administered (by gavage in corn oil) at a dose of 1 mg/kW every second day fX10). l,l'DimethylDIM, 5,5'-dimethylDlM and l,l',2,2'- tetramethylDIM significantly inhibited mammary tumor growth and this was not accompanied by changes in organ/body weights or histopathology. These studies demonstrate that methyl-substituted DIMs are selective AhR modulators (SAliRMs) with potential for clinical treatment of breast cancer.

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Document Details

Document Type
Technical Report
Publication Date
Aug 01, 2000
Accession Number
ADA385387

Entities

People

  • Jeong-eun Lee

Organizations

  • Texas A&M University

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Aromatic Polycyclic Hydrocarbons
  • Body Weight
  • Breast Cancer
  • Estrogens
  • Hormones
  • Hydrocarbons
  • Magnetic Resonance
  • Mammary Glands
  • Neoplasms
  • Nuclear Magnetic Resonance
  • Oils
  • Plant Oils
  • Standards
  • Sugar Alcohols
  • Tissues
  • Tumor Cell Line

Fields of Study

  • Chemistry

Readers

  • Breast cancer cell signaling and growth regulation.
  • Toxicology/Environmental Toxicology
  • Underwater engineering and Marine Technology.