Molecular Basis for the Toxicity of Schweinfurthins to Breast Cancer Cells

Abstract

The schweinfurthins are a small set of diprenylated stilbenes isolated from an African plant. Schweinfurthins A, B, display significant and unique activity in the NCI's 60 cell line panel, and the breast cancer lines MCF7 and HS 578T were among the most sensitive. To study the mechanism of action and provide a reliable source, a chemical synthesis has been initiated. A cationic cyclization approach allowed the synthesis of 3-deoxyschweinfurthin B which is more slightly cytotoxic than the natural products. This has led to the synthesis of several analogs for the elucidation of the essential pharmacophore of the schweinfurthin family. Our efforts to achieve an enantioselctive synthesis of the 3-deoxyschweinfurthin B core tricycle will be presented as well.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 2004
Accession Number
ADA427826

Entities

People

  • David Wiemer
  • Jeffrey D. Neighbors

Organizations

  • University of Iowa

Tags

DTIC Thesaurus Topics

  • Aluminum Hydride
  • Biological Products
  • Biomedical Research
  • Breast Cancer
  • Cell Line
  • Cells
  • Chemical Shifts
  • Chemistry
  • Column Chromatography
  • Electronic Mail
  • Information Operations
  • Neoplasms
  • Stereochemistry
  • Toxicity

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Oncology (Cancer Research).