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, and 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. We have developed multiple convergent routes to this family of compounds allowing an analog retaining anticancer activity to be synthesized as a single enantiomer. We have now synthesized a series of analogs including one bearing suitable functional groups for attachment to an affinity reagent or other reagent for determination of the mechanism of action. These studies have also led to synthetic analogs with more favorable stability, improving the ability to handle these agents. Quantitative structure activity studies have advanced our understanding of the essential pharmacophore and will pave the way for design of next generation analogs targeted at increasing the potency of the schweinfurthin family.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 2005
Accession Number
ADA437244

Entities

People

  • David Wiemer
  • Jeffrey Neighbors

Organizations

  • University of Iowa

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Alkenes
  • Antineoplastic Agents
  • Biological Products
  • Breast Cancer
  • Cell Line
  • Cells
  • Chemical Synthesis
  • Chemistry
  • Column Chromatography
  • Ethers
  • Hydrogen Bonds
  • Materials
  • Neoplasms
  • Organic Chemistry
  • Phosphonic Acids

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Women's Health and Cancer Risk Research: African American Women and Pregnancy Outcomes.