Measurement of the Electron Density Distribution of Estrogens - A First Step to Advanced Drug Design

Abstract

Estrogens bind as ligands to the estrogen receptor initiating biological reactions, which can cause either initiation/progress or inhibition of tumor growth. The principle objective of this proposal was to relate known biological reactions to ligand physical properties such as the electrostatic potential. We have demonstrated the ability to determine the experimental electron potential. We have demonstrated the ability to determine the experimental electron density distribution and electrostatic potential of larger molecular systems such as estrogens. We have developed the methodology of crystallization, the x-ray CCD data treatment and least-squares model refinement procedure for estrogen crystals in order to extract maximum reliable and comparable information from the data. We completed charge density studies of six estrogen derivatives, performed the preliminary analysis and compared the results. We found that the electron density concentration associated with oxygen lone pairs are near sp3 in shape. These configurations as well as the electroscopic potentials are very consistent I the different hydrogen bonding environments. The core estrogen structure is also very consistent between the derivatives. The significant differences are found at the activity-sensitive molecular parts. In order to reliably associate the molecular recognition of a drug molecule to receptor with an electrostatic potential, a bigger data base of charge densities for estrogen molecules has to be built.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Aug 01, 2003
Accession Number
ADA418932

Entities

People

  • Alan A. Pinkerton

Organizations

  • University of Toledo

Tags

Communities of Interest

  • Biomedical
  • C4I

DTIC Thesaurus Topics

  • Alcohols
  • Chemical Synthesis
  • Chemistry
  • Crystal Lattices
  • Crystal Structure
  • Crystallography
  • Data Analysis
  • Databases
  • Diffraction
  • Electron Density
  • Electrons
  • Geometry
  • Measurement
  • Molecular Dynamics
  • Physical Properties
  • Scattering
  • Three Dimensional

Fields of Study

  • Chemistry

Readers

  • Breast cancer cell signaling and growth regulation.
  • Organic Chemistry
  • Plasma Physics / Magnetohydrodynamics

Technology Areas

  • Microelectronics