Quantitative structure-activity relationship of flavonoid analogues. 3. Inhibition of p56lck protein tyrosine kinase

J Chem Inf Comput Sci. 2000 Jul-Aug;40(4):994-1001. doi: 10.1021/ci000001a.

Abstract

Quantitative structure-activity relationship (QSAR) studies on 104 flavonoid derivatives as p56lck protein tyrosine kinase (PTK) inhibitors were performed, using a large number of molecular descriptors calculated by CODESSA software. Multiple linear regression and orthogonalization of descriptors were applied to generate models for the prediction of biological activities for binding flavonoids to PTK. The obtained results demonstrate in detail the importance of electrostatic and quantum chemical descriptors for the interaction of flavonoids with the specific p56lck enzymatic active site environment. In particular, the maximal total interaction for a C-O bond is the most important factor in regression. Use of orthogonalization in regression models provides a valuable improvement for the interpretative and predictive capacity of structure-activity relationships found.

MeSH terms

  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Flavonoids / chemistry*
  • Flavonoids / pharmacology*
  • Humans
  • Lymphocyte Specific Protein Tyrosine Kinase p56(lck) / antagonists & inhibitors*
  • Quantum Theory
  • Regression Analysis
  • Software
  • Static Electricity
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Flavonoids
  • Lymphocyte Specific Protein Tyrosine Kinase p56(lck)