Synthesis, biological activity, and quantitative structure-activity relationship study of azanaphthalimide and arylnaphthalimide derivatives

J Med Chem. 2004 Apr 22;47(9):2236-42. doi: 10.1021/jm0310784.

Abstract

A series of quinoline derivatives as aza analogues of the naphthalene chromophore and a series of "nonfused" tricyclic aromatic systems, in particular 5-arylquinolines and 5- or 6-aryl and heteroaryl naphthalene systems, were synthesized and evaluated for growth-inhibitory properties in several human cell lines. The analysis of quantitative structure-antitumor activity relationships for the growth-inhibitory properties is also reported. Findings suggest that these compounds may not express their cytotoxicity via interaction on DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Heterocyclic Compounds, 3-Ring / chemical synthesis*
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacology
  • Humans
  • Imides / chemical synthesis*
  • Imides / chemistry
  • Imides / pharmacology
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry
  • Naphthalenes / pharmacology
  • Quantitative Structure-Activity Relationship
  • Quinolines / chemical synthesis
  • Quinolines / chemistry
  • Quinolines / pharmacology

Substances

  • Antineoplastic Agents
  • Aza Compounds
  • Heterocyclic Compounds, 3-Ring
  • Imides
  • Naphthalenes
  • Quinolines