Design, synthesis and DNA interaction study of new potential DNA bis-intercalators based on glucuronic acid

Int J Mol Sci. 2013 Aug 15;14(8):16851-65. doi: 10.3390/ijms140816851.

Abstract

A series of novel potential DNA bis-intercalators were designed and synthesized, in which two glucuronic acids were linked by ethylenediamine, and the glucuronic acid was coupled with various chromophores, including quinoline, acridine, indole and purine, at the C-1 position. The preliminary binding properties of these compounds to calf thymus DNA (CT-DNA) have been investigated by UV-absorption and fluorescence spectroscopy. The results indicated that all the target compounds can interact with CT-DNA, and the acridine derivative, 3b, showed the highest key selection vector (KSV) value, which suggested that compound 3b binds most strongly to CT-DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acridines / chemistry
  • Acridines / metabolism
  • DNA / metabolism*
  • DNA-Binding Proteins / chemical synthesis
  • DNA-Binding Proteins / metabolism
  • Drug Design
  • Glucuronates / chemical synthesis*
  • Glucuronates / chemistry*
  • Glucuronates / metabolism
  • Glucuronic Acid / chemistry*
  • Glucuronic Acid / metabolism
  • Intercalating Agents / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Acridines
  • DNA-Binding Proteins
  • Glucuronates
  • Intercalating Agents
  • Glucuronic Acid
  • DNA
  • calf thymus DNA