Photoinduced switch of a DNA/RNA inactive molecule into a classical intercalator

J Am Chem Soc. 2005 Feb 2;127(4):1074-5. doi: 10.1021/ja0438866.

Abstract

Spectroscopic titrations and thermal denaturation experiments show that "acyclic" analogue 1 does not bind to ds-DNA, but under same conditions "cyclic" 2 strongly interacts with ds-DNA and ds-RNA by intercalation into the double helix. Besides, 2 is significantly more effective in inhibition of the tumor cell growth in vitro than 1. We have shown that it is possible to efficiently and irreversibly convert "DNA inactive" compound 1 into "DNA active" compound 2 by light irradiation of the aqueous solutions of the former. This strategy offers a new and attractive approach to photoinduced anticancer therapy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • DNA / chemistry*
  • Intercalating Agents / chemistry*
  • Kinetics
  • Nucleic Acid Heteroduplexes / chemistry*
  • Oligonucleotides / chemistry
  • Photochemistry
  • RNA / chemistry*
  • Spectrophotometry, Ultraviolet

Substances

  • Intercalating Agents
  • Nucleic Acid Heteroduplexes
  • Oligonucleotides
  • RNA
  • DNA