The mechanisms of interaction between furanochromones and DNA. A heteronuclear Overhauser effect study on the khellin-thymidine model system

Biophys Chem. 1986 Aug;24(3):217-20. doi: 10.1016/0301-4622(86)85027-x.

Abstract

The furanochromones khellin and visnagin have been characterised by 1H and 13C mono- and bidimensional NMR spectroscopies. Their strong affinity with DNA was experimentally confirmed by the complete disappearance of the furano-chromones' NMR signals upon additions of DNA. An intermolecular interaction between furanochromones and the thymidyl moieties of DNA, stabilized by the formation of a hydrogen bond between the thymidyl NH hydrogen and the C = O group of khellin or visnagin, is here proposed. This is suggested by the strong donor-acceptor behavior of these two molecular moieties, as pointed out by a selective 1H-13C Overhauser effect study of the khellin-thymidine model system.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Isotopes
  • DNA*
  • Hydrogen
  • Khellin* / analogs & derivatives*
  • Magnetic Resonance Spectroscopy
  • Thymidine*
  • Tritium

Substances

  • Carbon Isotopes
  • Tritium
  • Khellin
  • Hydrogen
  • DNA
  • visnagin
  • Thymidine