Natural and synthetic G-quadruplex interactive berberine derivatives

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1707-11. doi: 10.1016/j.bmcl.2005.12.001. Epub 2006 Jan 11.

Abstract

The interaction of the natural alkaloid berberine with various G-quadruplex DNA structures and its ability to inhibit telomerase have been examined and compared with those of a synthetic piperidino derivative and the related compound coralyne. The results show that these molecules have selectivity for G-quadruplex compared to duplex DNA, and that their aromatic moieties play a dominant role in quadruplex binding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / metabolism*
  • Berberine Alkaloids / chemical synthesis*
  • Berberine Alkaloids / metabolism*
  • DNA / metabolism*
  • Humans
  • Intercalating Agents / metabolism
  • Ligands
  • Nucleic Acid Denaturation
  • Nucleic Acid Heteroduplexes / chemistry*
  • Nucleic Acid Heteroduplexes / metabolism
  • Piperidines / chemistry
  • Piperidines / metabolism
  • Telomerase / antagonists & inhibitors*
  • Telomere / drug effects*

Substances

  • Antineoplastic Agents
  • Berberine Alkaloids
  • Intercalating Agents
  • Ligands
  • Nucleic Acid Heteroduplexes
  • Piperidines
  • piperidine
  • coralyne
  • DNA
  • Telomerase