Amplification of DNA-binding affinities of protoberberine alkaloids by appended polyamines

Ji Yan Pang, Yu Hua Long, Wen Hua Chen*, Zhi Hong JIANG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

This communication describes a synthetic approach toward the amplification of the moderate DNA-binding affinities of protoberberine alkaloids. Specifically, three protoberberine derivatives bearing two to six primary amino groups at the 3- and 9-positions of protoberberine were synthesized and characterized by NMR (1H and 13C) and HRMS. Studies on their affinities toward calf thymus (CT) DNA by ethidium bromide (EB) displacement and spectrophotometric titration experiments indicate that these polyamino protoberberines show more than 103-fold enhanced DNA-binding affinities relative to palmatine and thus are exploitable as strong DNA-binders.

Original languageEnglish
Pages (from-to)1018-1021
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume17
Issue number4
DOIs
Publication statusPublished - 15 Feb 2007

Scopus Subject Areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

User-Defined Keywords

  • DNA-binding
  • EB displacement
  • Multivalency
  • Polyamine
  • Protoberberine

Fingerprint

Dive into the research topics of 'Amplification of DNA-binding affinities of protoberberine alkaloids by appended polyamines'. Together they form a unique fingerprint.

Cite this