DNA-binding affinities and sequence selectivity of quaternary benzophenanthridine alkaloids sanguinarine, chelerythrine, and nitidine

Li Ping Bai, Zhongzhen ZHAO, Zongwei CAI, Zhi Hong JIANG*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

87 Citations (Scopus)

Abstract

A comparative study on the intercalating binding of sanguinarine, chelerythrine, and nitidine with CT DNA, poly(dG-dC)·poly(dG-dC), poly(dA-dT)·poly(dA-dT), and seven sequence-designed double-stranded oligodeoxynucleotides has been performed using fluorometric and spectrophotometric techniques, aiming at providing insights into their sequence selectivity for DNA-binding. The results show that both sanguinarine and nitidine bind preferentially to DNA containing alternating GC base pairs [d(TGCGCA)2], while chelerythrine exhibits quite distinct sequence selectivity from sanguinarine, which shows a high specificity for DNA containing contiguous GC base pairs [5′-TGGGGA-3′/3′-ACCCCT-5′].

Original languageEnglish
Pages (from-to)5439-5445
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number16
DOIs
Publication statusPublished - 15 Aug 2006

Scopus Subject Areas

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

User-Defined Keywords

  • Alkaloid
  • DNA-binding
  • Fluorescence spectrometry
  • Intercalations
  • Sequence selectivity

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