Study on noncovalent complexes of cytotoxic protoberberine alkaloids with double-stranded DNA by using electrospray ionization mass spectrometry

Wen Hua Chen, Chi Leung Chan, Zongwei CAI, Guo An Luo, Zhi Hong JIANG

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50 Citations (Scopus)

Abstract

The first ESI-MS spectrometric investigation of the noncovalent complexes of four protoberberine alkaloids 1-4 with three double-stranded DNA sequences was described. The noncovalent complexes of four cytotoxic protoberberine alkaloids that is, berberine, palmatine, jatrorrhizine, and coptisine with double-stranded oligodeoxynucleotides d(AAGAATTCTT) 2 were investigated by electrospray ionization mass spectrometry. These four active components from Chinese herbal medicines showed both 1:1 and 1:2 binding stoichiometries, independent on the alkaloid-to-DNA ratios. Binding affinities in the order of palmatine ≥ jatrorrhizine > coptisine > berberine with d(AAGAATTCTT) 2 were obtained. Additionally, the preliminary results indicated that berberine had some sequence selectivities.

Original languageEnglish
Pages (from-to)4955-4959
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number19
DOIs
Publication statusPublished - 4 Oct 2004

Scopus Subject Areas

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

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