Non-covalent complexes between bis-beta-carbolines and double-stranded DNA: A study by electrospray ionization FT-ICR mass spectrometry (I).
The non-covalent complexes of five bis-beta-carbolines alkaloids with three different double-stranded oligodeoxynucleotides d(GCGCGATCGCGC)(2), d(GCGCAATTGCGC)(2), and d(GCGAAATTTCGC)(2) were investigated by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. These five antitumor compounds all showed DNA-binding abilities. Binding affinities in the order of 2>3, 4>5, and 1 with double-stranded DNA were obtained, which mean that the length of the linkage chain between two beta-carbolines has a remarkable effect on the formation of the non-covalent complexes. Additionally, the preliminary results indicated that bis-beta-carbolines had no notable sequence selectivities.
Dong
Xiaochun
X
Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 200032, China.
Xu
Ying
Y
Afonso
Carlos
C
Jiang
Weiqun
W
Laronze
Jean Yves
JY
Wen
Ren
R
Tabet
Jean-Claude
JC
D000470:Alkaloids / Q000737:chemistry; D000818:Animals; D001667:Binding, Competitive; D002243:Carbolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D017357:Cyclotrons; D004247:DNA / Q000737:chemistry*; D015195:Drug Design; D013058:Mass Spectrometry; D051379:Mice; D008956:Models, Chemical; D008968:Molecular Conformation; D013050:Spectrometry, Fluorescence; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods
D000470:Alkaloids; D002243:Carbolines; D004247:DNA