Title
Spectroscopic studies of DNA binding modes of cation-substituted anthrapyrazoles derived from emodin
Author
Jia-Heng Tan, Yu-jing Lu, Zhi-Shu Huang, Lian-Quan Gu, Jian-Yong Wu
Year
2007
Journal
European Journal of Medicinal Chemistry
Abstract
The DNA binding properties of three cation-substituted anthrapyrazole derivatives of emodin with calf thymus DNA were characterized by spectroscopic methods and the specific binding modes were elucidated. At low drug and high DNA concentrations, compound 1 with a mono-cationic amino side chain exhibited an intercalative binding mode, 2 with a much longer and more flexible di-cationic side chain exhibited an external binding mode, and 3 with a rigid di-cationic side chain exhibited both intercalative and external binding modes. The DNA binding mode of compounds was altered after structural modification. The molecular structure–DNA binding relationships found from this study may be useful for the design of anthrapyrazole derivatives with desired binding characteristics.
Instrument
J-810
Keywords
Circular dichroism, DNA structure, Ligand binding, Pharmaceutical, Biochemistry