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.
Original language | English |
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Pages (from-to) | 1169-1175 |
Number of pages | 7 |
Journal | European Journal of Medicinal Chemistry |
Volume | 42 |
Issue number | 9 |
DOIs | |
Publication status | Published - 1 Sept 2007 |
Keywords
- Amino side chain
- Anthrapyrazole
- DNA binding
- Emodin
- Spectroscopic analysis
ASJC Scopus subject areas
- Pharmacology
- Drug Discovery
- Organic Chemistry