Intercalation of organic dye molecules into double-stranded DNA. Part 2: the annelated quinolizinium ion as a structural motif in DNA intercalators.
DNA intercalators represent an important class of compounds with a high potential as DNA-targeting drugs. In this review it is demonstrated that annelated quinolizinium derivatives such as coralyne and derivatives thereof intercalate into DNA and that this structural motif allows several variations of the substitution pattern without loss of intercalating properties. The commonly applied methods for the evaluation of the DNA association, mainly spectroscopic studies, are pointed out. In addition, studies on the biological activities of annelated quinolizinium derivatives, such as topoisomerase poisoning or cell toxicity, are highlighted.
Ihmels
Heiko
H
Institute of Organic Chemistry, University of Siegen, Siegen, Germany. ihmels@chemie.uni-siegen.de
Faulhaber
Katja
K
Vedaldi
Daniela
D
Dall'Acqua
Francesco
F
Viola
Giampietro
G
D001372:Aza Compounds / Q000737:chemistry; D001600:Berberine Alkaloids / Q000737:chemistry; D004396:Coloring Agents / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D007364:Intercalating Agents / Q000737:chemistry*; D015394:Molecular Structure; D011806:Quinolinium Compounds / Q000737:chemistry*; D013057:Spectrum Analysis
D001372:Aza Compounds; D001600:Berberine Alkaloids; D004396:Coloring Agents; D007364:Intercalating Agents; D011806:Quinolinium Compounds; C000666:coralyne; D004247:DNA