Azino-Fused Benzimidazolium Salts as DNA Intercalating Agents. 2

Autor: Jorge G. Siro, M. Melia Rodrigo, Beatriz de Pascual-Teresa, and Manuel Pastor, Juan J. Vaquero, Joaquín Pastor, Julio Alvarez-Builla, José L. García-Navío, Federico Gago
Rok vydání: 1997
Předmět:
Zdroj: The Journal of Organic Chemistry. 62:5476-5483
ISSN: 1520-6904
0022-3263
DOI: 10.1021/jo962055i
Popis: The synthesis of new pyrido[1,2-a]- and pyridazino[1,6-a]benzimidazolium salts by basic condensation of 1,3-disubstituted 2-alkylbenzimidazolium salts and 1,2-diketones and subsequent chemical transformations is described. The DNA-binding properties were examined by UV-vis spectroscopy, viscosimetric determinations, and molecular modeling techniques. The presence of a flat polycyclic hydrocarbon moiety such as a naphthalene-1,8-diyl or a biphenyl-o,o'-diyl, fused to the cationic heterocycle, appears to enhance the interaction with DNA. Variation of the substituents on the indole-like N will allow us to build up a new series of bis-salts with bis-intercalating properties.
Databáze: OpenAIRE