Design, synthesis and DNA binding properties of a series of 4,5-bis(substituted)-1,2,3-triazole derivatives of imidazole- and pyrrole-containing analogs of distamycin
ACS Citation
Kupchinsky, S.; Espinosa, J. E.; Johnson, K.; Steadman, B.; Brooks, N.; Hartley, J. A.; Lee, M. Design, synthesis and DNA binding properties of a series of 4,5-bis(substituted)-1,2,3-triazole derivatives of imidazole- and pyrrole-containing analogs of distamycin. Heterocycl. Commun. 1998, 4, 415-422.
Abstract
A series of 4,5-bis(substituted)-1,2,3-triazole derivatives of imidazole- and pyrrole-containing analogs of distamycin was prepared. The 4- and 5-positions of the triazole moiety contain either two hydroxymethyl, or two acetoxymethyl, or two N-methylcarbamoxymethyl groups. These compounds bound strongly to the minor groove of DNA, with the imidazole- and pyrrole-containing compounds interacting preferentially with poly(dG-dC) and poly(dA-dT), respectively, but failed to alkylate the DNA. These compounds were only weakly cytotoxic against human leukemia K562 cells in culture.
Source Name
Heterocyclic Communications
Publication Date
1-1-1998
Volume
4
Issue
5
Page(s)
6009-6009
Document Type
Citation
Citation Type
Article