Effect of the linking position of a side chain in bis(quinolylmethyl)ethylenediamine as a DNA binding agent.
Two bisquinoline derivatives, N,N'-bis(2-quinolylmethyl)ethylenediamine (2-BQME) and N,N'-bis(8-quinolylmethyl)ethylenediamine (8-BQME) have been synthesized, and their ability to bind to duplex DNA was studied. 8-BQME bound to DNA more strongly than 2-BQME, judging from the extent of increase in the melting temperature of duplex DNA, the UV-vis spectral change, and ethidium displacement assay. These compounds exhibited apparent AT-specificity suggesting minor groove binding in addition to intercalation.
Mikata
Y
Y
Department of Chemistry, Faculty of Science, Nara Women's University, Japan.
Onchi
Y
Y
Kishigami
M
M
Yano
S
S
D004247:DNA / Q000378:metabolism*; D005029:Ethylenediamines / Q000138:chemical synthesis / Q000378:metabolism*; D011804:Quinolines / Q000138:chemical synthesis / Q000378:metabolism*; D013054:Spectrophotometry, Atomic; D013329:Structure-Activity Relationship
D005029:Ethylenediamines; C410458:N,N'-bis(2-quinolylmethyl)ethylenediamine; C410459:N,N'-bis(8-quinolylmethyl)ethylenediamine; D011804:Quinolines; D004247:DNA