Effect of the linking position of a side chain in bis(quinolylmethyl)ethylenediamine as a DNA binding agent

Y Mikata; Y Onchi; M Kishigami; S Yano

doi:10.1248/cpb.48.477

Effect of the linking position of a side chain in bis(quinolylmethyl)ethylenediamine as a DNA binding agent

Chem Pharm Bull (Tokyo). 2000 Apr;48(4):477-9. doi: 10.1248/cpb.48.477.

Authors

Y Mikata¹, Y Onchi, M Kishigami, S Yano

Affiliation

¹ Department of Chemistry, Faculty of Science, Nara Women's University, Japan.

PMID: 10783064
DOI: 10.1248/cpb.48.477

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

DNA / metabolism*
Ethylenediamines / chemical synthesis
Ethylenediamines / metabolism*
Quinolines / chemical synthesis
Quinolines / metabolism*
Spectrophotometry, Atomic
Structure-Activity Relationship

Substances

Ethylenediamines
N,N'-bis(2-quinolylmethyl)ethylenediamine
N,N'-bis(8-quinolylmethyl)ethylenediamine
Quinolines
DNA