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Comparative microcalorimetric and dilatometric analysis of the interactions of quinacrine, chloroquine, and ethidium bromide with DNA

✍ Scribed by Franco Delben; Franco Quadrifoglio; Vincenzo Giancotti; Vittorio Crescenzi

Publisher: Wiley (John Wiley & Sons)
Year: 1982
Tongue: English
Weight: 554 KB
Volume: 21
Category: Article
ISSN: 0006-3525
DOI: 10.1002/bip.360210208

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✦ Synopsis

Abstract

The enthalpies of binding of chloroquine and quinacrine to DNA at different molar ratios of drug to DNA and at different ionic strengths have been measured. The limiting values obtained with quinacrine fall in the range found for typical intercalating agents (e.g., ethidium, proflavin, adriamycin), whereas the value obtained with chloroquine is always zero, independent of the ratio of drug to DNA and ionic strength. The dilatometric measurements performed on the same systems and on the ethidium–DNA system show that when ethidium and quinacrine bind to DNA at low drug/DNA ratios, a volume decrease of about 16 mL/mol of bound drug occurs. No change in volume is observed when the two drugs bind to DNA through external, electrostatic forces. The volume change can be attributed to the loss of structured water around hydrophobic moieties of the drug molecules, following intercalation. In contrast, chloroquine binding to DNA at low drug/DNA ratios is characterized by a volume change distinctly smaller than that shown by quinacrine. The low Δ__V__~B~ and Δ__H__~B~ values shown by chloroquine are discussed in terms of the mechanism of interaction with DNA.

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