Frameshift mutagenesis of 9-aminoacridine derivatives in Salmonella typhimurium

Peter R. Young, Rong Ine Ma, Peter Marfey, Neville R. Kallenbach

Research output: Contribution to journalArticle

Abstract

It has been noted that 9-aminoacridine reverts a his C frameshift but not one in his D in the Salmonella strains used in the Ames test, without metabolic activation. The 2 sites differ in the arrangement of G and C residues present. We show here that a series of 9-aminoacridine derivatives exhibits the same selectivity as 9-aminoacridine provided there is at least one exocyclic amino hydrogen at the central ring position in acridines, or the analogous site in aminoquinolines. The results are consistent with a model derived from NMR experiments on 9-aminoacridine binding to dinucleoside phosphates, in which the NH group is situated in the duplex so as to participate in a hydrogen bond with one base while excluding its complementary partner, thereby provoking mismatching. We also report a strong difference in the dose-response behavior of 9-aminoacridine, quinacrine and a bifunctional derivative of quinacrine.

Original languageEnglish (US)
Pages (from-to)1-10
Number of pages10
JournalMutation Research/Genetic Toxicology
Volume90
Issue number1
DOIs
StatePublished - 1981

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Aminacrine
Mutagenesis
Salmonella
Salmonella typhimurium
Derivatives
Quinacrine
Hydrogen
Dinucleoside Phosphates
Aminoquinolines
Acridines
Hydrogen bonds
Chemical activation
Nuclear magnetic resonance

ASJC Scopus subject areas

  • Genetics
  • Toxicology
  • Medicine(all)

Cite this

Frameshift mutagenesis of 9-aminoacridine derivatives in Salmonella typhimurium. / Young, Peter R.; Ma, Rong Ine; Marfey, Peter; Kallenbach, Neville R.

In: Mutation Research/Genetic Toxicology, Vol. 90, No. 1, 1981, p. 1-10.

Research output: Contribution to journalArticle

Young, Peter R. ; Ma, Rong Ine ; Marfey, Peter ; Kallenbach, Neville R. / Frameshift mutagenesis of 9-aminoacridine derivatives in Salmonella typhimurium. In: Mutation Research/Genetic Toxicology. 1981 ; Vol. 90, No. 1. pp. 1-10.
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