TY - JOUR
T1 - Frameshift mutagenesis of 9-aminoacridine derivatives in Salmonella typhimurium
AU - Young, Peter R.
AU - Ma, Rong Ine
AU - Marfey, Peter
AU - Kallenbach, Neville R.
N1 - Funding Information:
This work was supported by U.S. Public Health Service Grant CA 24101-02 and a National Research Service Award predoctoral traineeship 5T32 GM-07229 to P.R.Y. We thank Dr. Bruce Ames for providing test strains and Dr. Colin Chignell for the spin-labelled 9-aminoacridine compound.
PY - 1981/9
Y1 - 1981/9
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0019446806&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0019446806&partnerID=8YFLogxK
U2 - 10.1016/0165-1218(81)90045-8
DO - 10.1016/0165-1218(81)90045-8
M3 - Article
C2 - 7029266
AN - SCOPUS:0019446806
SN - 0165-1218
VL - 90
SP - 1
EP - 10
JO - Mutation Research/Genetic Toxicology
JF - Mutation Research/Genetic Toxicology
IS - 1
ER -