Y. Terao et al., MUTAGENIC ACTIVITY OF 6-AMINOQUINOXALINES IN SALMONELLA-TYPHIMURIUM, Mutation research. Mutation research letters, 346(2), 1995, pp. 99-105
Mutagenicity of 6-aminoquinoxaline derivatives was tested with Salmone
lla typhimurium strains TA98 and TA100 in the presence and absence of
S9 mix from the viewpoint that the 6-aminoquinoxaline skeleton is a co
mmon unit of mutagenic imidazoquinoxalines. We tested nine compounds:
5-methyl-6-methylaminoquinoxaline (1), 3,5,-dimethyl-6-methylaminoquin
oxaline (2), 2,5-dimethyl-6-methylaminoquinoxaline (3), 6-methylamino-
2,3,5-trimethylquinoxaline (4), 2,3-diethyl-5-methyl-6-methylaminoquin
oxaline (5), 5-methyl-6-methylamino 3-phenylquinoxaline (6), 6-amino-2
,3,5-trimethylquinoxaline (7), 6-dimethylamino-2,3,5- trimethylaminoqu
inoxaline (8), 6-amino-2,3-dimethylquinoxaline (9). These compounds sh
owed the mutagenic activity for both TA98 and TA100 in the presence of
S9 mix, where they were more sensitive for TA100 strain. Methyl group
s at the 2, 3 and/or 5 positions increased the potency of mutagenicity
(1 < 2 < 3 much less than 4, 9 < 7). However, ethyl groups at the 2 a
nd 3 positions lowered the mutagenicity of the methyl substitute but e
levated it of the parental compound (1 < 5 < 4). A methyl group at the
N-6 position decreased the mutagenicity (7 > 4 > 8).