Effects of the nitro-group on the mutagenicity and toxicity of some benzamines.

Abstract:

:The Ames Salmonella/microsomal assay was employed to test the mutagenicity of some benzamines (aniline, and o- and p-phenylenediamine) and their nitro-derivatives (p-nitroaniline, 2-nitro-p-phenylenediamine, 3- and 4-nitro-o-phenylenediamine), using strains TA98 and TA100 and their nitroreductase-deficient mutants, TA98NR and TA100NR, in the presence and absence of rat S9 mix. The addition of the nitro-group to benzamine molecules converted them into direct mutagens. Furthermore, the position of the nitro-group affected their mutagenic activities. Cytotoxicity testing with Chinese hamster ovary cells (CHO-K1) showed that the presence of the nitro-group in these compounds had no specific effect on toxicity. The test compounds all showed a dose-related increase in inducing chromosomal aberrations in CHO cells. However, the presence of the nitro-group did not affect potency in inducing chromosomal aberrations. Compounds containing the nitro-group had higher initial oxidation potentials and dipole moments (mu) than their nonnitro-containing counterparts. The mutagenicity and toxicity of these compounds were not related to physico-chemical properties, including oxidation potential, energy difference (deltaE) between the lowest unoccupied molecular orbital (LUMO) and the highest occupied molecular orbital (HOMO), ionization potential (I.P.), and mu.

journal_name

Environ Mol Mutagen

authors

Chung KT,Murdock CA,Zhou Y,Stevens SE Jr,Li YS,Wei CI,Fernando SY,Chou MW

doi

10.1002/(SICI)1098-2280(1996)27:1<67::AID-EM9>3.0.

subject

Has Abstract

pub_date

1996-01-01 00:00:00

pages

67-74

issue

1

eissn

0893-6692

issn

1098-2280

pii

10.1002/(SICI)1098-2280(1996)27:1<67::AID-EM9>3.0.

journal_volume

27

pub_type

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