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The mutagenic and antimutagenic activities of forty-two synthetic flavones were assessed by the Ames test. The tested flavones included twenty-three 3-nitroflavones, eighteen 3-aminoflavones and the 3-chloroflavone. The mutagenicity was evaluated with Salmonella typhimurium TA100 and YG1042 (an overproducing nitroreductase and O -acetyltransferase TA100 strain) with and without metabolic activation (S9 mix). The antimutagenicity of the non mutagenic derivatives was evaluated against 11 known reference mutagens. A total of 39 synthetic flavones were mutagenic. The mutagenic activities ranged from 0.1 rev/nmole (4′-chloro-6-methoxy-3-nitroflavone) to 6240 rev/nmole (4′-methoxy-3,3′-diaminoflavone). Two differences were found between the 3-amino and the 3-nitroflavones: (i) the mutagenicity of the 3-aminoflavones required the presence of the metabolic activation; (ii) the 3-amino derivatives were more mutagenic than their 3-nitro counterparts. Increased mutagenicity, as assessed with strain YG1042, was limited to 17/39 derivatives. The mutagenic activity was induced by the presence of the double bond at the 2,3-position for conjugation of the lone-pair electron with the carbonyl group on the `C' ring. This mutagenicity was modulated by substituents at the 2′-position. Additional mutagenicity was brought by the aminoaromatic and nitroaromatic group reduction by bacterial nitroreductases and by the S9 mix; it was modulated by different substituents on the aromatic rings of the flavones. Three flavones: 3-chloroflavone ( 1C ), 4′-hydroxy-3-nitroflavone ( 23N ) and 2′,3-diaminoflavone ( 2A ) showed antimutagenic properties. Compound 1C was efficient against benzo( a )pyrene (BaP), 2-aminofluorene (2AF), 2-aminoanthracene (2AA), 4-nitroquinoline-1-oxide (4NQO) and 1-methyl-3′-nitro-1-nitrosoguanidine (MNNG). Compound 23N inhibited the mutagenicity of BaP and MNNG. The antimutagenic activity of 2A was limited to MNNG.

The Salmonella sulA-test using Salmonella typhimurium TA1538/pEM1968 ( sulA:: lacZ) is a new SOS-repair inducing system that detects mutagens and carcinogens. The b-galactosidase activity, currently detected by colorimetric dosage, can be measured by flow cytometry using a fluorescent substrate (fluorescein-di-b-D-galactopyranoside). Comparison of the dose-response relationships of eight chemicals determined by the two techniques showed that the Salmonella sulA-test combined with the flow cytometry technique was accurate and reliable as it covered a large number of cells in a short time.

Two S. typhimurium strains TA1534 (rfa+) and TA1538 (rfaE) were transformed with the lamB expression plasmid pAMH70. Transposition events with λplacMu55 hybrid phage were successful only with TA1534/pAMH70 strain. Using SDS-PAGE, the LamB protein was present in the total cell proteins but not in the outer membrane proteins of the TA1538/pAMH70 strain. The LamB protein must linked to the LPS of the outer membrane to allow adsorption of λ phage in S. typhimurium.