Enhancement of the mutagenicity of 2-acetylaminofluorene by flavonoids and the structural requirements

Ogawa, Shunjiro; Hirayama, Teruhisa; Sumida, Yasuo; Tokuda, Mitsuo; Hirai, Kunio; Fukui, Shozo

doi:10.1016/0165-7992(87)90040-6

Cited by 22 publications

(10 citation statements)

References 18 publications

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“…While apigenin, luteolin and their glycosides applied separately inhibited heterocyclic amine-induced bacterial mutagenesis (Edenharder et al, 1993;Kanazawa et al, 1998), on the contrary the artichoke extract in our experiments surprisingly enhanced 2-AF-induced mutagenicity in S. typhimurium strain TA98. This finding correlates well with the results of Ogawa et al (1987) who observed an enhancement of the 2-acetylaminofluorene (2-AAF) mutagenicity by flavonoids in the presence of rat liver microsomes.…”

Section: Evaluation Of Cce Effect On 2-af Induced Mutagenicity In Bacsupporting

confidence: 81%

“…This assumption is supported by the finding of Ogawa et al (1987) Figure 2. Antioxidant activity of CCE determined by the DPPH radical scavenging assay.…”

Section: Evaluation Of Cce Effect On 2-af Induced Mutagenicity In Bacsupporting

confidence: 80%

“…Apigenin and luteolin are recognized in traditional or alternative medicine for their pharmacological activities. In addition to the antimutagenic, anticarcinogenic, antioxidative, antiinflammatory, antiproliferative effects of these flavonoids applied separately that were reported (Birt et al, 1986;Czeczot et al, 1990;Duthie et al, 2000;Romanova et al, 2001), their mutagenicity enhancing and clastogenic effects have been revealed (Ogawa et al, 1987;Snyder and Gillies, 2002;Webb and Ebeler, 2004). The research aimed at the evaluation of potential antimutagenic and antioxidant activities of the bioactive constituents present in CCE after combined exposure to model genotoxic agents inducing distinct types of DNA lesions in prokaryotic and eukaryotic model systems.…”

Section: Introductionmentioning

confidence: 99%

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Antigenotoxic effect of extract from Cynara cardunculus L.

Miadoková

Nadova

Vlčková

et al. 2007

Phytotherapy Research

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The extract of artichoke Cynara cardunculus L. (CCE) was investigated for its potential antigenotoxic and antioxidant effects using four experimental model systems. In the Saccharomyces cerevisiae mutagenicity/ antimutagenicity assay, CCE significantly reduced the frequency of 4-nitroquinoline-N-oxide-induced revertants at the ilv1 locus and mitotic gene convertants at the trp5 locus in the diploid Saccharomyces cerevisiae tester strain D7. In the simultaneous toxicity and clastogenicity/anticlastogenicity assay, it exerted an anticlastogenic effect against N-nitroso-N′ ′ ′ ′ ′-methylurea-induced clastogenicity in the plant species Vicia sativa L. On the contrary, despite CCE not being mutagenic itself, in the preincubation Ames assay with metabolic activation, it significantly increased the mutagenic effect of 2-aminofluorene in the bacterial strain Salmonella typhimurium TA98. In the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay, CCE exhibited considerable antioxidant activity. The SC 50 value representing 0.0054% CCE corresponds to an antioxidant activity of 216.8 μ μ μ μ μM ascorbic acid which was used as a reference compound. Although the mechanism of CCE action still remains to be elucidated, different possible mechanisms are probably involved in the CCE antigenotoxic effects. It could be concluded that CCE is of particular interest as a suitable candidate for an effective chemopreventive agent.

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Section: Evaluation Of Cce Effect On 2-af Induced Mutagenicity In Bacsupporting

confidence: 81%

“…This assumption is supported by the finding of Ogawa et al (1987) Figure 2. Antioxidant activity of CCE determined by the DPPH radical scavenging assay.…”

Section: Evaluation Of Cce Effect On 2-af Induced Mutagenicity In Bacsupporting

confidence: 80%

Section: Introductionmentioning

confidence: 99%

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Antigenotoxic effect of extract from Cynara cardunculus L.

Miadoková

Nadova

Vlčková

et al. 2007

Phytotherapy Research

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“…However, this extract significantly increased the mutagenic effect of 2-aminofluorene in Salmonella typhimurium TA98 (Miadokova et al , 2008). This finding correlates well with the results of Ogawa et al (1987), who observed a flavonoid-mediated increase in the mutagenicity of 2-acetylaminofluorene (2-AAF) in the presence of rat liver micro-somes. On the other hand, ECC reduced the genotoxicity of EMS in the sex-linked recessive lethal mutation (SLRL) in D. melanogaster via the inactivation of EMS (Miadokova et al , 2006).…”

Section: Discussionsupporting

confidence: 91%

Effects of artichoke (Cynara scolymus) leaf and bloom head extracts on chemically induced DNA lesions in Drosophila melanogaster

et al. 2014

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The genotoxicity of bloom head (BHE) and leaf (LE) extracts from artichoke (Cynara scolymus L.), and their ability to modulate the mutagenicity and recombinogenicity of two alkylating agents (ethyl methanesulfonate – EMS and mitomycin C – MMC) and the intercalating agent bleomycin (BLM), were examined using the somatic mutation and recombination test (SMART) in Drosophila melanogaster. Neither the mutagenicity nor the recombinogenicity of BLM or MMC was modified by co- or post-treatment with BHE or LE. In contrast, co-treatment with BHE significantly enhanced the EMS-induced genotoxicity involving mutagenic and/or recombinant events. Co-treatment with LE did not alter the genotoxicity of EMS whereas post-treatment with the highest dose of LE significantly increased this genotoxicity. This enhancement included a synergistic increase restricted to somatic recombination. These results show that artichoke extracts promote homologous recombination in proliferative cells of D. melanogaster.

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“…It binds to DNA (Ahmed et al, 1994) and modulates the bacterial mutagenicity of other compounds. It increased the mutagenicity of 2-acetylaminofluorene (Ogawa et al, 1987) and decreased that of benzo(a)pyrene (Huang et al, 1983). Furthermore, when administered to mice in the diet, quercetin enhanced the genotoxicity of 2-amino-3,5-dimethyl[4,5-flimidazoquinoline and 3-amino-l-methyl-5H-pyrido[4,3-b]indole, as detected in a host-mediated assay (Alldrick et al, 1989).…”

Section: Cisplatin (Cis-diamminedichloroplatinum [Ii])mentioning

confidence: 99%

Effect of quercetin on the genotoxic potential of cisplatin

et al. 1996

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The natural product flavonoid quercetin has been shown to sensitise cells to the cytotoxic potential of cisplatin. Both cisplatin and quercetin are genotoxicants. As quercetin is curnntly in clinical trial as a cytotoxicMt-sensitising agent, we wanted to elucidate whether it affects the genotoxicity associated with cisplatin. The genotoxic potential of both agents alone and in combination was studied in Solmonello typhlmurium strains TA 98, TA 100 and TA 102 and by assessment of unscheduled DNA synthesis (UDS) in rat hepatocytes. Furthermore, effects of quercetin on levels of cisplatin-DNA adducts were studied in hepatocytes by ELISA Cisplatin was mutagenic in all 3 bacterial strains and quercetin in strain TA 98. The number of revertant Salmonella colonies observed with the combination did not differ significantly from that caused by the drugs on their own. In the UDS assay, cisplatin was genotoxic but quercetin was not. In combination, quercetin decreased the nuclear grain count caused by cisplatin, but quercetin did not alter the level of cisplatin-DNA adduct formation in hepatocytes. Our results suggest that the mutagenic potential of the combination cisplatin-quercetin, as judged by the bacterial short-tern test, does not exceed that associated with the individual components. However, in hepatocytes, quercetin appears to inhibit repair of cisplatin-induced DNA damage. Therefore, in patients who are to be treated with a combination of cisplatin and quercetin, the risk of genotoxicity in normal tissues will have to be taken into consideration.

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Enhancement of the mutagenicity of 2-acetylaminofluorene by flavonoids and the structural requirements

Cited by 22 publications

References 18 publications

Antigenotoxic effect of extract from Cynara cardunculus L.

Antigenotoxic effect of extract from Cynara cardunculus L.

Effects of artichoke (Cynara scolymus) leaf and bloom head extracts on chemically induced DNA lesions in Drosophila melanogaster

Effect of quercetin on the genotoxic potential of cisplatin

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