Comparative mutagenicity of linear and angular furocoumarins in Escherichia coli strains deficient in known repair functions

Venturini, S.; Tamaro, M.; Monti‐Bragadin, C.; Bordin, F.; Baccicchetti, F.; Carlassare, F.

doi:10.1016/0009-2797(80)90126-x

Cited by 40 publications

(12 citation statements)

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“…oxidative damage in the cell structures by formation of active oxygen species, such as singlet oxygen (De Mol and Beijersbergen van Henegouwen, 1979). The main side effects observed in PUV-A therapy are skin phototoxicity and genotoxicity (Musajo and Rodighiero, 1972;Venturini et al, 1980;Burger and Simons, 1979); several authors ascribed genotoxicity mainly to cross-link formation in DNA (Averbeck, 1984;Babudri et al, 1981;Tamaro et al, 1986). Even if skin phototoxicity can be related to membrane and protein damage, it was recently connected to DNA cross-linking (Ortel and Gange, 1990).…”

Section: Introductionmentioning

confidence: 99%

Biological Properties of Some Benzopsoralen Derivatives

Bordin¹,

Carlassare²,

Conconi³

et al. 1992

Photochem & Photobiology

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The biological activity of some benzopsoralen derivatives, prepared with the aim of obtaining new drugs for photochemotherapy, has been studied. The more interesting compounds are 4-hydroxymethyl-4',5'-benzopsoralen and 4-hydroxymethyl-4',5'-tetrahydro-benzopsoralen, which were found to be active in the dark also: DNA and RNA synthesis were both inhibited in Ehrlich cells, even if in a partially reversible fashion, while protein synthesis remained unaffected. In Chinese hamster ovary cells cultured in vitro, the clonal growth was strongly inhibited by incubation in the dark with both drugs, while a number of chromosomal aberrations was observed in the fraction of growing cells. Using alkaline elution, DNA strand breaks were detected. In addition, in the presence of aphidicolin, a specific inhibitor of DNA polymerase, the clonal growing capacity was completely restored; in contrast, the number of DNA strand breaks remained unchanged. All these results suggest that DNA topoisomerases are probably the target of these two benzopsoralens. These compounds are also good sensitizers; by UV-A irradiation they have a good capacity to produce singlet oxygen, but they appeared to be unable to induce erythemas on guinea-pig skin. Under UV-A light, they induced a strong inhibition of DNA synthesis in Ehrlich cells. Thus, benzopsoralens appear to be capable of inducing strong antiproliferative effects by two different mechanisms, by UV-A irradiation and in the dark.

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Section: Introductionmentioning

confidence: 99%

Biological Properties of Some Benzopsoralen Derivatives

Bordin¹,

Carlassare²,

Conconi³

et al. 1992

Photochem & Photobiology

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“…We judged as positive a doubling or greater increase over the control value together with a dose-related response. Angelicin was used as a positive control for photomutagenicity (13).…”

Section: Methodsmentioning

confidence: 99%

Analysis of Photomutagenicity of Thiabendazole with UVA Irradiation: Absence of 8-Hydroxyguanosine Formation

Watanabe-Akanuma

Inaba

Ohta

2006

Genes and Environment

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We recently reported the photomutagenic property of thiabendazole [2-(4-thiazolyl)-1H-benzimidazole, TBZ], a post harvest fungicide, in bacterial and mammalian cells. In the present study we investigated its photomutagenic potential along with several of its structurally-related pesticides including benomyl, mefenacet, tricyclazole, and imazalil. None of the compounds except TBZ showed photomutagenicity with UVA-irradiation in S. typhimurium TA100, TA98, or E. coli WP2uvrA/pKM101. Since TBZ consists of thiazole and benzimidazole rings, we then investigated photomutagenic potential of thiazole, benzimidazole, and 2-phenylbenzimidazole. Only 2-phenylbenzimidazole showed very weak photomutagenicity with UVA-irradiation. These results indicate both benzimidazole ring and thiazole ring are necessary for UVA-activation of TBZ. We measured 8-hydroxydeoxyguanosine (8-OHdG) in salmon sperm DNA exposed to TBZ and UVA by HPLC-ECD, and found that 8-OHdG was not responsible for the photomutagenesis of TBZ.

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“…The mixture was irradiated by UVA for 10 min at room temperature. Photomutagens, angelicin (Venturini et al, 1980;1981) and chlorpromazine (Ciulla et al, 1986;Oppenländer, 1988;Gocke, 1996) dissolved in DMSO and sterile water respectively, were also used. In other experiments, one of the following compounds was added to the well containing phosphate buffer, TBZ, and bacteria: 1 100 µg of DNA, BSA, catalase, and SOD (10 µL of 0.1 10 mg/mL solutions), 1 50 µL of S9 fraction, 0.1 3 µmol NADH, NADPH, NAD + , and NADP + (10 µL of 10 300 µmol/mL solutions).…”

Section: Mutagenicity Assaymentioning

confidence: 99%