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Phototoxicity and photogenotoxicity of nine pyridone derivatives
- Source :
- Mutation research. 535(1)
- Publication Year :
- 2003
-
Abstract
- Nine structurally related pyridone derivatives were assayed for photogenotoxicity and phototoxicity in the Ames test, the chromosomal aberration test in V79 cells and the neutral red uptake (NRU) test in 3T3 cells. All nine compounds absorb light to a comparable degree at wavelengths between 380 and 430 nm. Seven of the nine compounds were found to produce high quantities of singlet oxygen (1O(2)) upon irradiation in the presence of oxygen. These seven compounds were highly phototoxic in the NRU test, three were clearly and two were marginally photomutagenic in the Ames test, five were assessed as clearly and two as equivocally photoclastogenic in the chromosomal aberration test. Two compounds showed substantially lower 1O(2) yields. The pyridone ring of these two compounds is attached to a non-aromatic ring, while for the seven other compounds the chromophore system including the pyridone ring consists of two or three aromatic rings. One of the two compounds with low 1O(2) yields was distinctly less phototoxic and did not induce photogenotoxic effects. The other, structurally an indolo derivative and not the common thieno derivative, was, however, similarly phototoxic as the seven compounds with high 1O(2) quantum yield and was also clearly photogenotoxic indicating that different action pathways, not involving singlet oxygen, have to be considered at least for this compound.
- Subjects :
- Salmonella typhimurium
Photochemistry
Pyridones
Health, Toxicology and Mutagenesis
Ring (chemistry)
medicine.disease_cause
Medicinal chemistry
Ames test
Cell Line
chemistry.chemical_compound
Mice
Structure-Activity Relationship
Photosensitivity
Cricetinae
Genetics
medicine
Animals
Chromosome Aberrations
Singlet oxygen
Mutagenicity Tests
Aromaticity
3T3 Cells
Chromophore
chemistry
Neutral Red
Phototoxicity
Genotoxicity
Mutagens
Subjects
Details
- ISSN :
- 00275107
- Volume :
- 535
- Issue :
- 1
- Database :
- OpenAIRE
- Journal :
- Mutation research
- Accession number :
- edsair.doi.dedup.....d44c030ace3c1c83bcc9504472b04a84