THE PHOTOTOXICITY OF 8‐M‐ETHOXYTHIONEPSORALEN AND 6‐M‐ETHYLTHIONECOUMARIN
- 1 September 1992
- journal article
- research article
- Published by Wiley in Photochemistry and Photobiology
- Vol. 56 (3) , 341-352
- https://doi.org/10.1111/j.1751-1097.1992.tb02169.x
Abstract
The phototoxicity of 8-methoxythionepsoralen (8-MOTP) and 6-methylthione coumarin (6-MTC) when activated by UV-A has been investigated using a variety of Escherichia coli strains, Haemophilus influenzae transforming DNA and Escherichia coli pBR322 plasmid DNA. The results demonstrate that 8-MOTP is a strictly oxygen independent photosensitizer that is about 500-fold less efficient in forming lesions leading to equivalent lethality than is the parent compound from which it is derived (8-MOP). As is true for 8-MOP, 8-MOTP is capable of inducing histidine independent mutations in E. coli and inactivating transforming DNA consistent with DNA being a target for lesions induced by this molecule in the presence of UV-A. 6-MTC is a strongly oxygen dependent photosensitizer activated by UV-A when tested with either E. coli cells or transforming DNA in contrast to the parent compound (6-methylcoumarin; 6-MC) which is not phototoxic when treated with UV-A. These results imply that the membrane may be an important target leading to lethality. 6-MTC in the presence of UV-A can inactivate pBR322 plasmid and Haemophilus influenzae transforming DNA activity in vitro suggesting that DNA is a potential target for this molecule when activated by UV-A.Keywords
This publication has 28 references indexed in Scilit:
- LIGHT‐DEPENDENT CYTOTOXIC REACTIONS OF ANTHRACENEPhotochemistry and Photobiology, 1990
- Oxidative DNA damage photo-induced by 3-carbethoxypsoralen and other furocoumarinsJournal of Molecular Biology, 1989
- β‐CARBOLINE ALKALOIDS: MECHANISMS OF PHOTOTOXICITY TO BACTERIA AND INSECTSPhotochemistry and Photobiology, 1988
- Using Bacterial Mutants and Transforming DNA To Define Phototoxic MechanismsPublished by American Chemical Society (ACS) ,1987
- Inactivation and mutagenesis by phototoxins usingEscherichia coli strains differing in sensitivity to near- and far-ultraviolet lightJournal of Chemical Ecology, 1986
- Mutation induction by 365-nm radiation and far-ultraviolet light in Escherichia coli strains differing in near- and far-ultraviolet light sensivity☆Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis, 1984
- THE EFFECT OF MEMBRANE FATTY ACID COMPOSITION ON THE NEAR‐UV (300–400 nm) SENSITIVITY OF ESCHERICHIA COLI K1060Photochemistry and Photobiology, 1982
- GENETIC CONTROL OF NEAR‐UV (300–400nm) SENSITIVITY INDEPENDENT OF THE recA GENE IN STRAINS OF ESCHERICHIA COLI K12Photochemistry and Photobiology, 1979
- Comparison of two transformation systems for the assay of theNeurosporaphotoreactivating enzymeGenetics Research, 1972
- A procedure for the isolation of deoxyribonucleic acid from micro-organismsJournal of Molecular Biology, 1961