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8-甲氧基硫代补骨脂素和6-甲基硫代香豆素的光毒性

The phototoxicity of 8-methoxythionepsoralen and 6-methylthionecoumarin.

作者信息

Tuveson R W, Wang G R, Becker R S

机构信息

Department of Microbiology, University of Illinois, Urbana 61801.

出版信息

Photochem Photobiol. 1992 Sep;56(3):341-52. doi: 10.1111/j.1751-1097.1992.tb02169.x.

DOI:10.1111/j.1751-1097.1992.tb02169.x
PMID:1438569
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.

摘要

利用多种大肠杆菌菌株、流感嗜血杆菌转化DNA以及大肠杆菌pBR322质粒DNA,研究了8-甲氧基硫代补骨脂素(8-MOTP)和6-甲基硫代香豆素(6-MTC)在紫外线A(UV-A)激活下的光毒性。结果表明,8-MOTP是一种严格依赖氧气的光敏剂,与它所衍生的母体化合物(8-MOP)相比,在形成导致同等致死率的损伤方面效率低约500倍。与8-MOP一样,8-MOTP能够在大肠杆菌中诱导组氨酸非依赖型突变,并使转化DNA失活,这与DNA是该分子在UV-A存在下诱导损伤的靶点一致。与母体化合物(6-甲基香豆素;6-MC)不同,6-MC经UV-A处理时无光毒性,而6-MTC在用大肠杆菌细胞或转化DNA进行测试时是一种由UV-A激活的强氧依赖性光敏剂。这些结果表明,细胞膜可能是导致致死的重要靶点。在UV-A存在下,6-MTC能够使pBR322质粒和流感嗜血杆菌转化DNA的体外活性失活,这表明DNA是该分子在被UV-A激活时的潜在靶点。

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