Repair of the two diastereoisomer photoadducts formed between 7-methylpyrido(3,4-c)psoralen (MePyPs) and thymidine in yeast cells: a chemical approach.

When analysing the repair of psoralen plus UVA-induced photoadducts in DNA, it must be realized that, in most cases, different isomers are formed. The monofunctional psoralen derivative 7-methylpyrido(3,4-c)psoralen (MePyPs) is known for its high antiproliferative activity at the cellular level and interesting photochemotherapeutic properties. To understand its photobiological efficiency in more detail, the induction of specific photoadducts in DNA and their repair were analysed in a eukaryotic cell system, the yeast Saccharomyces cerevisiae. After photoaddition of MePyPs, two main diastereoisomers were characterized after enzymatic hydrolysis of the DNA and analysis by high performance liquid chromatography. One diastereoisomer was more effectively repaired in yeast than the other during post-treatment incubation, suggesting that the two diastereoisomers may be recognized differently by cellular enzymatic repair systems.