METHYLALLOPSORALEN-THYMINE 3,4- and 4',5'-MONOADDUCTS FORMED IN THE PHOTOREACTION WITH DNA |
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Authors: | Sergio Caffieri Paolo Rodighiero Daniela Vedaldi Francesco DallAcqua |
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Institution: | Department of Pharmaceutical Sciences of the Padua University and Centro di Studio sulla Chimica del Farmaco e dei Prodotti Biologicamente Attivi del C.N.R., Padova, Italy |
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Abstract: | Abstract— Two new allopsoralens, i.e. 4,7.5'-trimethylallopsoralen and 4,7,4'-trimethylallopsoralen have been irradiated (365 nm) in the presence of DNA. The DNA so treated was hydrolyzed and among the products of its hydrolysis new 3,4- and 4',5'-monocycloadducts between the two furocoumarins and thymine have been isolated. The monoadducts have been characterized on the basis of their spectroscopic properties, of their capacity to undergo photoreversion forming the parent compounds and of the NMR data. A cis-syn conformation has been suggested for both 3,4- and both 4',5'-monoadducts. |
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