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A Psoralen‐Substituted Dioxetane as DNA Intercalator for Photogenotoxic Studies
Author(s) -
Adam Waldemar,
Beinhauer Axel,
Fischer Roland,
Hauer Hermann
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198707961
Subject(s) - psoralen , moiety , cycloaddition , intercalation (chemistry) , chemistry , dioxetane , dna , photochemistry , stereochemistry , organic chemistry , biochemistry , chemiluminescence , catalysis
The dioxetane derivative 1 of psoralen is a very promising compound. As a polycyclic heteroarene, 1 presumably undergoes intercalation into DNA; subsequent thermal decomposition of the dioxane moiety should lead to the formation of excited psoralen, which should, in turn, undergo cycloaddition to DNA. The effect of psoralen in treating psoriasis is based on such a cycloaddition.