Photoreactive water-soluble derivatives of psoralen.
Photobinding to DNA and cross-linking formation in vitro, as well as the skin photosensitizing activity on guinea pigs of two water-soluble derivatives of psoralen (5 and 8-diethylaminopropyloxypsoralen hydrochloride) have been studied. For purposes of comparison, the results have been correlated with those obtained, in the same experimental conditions, with 5- and 8-methoxypsoralen. The water-soluble 8-derivative showed an increased photoaddition to DNA and cross-linking formation, when compared with 8-methoxy-derivative; on the contrary, the water-soluble 5-derivative was less photoreactive than the corresponding 5-methoxy-derivative. The skin photosensitizing potency of 8-diethylaminopropyloxypsoralen (the more interesting of the two compounds) appears weaker than that of 8-methoxypsoralen after topical application, but higher after oral ingestion or subcutaneous injection.
D000818:Animals; D004247:DNA / Q000378:metabolism; D011564:Furocoumarins / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D006168:Guinea Pigs; D010787:Photosensitivity Disorders / Q000139:chemically induced; D012867:Skin / Q000187:drug effects
D011564:Furocoumarins; D004247:DNA