Photosensitizing drugs containing the benzophenone chromophore

The nonsteroidal anti-inflammatory agents ketoprofen, tiaprofenic acid, suprofen and tolmetin, together with the anti-hyperlipoproteinemic drug fenofibrate and the anti-arrhythmic amiodarone can be included in the group of benzophenone-derived photosensitizing drugs. They contain a diaryl ketone chr...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. B, Biology Biology, 1998-04, Vol.43 (1), p.1-26
Main Authors: Boscá, F, Miranda, M A
Format: Article
Language:English
Subjects:
Animals
Benzophenones - chemistry
Humans
Molecular Structure
Photosensitizing Agents - chemistry
Online Access:Get full text
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Summary:The nonsteroidal anti-inflammatory agents ketoprofen, tiaprofenic acid, suprofen and tolmetin, together with the anti-hyperlipoproteinemic drug fenofibrate and the anti-arrhythmic amiodarone can be included in the group of benzophenone-derived photosensitizing drugs. They contain a diaryl ketone chromophore and mediate the development of phototoxic reactions. In some cases, photoallergic responses have been reported. These properties have been substantiated in clinical reports, as well as by means of in vivo and in vitro assays. Tolmetin is phototoxic in vitro, however there are no reports on photosensitization by this drug in humans. In general, photochemical and photobiological studies strongly suggest that photosensitization involves formal hydrogen abstraction (either in a single step or via electron transfer followed by proton transfer) by the benzophenone-like chromophore from the excited triplet state. In the case of amiodarone, the radicals generated by photodehalogenation from the triplet are responsible for the photosensitivity side-effects.
ISSN:1011-1344
DOI:10.1016/S1011-1344(98)00062-1