Photodegradation of benzydamine: phototoxicity of an isolated photoproduct on erythrocytes.
Benzydamine hydrochloride (Tantum, 1) is a photoallergic and phototoxic anti-inflammatory and analgesic agent. This drug is photolabile under aerobic and anaerobic conditions. Irradiation of a methanol solution of benzydamine under oxygen or argon at 300 nm affords 5-hydroxybenzydamine (2) and 2-beta-dimethylaminopropyl-1-benzylindalolin-3-one (3) as the main isolated and spectroscopically identified photoproducts. A radical intermediate was evidenced by thiobarbituric acid that was used as a radical sonde, as well as by the dimerization of cysteine. Erythrocyte lysis photosensitized by 1, 2, and 3 was investigated.
Vargas
F
F
Centro de Química, Instituto Venezolano de Investigaciones Científicas I.V.I.C., Caracas, Venezuela.
Rivas
C
C
Machado
R
R
Sarabia
Z
Z
D001591:Benzydamine / Q000378:metabolism / Q000528:radiation effects / Q000633:toxicity*; D004912:Erythrocytes / Q000187:drug effects*; D005609:Free Radicals; D006461:Hemolysis / Q000187:drug effects*; D006801:Humans; D010782:Photolysis
D005609:Free Radicals; D001591:Benzydamine