linoleic-acid and 4-(acetylamino)benzeneacetic-acid

The photobiological properties of 4-acetylaminophenylacetic acid (Actarit, ACT, MS-932, CAS 18699-02-0) were studied using in vitro phototoxicity assays: photohemolysis, photoperoxidation of linoleic acid and Candida sp phototoxicity test. ACT reduced nitro blue tetrazolium (NBT) when irradiated with lambda > or = 300 nm in deoxygenated aqueous buffer solution (pH 7.4). The photohemolysis rate and photoperoxidation of linoleic acid were inhibited significantly by reduced glutathione. ACT was phototoxic to Candida sp. The isolation and identification of the photodegradation products of ACT in phosphate buffered saline solution (pH 7.4) and methanol were studied under aerobic conditions. Four compounds were identified and two of them isolated and characterized by spectroscopic methods. A photodecarboxylation with the participation of oxygen via a type I mechanism was proposed for the photodegradation of ACT which undergoes direct electron transfer from the excited state of ACT carboxylate and homolytic rupture of the alpha-carbon bond. A photodynamic mechanism involving radicals and electron transfer reactions was suggested for the observed in vitro phototoxicity.

Topics: Antirheumatic Agents; Candida; Dose-Response Relationship, Drug; Erythrocytes; Free Radicals; Hemolysis; Humans; In Vitro Techniques; Indicators and Reagents; Light; Linoleic Acid; Magnetic Resonance Spectroscopy; Microbial Sensitivity Tests; Peroxides; Phenylacetates; Photochemistry; Photosensitizing Agents; Spectrophotometry, Ultraviolet