Photolytic degradation of benorylate: effects of the photoproducts on cultured hepatocytes.

Abstract	The photodegradation of benorylate [4'-(acetamido)phenyl-2-acetoxybenzoate], a drug frequently used in rheumatoid arthritis therapy, has been examined under different sets of experimental conditions. Several photoproducts have been isolated and identified on the basis of their IR, NMR, and MS spectra. The most significant photochemical process is the photo-Fries rearrangement of benorylate, leading to 5-acetamido-2'-acetoxy-2-hydroxybenzophenone (1). This compound undergoes a rapid transacylation to the isomeric 5'-acetamido-2'-acetoxy-2-hydroxybenzophenone (2). A primary culture of rat hepatocytes has been used to evaluate the possible toxicity of these two benzophenones, keeping in mind the following criteria: leakage of cytosolic enzymes, attachment index to culture plates, gluconeogenesis from lactate and fructose, glycogen balance, and albumin synthesis. At the concentrations assayed, neither of the two major photoproducts of benorylate (benzophenones 1 and 2) had significant toxic effects on liver cells in culture.
Authors	J V Castell, M J Gomez, V Mirabet, M A Miranda, I M Morera
Journal	Journal of pharmaceutical sciences (J Pharm Sci) Vol. 76 Issue 5 Pg. 374-8 (May 1987) ISSN: 0022-3549 [Print] United States
PMID	2888867 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References	Albumins Benzophenones Salicylates L-Lactate Dehydrogenase Aspartate Aminotransferases
Topics	Albumins (biosynthesis) Animals Aspartate Aminotransferases (metabolism) Benzophenones (isolation & purification, pharmacology) Cell Adhesion (drug effects) Cell Survival (drug effects) Cells, Cultured Chemical Phenomena Chemistry Gluconeogenesis L-Lactate Dehydrogenase (metabolism) Light Liver (cytology, drug effects, metabolism) Magnetic Resonance Spectroscopy Male Photolysis Rats Rats, Inbred Strains Salicylates (isolation & purification, pharmacology, radiation effects) Spectrum Analysis

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