Antioxidant activity of NSAID hydroxamic acids
- 1 June 2009
- journal article
- Published by Walter de Gruyter GmbH in Acta Pharmaceutica
- Vol. 59 (2), 235-242
- https://doi.org/10.2478/v10007-009-0017-8
Abstract
In the present study, seven hydroxamic acid derivatives of nonsteroidal anti-inflammatory drugs (NSAIDs) (ibuprofen, fenoprofen, ketoprofen, indomethacin and diclofenac) were found to possess significant antioxidant, radical scavenging and metal chelating activities. The most active antioxidant and radical scavenger wasN-methylhydroxamic acid of diclofenac (ANT= 88.0% andEC50= 60.1 μg mL-1). The activity of the standard substance, butylated hydroxyanisole, in the two assays wasANT= 86.9% andEC50= 18.8 μg mL-1, respectively. Ibuproxam was the strongest iron chelator among investigated hydroxamic acids (EC50= 255.6 μg mL-1), yet significantly weaker than the standard substance, EDTA (EC50= 29.1 μg mL-1). It seems that different mechanism is involved in metal chelating activity than in antioxidant and radical scavenging activity. Antioxidant and radical scavenging activities may be connected with conjugation of the nitrogen lone electron pair with the carbonyl group. On the other hand, more hydrophilic substances tend to be better iron chelators.Keywords
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