<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml">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 was <italic>N</italic>-methylhydroxamic acid of diclofenac (<italic>ANT</italic> = 88.0% and <italic>EC</italic>50 = 60.1 μg mL-1). The activity of the standard substance, butylated hydroxyanisole, in the two assays was <italic>ANT</italic> = 86.9% and <italic>EC</italic>50 = 18.8 μg mL-1, respectively. Ibuproxam was the strongest iron chelator among investigated hydroxamic acids (<italic>EC</italic>50 = 255.6 μg mL-1), yet significantly weaker than the standard substance, EDTA (<italic>EC</italic>50 = 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.</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 was N-methylhydroxamic acid of diclofenac (ANT = 88.0% and EC50 = 60.1 μg mL-1). The activity of the standard substance, butylated hydroxyanisole, in the two assays was ANT = 86.9% and EC50 = 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.

Antioxidant activity of NSAID hydroxamic acids

Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia

Acta Pharmaceutica

{"article-title":"Antioxidant activity of NSAID hydroxamic acids"}

In the present study, seven hydroxamic acid derivatives of nonsteroidal anti-inflammatory drugs (NSAIDs) (ibuprofen, fenoprofen, ketoprofen, indomethacin and...

Antioxidant activity of NSAID hydroxamic acids

Publié en ligne: 29 juin 2009

Pages: 235 - 242

DOI: https://doi.org/10.2478/v10007-009-0017-8

Mots clés
NSAID, hidroksamska kiselina, antioksidativno djelovanje, vezanje slobodnih radikala, sposobnost keliranja metala

This content is open access.

Antioxidant activity of NSAID hydroxamic acids

Publié en ligne: 29 juin 2009

Pages: 235 - 242

DOI: https://doi.org/10.2478/v10007-009-0017-8

Mots clésNSAID, hidroksamska kiselina, antioksidativno djelovanje, vezanje slobodnih radikala, sposobnost keliranja metala

This content is open access.

Mots clés
NSAID, hidroksamska kiselina, antioksidativno djelovanje, vezanje slobodnih radikala, sposobnost keliranja metala