title: Synthesis and biological evaluation of O-methyl and O-ethyl NSAID hydroxamic acids.
abstract: This paper reports the synthesis of O-methyl and O-ethyl NSAID hydroxamic acids, their antimicrobial activities, and their ability to inhibit urease and soybean lipoxygenase activities. Ibuprofen and fenoprofen hydroxamic acids with free hydroxy groups present the highest antimicrobial activity, while indomethacin and diclofenac analogs show significantly lower antimicrobial activity. Diclofenac hydroxamic acid 4e exerts the highest anti-urease activity. Indomethacin O-ethyl hydroxamic acid 3h and ibuprofen O-benzyl hydroxamic acid 4b exert significant inhibitory activities on soybean lipoxygenase. Fenoprofen and indomethacin O-ethyl hydroxamic acids 3b and 3h and diclofenac and indomethacin O-benzyl analogs 4g and 4i highly inhibit lipid peroxidation. The highest antioxidant activity was shown by fenoprofen derivative 3b.
authors.affiliation: Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia.
authors.forename: Zrinka
authors.initials: Z
authors.lastname: Rajić
authors.forename: Ivana
authors.initials: I
authors.lastname: Perković
authors.forename: Ivan
authors.initials: I
authors.lastname: Butula
authors.forename: Branka
authors.initials: B
authors.lastname: Zorc
authors.forename: Dimitra
authors.initials: D
authors.lastname: Hadjipavlou-Litina
authors.forename: Eleni
authors.initials: E
authors.lastname: Pontiki
authors.forename: Stjepan
authors.initials: S
authors.lastname: Pepeljnjak
authors.forename: Ivan
authors.initials: I
authors.lastname: Kosalec
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000494:pharmacology; D000975:Antioxidants; D001419:Bacteria / Q000187:drug effects; D006877:Hydroxamic Acids / Q000138:chemical synthesis / Q000494:pharmacology; D015227:Lipid Peroxidation / Q000187:drug effects*; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D015394:Molecular Structure; D014510:Urease / Q000037:antagonists & inhibitors
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D000975:Antioxidants; D006877:Hydroxamic Acids; D016859:Lipoxygenase Inhibitors; D014510:Urease