Abstract
A new series of nonsteroidal antiinflammatory drugs (NSAIDs) obtained by linking ibuprofen to selected furoxan moieties and to related furazans were synthesized and tested for their antiinflammatory, antiaggregatory, and ulcerogenic properties. All the derivatives are endowed with antiinflammatory activity comparable to that of ibuprofen, but, unlike this drug, they display reduced acute gastrotoxicity. The masking of the ibuprofen-free carboxylic group seems to be principally at the basis of this reduced topical irritant action. The two furoxan derivatives 8 and 9 also trigger potent antiaggregatory effects, principally as a consequence of their NO-donor ability.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Anti-Inflammatory Agents, Non-Steroidal / toxicity
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Carrageenan
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Cyclic N-Oxides / chemical synthesis*
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Cyclic N-Oxides / pharmacology
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Cyclic N-Oxides / toxicity
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Edema / drug therapy
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Gastric Mucosa / drug effects
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Humans
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Ibuprofen / analogs & derivatives*
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Ibuprofen / chemical synthesis*
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Ibuprofen / pharmacology
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In Vitro Techniques
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Male
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Nitric Oxide Donors / chemical synthesis*
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Nitric Oxide Donors / pharmacology
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Nitric Oxide Donors / toxicity
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Oxadiazoles / chemical synthesis*
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Oxadiazoles / pharmacology
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Oxadiazoles / toxicity
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Peptic Ulcer / chemically induced
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Platelet Aggregation Inhibitors / chemical synthesis*
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Platelet Aggregation Inhibitors / pharmacology
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Platelet Aggregation Inhibitors / toxicity
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Rats
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Rats, Wistar
Substances
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3-(3-(benzenesulfonyl)furoxan-4-yloxy)propyl 2-(4-isobutylphenyl)propionate
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3-(3-(phenylthio)furoxan-4-yloxy)propyl 2-(4-isobutylphenyl)propionate
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Anti-Inflammatory Agents, Non-Steroidal
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Cyclic N-Oxides
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Nitric Oxide Donors
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Oxadiazoles
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Platelet Aggregation Inhibitors
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furoxans
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Carrageenan
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Ibuprofen