ORGN 71 |
| Recent clinical evidence suggests that 1,2,5-oxadiazole 2-oxides (furoxans) can serve as nitric oxide donors. Our paper describes the synthesis of symmetrically substituted 3,4-dibenzoyl-1,5-oxadiazole-2-oxides via oxidative coupling of acetophenones by nitric acid. A combination of spectroscopic techniques are used to characterize the heterocyclic products. Furoxans are chemically stable heterocyclic molecules that have been shown to release nitric oxide in vitro. We are investigating the NO-donor properties of a series of dibenzoylfuroxans bearing substituents with varied electronic properties on the aromatic rings. The %NO release by symmetrically substituted dibenzoylfuroxans in the presence of cysteine has been quantitatively determined by colorimetric methods and our results indicate that electron-donating substituents enhance nitric oxide production by dibenzoylfuroxans.
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Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
