Synthesis and evaluation of NO-release from symmetrically substituted furoxans.
A series of symmetrically substituted dibenzoyl furoxans were synthesized and investigated for their potential to release nitric oxide, which plays a key role in the nervous and cardiovascular systems. Cysteine was employed to promote nitric oxide release from furoxan via the formation of an S-nitrosothiol intermediate. Transition metal ion-mediated S-nitrosocysteine decomposition liberates nitric oxide that, in aqueous aerobic solutions, is converted to reactive nitrogen oxide species. The percent nitric oxide released was quantified colorimetrically by the Griess reagent system.
Nirode
William F
WF
Department of Chemistry, Hofstra University, Hempstead, NY 11549, USA. chmwfn@hofstra.edu
Luis
Jessica M
JM
Wicker
Jordan F
JF
Wachter
Nanette M
NM
D000818:Animals; D003545:Cysteine / Q000031:analogs & derivatives / Q000494:pharmacology; D006801:Humans; D008956:Models, Chemical; D009569:Nitric Oxide / Q000378:metabolism*; D009603:Nitroso Compounds / Q000378:metabolism*; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D026361:Reactive Nitrogen Species / Q000378:metabolism; D026403:S-Nitrosothiols / Q000737:chemistry / Q000494:pharmacology; D014665:Vasodilator Agents / Q000138:chemical synthesis* / Q000494:pharmacology
D009603:Nitroso Compounds; D010069:Oxadiazoles; D026361:Reactive Nitrogen Species; D026403:S-Nitrosothiols; D014665:Vasodilator Agents; C010166:furoxans; D009569:Nitric Oxide; D003545:Cysteine