Controlled photochemical release of nitric oxide from O2-substituted diazeniumdiolates.
Diazeniumdiolates are a well-established class of nitric oxide (NO) donors that have been employed in a wide variety of biochemical and pharmacological investigations. To provide a means of targeting NO release, photosensitive precursors to diazeniumdiolates have been developed and are reviewed here. After a brief description of diazeniumdiolate chemistry and the potential uses of photosensitive precursors to NO, three different classes of phototriggered diazeniumdiolates are discussed: 2-nitrobenzyl derivatives, meta-substituted benzyl derivatives, and naphthylmethyl and naphthylallyl derivatives. In addition, the photochemistry of diazeniumdiolate salts themselves is covered.
Department of Chemistry, Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA.
Christopher M
CM
Pavlos
Hua
H
Xu
John P
JP
Toscano
D000818:Animals; D001391:Azo Compounds / Q000737:chemistry*; D016503:Drug Delivery Systems; D015195:Drug Design; D006801:Humans; D008956:Models, Chemical; D009569:Nitric Oxide / Q000737:chemistry / Q000378:metabolism*; D009578:Nitrobenzenes / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry*; D010777:Photochemistry / Q000379:methods; D017319:Photosensitizing Agents / Q000494:pharmacology; D011355:Prodrugs / Q000737:chemistry
D001391:Azo Compounds; D009578:Nitrobenzenes; D017319:Photosensitizing Agents; D011355:Prodrugs; C452539:diazeniumdiolate; D009569:Nitric Oxide; D010100:Oxygen