1215018-67-9Relevant articles and documents
A phenolic antioxidant releasing nitric oxide on demand
Vittorino, Elisa,Sortino, Salvatore
, p. 421 - 426 (2010)
A novel molecular conjugate (1) that combines radical scavenging properties to light-regulated release of nitric oxide (NO) has been designed and synthesized by a straightforward procedure. This compound integrates a catecholic unit and a suitable NO photodonor, separated by an alkyl spacer, into the same molecular skeleton. The radical scavenging properties of 1 were evaluated by investigating its reactivity toward hydrogen abstraction by tert-butoxy radical by using laser flash photolysis techniques. The catecholic function of 1 is transparent to visible light, which, in contrast, is exclusively absorbed by the NO photodonor, resulting in the photocontrolled release of this radical species, monitored by an ultrasensitive NO electrode. A comparison of the value of the hydrogen abstraction rate constant and the amount of NO photoreleased with those of reference models demonstrates the retention of the single properties into the new molecular entity. This characteristic together with its water solubility make 1 a potential model system in the perspective of multitarget compounds for biomedical research studies.
