A Phenolic Antioxidant Releasing Nitric Oxide on Demand

作者：Vittorino Elisa; Sortino Salvatore^*

来源：European Journal of Organic Chemistry, 2010, 2010(3): 421-426.

DOI：10.1002/ejoc.200901207

• Photochemistry
• Nitric oxide
• Phenols
• Antioxidants
• Radicals

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 all ultrasensitive NO electrode A comparison of the value of the hydrogen abstraction late 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 ill the perspective of "multitarget" compounds for biomedical research studies

• 出版日期2010-1