Meso‐Aminomethyl‐BODIPY as a Scaffold for Nitric Oxide Photo‐Releasers

• Published in: ChemistrySelect (Weinheim) 2023-12, Vol.8 (46), p.n/a
• Main Authors: Panfilov, Mikhail A., Karogodina, Tatyana Yu, Sibiryakova, Anastasiya A., Tretyakova, Irina S., Vorob'ev, Alexey Yu, Moskalensky, Alexander E.
• Format: Article
• Language: English
• Subjects: BODIPY; Nitric oxide; photolabile “caged” nitric oxide; photoremovable protecting group; platelet activation; singlet oxygen
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202302681

Nitric oxide (NO) is a unique biochemical mediator involved in the regulation of vital processes. Its short lifetime in physiological conditions and local action impede direct application in medicine because highly targeted NO‐delivery systems are required. Light‐controllable NO releasers are promising for the development of smart therapies. Here we present simply prepared meso‐aminomethyl BODIPY (4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene) derivatives containing N‐nitroso moiety, which show the photoinduced generation of NO in a solution. These compounds can additionally generate singlet oxygen, and NO/1O2 generation efficiency can be tuned by substituents. As an example of NO‐mediated effect, we demonstrate light‐dependent inhibition of platelet activation in vitro. The presented compounds could serve as the basis for the development of novel hybrid therapeutic methods. Nitric oxide (NO) is a unique biochemical mediator. Highly targeted NO delivery systems are required for applications in medicine. We present BODIPY derivatives capable of photoinduced release of NO. As an example of NO‐mediated effect, we demonstrate light‐dependent inhibition of platelet activation in vitro.