Visible-light-triggered release of nitric oxide from N-pyramidal nitrosamines |
| |
Authors: | Karaki Fumika Kabasawa Yoji Yanagimoto Takahiro Umeda Nobuhiro Firman Urano Yasuteru Nagano Tetsuo Otani Yuko Ohwada Tomohiko |
| |
Institution: | Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. |
| |
Abstract: | Although many organic/inorganic compounds that release nitric oxide (NO) upon photoirradiation (phototriggered caged-NOs) have been reported, their photoabsorption wavelengths mostly lie in the UV region, because X-NO bonds (X=heteroatom and metal) generally have rather strong π-bond character. Thus, it is intrinsically difficult to generate organic compounds that release NO under visible light irradiation. Herein, the structures and properties of N-pyramidal nitrosamine derivatives of 7-azabicyclo2.2.1]heptanes that release NO under visible light irradiation are described. Bathochromic shifts of the absorptions of these nitrosamines, attributed to HOMO (n)-LUMO (π*) transitions associated with the nonplanar structure of the N-NO moiety, enable the molecules to absorb visible light, which results in N-NO bond cleavage. Thus, these compounds are innate organic caged-NOs that are uncaged by visible light. |
| |
Keywords: | cage compounds cleavage reactions nitrogen oxides nitrosamines photolysis |
本文献已被 PubMed 等数据库收录! |
|