Qu Min, Wu Nan, Jiang Wanqing, Wang Lei, Akkaya Mahinur S, Akkaya Engin U
State Key Laboratory of Fine Chemicals, Dalian University of Technology 2 Linggong Road 116024 Dalian China
Department of Pharmaceutical Sciences, Dalian University of Technology 2 Linggong Road 116024 Dalian China
RSC Adv. 2021 May 26;11(31):19083-19087. doi: 10.1039/d1ra02933a. eCollection 2021 May 24.
Singlet oxygen is a short half-life cytotoxic agent which can be generated by chemical and photochemical methods. In order to make use of its antibacterial action at a selected location, it is desirable to have singlet oxygen in a relatively stable, "caged" structure, in the form of an endoperoxide. Here, the trimethylsilyl (TMS) group supplies the steric bulk, inhibiting the cycloreversion reaction to produce very little singlet oxygen under ambient conditions. However, when fluoride ions are added as tetrabutylammonium fluoride, very rapid removal of the TMS group takes place, followed by the unhindered cycloreversion, releasing singlet oxygen much faster. The bactericidal action on surfaces was demonstrated using , and imaged under fluorescence microscopy. Considering the issues related to emergence of antibiotic resistant bacterial strains, "on demand singlet oxygen" appears to be an exciting alternative.
单线态氧是一种半衰期短的细胞毒性剂，可通过化学和光化学方法产生。为了在选定位置利用其抗菌作用，期望单线态氧以相对稳定的“笼状”结构存在，即内过氧化物的形式。在此，三甲基硅烷基（TMS）基团提供空间位阻，抑制环化逆反应，在环境条件下产生极少的单线态氧。然而，当加入氟离子作为四丁基氟化铵时，TMS基团会非常迅速地被去除，随后不受阻碍地发生环化逆反应，并更快地释放单线态氧。使用……证明了其对表面的杀菌作用，并在荧光显微镜下成像。考虑到与抗生素耐药菌株出现相关的问题，“按需产生的单线态氧”似乎是一个令人兴奋的替代方案。
