Tetrahedron ( IF 2.1 ) Pub Date : 2023-03-11 , DOI: 10.1016/j.tet.2023.133358 Xu Chen , Hongshun Sun , Yijing Du , Cheng Liu , Rui Liu
Myelin sheath is one of the important tissues in protecting neurons for rapid and accurate signal transduction in the central nervous system. Direct detection and quantification of myelin content in vivo can facilitate diagnosis and therapeutic treatment of myelin-related diseases such as multiple sclerosis. In this work, two aminophenoxazinone derivatives, 2-amino-7-(dimethylamino)-3H-phenoxazin-3-one (ADMPO) and 2-amino-7-(diethylamino)-3H-phenoxazin-3-one (ADEPO), were designed and synthesized using a new method. Their structures were confirmed by 1H NMR, 13C NMR and HRMS analysis. They fluoresce in the near-infrared range with emission wavelengths ranging at 657 nm and 664 nm, respectively. In vitro assays demonstrated that they can specifically bind to myelinated fibers, and ADEPO is superior. This study suggests that aminophenoxazinone derivatives can be used as novel myelin-specific near-infrared fluorescent molecular probes.
中文翻译:
用于髓磷脂特异性成像的氨基吩恶嗪酮近红外荧光探针
髓鞘是中枢神经系统中保护神经元进行快速准确信号转导的重要组织之一。体内髓鞘含量的直接检测和定量可以促进多发性硬化症等髓鞘相关疾病的诊断和治疗。在这项工作中,两种氨基吩恶嗪酮衍生物,2-amino-7-(dimethylamino)-3H-phenoxazin-3-one ( ADMPO ) 和 2-amino-7-(diethylamino)-3H-phenoxazin-3-one (ADEPO ),使用新方法设计和合成。其结构经1 H NMR、13C NMR 和 HRMS 分析。它们在近红外范围内发出荧光,发射波长分别为 657 nm 和 664 nm。体外试验表明它们可以特异性结合有髓纤维,ADEPO更胜一筹。该研究表明,氨基吩恶嗪酮衍生物可用作新型髓磷脂特异性近红外荧光分子探针。