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Synthesis, characterization and revealing the sono-photochemical potential of new NIR BODIPY derivative
Tetrahedron ( IF 2.1 ) Pub Date : 2024-03-23 , DOI: 10.1016/j.tet.2024.133949
Gürkan Karanlık

Although the idea of combining the light of photodynamic therapy (PDT) and the sound of sonodynamic therapy (SDT) and converting into a much more effective therapeutic treatment method, sonophotodynamic therapy (SPDT), is very wise and sensitizing agents such as phthalocyanines produce higher amounts of singlet oxygen (O) with this method, the usage of SPDT for boron-dipyrromethene ()-based theranostics has put forward by our group for the first time and no studies have been published by other groups in the literature so far. Therefore, as our continuing motivation in this direction, in the present study, a novel near-infrared () BODIPY fluorophore bearing thienyl-pyridine substituent at -position, iodines as heavy atoms at 2-,6- positions and distyryl segments at 3-,5- positions which enlarge π-conjugation of the molecule has been synthesized successfully. The structural characterizations of the target has been accomplished by the conventional spectroscopic methods (H NMR, C NMR, FT-IR (ATR), UV–Vis and HRMS/MS) and elemental analysis. In order to evaluate the singlet oxygen generation capacity of , photochemical and sonophotochemical methods have been employed comparatively. The singlet oxygen quantum yield (Φ) of was calculated 0.37 using by photochemical method, this value increased to 0.66 by sonophotochemical study. It can be said that these results will open new horizons for researchers in terms of understanding sonophotochemical measurements of BODIPY derivatives for future or studies.

中文翻译:

新型近红外 BODIPY 衍生物的合成、表征和揭示声光化学潜力

尽管将光动力疗法 (PDT) 和声音声动力疗法 (SDT) 相结合并转化为更有效的治疗方法声光动力疗法 (SPDT) 的想法是非常明智的,并且诸如酞菁等敏化剂会产生更高的效果。本课题组首次提出SPDT用于基于硼二吡咯亚甲基()的治疗诊断学,迄今为止其他课题组尚未在文献中发表研究。因此,作为我们在这个方向上的持续动力,在本研究中,一种新型近红外()BODIPY荧光团在-位带有噻吩基-吡啶取代基,在2-,6-位上带有碘作为重原子,在3-位上带有二苯乙烯基片段。已成功合成了扩大分子π-共轭的5-位。通过传统的光谱方法(1H NMR、13C NMR、FT-IR (ATR)、UV-Vis 和 HRMS/MS)和元素分析完成了靶材的结构表征。为了评价单线态氧的产生能力,采用了光化学和声光化学方法进行比较。利用光化学方法计算出单线态氧量子产率(Φ)为0.37,通过声光化学研究将该值提高到0.66。可以说,这些结果将为研究人员了解BODIPY衍生物的声光化学测量或研究开辟新的视野。
更新日期:2024-03-23
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