Ekmekçi Zeynep, Karaoğlu Seda
Department of Biomedical Engineering, Faculty of Technology, Isparta University of Applied Sciences, Isparta, Turkiye.
Turk J Chem. 2023 Oct 11;47(6):1452-1458. doi: 10.55730/1300-0527.3627. eCollection 2023.
In this study, the pyridine side of a boron 2-(2'-pyridyl) imidazole (BOPIM) core, which has very few derivatives synthesized in the literature and can show fluorescence properties in solid form, was derivatized with 1-methylpyrazole, predicted to have activity against fungi or bacteria according to the literature. Additionally, its imidazole side was brominated to increase the efficiency of singlet oxygen production by increasing the intersystem crossing. The photophysical properties of the new synthesized BOPIM derivative were investigated in general organic solvents with different polarities. While the wavelength of the maximum absorbance was determined as 406 nm in CHCl and THF, the wavelength of the highest emission was measured at 497 nm in CHCN solvent. The largest Stokes shift was determined as 104 nm in CHCN. This value was considerably higher than those of many photosensitizers. The singlet oxygen generation potential of the BOPIM derivative was revealed using a 440-nm LED lamp in the presence of singlet oxygen scavenger 1,3-diphenylisobenzofuran (DPBF). Additionally, it was demonstrated that the BOPIM derivative had no toxic effects by measurements made in the dark.
在本研究中，硼2-(2'-吡啶基)咪唑（BOPIM）核的吡啶侧，该核在文献中合成的衍生物很少，且能以固态形式表现出荧光特性，用1-甲基吡唑进行了衍生化，根据文献预测其对真菌或细菌具有活性。此外，其咪唑侧进行了溴化，以通过增加系间窜越来提高单线态氧的产生效率。在具有不同极性的一般有机溶剂中研究了新合成的BOPIM衍生物的光物理性质。在CHCl和THF中，最大吸收波长确定为406 nm，而在CHCN溶剂中，最高发射波长测量为497 nm。在CHCN中，最大斯托克斯位移确定为104 nm。该值明显高于许多光敏剂的值。在单线态氧清除剂1,3-二苯基异苯并呋喃（DPBF）存在下，使用440 nm的LED灯揭示了BOPIM衍生物的单线态氧生成潜力。此外，通过在黑暗中进行的测量表明，BOPIM衍生物没有毒性作用。
