College of Chemistry, Chemical Engineering and Material Science, Soochow University, 199 Ren'Ai Road, Suzhou 215123, China.
Technology School of Radiation Medicine and Protection, Medical College of Soochow University, School for Radiological and Interdisciplinary Sciences (RAD-X), Soochow University, Suzhou 215123, China.
Org Biomol Chem. 2018 Nov 7;16(41):7619-7625. doi: 10.1039/c8ob02047g. Epub 2018 Oct 3.
Two quinolone-coumarin skeleton derivatives (1a, 1b) have been prepared by Friedländer synthesis with 2-aminoaryl ketone and 3-acetyl-7-diethylaminocoumarin. The dyes showed excellent photo stability. Their optical properties in five organic solvents have been measured, and the wavelength range of the maximum fluorescence emission peaks was from 469 nm to 509 nm. Besides, both of them exhibited high fluorescence quantum yields (0.79-0.96) in these organic solvents. The pH influenced optical properties tests indicated dyes 1a-b have strong fluorescence in sub acid (pH = 6.0) to alkaline environment (pH = 9.0). Their fluorescence quantum yields in neutral aqueous solution (pH = 7.0) were 0.82 (1a) and 0.78 (1b) respectively. In addition, dyes 1a-b exhibited stable fluorescence intensity in the presence of some metal cations and biomolecules in neutral solution (pH = 7.0). Subsequently, confocal microscopy imaging indicated that dyes 1a-b could be used as biomarkers for lipid droplets in living and fixed cells (I929 and HeLa cells).
两种喹啉-香豆素骨架衍生物(1a、1b)通过 Friedländer 合成用 2-芳基酮和 3-乙酰-7-二乙氨基香豆素制备。这些染料表现出优异的光稳定性。在五种有机溶剂中测量了它们的光学性质,最大荧光发射峰的波长范围为 469nm 至 509nm。此外,它们在这些有机溶剂中都表现出高荧光量子产率(0.79-0.96)。pH 影响光学性质测试表明染料 1a-b 在弱酸(pH=6.0)到碱性环境(pH=9.0)中具有强荧光。它们在中性水溶液(pH=7.0)中的荧光量子产率分别为 0.82(1a)和 0.78(1b)。此外,染料 1a-b 在中性溶液(pH=7.0)中存在一些金属阳离子和生物分子时表现出稳定的荧光强度。随后,共聚焦显微镜成像表明,染料 1a-b 可用于活细胞和固定细胞(I929 和 HeLa 细胞)中脂滴的生物标记物。