Synthesis, optical properties, determination and imaging in living cells and bamboo of cinnamaldehyde derivatives

Yang, Jinlai; Huang, Caoxing; Xu, Xu; Pan, Yanhong; Yang, Huimin; Wu, Liangru

doi:10.1016/j.saa.2021.119730

Cited by 4 publications

(1 citation statement)

References 38 publications

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“…Furthermore, it is easy to synthesize derivatives with biological activity using cinnamaldehyde, such as cinnamaldehyde-based aspirin derivatives ( Lu et al, 2018 ) and chitosan-cinnamaldehyde cross-linked nanoparticles ( Gadkari et al, 2019 ). The Schiff-base fluorescence compounds derived from natural cinnamaldehyde have already been used to sense ClO − and Cu 2+ , and to image U-251 and Hu-7 cells ( Yang et al, 2021a ). In order to further add the value of natural cinnamaldehyde in the field of fluorescence, the continued synthesis of useful fluorescent compounds from cinnamaldehyde is highly desirable.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, determination, and bio-application in cellular and biomass-bamboo imaging of natural cinnamaldehyde derivatives

Yang

Guo

Yang

et al. 2022

Front. Bioeng. Biotechnol.

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Cinnamon essential oil (CEO) is the main ingredient in the renewable biomass of cinnamon, which contains natural cinnamaldehyde. To valorize the value of cinnamaldehyde, two simple and useful compounds (1 and 2) from CEO were synthesized using a Schiff-base reaction and characterized by infrared spectra (IR), nuclear magnetic resonance (NMR), and high-resolution mass spectrometry (HRMS). Compound 1 was used to confirm the presence of Fe3+ and ClO− in solution, as well as compound 2. Using fluorescence enhancement phenomena, it offered practicable linear relationship of 1’s fluorescence intensity and Fe3+ concentrations: (0–8.0 × 10−5 mol/L), y = 36.232x + 45.054, R2 = 0.9947, with a limit of detection (LOD) of 0.323 μM, as well as compound 2. With increasing fluorescence, F404/F426 of 1 and the ClO− concentration (0–1.0 × 10−4 mol/L) also had a linear relationship: y = 0.0392x + 0.5545, R2 = 0.9931, LOD = 0.165 μM. However, the fluorescence intensity of 2 (596 nm) was quenched by a reduced concentration of ClO−, resulting in a linear. In addition, compounds 1 and 2 were used to image human astrocytoma MG (U-251), brain neuroblastoma (LN-229) cells, and bamboo tissue by adding Fe3+ or ClO−, with clear intracellular fluorescence. Thus, the two compounds based on CEO could be used to dye cells and bamboo tissues by fluorescence technology.

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Section: Introductionmentioning

confidence: 99%