Synthesis of New AIEE-Active Chalcones for Imaging of Mitochondria in Living Cells and Zebrafish In Vivo
Abstract
:1. Introduction
2. Results and Discussion
2.1. Optical Properties and Aggregation-Induced Emission Enhancement Properties
2.2. Cell Imaging
3. Materials and Methods
3.1. Materials and Instruments
3.2. Synthesis of Chalcones Derivatives
3.2.1. Synthesis of Compound 1
3.2.2. Synthesis of Compound 2
3.2.3. Synthesis of Compound 3
3.2.4. Synthesis of Compound 4
3.2.5. Synthesis of Compound 5
3.2.6. Synthesis of Compound 6
3.2.7. Synthesis of Compound 7
3.2.8. Synthesis of Compound 8
3.2.9. Synthesis of Compound 9
3.2.10. Synthesis of Compound 10
3.2.11. Synthesis of Compound 11
3.2.12. Characterization of Compounds 1–11
3.3. Preparatory Work before UV–Vis Spectra, PL Spectra, and SEM Measurements
3.3.1. Preparatory Work before UV–Vis Spectra and PL Spectra Measurements
3.3.2. Preparatory Work before SEM Measurements
3.4. Preparatory Work before Ethylene Glycol (EG) Measurements
3.5. Cell Culture
3.6. Evaluation of Cell Viability
3.7. Cell Imaging
3.8. Zebrafish Imaging
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Compound | MW | Logp | nON |
---|---|---|---|
1 | 239.11 | 3.46 | 2 |
2 | 239.11 | 3.46 | 2 |
3 | 269.12 | 3.33 | 3 |
4 | 253.12 | 3.95 | 2 |
5 | 269.12 | 3.33 | 3 |
6 | 253.12 | 3.95 | 2 |
7 | 209.10 | 3.59 | 1 |
8 | 252.14 | 3.87 | 2 |
9 | 223.11 | 4.07 | 1 |
10 | 223.11 | 4.07 | 1 |
11 | 239.11 | 3.46 | 2 |
Compound | Solvents | Quantum Yields (ϕF) |
---|---|---|
1 | CH3OH | 0.03 |
CH3OH/H2O (3:7) | 0.59 | |
CH3OH/H2O (1:9) | 0.34 | |
2 | CH3OH | 0.01 |
CH3OH/H2O (3:7) | 0.19 | |
CH3OH/H2O (1:9) | 0.12 | |
3 | CH3OH | 0.07 |
CH3OH/H2O (2:8) | 0.21 | |
CH3OH/H2O (1:9) | 0.15 | |
4 | CH3OH | 0.02 |
CH3OH/H2O (4:6) | 0.18 | |
CH3OH/H2O (1:9) | 0.10 | |
5 | CH3OH | 0.04 |
CH3OH/H2O (4:6) | 0.08 | |
CH3OH/H2O (1:9) | 0.05 | |
6 | CH3OH | 0.04 |
CH3OH/H2O (5:5) | 0.14 | |
CH3OH/H2O (1:9) | 0.09 |
Compound | Corresponding R Values (Pearson Correlation Coefficient) |
---|---|
1 | 0.87 |
2 | 0.83 |
3 | 0.87 |
4 | 0.88 |
5 | 0.86 |
6 | 0.85 |
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Luo, H.; Li, N.; Liu, L.; Wang, H.; He, F. Synthesis of New AIEE-Active Chalcones for Imaging of Mitochondria in Living Cells and Zebrafish In Vivo. Int. J. Mol. Sci. 2021, 22, 8949. https://doi.org/10.3390/ijms22168949
Luo H, Li N, Liu L, Wang H, He F. Synthesis of New AIEE-Active Chalcones for Imaging of Mitochondria in Living Cells and Zebrafish In Vivo. International Journal of Molecular Sciences. 2021; 22(16):8949. https://doi.org/10.3390/ijms22168949
Chicago/Turabian StyleLuo, Huiqing, Na Li, Liyan Liu, Huaqiao Wang, and Feng He. 2021. "Synthesis of New AIEE-Active Chalcones for Imaging of Mitochondria in Living Cells and Zebrafish In Vivo" International Journal of Molecular Sciences 22, no. 16: 8949. https://doi.org/10.3390/ijms22168949