N-Heterocyclic Carbenes and Their Metal Complexes Based on Histidine and Histamine Derivatives of Bacteriopurpurinimide for the Combined Chemo- and Photodynamic Therapy of Cancer
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Biology
2.2.1. In Vitro
2.2.2. In Vivo
2.2.3. Specific Activity
3. Materials and Methods
3.1. Chemistry
3.1.1. Synthesis of N-boc-Histidine-NHC and N-boc-Histamine-NHC (2a and 2b)
3.1.2. Synthesis of Histidine-NHC-C-AuCl complex and Histamine-NHC-C-AuCl Complex (4a and 4b)
3.1.3. Synthesis of DPI-Histidine and DPI-Histamine (6a and 6b)
3.1.4. Synthesis of DPI-Histidine-NHC and DPI-Histamine-NHC (7a and 7b)
3.1.5. Synthesis of DPI-Histidine-NHC-C-AuCl and DPI-Histamine-NHC-C-AuCl Complexes (8a and 8b)
3.2. Biology
3.2.1. Photoinduced Toxicity and Cytotoxicity Studies In Vitro
3.2.2. In Vivo
4. Conclusions
Author Contributions
Funding
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Compounds | PC-3 | HCt116 |
---|---|---|
IC50, nM | ||
6a | 116 ± 11 | 125 ±12 |
6b | 95 ± 20 | 89 ± 13 |
7a | 98 ± 14 | 114 ± 22 |
7b | 92 ± 10 | 110 ± 11 |
8a | 140 ± 11 | 121 ± 20 |
8b | 101 ± 11 | 96 ± 14 |
b | 143 ± 20 | 100 ± 15 |
Compounds | PC-3 | HCt116 | ||||
---|---|---|---|---|---|---|
Incubation Time of Compounds with Cells, Hours | ||||||
24 | 48 | 72 | 24 | 48 | 72 | |
IC50, nM | ||||||
6a | 6018 ± 301 | 5665 ± 108 | 4835 ± 105 | 6721 ± 202 | 5740 ± 311 | 4671 ± 115 |
6b | 5834 ± 225 | 4315 ± 212 | 4202 ± 114 | 9634 ± 312 | 7220 ± 401 | 5708 ± 325 |
7a | 5151 ± 157 | 4690 ± 241 | 5019 ± 228 | 6981 ± 300 | 6417 ± 321 | 5794 ± 201 |
7b | 7085 ± 304 | 6477 ± 301 | 5580 ± 301 | 7813 ± 228 | 6721 ± 207 | 5980 ± 100 |
8a | 6230 ± 165 | 5140 ± 118 | 3343 ± 298 | 5870 ± 199 | 4873 ± 210 | 2809 ± 117 |
8b | 5834 ± 145 | 4382 ± 214 | 2331 ± 118 | 6572 ± 203 | 5437 ± 111 | 3145 ± 110 |
5 | 9635 ± 209 | 7907 ± 230 | 7044 ± 314 | 5887 ± 222 | 5655 ± 112 | 4712 ± 208 |
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Tikhonov, S.; Morozova, N.; Plutinskaya, A.; Plotnikova, E.; Pankratov, A.; Abramova, O.; Diachkova, E.; Vasil’ev, Y.; Grin, M. N-Heterocyclic Carbenes and Their Metal Complexes Based on Histidine and Histamine Derivatives of Bacteriopurpurinimide for the Combined Chemo- and Photodynamic Therapy of Cancer. Int. J. Mol. Sci. 2022, 23, 15776. https://doi.org/10.3390/ijms232415776
Tikhonov S, Morozova N, Plutinskaya A, Plotnikova E, Pankratov A, Abramova O, Diachkova E, Vasil’ev Y, Grin M. N-Heterocyclic Carbenes and Their Metal Complexes Based on Histidine and Histamine Derivatives of Bacteriopurpurinimide for the Combined Chemo- and Photodynamic Therapy of Cancer. International Journal of Molecular Sciences. 2022; 23(24):15776. https://doi.org/10.3390/ijms232415776
Chicago/Turabian StyleTikhonov, Sergey, Natalia Morozova, Anna Plutinskaya, Ekaterina Plotnikova, Andrey Pankratov, Olga Abramova, Ekaterina Diachkova, Yuriy Vasil’ev, and Mikhail Grin. 2022. "N-Heterocyclic Carbenes and Their Metal Complexes Based on Histidine and Histamine Derivatives of Bacteriopurpurinimide for the Combined Chemo- and Photodynamic Therapy of Cancer" International Journal of Molecular Sciences 23, no. 24: 15776. https://doi.org/10.3390/ijms232415776