Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-a]quinazolin-9-ones and Their Antiproliferative Action †
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. General Methods
3.2. Synthesis of Cis- and Trans-Hexahydro [1,2,4]triazolo[4,3-a]quinazolin-9(1H)-ones 4a–h and 5a–h
3.3. X-ray Structure Determinations
3.4. Determination of Antiproliferative Properties of the Prepared Compounds
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
Appendix A
References
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Comp. | Conc. | Inhibition of Cancer Growth (%) ± SEM | |||
---|---|---|---|---|---|
MDA-MB-231 | MCF-7 | SiHa | A2780 | ||
4c | 10 μM | 33.47 ± 0.90 | 41.80 ± 1.27 | 31.22 ± 0.57 | 24.37 ± 1.72 |
30 μM | 34.63 ± 2.55 | 46.85 ± 1.12 | 36.93 ± 0.48 | 30.55 ± 2.70 | |
4d | 10 μM | 14.65 ± 3.33 | – * | – | – |
30 μM | 14.75 ± 2.66 | – | – | – | |
4e | 10 μM | – | – | – | – |
30 μM | 12.02 ± 4.48 | – | – | – | |
4g | 10 μM | – | – | 17.29 ± 2.24 | – |
30 μM | – | – | 19.37 ± 1.29 | – | |
4h | 10 μM | – | – | – | – |
30 μM | – | 12.87 ± 1.16 | – | – | |
5b | 10 μM | – | – | 17.32 ± 1.90 | – |
30 μM | 13.52 ± 1.87 | 27.04 ± 2.39 | 27.34 ± 3.28 | 19.65 ± 2.09 | |
5c | 10 μM | – | 27.49 ± 2.70 | 16.58 ± 2.27 | 10.86 ± 2.32 |
30 μM | – | 35.28 ± 2.09 | 21.43 ± 2.95 | 24.62 ± 1.73 | |
5d | 10 μM | – | – | – | – |
30 μM | 17.97 ± 2.44 | 25.51 ± 2.52 | 23.19 ± 2.39 | 17.34 ± 2.72 | |
5e | 10 μM | – | 21.01 ± 2.77 | 21.04 ± 2.90 | – |
30 μM | – | 23.38 ± 2.86 | 22.36 ± 2.58 | 14.53 ± 2.93 | |
5f | 10 μM | – | 12.75 ± 2.79 | – | – |
30 μM | – | 20.59 ± 2.79 | – | – | |
5g | 10 μM | – | 21.18 ± 2.55 | 10.08 ± 1.07 | – |
30 μM | – | 24.48 ± 2.82 | 10.02 ± 2.45 | 12.61 ± 2.53 | |
5h | 10 μM | – | – | – | – |
30 μM | 17.03 ± 2.36 | 39.01 ± 2.20 | 32.78 ± 2.89 | 31.90 ± 1.59 | |
Cispl. | 10 μM | 42.72 ± 2.68 | 54.06 ± 1.17 | 88.64 ± 0.5 | 83.57 ± 1.21 |
30 μM | 88.43 ± 0.42 | 95.45 ± 0.28 | 90.18 ± 1.78 | 95.02 ± 0.28 |
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Said, A.I.; Gajdács, M.; Zupkó, I.; Haukka, M.; Palkó, M. Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-a]quinazolin-9-ones and Their Antiproliferative Action. Molecules 2023, 28, 3718. https://doi.org/10.3390/molecules28093718
Said AI, Gajdács M, Zupkó I, Haukka M, Palkó M. Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-a]quinazolin-9-ones and Their Antiproliferative Action. Molecules. 2023; 28(9):3718. https://doi.org/10.3390/molecules28093718
Chicago/Turabian StyleSaid, Awad I., Márió Gajdács, István Zupkó, Matti Haukka, and Márta Palkó. 2023. "Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-a]quinazolin-9-ones and Their Antiproliferative Action" Molecules 28, no. 9: 3718. https://doi.org/10.3390/molecules28093718