First Example of Catalytic Synthesis of Cyclic S-Containing Di- and Triperoxides
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Biological Evaluation
3. Materials and Methods
3.1. Chemistry
3.1.1. Reactions of Pentaoxacanes with Hydrogen Sulfide in the Presence of a Catalyst, Sm(NO3)3·6H2O
3.1.2. Reactions Heptaoxadispiroalkanes with Hydrogen Sulfide in Presence of a Catalyst, Sm(NO3)3·6H2O
3.2. Biology
3.2.1. Cell Culturing
3.2.2. Cytotoxicity Assay
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Samples of all compounds are available from the authors. |
Entry | [M] | Solvent | Yield * of 8% |
---|---|---|---|
1 | Sm(NO3)3·6H2O | THF | 98 |
2 | Sm(NO3)3·6H2O | CH2Cl2 | 85 |
3 | Sm(NO3)3·6H2O | Et2O | 79 |
4 | Sm(NO3)3·6H2O | C6H12 | 15 |
5 | Sm(NO3)3·6H2O | EtOAc | 10 |
6 | Sm(NO3)3·6H2O | C2H5OH | 7 |
7 | Ho(NO3)3 5H2O | THF | 84 |
8 | TbCl3 6H2O | THF | 72 |
9 | DyCl3 6H2O | THF | 67 |
10 | NdCl3 6H2O | THF | 61 |
11 | La(NO3)3·6H2O | THF | 58 |
Compound | Jurkat (IC50, µM) | K562 (IC50, µM) | HL60 (IC50, µM) | U937 (IC50, µM) | Fibroblasts (IC50, µM) |
---|---|---|---|---|---|
8 | 5.26 ± 0.57 | 7.15 ± 0.64 | 4.59 ± 0.38 | 24.13 ± 1.87 | 118.61 ± 8.74 |
9 | 4.91 ± 0.43 | 6.83 ± 0.59 | 4.14 ± 0.34 | 21.17 ± 2.11 | 97.88 ± 6.81 |
10 | 3.52 ± 0.31 | 5.77 ± 0.46 | 2.67 ± 0.21 | 15.24 ± 1.26 | 81.42 ± 5.12 |
12 | 4.45 ± 0.49 | 6.29 ± 0.57 | 3.91 ± 0.33 | 19.89 ± 1.57 | 85.93 ± 5.47 |
13 | 10.21 ± 0.87 | 14.37 ± 0.96 | 8.56 ± 0.69 | 35.24 ± 2.65 | 142.17 ± 9.76 |
14 | 9.61 ± 0.79 | 11.97 ± 0.91 | 8.22 ± 0.74 | 32.81 ± 2.89 | 129.23 ± 8.92 |
18 | 17.11 ± 1.24 | 21.75 ± 1.59 | 14.96 ± 0.97 | 46.67 ± 3.76 | 188.36 ± 12.91 |
19 | 2.81 ± 0.37 | 4.37 ± 0.31 | 2.24 ± 0.29 | 11.79 ± 0.99 | 79.17 ± 5.41 |
20 | 23.94 ± 1.67 | 28.26 ± 1.48 | 19.61 ± 1.12 | 65.81 ± 4.84 | 195.87 ± 14.67 |
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Makhmudiyarova, N.; Ishmukhametova, I.; Dzhemileva, L.; D’yakonov, V.; Ibragimov, A.; Dzhemilev, U. First Example of Catalytic Synthesis of Cyclic S-Containing Di- and Triperoxides. Molecules 2020, 25, 1874. https://doi.org/10.3390/molecules25081874
Makhmudiyarova N, Ishmukhametova I, Dzhemileva L, D’yakonov V, Ibragimov A, Dzhemilev U. First Example of Catalytic Synthesis of Cyclic S-Containing Di- and Triperoxides. Molecules. 2020; 25(8):1874. https://doi.org/10.3390/molecules25081874
Chicago/Turabian StyleMakhmudiyarova, Nataliya, Irina Ishmukhametova, Lilya Dzhemileva, Vladimir D’yakonov, Askhat Ibragimov, and Usein Dzhemilev. 2020. "First Example of Catalytic Synthesis of Cyclic S-Containing Di- and Triperoxides" Molecules 25, no. 8: 1874. https://doi.org/10.3390/molecules25081874