Design of New Benzo[h]chromene Derivatives: Antitumor Activities and Structure-Activity Relationships of the 2,3-Positions and Fused Rings at the 2,3-Positions
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Antitumor Evaluation
2.3. SAR Studies
3. Experimental Section
3.1. General Information
3.2. Synthesis
3.3. Antitumor Activity Assay
3.3.1. Cell Culture
3.3.2. Cytotoxicity Evaluation Using Viability Assay
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Compound | R | IC50 (µg/mL) a | log P | ||
---|---|---|---|---|---|
MCF-7 | HCT-116 | HepG-2 | |||
4 | NH2 | 33.3 ± 0.2 | 23.2 ± 0.29 | 9.3 ± 0.4 | 4.20 ± 0.50 |
6 | NH2 | w | 41.0 ± 0.13 | 12.7 ± 0.15 | 4.58 ± 0.45 |
7 | N=CHPh | 7.7 ± 0.14 | 3.1 ± 0.23 | 0.7 ± 0.11 | 6.89 ± 0.63 |
8a | NHAc | 1.2 ± 0.35 | 1.2 ± 0.2 | 0.9 ± 0.1 | 4.36 ± 0.50 |
8b | NAc2 | 10.3 ± 0.14 | 8.1 ± 0.18 | 3.9 ± 0.3 | 3.81 ± 0.67 |
9 | N=CHOEt | 4.9 ± 0.14 | 5.1 ± 0.36 | 11.6 ± 0.04 | 6.12 ± 0.63 |
10 | N=CHNMe2 | 20.6 ± 0.01 | 18.9 ± 0.15 | 8.0 ± 0.17 | 4.92 ± 0.64 |
11 | N=CHNH2 | 4.1 ± 0.16 | 8.4 ± 0.02 | 7.1 ± 0.04 | 4.62 ± 0.63 |
13 | NHCHO | 20.7 ± 0.23 | 22.4 ± 0.18 | 37.2 ± 0.2 | 4.57 ± 0.46 |
14 | N=CHNMe2 | 14.4 ± 0.01 | 7.9 ± 0.05 | 17.5 ± 0.01 | 5.31 ± 0.63 |
15 | - | 11.7 ± 0.97 | 5.2 ± 0.29 | 5.4 ± 0.07 | 3.27 ± 0.56 |
16 | - | 17.3 ± 0.58 | 27.1 ± 0.13 | 19.9 ± 0.25 | 3.72 ± 0.69 |
17 | Me | 0.9 ± 0.06 | 0.9 ± 0.05 | 0.9 ± 0.11 | 3.52 ± 0.75 |
18 | NH2 | 1.1 ± 0.14 | 0.8 ± 0.12 | 0.8 ± 0.08 | 3.00 ± 0.76 |
20 | N=CHPh | 10.0 ± 0.9 | 14.5 ± 0.5 | w | 5.61 ± 0.78 |
Vinblastine | - | 6.1 ± 0.03 | 2.6 ± 0.08 | 4.6 ± 0.01 | 4.58 ± 0.90 |
Colchicine | - | 17.7 ± 0.01 | 42.8 ± 0.02 | 10.6 ± 0.04 | 0.92 ± 0.92 |
Doxorubicin | - | 0.4 ± 0.01 | 0.5 ± 0.02 | 0.9 ± 0.04 | 2.82 ± 1.30 |
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Okasha, R.M.; Alblewi, F.F.; Afifi, T.H.; Naqvi, A.; Fouda, A.M.; Al-Dies, A.-A.M.; El-Agrody, A.M. Design of New Benzo[h]chromene Derivatives: Antitumor Activities and Structure-Activity Relationships of the 2,3-Positions and Fused Rings at the 2,3-Positions. Molecules 2017, 22, 479. https://doi.org/10.3390/molecules22030479
Okasha RM, Alblewi FF, Afifi TH, Naqvi A, Fouda AM, Al-Dies A-AM, El-Agrody AM. Design of New Benzo[h]chromene Derivatives: Antitumor Activities and Structure-Activity Relationships of the 2,3-Positions and Fused Rings at the 2,3-Positions. Molecules. 2017; 22(3):479. https://doi.org/10.3390/molecules22030479
Chicago/Turabian StyleOkasha, Rawda M., Fawzia F. Alblewi, Tarek H. Afifi, Arshi Naqvi, Ahmed M. Fouda, Al-Anood M. Al-Dies, and Ahmed M. El-Agrody. 2017. "Design of New Benzo[h]chromene Derivatives: Antitumor Activities and Structure-Activity Relationships of the 2,3-Positions and Fused Rings at the 2,3-Positions" Molecules 22, no. 3: 479. https://doi.org/10.3390/molecules22030479