Design, Synthesis, Anticancer Evaluation and Docking Studies of Novel Heterocyclic Derivatives Obtained via Reactions Involving Curcumin
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Anticancer Activity
2.3. Molecular Docking Results
3. Experimental Section
3.1. General Information
3.2. Determination of Anticancer Activities
3.2.1. Cell Culture
3.2.2. In vitro Cell Proliferation and Cell Viability Assay—Trypan Blue Exclusion Assay
3.2.3. MTT Assay
3.3. Molecular Docking Study
4. Conclusions
Author Contributions
Funding
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
Compound | Cell Lines | |
---|---|---|
MCF-7 | HEPG-2 | |
Solvent | 75.78 | 75.78 |
1 | 53 | 50 |
3 | 33 | 28 |
4a | 33 | 26 |
4b | 20 | 50 |
4c | 33 | 18 |
4d | 37 | 22 |
6a (N5007) | 26 | 29 |
6c (N50011) | 38 | 42 |
6d | 40 | 42 |
7 | 28 | 35 |
8a | 23 | 49 |
8b | 53 | 23 |
9 | 29 | 36 |
10 | 37 | 44 |
5-Flurouracil | 13.35 | |
Doxorubicin | 14.70 |
Compound | Binding Energy (Kcal/mol) | No. of H-Bonds | Length of H-Bonds | Formed Amino Acids with H-Bonds |
---|---|---|---|---|
Reference ligand (DTQ: 4-[3-Hydroxyanilino]-6,7-Dimethoxyquinazoline) | −8.3 | 2 | 3.162 Å | LEU83A |
3.245 Å | LYS33A | |||
1 | −7.4 | 1 | 3.122 Å | ASP145A |
2 | −8.9 | 1 | 2.090 Å | GLU12A |
4b | −8.8 | 2 | 2.750 Å | LYS 33A |
1.921 Å | GLN 131A | |||
4c | −8.4 | 1 | 3.153 Å | LYS 89A |
8a | −9.4 | 3 | 3.217 Å | LYS 33A |
3.059 Å | THR165A | |||
3.082 Å | THR14A | |||
8b | −9.3 | 2 | 3.220 Å | THR165A |
3.015 Å | THR14A |
Compound | Hydrophobic Interactions |
---|---|
Reference ligand (DTQ: 4-[3-Hydroxyanilino]-6,7-Dimethoxyquinazoline) | ILE10, VAL18, LEU148, VAL64, LEU134, LEU83 |
1 | ILE10, VAL18, LEU134, VAL64, LEU83, PHE82 |
2 | ILE10, VAL18, LEU83, LEU134, LEU148, VAL64, |
4b | ILE10, VAL18, LEU148, VAL64, LEU134, LEU83, LEU298, PHE80 |
4c | ILE10, VAL18, LEU134, VAL64, LEU83, LEU298 |
8a | ILE10, VAL18, VAL64, VAL164, LEU298, LEU134, LEU83, PHE80 |
8b | ILE10, VAL18, VAL64, VAL164, LEU298, LEU134, LEU83, PHE80 |
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Borik, R.M.; Fawzy, N.M.; Abu-Bakr, S.M.; Aly, M.S. Design, Synthesis, Anticancer Evaluation and Docking Studies of Novel Heterocyclic Derivatives Obtained via Reactions Involving Curcumin. Molecules 2018, 23, 1398. https://doi.org/10.3390/molecules23061398
Borik RM, Fawzy NM, Abu-Bakr SM, Aly MS. Design, Synthesis, Anticancer Evaluation and Docking Studies of Novel Heterocyclic Derivatives Obtained via Reactions Involving Curcumin. Molecules. 2018; 23(6):1398. https://doi.org/10.3390/molecules23061398
Chicago/Turabian StyleBorik, Rita M., Nagwa M. Fawzy, Sherifa M. Abu-Bakr, and Magdy S. Aly. 2018. "Design, Synthesis, Anticancer Evaluation and Docking Studies of Novel Heterocyclic Derivatives Obtained via Reactions Involving Curcumin" Molecules 23, no. 6: 1398. https://doi.org/10.3390/molecules23061398