Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis
2.2. X-ray Structural Analysis
2.3. Computational Study
2.4. Antimicrobial and Anticancer Assays
3. Experiment
3.1. Materials and Methods
3.2. General Procedure for the Preparation of Ligands (ZH1–ZH4)
3.3. General Procedure for the Synthesis of Cu, Fe and Zn Complexes
3.4. Computational Study
3.5. Antimicrobial Assay
3.6. Anticancer Assay
3.6.1. Cell Culture
3.6.2. Cell Viability Assay (MTT)
3.7. X-ray Structure Determination of ZH4, Z1Zn and Z2Zn
3.7.1. Crystallographic Data for ZH4
3.7.2. Crystallographic Data for Z1Zn
3.7.3. Crystallographic Data for Z2Zn
4. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Bond (Å) | Calc. | Exp. | Angle (°) | Calc. | Exp. |
---|---|---|---|---|---|
C1–C15 | 1.492 | 1.498 | O-N-O | 124.53, 124.53 | 122.95, 123.04 |
C=N | 1.290, 1.290 | 1.265, 1.275 | C-O-H | 107.92, 107.92 | 100.31, 106.76 |
C-O | 1.332, 1.332 | 1.325, 1.320 | C-N=C | 121.04, 121.03 | 121.20, 120.86 |
C-Br | 1.918, 1.918 | 1.896, 1.893 | C-C=N | 121.89, 121.90 | 120.41, 120.38 |
C-N(imine) | 1.408, 1.408 | 1.424, 1.427 | Br-C-CH | 117.56, 117.56 | 118.09, 118.30 |
C-N(nitro) | 1.461, 1.461 | 1.453, 1.451 | Br-C-C | 120.05, 120.05 | 119.28, 119.05 |
C-CH3 | 1.510, 1.510 | 1.515, 1.509 | |||
N···H | 1.742, 1.742 | 1.804, 1.896 |
Tested Compounds (10 mg mL−1) Inhibition Zone (mm) | Micrococcus luteus (ATCC 934) | Staphylococcus aureus (ATCC 29213) | Escherichia coli (ATCC 25922) |
---|---|---|---|
ZH1 | - | - | - |
ZH2 | 10 | 12 | - |
ZH3 | 14 | 8 | - |
ZH4 | 36 | 22 | - |
[Z1Zn] | - | - | - |
[Z2Zn] | 15 | 21 | - |
[Z3Zn] | 25 | 18 | - |
[Z4Zn] | 15 | 25 | - |
[Z1Fe] | - | - | - |
[Z2Fe] | - | 14 | - |
[Z3Fe] | - | - | - |
[Z4Fe] | - | 20 | - |
[Z1Cu] | - | - | 10 |
[Z2Cu] | - | - | - |
[Z3Cu] | - | - | 20 |
[Z4Cu] | - | 11 | - |
Amoxicillin | 25 | 35 | 10 |
Cell Lines | ZH1 | ZH2 | ZH3 | ZH4 | Z1Zn | Z1Cu | Z2Zn | Z2Fe | Z2Cu | Z3Zn | Z3Cu | Z4Zn | Z4Fe | Z4Cu | Doxorubicin |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
A549 | 25.2 | 320.3 | 41.0 | 62.17 | 224.9 | 43.7 | 81.2 | 118.1 | 4.0 | 199.4 | 130.0 | 25.2 | 68.6 | 34.7 | 0.15 |
MCF7 | 20.5 | 231.7 | 77.5 | Not covered | 17.3 | 10.4 | 25.2 | 41.4 | 1.9 | 17.7 | 172.0 | 14.1 | 36.5 | 19.2 | 0.03 |
Fibroblasts | 46.8 | 291.8 | 71.1 | 69.2 | 68.2 | 8.5 | 68.7 | 134.1 | 1.5 | 27.6 | 29.2 | 28.3 | 16.7 | 10.4 | 0.37 |
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Al-Shboul, T.M.A.; El-khateeb, M.; Obeidat, Z.H.; Ababneh, T.S.; Al-Tarawneh, S.S.; Al Zoubi, M.S.; Alshaer, W.; Abu Seni, A.; Qasem, T.; Moriyama, H.; et al. Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes. Inorganics 2022, 10, 112. https://doi.org/10.3390/inorganics10080112
Al-Shboul TMA, El-khateeb M, Obeidat ZH, Ababneh TS, Al-Tarawneh SS, Al Zoubi MS, Alshaer W, Abu Seni A, Qasem T, Moriyama H, et al. Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes. Inorganics. 2022; 10(8):112. https://doi.org/10.3390/inorganics10080112
Chicago/Turabian StyleAl-Shboul, Tareq M. A., Mohammad El-khateeb, Zaid H. Obeidat, Taher S. Ababneh, Suha S. Al-Tarawneh, Mazhar S. Al Zoubi, Walhan Alshaer, Anas Abu Seni, Taqwa Qasem, Hayato Moriyama, and et al. 2022. "Synthesis, Characterization, Computational and Biological Activity of Some Schiff Bases and Their Fe, Cu and Zn Complexes" Inorganics 10, no. 8: 112. https://doi.org/10.3390/inorganics10080112