Organotin Antifouling Compounds and Sex-Steroid Nuclear Receptor Perturbation: Some Structural Insights
Abstract
:1. Introduction
2. Materials and Methods
2.1. Data Retrieval
2.2. Molecular Docking
2.3. Protein–Ligand Complex Analysis
2.4. Binding Energy and Dissociation Constant
2.5. Binding-Pose Comparison Analyses
2.6. Molecular Dynamics (MD) Simulation Analysis
3. Results
3.1. Molecular Docking Analyses
3.2. Molecular Docking of Organotin Compounds with AR
3.3. Molecular Docking of Organotin Compounds with ERα
3.4. Molecular Docking of Organotin Compounds with ERβ
3.5. Molecular Dynamics (MD) Simulation
4. Discussion
5. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Organotin Compounds | Androgen Receptor | Estrogen Receptor α | Estrogen Receptor β | ||||||
---|---|---|---|---|---|---|---|---|---|
Dock Score | BE (Kcal/mol) | pKd | Dock Score | BE (Kcal/mol) | pKd | Dock Score | BE (Kcal/mol) | pKd | |
Tributyltin | −30.18 | −7.82 | 5.73 | −31.26 | −7.67 | 5.62 | −30.80 | −7.69 | 5.64 |
Dibutyltin | −27.79 | −6.81 | 4.99 | −26.79 | −6.72 | 4.93 | −27.68 | −6.78 | 4.97 |
Diphenyltin | −28.40 | −8.17 | 5.99 | −27.64 | −8.10 | 5.94 | −22.76 | −8.13 | 5.96 |
Monophenyltin | −23.93 | −7.60 | 5.57 | −25.67 | −7.63 | 5.59 | −24.75 | −7.66 | 5.61 |
Native ligand | - | −10.36 | 7.60 | - | −9.78 | 7.17 | - | −9.95 | 7.29 |
Monobutyltin | −16.96 | No analysis was performed due to low dock score | −16.94 | No analysis was performed due to low dock score | −16.67 | No analysis was performed due to low dock score | |||
Triphenyltin | 772.83 | No binding to receptor (dock score high positive) | 122.80 | No binding to receptor (dock score high positive) | 176.40 | No binding to receptor (dock score high positive) | |||
Azocyclotin | Could not be docked even after varying the default parameters. |
Native (Testosterone) | Tributyltin | Dibutyltin | Diphenyltin | Monophenyltin |
---|---|---|---|---|
- | Leu-701 | - | - | - |
Leu-704 | - | - | Leu-704 | Leu-704 |
Asn-705 | - | - | - | - |
- | Leu-707 | - | Leu-707 | - |
Gln-711 | - | - | - | - |
Trp-741 | - | - | - | - |
Met-742 | - | - | Met-742 | - |
Met-745 | Met-745 | - | Met-745 | - |
- | Val-746 | Val-746 | - | - |
- | Val-749 | Met-749 | - | - |
Arg-752 | - | - | - | - |
- | Phe-764 | Phe-764 | - | - |
Met-780 | Met-780 | Met-780 | - | - |
Met-787 | ||||
Leu-873 | - | Leu-873 | - | - |
- | Phe-876 | Phe-876 | - | - |
Thr-877 | - | - | - | - |
Native (Estradiol) | Tributyltin | Dibutyltin | Diphenyltin | Monophenyltin |
---|---|---|---|---|
- | - | Met-343 | Met-343 | - |
Leu-346 | - | - | Leu-346 | - |
- | Leu-349 | Leu-349 | - | - |
Ala-350 | Ala-350 | Ala-350 | Ala-350 | Ala-350 |
Glu-353 | - | - | - | - |
Leu-384 | - | - | - | Leu-384 |
- | Trp-383 | - | - | - |
Leu-387 | - | - | Leu-387 | Leu-387 |
Met-388 | - | - | - | - |
Leu-391 | - | - | Leu-391 | Leu-391 |
Arg-394 | - | - | - | - |
Phe-404 | Phe-404 | Phe-404 | Phe-404 | Phe-404 |
- | Met-421 | Met-421 | - | - |
Ile-424 | Ile-424 | - | - | - |
His-524 | His-524 | His-524 | - | - |
Leu-525 | Leu-525 | - | Leu-525 | - |
Native (Estradiol) | Tributyltin | Dibutyltin | Diphenyltin | Monophenyltin |
---|---|---|---|---|
- | Met-295 | - | Met-295 | - |
Leu-298 | Leu-298 | - | Leu-298 | - |
- | Leu-301 | Leu-301 | - | - |
Ala-302 | - | - | Ala-302 | Ala-302 |
Glu-305 | - | - | - | - |
Met-336 | - | - | Met-336 | Met-336 |
Leu-339 | Leu-339 | Leu-339 | Leu-339 | Leu-339 |
Met-340 | - | - | - | - |
- | Leu-343 | - | Leu-343 | - |
Phe-356 | Phe-356 | Phe-356 | Phe-356 | Phe-356 |
- | Ile-373 | - | - | - |
Ile-376 | - | - | - | |
Gly-472 | - | - | - | - |
His-475 | His-475 | His-475 | - | - |
Leu-476 | Leu-476 | - | Leu-476 | - |
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Beg, M.A.; Beg, M.A.; Zargar, U.R.; Sheikh, I.A.; Bajouh, O.S.; Abuzenadah, A.M.; Rehan, M. Organotin Antifouling Compounds and Sex-Steroid Nuclear Receptor Perturbation: Some Structural Insights. Toxics 2023, 11, 25. https://doi.org/10.3390/toxics11010025
Beg MA, Beg MA, Zargar UR, Sheikh IA, Bajouh OS, Abuzenadah AM, Rehan M. Organotin Antifouling Compounds and Sex-Steroid Nuclear Receptor Perturbation: Some Structural Insights. Toxics. 2023; 11(1):25. https://doi.org/10.3390/toxics11010025
Chicago/Turabian StyleBeg, Mohd A., Md A. Beg, Ummer R. Zargar, Ishfaq A. Sheikh, Osama S. Bajouh, Adel M. Abuzenadah, and Mohd Rehan. 2023. "Organotin Antifouling Compounds and Sex-Steroid Nuclear Receptor Perturbation: Some Structural Insights" Toxics 11, no. 1: 25. https://doi.org/10.3390/toxics11010025
APA StyleBeg, M. A., Beg, M. A., Zargar, U. R., Sheikh, I. A., Bajouh, O. S., Abuzenadah, A. M., & Rehan, M. (2023). Organotin Antifouling Compounds and Sex-Steroid Nuclear Receptor Perturbation: Some Structural Insights. Toxics, 11(1), 25. https://doi.org/10.3390/toxics11010025