2-[(E)-(2-carboxybenzylidene) amino] ethan ammonium-like amino acid zwitterions: crystal structure, functional studies and its molecular dynamic simulation study with drug target receptors

References

• Alfonso, I., & Solà, J. (2020). Molecular recognition of zwitterions with artificial receptors. Chemistry, An Asian Journal, 15(7), 986–994. https://doi.org/10.1002/asia.201901789
   PubMed Web of Science ®Google Scholar
• Alghamdi, H. A., Attique, S. A., Yan, W., Arooj, A., Albulym, O., Zhu, D., Bilal, M., & Nawaz, M. Z. (2021). Repurposing the inhibitors of COVID-19 key proteins through molecular docking approach. Process Biochemistry, 110, 216–222. https://doi.org/10.1016/j.procbio.2021.08.015
   PubMed Web of Science ®Google Scholar
• Attique, S., Hassan, M., Usman, M., Atif, R., Mahboob, S., Al-Ghanim, K., Bilal, M., & Nawaz, M. (2019). A molecular docking approach to evaluate the pharmacological properties of natural and synthetic treatment candidates for use against hypertension. International Journal of Environmental Research and Public Health, 16(6), 923. https://doi.org/10.3390/ijerph16060923
   PubMed Web of Science ®Google Scholar
• Bhachoo, J., & Beuming, T. (2017). Investigating protein–peptide interactions using the Schrödinger computational suite. Modeling Peptide-Protein Interactions, 1561, 235–254.
   Google Scholar
• Cao, C., Tan, Q., Xu, C., He, L., Yang, L., Zhou, Y., Zhou, Y., Qiao, A., Lu, M., Yi, C., Han, G. W., Wang, X., Li, X., Yang, H., Rao, Z., Jiang, H., Zhao, Y., Liu, J., Stevens, R. C., … Wu, B. (2018). Structural basis for signal recognition and transduction by platelet-activating-factor receptor. Nature Structural & Molecular Biology, 25(6), 488–495. https://doi.org/10.1038/s41594-018-0068-y
   PubMed Web of Science ®Google Scholar
• Devkota, K., Pathak, G., & Shakya, B. (2020). Synthesis and evaluation of Schiff bases of 4-amino-5-(chlorine substituted phenyl)-4H-1, 2, 4-triazole-3-thione as antimicrobial agents. Journal of Nepal Chemical Society, 41(1), 26–35. https://doi.org/10.3126/jncs.v41i1.30373
   Google Scholar
• Dhanaraj, P., Muthiah, I., Rozbu, M. R., Nuzhat, S., & Paulraj, M. S. (2021). Computational studies on T2Rs agonist-based anti–COVID-19 drug design. Frontiers in Molecular Biosciences, 8. https://doi.org/10.3389/fmolb.2021.637124
   PubMed Web of Science ®Google Scholar
• Elhady, S. S., Eltamany, E. E., Shaaban, A. E., Bagalagel, A. A., Muhammad, Y. A., El-Sayed, N. M., Ayyad, S. N., Ahmed, A. A. M., Elgawish, M. S., & Ahmed, S. A. (2020). Jaceidin flavonoid isolated from Chiliadenus montanus attenuates tumor progression in mice via VEGF inhibition: In Vivo and in silico studies. Plants, 9(8), 1031. https://doi.org/10.3390/plants9081031
   Google Scholar
• Greenfield, D. A., Schmidt, H. R., Skiba, M. A., Mandler, M. D., Anderson, J. R., Sliz, P., & Kruse, A. C. (2020). Virtual screening for ligand discovery at the σ1 receptor. ACS Medicinal Chemistry Letters, 11(8), 1555–1561. https://doi.org/10.1021/acsmedchemlett.9b00314
   PubMed Web of Science ®Google Scholar
• Izuchukwu, U. D., Asogwa, F. C., Louis, H., Uchenna, E. F., Gber, T. E., Chinasa, U. M., Chinedum, N. J., Eze, B. O., Adeyinka, A. S., & Chris, O. U. (2022). Synthesis, vibrational analysis, molecular property investigation, and molecular docking of new benzenesulphonamide-based carboxamide derivatives against Plasmodium falciparum. Journal of Molecular Structure, 1269, 133796. https://doi.org/10.1016/j.molstruc.2022.133796
   Web of Science ®Google Scholar
• Leiske, M. N., De Geest, B. G., & Hoogenboom, R. (2023). Impact of the polymer backbone chemistry on interactions of amino-acid-derived zwitterionic polymers with cells. Bioactive Materials, 24, 524–534. https://doi.org/10.1016/j.bioactmat.2023.01.005
   PubMed Web of Science ®Google Scholar
• Li, Q.-J., Küçükbenli, E., Lam, S., Khaykovich, B., Kaxiras, E., & Li, J. (2021). Development of robust neural-network interatomic potential for molten salt. Cell Reports Physical Science, 2(3), 100359. https://doi.org/10.1016/j.xcrp.2021.100359
   Google Scholar
• Lynch, D. E., & Reeves, C. R. (2019). Statistical analysis of the effect of a single OH hydrogen-bonding interaction on carbonyl bond lengths. Journal of Molecular Structure, 1180, 158–162. https://doi.org/10.1016/j.molstruc.2018.11.100
   Web of Science ®Google Scholar
• Mahapatra, D. K., Bharti, S. K., Asati, V., & Singh, S. K. (2019). Perspectives of medicinally privileged chalcone based metal coordination compounds for biomedical applications. European Journal of Medicinal Chemistry, 174, 142–158. https://doi.org/10.1016/j.ejmech.2019.04.032
   PubMed Web of Science ®Google Scholar
• Malik, M. A., Dar, O. A., Gull, P., Wani, M. Y., & Hashmi, A. A. (2018). Heterocyclic Schiff base transition metal complexes in antimicrobial and anticancer chemotherapy. Medicinal Chemistry Communications, 9(3), 409–436. https://doi.org/10.1039/c7md00526a
   Google Scholar
• Mantasha, I., Hussain, S., Ahmad, M., & Shahid, M. (2020). Two dimensional (2D) molecular frameworks for rapid and selective adsorption of hazardous aromatic dyes from aqueous phase. Separation and Purification Technology, 238, 116413. https://doi.org/10.1016/j.seppur.2019.116413
   Web of Science ®Google Scholar
• Messias, A., Santos, D. E. S., Pontes, F. J. S., Lima, F. S., & Soares, T. A. (2020). Out of sight, out of mind: The effect of the equilibration protocol on the structural ensembles of charged glycolipid bilayers. Molecules, 25(21), 5120. https://doi.org/10.3390/molecules25215120
   PubMed Web of Science ®Google Scholar
• Mirza, S. B., Salmas, R. E., Fatmi, M. Q., & Durdagi, S. (2016). Virtual screening of eighteen million compounds against dengue virus: Combined molecular docking and molecular dynamics simulations study. Journal of Molecular Graphics & Modelling, 66, 99–107. https://doi.org/10.1016/j.jmgm.2016.03.008
   PubMed Web of Science ®Google Scholar
• Mwisomba, C., Abdalla, A. T., Amour, I., Mkemwa, F., & Maiseli, B. (2022). Fast sparse image reconstruction method in through-the-wall radars using limited memory Broyden–Fletcher–Goldfarb–Shanno algorithm. International Journal of Microwave and Wireless Technologies, 14(6), 739–749. https://doi.org/10.1017/S1759078721000866
   Web of Science ®Google Scholar
• Oddsson, S., Kowal, N. M., Ahring, P. K., Olafsdottir, E. S., & Balle, T. (2020). Structure-based discovery of dual-target hits for acetylcholinesterase and the α7 nicotinic acetylcholine receptors: In silico studies and in vitro confirmation. Molecules, 25(12), 2872. https://doi.org/10.3390/molecules25122872
   PubMed Web of Science ®Google Scholar
• Pan, X., Rosta, E., & Shao, Y. (2018). Representation of the QM subsystem for long-range electrostatic interaction in non-periodic ab initio QM/MM calculations. Molecules, 23(10), 2500. https://doi.org/10.3390/molecules23102500
   PubMed Web of Science ®Google Scholar
• Patel, H. M., Ahmad, I., Pawara, R., Shaikh, M., & Surana, S. (2021). In silico search of triple mutant T790M/C797S allosteric inhibitors to conquer acquired resistance problem in non-small cell lung cancer (NSCLC): A combined approach of structure-based virtual screening and molecular dynamics simulation. Journal of Biomolecular Structure & Dynamics, 39(4), 1491–1505. https://doi.org/10.1080/07391102.2020.1734092
   PubMed Web of Science ®Google Scholar
• Platon, L., Pejoski, D., Gautreau, G., Targat, B., Le Grand, R., Beignon, A.-S., & Tchitchek, N. (2018). A computational approach for phenotypic comparisons of cell populations in high-dimensional cytometry data. Methods (San Diego, Calif.), 132, 66–75. https://doi.org/10.1016/j.ymeth.2017.09.005
   PubMed Web of Science ®Google Scholar
• Premnath, D., Indiraleka, M., Mosae Selvakumar, P., & Enoch, I. V. (2021). Design, synthesis, spectral analysis and molecular docking studies of some fluorescent biodiagnostic material as potential anti cervical cancer agents. Materials Today: Proceedings, 47, 776–783. https://doi.org/10.1016/j.matpr.2020.07.397
   Google Scholar
• Ravnik, Z., Muthiah, I., & Dhanaraj, P. (2021). Computational studies on bacterial secondary metabolites against breast cancer. Journal of Biomolecular Structure & Dynamics, 39(18), 7056–7064. https://doi.org/10.1080/07391102.2020.1805361
   PubMed Web of Science ®Google Scholar
• Rehman, M., AlAjmi, M., Hussain, A., Rather, G., & Khan, M. (2019). High-throughput virtual screening, molecular dynamics simulation, and enzyme kinetics identified ZINC84525623 as a potential inhibitor of NDM-1. International Journal of Molecular Sciences, 20(4), 819. https://doi.org/10.3390/ijms20040819
   PubMed Web of Science ®Google Scholar
• Rostovtsev, V. V., Green, L. G., Fokin, V. V., & Sharpless, K. B. (2002). A stepwise huisgen cycloaddition process: Copper (I)‐catalyzed regioselective “ligation” of azides and terminal alkynes. Angewandte Chemie, 114(14), 2708–2711. https://doi.org/10.1002/1521-3757(20020715)114:14<2708::AID-ANGE2708>3.0.CO;2-0
   Google Scholar
• Samad, A., Huq, M., & Rahman, M. (2022). Bioinformatics approaches identified dasatinib and bortezomib inhibit the activity of MCM7 protein as a potential treatment against human cancer. Scientific Reports, 12(1), 1–16. https://doi.org/10.1038/s41598-022-05621-0
   PubMed Web of Science ®Google Scholar
• Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., & Herbst-Irmer, R. (2019). Non-merohedral twinning: From minerals to proteins. Acta Crystallographica. Section D, Structural Biology, 75(Pt 12), 1040–1050. https://doi.org/10.1107/S2059798319010179
   PubMedGoogle Scholar
• Urgun-Demirtas, M., Benda, P. L., Gillenwater, P. S., Negri, M. C., Xiong, H., & Snyder, S. W. (2012). Achieving very low mercury levels in refinery wastewater by membrane filtration. Journal of Hazardous Materials, 215–216, 98–107. https://doi.org/10.1016/j.jhazmat.2012.02.040
   PubMed Web of Science ®Google Scholar
• Usón, I., & Sheldrick, G. M. (2018). An introduction to experimental phasing of macromolecules illustrated by SHELX; new autotracing features. Acta Crystallographica. Section D, Structural Biology, 74(Pt 2), 106–116. https://doi.org/10.1107/S2059798317015121
   PubMedGoogle Scholar
• Wang, T., Han, X., Zhong, F., Yao, W., & Lu, Y. (2016). Amino acid-derived bifunctional phosphines for enantioselective transformations. Accounts of Chemical Research, 49(7), 1369–1378. https://doi.org/10.1021/acs.accounts.6b00163
   PubMed Web of Science ®Google Scholar
• Zhang, Y., Shi, J., Ma, B., Yong, H., Li, Z., Zhou, Y.-N., Li, J., Liang, L., & Zhou, D. (2023). Phosphocholine-functionalized zwitterionic highly branched poly (β-amino ester) s for cytoplasmic protein delivery. ACS Macro Letters, 12(5), 626–631. https://doi.org/10.1021/acsmacrolett.3c00155
   PubMed Web of Science ®Google Scholar
• Zhou, Q., Guo, W., Dai, A., Cai, X., Vass, M., de Graaf, C., Shui, W., Zhao, S., Yang, D., & Wang, M.-W. (2021). Discovery of novel allosteric modulators targeting an extra-helical binding site of glp-1r using structure-and ligand-based virtual screening. Biomolecules, 11(7), 929. https://doi.org/10.3390/biom11070929
   PubMed Web of Science ®Google Scholar