Spectroscopic and DFT investigation of interactions between cyclophosphamide and aspirin with lysozyme as binary and ternary systems

References

• Allehyani, B. H., Elroby, S. A., Aziz, S. G., & Hilal, R. H. (2014). Protonation and deprotonation enthalpies of alloxan and implications for the structure and energy of its complexes with water: A computational study. Journal of Biomolecular Structure & Dynamics ( ahead-of-print), 1–14. doi:10.1080/07391102.2014.919238
   PubMed Web of Science ®Google Scholar
• Andrievskaia, O., Potetinova, Z., Balachandran, A., & Nielsen, K. (2007). Binding of bovine prion protein to heparin: A fluorescence polarization study. Archives of Biochemistry and Biophysics, 460, 10–16.10.1016/j.abb.2007.02.001
   PubMed Web of Science ®Google Scholar
• Azimi, O., Emami, Z., Salari, H., & Chamani, J. (2011). Probing the interaction of human serum albumin with norfloxacin in the presence of high-frequency electromagnetic fields: Fluorescence spectroscopy and circular dichroism investigations. Molecules, 16, 9792–9818.10.3390/molecules16129792
   PubMed Web of Science ®Google Scholar
• Bader, R. F. (1990). Atoms in molecules: A quantum theory. International series of monographs on chemistry 22. Oxford: Clarendon Press.
   Google Scholar
• Brovarets, O. h. O., & Hovorun, D. M. (2014a). Can tautomerization of the A T Watson-Crick base pair via double proton transfer provoke point mutations during DNA replication? A comprehensive QM and QTAIM analysis. Journal of Biomolecular Structure & Dynamics, 32, 127–154.
   PubMed Web of Science ®Google Scholar
• Brovarets’, O. h. O., & Hovorun, D. M. (2014b, January). Why the tautomerization of the G C Watson-Crick base pair via the DPT does not cause point mutations during DNA replication? QM and QTAIM comprehensive analysis. Journal of Biomolecular Structure & Dynamics, 32, 127–154.
   PubMed Web of Science ®Google Scholar
• Cammi, R., & Tomasi, J. (1995). Remarks on the use of the apparent surface charges (ASC) methods in solvation problems: Iterative versus matrix-inversion procedures and the renormalization of the apparent charges. Journal of Computational Chemistry, 16, 1449–1458.10.1002/(ISSN)1096-987X
   Web of Science ®Google Scholar
• Chakravarty, S., Yadava, V., Kumar, V., & Kannan, K. (1985). Drug protein interaction at the molecular level: A study of sulphonamide carbonic anhydrase complexes. Journal of Biosciences, 8, 491–498.10.1007/BF02704000
   Web of Science ®Google Scholar
• Cooper, A. (2005). Heat capacity effects in protein folding and ligand binding: A re-evaluation of the role of water in biomolecular thermodynamics. Biophysical Chemistry, 115, 89–97.10.1016/j.bpc.2004.12.011
   PubMed Web of Science ®Google Scholar
• Ding, F., Liu, W., Liu, F., Li, Z.-Y., & Sun, Y. (2009). A study of the interaction between malachite green and lysozyme by steady-state fluorescence. Journal of Fluorescence, 19, 783–791.10.1007/s10895-009-0475-x
   PubMed Web of Science ®Google Scholar
• Dreizler, R. M., & Engel, E. (2011). Density functional theory. In Density Functional Theory: An Advanced Course, Theoretical and Mathematical Physics (Vol. 1, pp. 1–531). Berlin: Springer-Verlag.
   Google Scholar
• Faridbod, F., Ganjali, M. R., Larijani, B., Riahi, S., Saboury, A. A., Hosseini, M., … Pillip, C. (2011). Interaction study of pioglitazone with albumin by fluorescence spectroscopy and molecular docking. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 78, 96–101.10.1016/j.saa.2010.09.001
   PubMed Web of Science ®Google Scholar
• Frisch, M., Trucks, G., Schlegel, H., Scuseria, G., Robb, M., Cheeseman, J., … Burant, J. (1998). Gaussian 98, revision A. 7. Pittsburgh, PA: Gaussian Inc.
   Google Scholar
• Hagiwara, Y., & Tateno, M. (2010). Recent advances in jointed quantum mechanics and molecular mechanics calculations of biological macromolecules: Schemes and applications coupled to ab initio calculations. Journal of Physics: Condensed Matter, 22, 1–7.
   Google Scholar
• He, L., Wang, X., Liu, B., Wang, J., Sun, Y., Gao, E., & Xu, S. (2011). Study on the interaction between promethazine hydrochloride and bovine serum albumin by fluorescence spectroscopy. Journal of Luminescence, 131, 285–290.10.1016/j.jlumin.2010.10.014
   Web of Science ®Google Scholar
• Hu, X., & Cui, S. (2010). Fluorescence studies of interaction between flavonol p-coumaroylglucoside tiliroside and bovine serum albumin. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 77, 548–553.10.1016/j.saa.2010.06.016
   PubMed Web of Science ®Google Scholar
• Ibrahim, H. R., Higashiguchi, S., Juneja, L. R., Kim, M., & Yamamoto, T. (1996). A structural phase of heat-denatured lysozyme with novel antimicrobial action. Journal of Agricultural and Food Chemistry, 44, 1416–1423.10.1021/jf9507147
   Web of Science ®Google Scholar
• Lee, C., Yang, W., & Parr, R. G. (1988). Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Physical Review B, 37, 785–789.10.1103/PhysRevB.37.785
   PubMed Web of Science ®Google Scholar
• Lu, T., & Chen, F. (2012). Multiwfn: A multifunctional wavefunction analyzer. Journal of Computational Chemistry, 33, 580–592.10.1002/jcc.v33.5
   PubMed Web of Science ®Google Scholar
• Nicol, B., & Prasad, S. (2002). Sialic acid changes in Dalton’s lymphoma-bearing mice after cyclophosphamide and cisplatin treatment. Brazilian Journal of Medical and Biological Research, 35, 549–553.10.1590/S0100-879X2002000500006
   PubMed Web of Science ®Google Scholar
• Omidvar, Z., Parivar, K., Sanee, H., Amiri-Tehranizadeh, Z., Baratian, A., Saberi, M. R., … Chamani, J. (2011). Investigations with spectroscopy, zeta potential and molecular modeling of the non-cooperative behaviour between cyclophosphamide hydrochloride and aspirin upon interaction with human serum albumin: Binary and ternary systems from the view point of multi-drug therapy. Journal of Biomolecular Structure & Dynamics, 29, 181–206.
   PubMed Web of Science ®Google Scholar
• Ribeiro, G., Benadiba, M., Colquhoun, A., & de Oliveira Silva, D. (2008). Diruthenium(II, III) complexes of ibuprofen, aspirin, naproxen and indomethacin non-steroidal anti-inflammatory drugs: Synthesis, characterization and their effects on tumor-cell proliferation. Polyhedron, 27, 1131–1137.10.1016/j.poly.2007.12.011
   Web of Science ®Google Scholar
• Robinson, C. V., Chung, E. W., Kragelund, B. B., Knudsen, J., Aplin, R. T., Poulsen, F. M., & Dobson, C. M. (1996). Probing the nature of noncovalent interactions by mass spectrometry. A study of protein−CoA ligand binding and assembly. Journal of the American Chemical Society, 118, 8646–8653.10.1021/ja960211x
   Web of Science ®Google Scholar
• Sahu, K. K., Ismael, M., Rauf, S. M. A., Suzuki, A., Sahnoun, R., Koyama, M., … Takaba, H. (2010). Applying ultra-accelerated quantum chemical molecular dynamics technique for the evaluation of ligand protein interactions. Medicinal Chemistry Research, 19(1), 1–10.10.1007/s00044-009-9167-y
   Web of Science ®Google Scholar
• Sanei, H., Asoodeh, A., Hamedakbari-Tusi, S., & Chamani, J. (2011). Multi-spectroscopic investigations of aspirin and colchicine interactions with human hemoglobin: Binary and ternary systems. Journal of Solution Chemistry, 40, 1905–1931.10.1007/s10953-011-9766-3
   Web of Science ®Google Scholar
• Schmider, H., & Becke, A. (2000). Chemical content of the kinetic energy density. Journal of Molecular Structure: THEOCHEM, 527, 51–61.10.1016/S0166-1280(00)00477-2
   Web of Science ®Google Scholar
• Utkov, H., Livengood, M., & Cafiero, M. (2010). Using density functional theory methods for modeling induction and dispersion interactions in ligand-protein complexes. Annual Reports in Computational Chemistry, 6, 96–112.10.1016/S1574-1400(10)06007-X
   Google Scholar
• Wang, Y.-Q., Tang, B.-P., Zhang, H.-M., Zhou, Q.-H., & Zhang, G.-C. (2009). Studies on the interaction between imidacloprid and human serum albumin: Spectroscopic approach. Journal of Photochemistry and Photobiology B: Biology, 94, 183–190.
   PubMed Web of Science ®Google Scholar
• Wang, G., Wang, L., Tang, W., Hao, X., Wang, Y., & Lu, Y. (2011). Binding of quercetin to lysozyme as probed by spectroscopic analysis and molecular simulation. Journal of Fluorescence, 21, 1879–1886.10.1007/s10895-011-0884-5
   PubMed Web of Science ®Google Scholar
• Wang, Y.-Q., Zhang, H.-M., Zhang, G.-C., Liu, S.-X., Zhou, Q.-H., Fei, Z.-H., & Liu, Z.-T. (2007). Studies of the interaction between paraquat and bovine hemoglobin. International Journal of Biological Macromolecules, 41, 243–250.10.1016/j.ijbiomac.2007.02.011
   PubMed Web of Science ®Google Scholar
• Yang, H., Qu, L., Wimbrow, A., Jiang, X., & Sun, Y.-P. (2007). Enhancing antimicrobial activity of lysozyme against Listeria monocytogenes using immunonanoparticles. Journal of Food Protection®, 70, 1844–1849.
   PubMed Web of Science ®Google Scholar
• Zhang, L.-N., Wu, F.-Y., & Liu, A.-H. (2011). Study of the interaction between 2,5-di-[2-(4-hydroxy-phenyl)ethylene]-terephthalonitril and bovine serum albumin by fluorescence spectroscopy. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 79, 97–103.10.1016/j.saa.2011.02.013
   PubMed Web of Science ®Google Scholar