THE SIMULATING STUDY OF HOMO, LUMO, THERMO PHYSICAL AND QUANTITATIVE STRUCTURE OF ACTIVITY RELATIONSHIP (QSAR) OF SOME ANTICANCER ACTIVE IONIC LIQUIDS

Abstract

Cancer is one of the pathologies and trouble diseases in the present time, and the first time anti-tumor activity of phosphonium and ammonium-based ILs (ILs) has been studied in view of computational chemistry. The thermo-chemical, chemical reactivity and biological interaction of most expected phosphonium and ammonium cations ILs is considered under theoretical study by HyperChem 8.010. Some thermodynamic parameters such as free energy, entropy, dipole moment, binding energy, nuclear energy, electronics energy, heat of formation and QSAR properties of molecules like charge density, surface area grid, volume, LogP, polarizability, refractivity, molecular mass, and reactivity properties of molecule like HOMO,  LUMO, HUMO-LUMO gap, ionization potential and electron affinity were determined using the HyperChem 8.0.10 program. To  optimize the IL molecules, the tributylmethylphosphonium cation  were chosen as anticancer active with tri-(pentafluroethyl)flurophosphate, tetrafluoroborat, tetrafluorphosphate and chloride to obtain phosphonium ILs IL-01, IL02, ILO3 and IL04 respectively. The computed QSAR parameters have a significant role in estimation the biological activity and metabolism action in the human body when these are entered in the body using as the anticancer drug or therapy.

Keywords

• ILs
• QSAR
• HOMO
• LUMO
• and Vibrational Spectra

References

1. Dias, A. R., J. Costa‐Rodrigues, M. H. Fernandes, R. Ferraz and C. Prudêncio (2017). "The anticancer potential of ionic liquids." ChemMedChem 12(1): 11-18.Earle, M. J. and K. R. Seddon (2000). "Ionic liquids. Green solvents for the future." Pure and applied chemistry 72(7): 1391-1398.Egorova, K. S., E. G. Gordeev and V. P. Ananikov (2017). "Biological activity of ionic liquids and their application in pharmaceutics and medicine." Chemical reviews 117(10): 7132-7189.Ferraz, R., L. C. Branco, C. Prudencio, J. P. Noronha and Ž. Petrovski (2011). "Ionic liquids as active pharmaceutical ingredients." ChemMedChem 6(6): 975-985.Greaves, T. L., A. Weerawardena, C. Fong, I. Krodkiewska and C. J. Drummond (2006). "Protic ionic liquids: solvents with tunable phase behavior and physicochemical properties." The Journal of Physical Chemistry B 110(45): 22479-22487.Hanke, C., S. Price and R. Lynden-Bell (2001). "Intermolecular potentials for simulations of liquid imidazolium salts." Molecular Physics 99(10): 801-809.Holbrey, J. D., W. M. Reichert, R. Reddy and R. Rogers (2003). Ionic liquids as green solvents: progress and prospects. ACS symposium series, American Chemical Society Washington, DC.Howard, A., J. McIver and J. Collins (1994). "Hyperchem computational chemistry." Hypercube Inc., Waterloo.KUMAR, V. and S. V. MALHOTRA (2010). Antitumor activity of ionic liquids on human tumor cell lines. ACS symposium series, Oxford University Press.Liu, X., C. Ji, Q. Yang, Z. Bao, X. Fan, Y. Yang and H. Xing (2017). "Carboxylate Ionic Liquids Combining Low Cytotoxicity toward HepG2 Cell and High Separation Efficiency for Bioactive Molecules." ACS Sustainable Chemistry & Engineering 5(2): 1974-1981.Martras, S., R. Alvarez, S. E. Martínez, D. Torres, O. Gallego, G. Duester, J. Farrés, A. R. de Lera and X. Parés (2004). "The specificity of alcohol dehydrogenase with cis‐retinoids: Activity with 11‐cis‐retinol and localization in retina." European journal of biochemistry 271(9): 1660-1670.Moreira, A. J., C. Fraga, M. Alonso, P. S. Collado, C. Zetller, C. Marroni, N. Marroni and J. González-Gallego (2004). "Quercetin prevents oxidative stress and NF-κB activation in gastric mucosa of portal hypertensive rats." Biochemical pharmacology 68(10): 1939-1946.Morissette, S. L., Ö. Almarsson, M. L. Peterson, J. F. Remenar, M. J. Read, A. V. Lemmo, S. Ellis, M. J. Cima and C. R. Gardner (2004). "High-throughput crystallization: polymorphs, salts, co-crystals and solvates of pharmaceutical solids." Advanced drug delivery reviews 56(3): 275-300.Rogers, R. D. and K. R. Seddon (2003). "Ionic liquids--solvents of the future?" Science 302(5646): 792-793.Seddon, K. R., A. Stark and M.-J. Torres (2000). "Influence of chloride, water, and organic solvents on the physical properties of ionic liquids." Pure and Applied Chemistry 72(12): 2275-2287.Timofeeva, L. and N. Kleshcheva (2011). "Antimicrobial polymers: mechanism of action, factors of activity, and applications." Applied microbiology and biotechnology 89(3): 475-492.Tokuda, H., K. Hayamizu, K. Ishii, M. A. B. H. Susan and M. Watanabe (2004). "Physicochemical properties and structures of room temperature ionic liquids. 1. Variation of anionic species." The Journal of Physical Chemistry B 108(42): 16593-16600.Zhao, H., S. Xia and P. Ma (2005). "Use of ionic liquids as ‘green’solvents for extractions." Journal of Chemical Technology & Biotechnology: International Research in Process, Environmental & Clean Technology 80(10): 1089-1096.