Analysis and comparison of metal-doped on Graphene-Genistein using QM/MM calculations
DOI:
https://doi.org/10.17533/udea.redin.20210634Keywords:
Gap energy, decorated graphen, density of states, adsorptionAbstract
Genistein (5,7,4’-trihydroxyisoflavone) is an isoflavone abundantly found in soy and other legumes and acts as a selective estrogen receptor modulator (SERM). When testing for similar abilities among other flavonoids, it has been found to be a strong topoisomerase inhibitor. Similar to some high-dose chemotherapy drugs, it was strongly toxic to normal cells. In this study, the adsorption of genistein on the surface of exclusive graphene and Ni, Ti, Cr, and Se-doped graphene was theoretically evaluated by means of density functional theory calculation. Initially, we varied the position of genistein from the surface of pristine and decorated graphene by changing the distances between (1-5 Å) and gained the Ead and Egap for each situation. Our calculation indicated that adsorption energies (Ead) of pristine genistein to graphene with Ni decorated graphene, Ti-decorated graphene, and Cr-decorated graphene and Se-decorated graphene are: 954.984, 318.168, 797.480, 946.725, 958.154 kcal/mole, respectively, and the calculated values of adsorption energy in the equilibrium distance (de=3.9180A.) of genistein to Ni-decorated graphene reveal that apparently genistein- Ni-decorated graphene as the most energetically favorable position was correctly selected in comparison with other atom-decorated graphene. In consequence, we explain the density of states (Doss) and frontier molecular orbitals HOMO and LUMO for Ni-decorated graphene and complexes with genistein; therefore, data confirmed that a positive charge of Ni-decorated graphene for nucleophile molecules could be achieved.
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A. A. Ganai and H. Farooqi, “Bioactivity of genistein: A review of in vitro and in vivo studies,” Biomedicine & Pharmacotherapy, vol. 76, Dec. 2015. [Online]. Available: https://doi.org/10.1016/j.biopha.2015.10.026
USDA Database for the Isoflavone Content of Selected Foods, Release 2.0. U.S. DEPARTMENT OF AGRICULTURE, USDA. Accessed Jul, 2020. [Online]. Available: t.ly/1FZs
N. Jaiswal, J. Akhtar, S. Prakash, Badruddeen, and F. Ahsan, “An Overview on Genistein and its Various Formulations,” Drug Research, vol. 69, no. 6, Dec. 05 2018. [Online]. Available: https://doi.org/10.1055/a-0797-3657
C. L. Holder, M. I. Churchwell, and D. R. Doerge, “Quantification of Soy Isoflavones, Genistein and Daidzein, and Conjugates in Rat Blood Using LC/ES-MS,” J. Agric. Food Chem., vol. 47, no. 9, Aug. 21 1999. [Online]. Available: https://doi.org/10.1021/jf9902651
J. Markovits and et al., “Inhibitory Effects of the Tyrosine Kinase Inhibitor Genistein on Mammalian DNA Topoisomerase II,” Cancer Research, vol. 49, no. 8, Sep. 15 1989. [Online]. Available: t.ly/b1KT
C. P. Commitee on Toxicity of Chemicals in Food and the Environment, “Phytoestrogens and health,” Food Standards Agency, Holborn, London, Tech. Rep. FSA/0826/0503, May 2003.
M. S. Kurzer, “Phytoestrogen Supplement Use by Women,” The Journal of Nutrition, vol. 133, no. 6, Jun. 01 2003. [Online]. Available: https://doi.org/10.1093/jn/133.6.1983S
S. I. Hua and et al., “Improving the Anti-Tumor Effect of Genistein with a Biocompatible Superparamagnetic Drug Delivery System,” Journal of Nanoscience and Nanotechnology, vol. 10, no. 4, Apr. 2010. [Online]. Available: https://doi.org/10.1166/jnn.2010.1913
I. D. C. César and et al., “Quantitation of genistein and genistin in soy dry extracts by UV-Visible spectrophotometric method,” Química Nova, vol. 31, no. 8, 2008. [Online]. Available: https://doi.org/10.1590/S0100-40422008000800003
H. C. Chang, M. I. Churchwell, K. B. Delclos, R. R. Newbold, and D. R. Doerge, “Mass Spectrometric Determination of Genistein Tissue Distribution in Diet-Exposed Sprague-Dawley Rats,” The Journal of Nutrition, vol. 130, no. 8, Aug. 2000. [Online]. Available: https://doi.org/10.1093/jn/130.8.1963
C. L. Holder, M. I. Churchwell, and D. R. Doerge, “Quantification of Soy Isoflavones, Genistein and Daidzein, and Conjugates in Rat Blood Using LC/ES-MS,” J. Agric. Food Chem., vol. 47, no. 9, Aug. 21 1999. [Online]. Available: https://doi.org/10.1021/jf9902651
V. J. Mohanraj and Y. Chen, “Nanoparticles - A review,” Tropical Journal of Pharmaceutical Research, vol. 5, no. 1, 2006. [Online]. Available: https://doi.org/10.4314/tjpr.v5i1.14634
A. N. Sahu, “Nanotechnology in herbal medicines and cosmetics,” International Journal of Research in Ayurveda and Pharmacy (IJRAP), vol. 4, no. 3, 2013. [Online]. Available: https://doi.org/10.7897/2277-4343.04334
G. Tosi and et al., “Targeting the central nervous system: In vivo experiments with peptide-derivatized nanoparticles loaded with Loperamide and Rhodamine-123,” Journal of Controlled Release, vol. 122, no. 1, Sep. 2007. [Online]. Available: https://doi.org/10.1016/j.jconrel.2007.05.022
G. Barratt, “Colloidal drug carriers: Achievements and perspectives,” Cellular and Molecular Life Sciences CMLS, vol. 60, Jan. 2003. [Online]. Available: https://doi.org/10.1007/s000180300002
S. Srivastava and A. Pandey, “Role of nanotechnology in flavonoid-mediated anticancer therapy,” in Current Aspects of Flavonoids: Their Role in Cancer Treatment, T. H. Singh, Ed. Singapore: Springer, 2019. [Online]. Available: https://doi.org/10.1007/978-981-13-5874-6_8
A. A. Hosseini, “Investigation Property of Propolis in Different Areas of Iran and Its Qualitative and Quantitative Chemical Composition,” Research Journal of Pharmaceutical, Biological and Chemical Sciences, vol. 6, no. 6, Nov.-Dec. 2015. [Online]. Available: http://www.rjpbcs.com/pdf/2015_6(6)/[28].pdf
P. Blake and et al., “Graphene-Based Liquid Crystal Device,” Nano Lett., vol. 8, no. 6, Apr. 30 2008. [Online]. Available: https://doi.org/10.1021/nl080649i
A. K. Geim, “Graphene: Status and Prospects,” Science, vol. 324, no. 5934, Jun. 19 2009. [Online]. Available: https://doi.org/10.1126/science.1158877
M. Kakran and L. Li, “Carbon Nanomaterials for Drug Delivery,” Key Engineering Materials, vol. 508, Mar. 2012. [Online]. Available: https://doi.org/10.4028/www.scientific.net/KEM.508.76
M. Monajjemi, “Liquid-phase exfoliation (LPE) of graphite towards graphene: An ab initio study,” Journal of Molecular Liquids, vol. 30, Mar. 2017. [Online]. Available: https://doi.org/10.1016/j.molliq.2017.01.044
N. Ding, X. Lu, and C. M. L. Wu, “Nitrated tyrosine adsorption on metal-doped graphene: A DFT study,” Computational Materials Science, vol. 51, no. 1, Jan. 2012. [Online]. Available: https://doi.org/10.1016/j.commatsci.2011.07.045
H. P. Zhang, X. G. Luo, X. Y. Lin, X. Lu, and Y. Leng, “Density functional theory calculations of hydrogen adsorption on Ti-, Zn-, Zr-, Al-, and N-doped and intrinsic graphene sheets,” International Journal of Hydrogen Energy, vol. 38, no. 33, Nov. 4 2013. [Online]. Available: https://doi.org/10.1016/j.ijhydene.2013.07.098
N. Shadmani, M. Monajjemi, and K. Zare, “Adsorption of Microporous Silica Material (mcm-41) on Graphene Sheet as a Nano-Carrier,” Journal of Computational and Theoretical Nanoscience, vol. 13, no. 1, Jan. 2016. [Online]. Available: https://doi.org/10.1166/jctn.2016.4816
A. S. Rad, “Density functional theory study of the adsorption of MeOH and EtOH on the surface of Pt-decorated graphene,” Physica E: Low-dimensional Systems and Nanostructures, vol. 83, 2016. [Online]. Available: https://doi.org/10.1166/jctn.2016.4816
A. S. Rad, A. Shadravan, A. A. Soleymani, and N. Motaghedi, “Lewis acid-base surface interaction of some boron compounds with N-doped graphene; first principles study,” Current Applied Physics, vol. 15, no. 10, Oct. 2015. [Online]. Available: https://doi.org/10.1016/j.cap.2015.07.018
A. S. Rad, “First principles study of Al-doped graphene as nanostructure adsorbent for NO2 and N2O: DFT calculations,” Applied Surface Science, vol. 357, Dec. 01 2015. [Online]. Available: https://doi.org/10.1016/j.apsusc.2015.09.168
M. Monajjemi, A. Alihosseini, and F. Naghsh, “How Does Stathmin Destabilize Microtubules? A Root of Consciousness and Alzheimer’s Disease,” Biomedical Journal of Scientific & Technical Research, vol. 1, no. 5, Oct. 16 2017. [Online]. Available: https://doi.org/10.26717/BJSTR.2017.01.000442
T. Lu and F. Chen, “Quantitative analysis of molecular surface based on improved Marching Tetrahedra algorithm,” Journal of Molecular Graphics and Modelling, vol. 38, Sep. 2012. [Online]. Available: https://doi.org/10.1016/j.jmgm.2012.07.004
T. Lu and F. Chen, “Multiwfn: A multifunctional wavefunction analyzer,” Journal of Computational Chemistry, Dec. 08 2011. [Online]. Available: https://doi.org/10.1002/jcc.22885
S. S. Li, Semiconductor Physical Electronics, 1st ed. New York, NY: Springer, 1993. [Online]. Available: https://doi.org/10.1007/978-1-4613-0489-0
F. Karimi, “Nanostructure Based-materials: A New Approach in Engineering and Biological Application,” Current Biochemical Engineering, vol. 6, no. 2, 2020. [Online]. Available: https://doi.org/10.2174/221271190602200622121814
F. Karimi, N. Zakariae, R. Esmaeili, M. Alizadeh, and A. M. Tamadon, “Carbon Nanotubes for Amplification of Electrochemical Signal in Drug and Food Analysis; A Mini Review,” Current Biochemical Engineering, vol. 6, no. 2, 2020. [Online]. Available: https://doi.org/10.2174/2212711906666200224110404
R. Bala and A. Marwaha, “Investigation of graphene based miniaturized terahertz antenna for novel substrate materials,” Engineering Science and Technology, an International Journal, vol. 19, no. 1, Mar. 2016. [Online]. Available: https://doi.org/10.1016/j.jestch.2015.08.004
M. Y. Akram and et al., “N-doped reduced graphene oxide decorated with Fe3O4 composite: Stable and magnetically separable adsorbent solution for high performance phosphate removal,” Journal of Environmental Chemical Engineering, vol. 7, no. 3, Jun. 2019. [Online]. Available: https://doi.org/10.1016/j.jece.2019.103137
S. Gholami, A. S. Rad, A. Heydarinasab, and M. Ardjmand, “Adsorption of adenine on the surface of nickel-decorated graphene; A DFT study,” Journal of Alloys and Compounds, vol. 686, Nov. 25 2016. [Online]. Available: https://doi.org/10.1016/j.jallcom.2016.06.097
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