Advertisement

Adsorption Properties of the New Anti-Cancer Drug Alectinib on CNT(6,6-6) Nanotube: Geometry Optimization, Molecular Structure, Spectroscopic (NMR, UV/Vis, Excited State), FMO, MEP and HOMO–LUMO Investigations

  • Masoome Sheikhi
  • Siyamak Shahab
  • Radwan Alnajjar
  • Mahin Ahmadianarog
Original Paper
  • 39 Downloads

Abstract

In the present work, the non-bonding interaction of the new drug Alectinib and the CNT(6,6-6) nanotube has been studied at the B3LYP/6-31G* level of theory. Results have shown that the electronic properties, chemical shift tensors, and natural charges are sensitive to the adsorption on the CNT(6,6-6) nanotube. Furthermore, we studied the electronic spectra of the Alectinib and the complex CNT(6,6-6)/Alectinib by time dependent DFT (TD-DFT) method for investigation of the maximum wavelength value of the Alectinib before and after the non-bonded interaction with the CNT(6,6-6) nanotube. It was found that the adsorption of the compound Alectinib over the CNT(6,6-6) changed the value λmax as bathochromic shift.

Keywords

CNT(6,6-6) nanotube Alectinib DFT Non-bonded interaction Chemical shift tensor 

Notes

Acknowledgements

The authors are grateful to Dr. Yue Wu for his scientific and editorial help in this investigation through the AuthorAID program.

References

  1. 1.
    J. Bernholc, D. Brenner, M. B. Nardelli, V. Meunier, and C. Roland (2002). Annu. Rev. Mater. Res. 32, 347.CrossRefGoogle Scholar
  2. 2.
    Y. H. Xie and A. K. Soh (2005). Mater. Lett. 59, 971.CrossRefGoogle Scholar
  3. 3.
    A. J. Chen, M. A. Hamon, H. Hui, and R. C. Haddon (1998). Science 282, 95.CrossRefGoogle Scholar
  4. 4.
    H. Liu, Y. Bu, Y. Mi, and Y. Wang (2009). J. Mol. Struct. THEOCHEM 901, 163.CrossRefGoogle Scholar
  5. 5.
    N. M. Mahani (2017). Nanomed. J. 4, 44.Google Scholar
  6. 6.
    N. D. Mansour, F. Mahboubi, and N. Nahrjou (2015). Int. J. Nano Dimens. 6, 479.Google Scholar
  7. 7.
    N. K. Mehra and S. Palakurthi (2016). Drug Discov. Today 21, 585.CrossRefGoogle Scholar
  8. 8.
    American Cancer Society (Cancer facts and figures 2014), http://www.cancer.org/acs. Accessed 2014 Aug 12.
  9. 9.
    M. D’Arcangelo, M. W. Wynes, and F. R. Hirsch (2013). Curr. Opin. Oncol. 25, 121.CrossRefGoogle Scholar
  10. 10.
    L. Gandhi, S. H. Ignatius Ou, A. T. Shaw, F. Barlesi, A. M. C. Dingemans, D. W. Kim, D. R. Camidge, B. G. M. Hughes, J. C. H. Yang, J. de Castro, and L. Crino (2017). H. Le´na, P. Do, S. Golding, W. Bordogna, A. Zeaiter, A. Kotb, S. Gadgeel, Europ. J Cancer 82, 27.Google Scholar
  11. 11.
    H. Sakamoto, T. Tsukaguchi, S. Hiroshima, T. Kodama, T. Kobayashi, T. A. Fukami, N. Oikawa, T. Tsukuda, N. Ishii, and Y. Aoki (2011). Cancer Cell. 19, 679.CrossRefGoogle Scholar
  12. 12.
    M. Latif, A. Saeed, and S. H. Kim (2013). Arch. Pharm. Res. 36, 1051.CrossRefGoogle Scholar
  13. 13.
    T. Kodama, M. Hasegawa, K. Takanashi, Y. Sakurai, O. Kondoh, and H. Sakamoto (2014). Cancer Chemother Pharmacol. 74, 1023.CrossRefGoogle Scholar
  14. 14.
    S. M. Gadgeel, L. Gandhi, G. J. Riely, A. A. Chiappori, H. L. West, M. C. Azada, P. N. Morcos, R. M. Lee, L. Garcia, and L. Yu (2014). L, F. Boisserie, L. Di Laurenzio, S. Golding, J. Sato, S. Yokoyama, T. Tanaka, S.H. Ou. Lancet Oncol. 15, 1119.CrossRefGoogle Scholar
  15. 15.
    Chugai Pharmaceutical Co Ltd Alecensa_(alectinib): Japanese prescribing information (Chugai Pharmaceutical Co Ltd, Tokyo, 2014).Google Scholar
  16. 16.
    T. Kodama, T. Tsukaguchi, M. Yoshida, O. Kondoh, and H. Sakamoto (2014). Cancer Lett. 351, 215.CrossRefGoogle Scholar
  17. 17.
    R. P. Feazell, N. Nakayama-Ratchford, H. Dai, and S. J. Lippard (2007). J. Am. Chem. Soc. 129, 8438.CrossRefGoogle Scholar
  18. 18.
    S. Dhar, Z. Liu, J. Thomale, H. Dai, and S. J. Lippard (2008). J. Am. Chem. Soc. 130, 11467.CrossRefGoogle Scholar
  19. 19.
    Z. Liu, K. Chen, C. Davis, S. Sherlock, Q. Cao, X. Chen, and H. Dai (2008). Cancer Res. 68, 6652.CrossRefGoogle Scholar
  20. 20.
    G. Pastorin, W. Wu, S. Wieckowski, J. P. Briand, K. Kostarelos, M. Prato, and A. Bianco (2006). Chem. Comm. 11, 1182.CrossRefGoogle Scholar
  21. 21.
    H. Ali-Boucetta, K. T. Al-Jamal, D. McCarthy, M. Prato, A. Bianco, and K. Kostarelos (2008). Chem. Comm. 4, 459.CrossRefGoogle Scholar
  22. 22.
    Z. Liu, X. Sun, N. Nakayama-Ratchford, and H. Dai (2007). ACS Nano. 1, 50.CrossRefGoogle Scholar
  23. 23.
    M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, Ö. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski and D. J. Fox (Gaussian Inc, Wallingford CT, 2009).Google Scholar
  24. 24.
    M. Sheikhi, S. Shahab, L. Filippovich, M. Khaleghian, E. Dikusar, and M. Mashayekhi (2017). J. Mol. Struct. 1146, 881.CrossRefGoogle Scholar
  25. 25.
    S. Shahab, M. Sheikhi, L. Filippovich, D. E. Anatol’evich, and H. Yahyaei (2017). J. Mol. Struct. 1137, 335.CrossRefGoogle Scholar
  26. 26.
    S. Shahab, L. Filippovich, M. Sheikhi, R. Kumar, E. Dikusar, H. Yahyaei, and A. Muravsky (2017). J. Mol. Struct. 1141, 703.CrossRefGoogle Scholar
  27. 27.
    S. Shahab, L. Filippovich, M. Sheikhi, H. Yahyaei, M. Aharodnikova, R. Kumar, and M. Khaleghian (2017). Am. J. Mater. Synth. Process. 5, 17.Google Scholar
  28. 28.
    A. Frisch, A. B. Nielson, and A. J. Holder GAUSSVIEW User Manual, (Gaussian Inc, Pittsburgh, PA, 2000).Google Scholar
  29. 29.
    L. Shiri, D. Sheikh, A. R. Faraji, M. Sheikhi, and S. A. Seyed (2014). Katouli. Lett. Org. Chem. 11, 18.CrossRefGoogle Scholar
  30. 30.
    M. Monajjemi, M. Sheikhi, M. Mahmodi Hashemi, F. Molaamin, and R. Zhiani (2012). Inter. J. Phys. Sci. 7, 2010.CrossRefGoogle Scholar
  31. 31.
    F. Azarakhshi, M. Khaleghian, and N. Farhadyar (2015). Lett. Org. Chem. 12, 516.CrossRefGoogle Scholar
  32. 32.
    M. Sheikhi and D. Sheikh (2014). Rev. Roum. Chim. 59, 761.Google Scholar
  33. 33.
    S. Shahab, M. Sheikhi, L. Filippovich, R. Kumar, E. Dikusar, H. Yahyaei, and M. Khaleghian (2017). J. Mol. Struct. 1148, 134.CrossRefGoogle Scholar
  34. 34.
    M. Sheikhi, D. Sheikh, A. Ramazani, and S. Afr (2014). J. Chem. 67, 151.Google Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Young Researchers and Elite Club, Gorgan BranchIslamic Azad UniversityGorganIran
  2. 2.Institute of Physical Organic ChemistryNational Academy of Sciences of BelarusMinskRepublic of Belarus
  3. 3.Institute of Chemistry of New MaterialsNational Academy of Sciences of BelarusMinskRepublic of Belarus
  4. 4.Belarussian State University, ISEI BSU MinskMinskRepublic of Belarus
  5. 5.Department of Chemistry, Faculty of ScienceUniversity of BenghaziBenghaziLibya
  6. 6.Department of ChemistryUniversity of Cape TownRondeboschSouth Africa
  7. 7.Department of Chemistry, Malekan BranchIslamic Azad UniversityMalekanIran

Personalised recommendations