596
Views
13
CrossRef citations to date
0
Altmetric
Research Articles

The computational quantum mechanical investigation of the functionalized boron nitride nanocage as the smart carriers for favipiravir drug delivery: a DFT and QTAIM analysis

ORCID Icon, , ORCID Icon, ORCID Icon, , & show all
Pages 13190-13206 | Received 29 Mar 2021, Accepted 14 Sep 2021, Published online: 01 Oct 2021

References

  • Abdolahi, N., Aghaei, M., Soltani, A., Azmoodeh, Z., Balakheyli, H., & Heidari, F. (2018). Adsorption of Celecoxib on B12N12 fullerene: Spectroscopic and DFT/TD-DFT study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 204, 348–353. https://doi.org/10.1016/j.saa.2018.06.077
  • Alexandrova, A. N., Birch, K. A., & Boldyrev, A. I. (2003). Flattening the b(6)h(6)(2-) octahedron Ab initio prediction of a new family of planar all-boron aromatic molecules . Journal of the American Chemical Society, 125(36), 10786–10787. https://doi.org/10.1021/ja0361906
  • Anota, E. C., Cocoletzi, G. H., & Ramírez, J. F. S. (2013). Armchair BN nanotubes - Levothyroxine interactions: A molecular study. Journal of Molecular Modeling, 19(11), 4991–4996. https://doi.org/10.1007/s00894-013-1999-1
  • Becke, A. D. (1993). A new mixing of Hartree-Fock and local density-functional theories. The Journal of Chemical Physics, 98(2), 1372–1377. https://doi.org/10.1063/1.464304
  • Behmanesh, A., Salimi, F., & Ebrahimzadeh Rajaei, G. (2020). Adsorption behavior of letrozole on pure, Ge- and Si-doped C60 fullerenes: A comparative DFT study. Monatshefte Für Chemie - Chemical Monthly, 151(1), 25–32. https://doi.org/10.1007/s00706-019-02524-1
  • Bianco, A., Kostarelos, K., & Prato, M. (2008). Opportunities and challenges of carbon-based nanomaterials for cancer therapy. Expert Opinion on Drug Delivery, 5(3), 331–342. In ( Issue Informa Healthcare. https://doi.org/10.1517/17425247.5.3.331
  • Cammi, R., Mennucci, B., & Tomasi, J. (1998). On the calculation of local field factors for microscopic static hyperpolarizabilities of molecules in solution with the aid of quantum-mechanical methods. The Journal of Physical Chemistry A, 102(5), 870–875. https://doi.org/10.1021/jp9726807
  • Cammi, R., Mennucci, B., & Tomasi, J. (2000). An attempt to bridge the gap between computation and experiment for nonlinear optical properties: Macroscopic susceptibilities in solution. The Journal of Physical Chemistry A, 104(20), 4690–4698. https://doi.org/10.1021/jp994163p
  • Chai, J.-D., & Head-Gordon, M. (2008). Long-range corrected hybrid density functionals with damped atom-atom dispersion corrections. Physical Chemistry Chemical Physics : PCCP, 10(44), 6615–6620. https://doi.org/10.1039/B810189B
  • Das, S., Mitra, S., Khurana, S. M. P., & Debnath, N. (2013). Nanomaterials for biomedical applications. Frontiers in Life Science, 7(3/4), 90–98. https://doi.org/10.1080/21553769.2013.869510
  • Dastani, N., Arab, A., & Raissi, H. (2020). DFT computational study towards investigating Cladribine anticancer drug adsorption on the graphene and functionalized graphene. Structural Chemistry, 31(5), 1691–1705. https://doi.org/10.1007/s11224-020-01526-8
  • Dehneshin, N., Raissi, H., Hasanzade, Z., & Farzad, F. (2019). Using molecular dynamics simulation to explore the binding of the three potent anticancer drugs sorafenib, streptozotocin, and sunitinib to functionalized carbon nanotubes. Journal of Molecular Modeling, 25(6), 159–115. https://doi.org/10.1007/s00894-019-4024-5
  • Duverger, E., Gharbi, T., Delabrousse, E., & Picaud, F. (2014). Quantum study of boron nitride nanotubes functionalized with anticancer molecules. Phys Chem Chem Phys, 16(34), 18425–18432. https://doi.org/10.1039/C4CP01660B
  • Duverger, E., Herlem, G., & Picaud, F. (2021). A potential solution to avoid overdose of mixed drugs in the event of Covid-19: Nanomedicine at the heart of the Covid-19 pandemic. Journal of Molecular Graphics and Modelling, 104, 107834. https://doi.org/10.1016/j.jmgm.2021.107834
  • Duverger, E., & Picaud, F. (2020). Theoretical study of ciprofloxacin antibiotic trapping on graphene or boron nitride oxide nanoflakes. Journal of Molecular Modeling, 26(6), 135https://doi.org/10.1007/s00894-020-04410-8
  • El Khalifi, M., Bentin, J., Duverger, E., Gharbi, T., Boulahdour, H., & Picaud, F. (2016). Encapsulation capacity and natural payload delivery of an anticancer drug from boron nitride nanotube. Physical Chemistry Chemical Physics : PCCP, 18(36), 24994–25001. https://doi.org/10.1039/c6cp01387b
  • El Khalifi, M., Duverger, E., Boulahdour, H., & Picaud, F. (2015). Theoretical study of the interaction between carbon nanotubes and carboplatin anticancer molecules. Analytical Methods, 7(24), 10145–10150. https://doi.org/10.1039/C5AY00748H
  • El Khalifi, M., Duverger, E., Gharbi, T., Boulahdour, H., & Picaud, F. (2016). Theoretical use of boron nitride nanotubes as a perfect container for anticancer molecules. Analytical Methods, 8(6), 1367–1372. https://doi.org/10.1039/C5AY02822A
  • El Khalifi, M., Duverger, E., Gharbi, T., Boulahdour, H., & Picaud, F. (2015). Theoretical demonstration of the potentiality of boron nitride nanotubes to encapsulate anticancer molecule. Physical Chemistry Chemical Physics: PCCP, 17(44), 30057–30064. https://doi.org/10.1039/C5CP05148G
  • El-Mageed, H. R. A., Mustafa, F. M., & Abdel-Latif, M. K. (2020). Boron nitride nanoclusters, nanoparticles and nanotubes as a drug carrier for isoniazid anti-tuberculosis drug, computational chemistry approaches. Journal of Biomolecular Structure and Dynamics, 38, 1–10. https://doi.org/10.1080/07391102.2020.1814871
  • Farzad, F., & Hashemzadeh, H. (2020). Probing the effect of polyethene glycol on the adsorption mechanisms of Gem on the hexagonal boron nitride as a highly efficient polymer-based drug delivery system: DFT, classical MD and Well-tempered Metadynamics simulations. Journal of Molecular Graphics & Modelling, 98, 107613107613. https://doi.org/10.1016/j.jmgm.2020.107613
  • Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G. A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H. P., Izmaylov, A. F., Bloino, J., Zheng, G., Sonnenberg, J. L., Had, M., and … Fox, D. J. (2013). Gaussian 09, Revision D.01. Gaussian Inc. https://doi.org/10.1017/CBO9781107415324.004
  • Furuta, Y., Komeno, T., & Nakamura, T. (2017). Favipiravir (T-705), a broad spectrum inhibitor of viral RNA polymerase. Proceedings of the Japan Academy, Series B, 93(7), 449–463. https://doi.org/10.2183/pjab.93.027
  • Galeev, T. R., Chen, Q., Guo, J. C., Bai, H., Miao, C. Q., Lu, H. G., Sergeeva, A. P., Li, S. D., & Boldyrev, A. I. (2011). Deciphering the mystery of hexagon holes in an all-boron grapheme α-sheet. Physical Chemistry Chemical Physics, 13(24), 11575–11578. https://doi.org/10.1039/c1cp20439d
  • Glenmark’s FabiFlu approved for coronavirus treatment in India, costs Rs 103 per tablet – India News. (2020). https://www.indiatoday.in/india/story/coronavirus-treatment-drug-glenmark-fabiflu-favipiravir-launch-india-rs-103-per-tablet-reduce-viral-load-1691066-2020-06-20
  • Golipour-Chobar, E., Salimi, F., & Ebrahimzadeh Rajaei, G. (2020). Boron nitride nanocluster as a carrier for lomustine anticancer drug delivery: DFT and thermodynamics studies. Monatshefte Für Chemie - Chemical Monthly, 151(3), 309–318. https://doi.org/10.1007/s00706-020-02564-y
  • Hadipour, N. L., Ahmadi Peyghan, A., & Soleymanabadi, H. (2015). Theoretical study on the Al-doped ZnO nanoclusters for CO chemical sensors. The Journal of Physical Chemistry C, 119(11), 6398–6404. https://doi.org/10.1021/jp513019z
  • Hasanzade, Z., & Raissi, H. (2017). Investigation of graphene-based nanomaterial as nanocarrier for adsorption of paclitaxel anticancer drug: A molecular dynamics simulation study. J Mol Model, 23(2), 36–38. https://doi.org/10.1007/s00894-017-3207-1
  • Hay, P. J., & Wadt, W. R. (1985). Ab initio effective core potentials for molecular calculations. Potentials for the transition metal atoms Sc to Hg. The Journal of Chemical Physics, 82(1), 270–283. https://doi.org/10.1063/1.448799
  • Hayden, F. G., & Shindo, N. (2019). Influenza virus polymerase inhibitors in clinical development. Current Opinion in Infectious Diseases, 32(2), 176–186. In Issue Lippincott Williams and Wilkins. https://doi.org/10.1097/QCO.0000000000000532
  • Haynes, W. M. (2014). CRC Handbook chemistry and physics (94th ed.) CRC Press.
  • Hossain, M. R., Hasan, M. M., Ashrafi, N.-E., Rahman, H., Rahman, M. S., Ahmed, F., Ferdous, T., & Hossain, M. A. (2021). Adsorption behaviour of metronidazole drug molecule on the surface of hydrogenated graphene, boron nitride and boron carbide nanosheets in gaseous and aqueous medium: A comparative DFT and QTAIM insight. Physica E: Low-Dimensional Systems and Nanostructures, 126, 114483. https://doi.org/10.1016/j.physe.2020.114483
  • Hossain, M. R., Hasan, M. M., Nishat, M., Noor-E-Ashrafi, A. F., Ferdous, T., & Hossain, M. A. (2020). DFT and QTAIM investigations of the adsorption of chlormethine anticancer drug on the exterior surface of pristine and transition metal functionalized boron nitride fullerene. Journal of Molecular Liquids, 323, 114627. https://doi.org/10.1016/j.molliq.2020.114627
  • Hossain, M. A., Hossain, M. R., Hossain, M. K., Khandaker, J. I., Ahmed, F., Ferdous, T., & Hossain, M. A. (2020). An ab-initio Study of the B35 Boron Nanocluster for Application as Atmospheric Gas (NO,NO2,N2O,NH3) Sensor. Chemical Physics Letters, 754, 137701. https://doi.org/10.1016/j.cplett.2020.137701
  • Jafari, Z., Baharfar, R., Rad, A. S., & Asghari, S. (2020). Potential of graphene oxide as a drug delivery system for Sumatriptan: A detailed density functional theory study. Journal of Biomolecular Structure and Dynamics, 38, 1–10. https://doi.org/10.1080/07391102.2020.1736161
  • Javan, M. B., Soltani, A., Azmoodeh, Z., Abdolahi, N., & Gholami, N. (2016). A DFT study on the interaction between 5-fluorouracil and B12N12 nanocluster. RSC Advances, 6(106), 104513–104521. https://doi.org/10.1039/C6RA18196A
  • Jensen, F., & Toftlund, H. (1993). Structure and stability of C24 and B12N12 isomers. Chemical Physics Letters, 201(1–4), 89–96. https://doi.org/10.1016/0009-2614(93)85039-Q
  • Kamali, F., Ebrahimzadeh Rajaei, G., Mohajeri, S., Shamel, A., & Khodadadi-Moghaddam, M. (2020). Adsorption behavior of metformin drug on the C60 and C48 nanoclusters: A comparative DFT study. Monatshefte Für Chemie - Chemical Monthly, 151(5), 711–720. https://doi.org/10.1007/s00706-020-02597-3
  • Kamel, M., Raissi, H., & Morsali, A. (2017). Theoretical study of solvent and co-solvent effects on the interaction of Flutamide anticancer drug with Carbon nanotube as a drug delivery system. Journal of Molecular Liquids, 248, 490–500. https://doi.org/10.1016/j.molliq.2017.10.078
  • Keith, T. A. (2016). AIMALL (Version 16.05.18). TK Gristmill Software.
  • Kim, S. M., Hsu, A., Park, M. H., Chae, S. H., Yun, S. J., Lee, J. S., Cho, D.-H., Fang, W., Lee, C., Palacios, T., Dresselhaus, M., Kim, K. K., Lee, Y. H., & Kong, J. (2015). Synthesis of large-area multilayer hexagonal boron nitride for high material performance. Nature Communications, 6(1), 8662. https://doi.org/10.1038/ncomms9662
  • Lazar, P., Zbořil, R., Pumera, M., & Otyepka, M. (2014). Chemical nature of boron and nitrogen dopant atoms in graphene strongly influences its electronic properties. Physical Chemistry Chemical Physics, 16(27), 14231–14235. https://doi.org/10.1039/C4CP01638F
  • 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(2), 785–789. https://doi.org/10.1103/PhysRevB.37.785
  • Li, X., Zhang, G., Bai, X., Sun, X., Wang, X., Wang, E., & Dai, H. (2008). Highly conducting graphene sheets and Langmuir-Blodgett films. Nature Nanotechnology, 3(9), 538–542. https://doi.org/10.1038/nnano.2008.210
  • Li, J., & Zhu, J. J. (2013). Quantum dots for fluorescent biosensing and bio-imaging applications. The Analyst, 138(9), 2506–2515. https://doi.org/10.1039/c3an36705c
  • Mennucci, B., Martínez, J. M., & Tomasi, J. (2001). Solvent effects on nuclear shieldings: Continuum or discrete solvation models to treat hydrogen bond and polarity effects? The Journal of Physical Chemistry A, 105(30), 7287–7296. https://doi.org/10.1021/jp010837w
  • Mortazavifar, A., Raissi, H., & Akbari, A. (2019). DFT and MD investigations on the functionalized boron nitride nanotube as an effective drug delivery carrier for Carmustine anticancer drug. Journal of Molecular Liquids, 276, 577–587. https://doi.org/10.1016/j.molliq.2018.12.028
  • Nagata, T., Lefor, A. K., Hasegawa, M., & Ishii, M. (2015). Favipiravir: A new medication for the ebola virus disease pandemic. Disaster Medicine and Public Health Preparedness, 9(1), 79–81. https://doi.org/10.1017/dmp.2014.151
  • Nicolas, J., Mura, S., Brambilla, D., Mackiewicz, N., & Couvreur, P. (2013). Design, functionalization strategies and biomedical applications of targeted biodegradable/biocompatible polymer-based nanocarriers for drug delivery. Chemical Society Reviews, 42(3), 1147–1235. https://doi.org/10.1039/c2cs35265f
  • O’Boyle, N. M., Tenderholt, A. L., & Langner, K. M. (2008). Cclib: A library for package-independent computational chemistry algorithms. Journal of Computational Chemistry, 29(5), 839–845. https://doi.org/10.1002/jcc.20823
  • Oku, T., Narita, I., Nishiwaki, A., & Koi, N. (2004). Atomic structures, electronic states and hydrogen storage of boron nitride nanocage clusters, nanotubes and nanohorns. Defect and Diffusion Forum, 226–228(1), 113–140. https://doi.org/10.4028/www.scientific.net/ddf.226-228.113
  • Orville-Thomas, W. J. (1996). Atoms in Molecules — a Quantum Theory. Journal of Molecular Structure: THEOCHEM, 360(1–3), 175. https://doi.org/10.1016/S0166-1280(96)90925-2
  • Ouyang, T., Chen, Y., Xie, Y., Yang, K., Bao, Z., & Zhong, J. (2010). Thermal transport in hexagonal boron nitride nanoribbons. Nanotechnology, 21(24), 245701. https://doi.org/10.1088/0957-4484/21/24/245701
  • Pearson, R. G. (1988). Absolute electronegativity and hardness: Application to inorganic chemistry. Inorganic Chemistry, 27(4), 734–740. https://doi.org/10.1021/ic00277a030
  • Pearson, R. G. (2005). Chemical hardness and density functional theory. Journal of Chemical Sciences, 117(5), 369–377. https://doi.org/10.1007/BF02708340
  • Peters, F. T., Kraemer, T., & Maurer, H. H. (2002). Drug testing in blood: Validated negative-ion chemical ionization gas chromatographic-mass spectrometric assay for determination of amphetamine and methamphetamine enantiomers and its application to toxicology cases. Clinical Chemistry, 48(9), 1472–1485. https://doi.org/10.1093/clinchem/48.9.1472
  • Pokropivny, A. V. (2006). Structure of the boron nitride E-phase: Diamond lattice of B12N12 fullerenes. Diamond and Related Materials, 15(9), 1492–1495. https://doi.org/10.1016/j.diamond.2005.11.003
  • Potential coronavirus drug approved for marketing - Chinadaily.com.cn. (2020). https://www.chinadaily.com.cn/a/202002/17/WS5e49efc2a310128217277fa3.html
  • Rahman, H., Hossain, M. R., & Ferdous, T. (2020). The recent advancement of low-dimensional nanostructured materials for drug delivery and drug sensing application: A brief review. Journal of Molecular Liquids, 320-A,114427. https://doi.org/10.1016/j.molliq.2020.114427
  • Rahmani, Z., Edjlali, L., Vessally, E., Hosseinian, A., & Nezhad, P. D. K. (2020). A density functional theory outlook on the possible sensing ability of boron nitride nanotubes and their Al- and Si-doped derivatives for sulfonamide drugs. Journal of Sulfur Chemistry, 41(1), 82–95. https://doi.org/10.1080/17415993.2019.1687702
  • Rakib Hossain, M., Mehade Hasan, M., Ud Daula Shamim, S., Ferdous, T., Abul Hossain, M., & Ahmed, F. (2021). First-principles study of the adsorption of chlormethine anticancer drug on C24, B12N12 and B12C6N6 nanocages. Computational and Theoretical Chemistry, 1197, 113156. https://doi.org/10.1016/j.comptc.2021.113156
  • Reed, A. E., Weinstock, R. B., & Weinhold, F. (1985). Natural population analysis. The Journal of Chemical Physics, 83(2), 735–746. https://doi.org/10.1063/1.449486
  • Rosenke, K., Feldmann, H., Westover, J. B., Hanley, P. W., Martellaro, C., Feldmann, F., Saturday, G., Lovaglio, J., Scott, D. P., Furuta, Y., Komeno, T., Gowen, B. B., & Safronetz, D. (2018). Use of favipiravir to treat lassa virus infection in Macaques. Emerging Infectious Diseases, 24(9), 1696–1699. https://doi.org/10.3201/eid2409.180233
  • Rozas, I., Alkorta, I., & Elguero, J. (2000). Behavior of ylides containing N, O, and C atoms as hydrogen bond acceptors. Journal of the American Chemical Society, 122(45), 11154–11161. https://doi.org/10.1021/ja0017864
  • Saberinasab, A., Raissi, H., & Hashemzadeh, H. (2019). Understanding the effect of vitamin B6 and PEG functionalization on improving the performance of carbon nanotubes in temozolomide anticancer drug transportation. Journal of Physics D: Applied Physics, 52(39), 395402. https://doi.org/10.1088/1361-6463/ab2abf
  • Sabzehzari, M., Ajamgard, M., & Shamlouei, H. R. (2019). Influence of non-metallic atoms on the absorption of amphetamines on B12N12 nano-cages. Structural Chemistry, 30(5), 1853–1857. https://doi.org/10.1007/s11224-019-01316-x
  • Safari, L., Vessally, E., Bekhradnia, A., Hosseinian, A., & Edjlali, L. (2017). A Density functional theory study of the sensitivity of two-dimensional BN nanosheet to nerve agents cyclosarin and tabun. Thin Solid Films., 623, 157–163. https://doi.org/10.1016/j.tsf.2017.01.006
  • Sahoo, N. G., Bao, H., Pan, Y., Pal, M., Kakran, M., Cheng, H. K. F., Li, L., & Tan, L. P. (2011). Functionalized carbon nanomaterials as nanocarriers for loading and delivery of a poorly water-soluble anticancer drug: A comparative study. Chemical Communications (Cambridge, England), 47(18), 5235–5237. https://doi.org/10.1039/c1cc00075f
  • Sergeeva, A. P., Piazza, Z. A., Romanescu, C., Li, W. L., Boldyrev, A. I., & Wang, L. S. (2012). B 22- and B 23-: All-boron analogues of anthracene and phenanthrene. Journal of the American Chemical Society, 134(43), 18065–18073. https://doi.org/10.1021/ja307605t
  • Sergeeva, A. P., Zubarev, D. Y., Zhai, H. J., Boldyrev, A. I., & Wang, L. S. (2008). A photoelectron spectroscopic and theoretical study of B16 and B162: An all-boron naphthalene. Journal of the American Chemical Society, 130(23), 7244–7246. https://doi.org/10.1021/ja802494z
  • Shahabi, M., & Raissi, H. (2016). Investigation of the molecular structure, electronic properties, AIM, NBO, NMR and NQR parameters for the interaction of Sc, Ga and Mg-doped (6,0) aluminum nitride nanotubes with COCl2 gas by DFT study. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 84(1-2), 99–114. https://doi.org/10.1007/s10847-015-0587-7
  • Shahabi, M., & Raissi, H. (2016). Molecular dynamics simulation and quantum chemical studies on the investigation of aluminum nitride nanotube as phosgene gas sensor. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 86(3/4), 305–322. https://doi.org/10.1007/s10847-016-0664-6
  • Shahabi, M., & Raissi, H. (2018). Screening of the structural, topological, and electronic properties of the functionalized Graphene nanosheets as potential Tegafur anticancer drug carriers using DFT method. Journal of Biomolecular Structure & Dynamics, 36(10), 2517–2529. https://doi.org/10.1080/07391102.2017.1360209
  • Shahabi, M., Raissi, H., & Mollania, F. (2015). Electronic structures, intramolecular hydrogen bond interaction, and aromaticity of substituted 4-amino-3-penten-2-one in ground and electronic excited state. Structural Chemistry, 26(2), 491–506. https://doi.org/10.1007/s11224-014-0505-4
  • Shamim, S. U. D., Hussain, T., Hossian, M. R., Hossain, M. K., Ahmed, F., Ferdous, T., & Hossain, M. A. (2020). A DFT study on the geometrical structures, electronic, and spectroscopic properties of inverse sandwich monocyclic boron nanoclusters ConBm (n = 1.2; m = 6–8. ).Journal of Molecular Modeling, 26(6), 1–17. https://doi.org/10.1007/s00894-020-04419-z
  • Shayan, K., & Nowroozi, A. (2018). Boron nitride nanotubes for delivery of 5-fluorouracil as anticancer drug: A theoretical study. Applied Surface Science, 428, 500–513. https://doi.org/10.1016/j.apsusc.2017.09.121
  • Shi, F., Li, Z., Kong, L., Xie, Y., Zhang, T., & Xu, W. (2014). Synthesis and crystal structure of 6-fluoro-3-hydroxypyrazine-2-carboxamide. Drug Discoveries & Therapeutics, 8(3), 117–120. https://doi.org/10.5582/ddt.2014.01028
  • Shiraki, K., & Daikoku, T. (2020). Favipiravir, an anti-influenza drug against life-threatening RNA virus infections. In Pharmacology and Therapeutics. (Vol. 209, p. 107512). Elsevier Inc. https://doi.org/10.1016/j.pharmthera.2020.107512
  • Singla, P., Riyaz, M., Singhal, S., & Goel, N. (2016). Theoretical study of adsorption of amino acids on graphene and BN sheet in gas and aqueous phase with empirical DFT dispersion correction. Physical Chemistry Chemical Physics, 18(7), 5597–5604. https://doi.org/10.1039/c5cp07078c
  • Soltani, A., Javan, M. B., Hoseininezhad-Namin, M. S., Tajabor, N., Lemeski, E. T., & Pourarian, F. (2017). Interaction of hydrogen with Pd- and co-decorated C24 fullerenes: Density functional theory study. Synthetic Metals, 234, 1–8. https://doi.org/10.1016/j.synthmet.2017.10.004
  • Streitwieser, A. (2013). Molecular orbital theory for organic chemists [Paper presentation]. ACS Symposium Series, 1122, 275–300. https://doi.org/10.1021/bk-2013-1122.ch009
  • Sulzer, D., Sonders, M. S., Poulsen, N. W., & Galli, A. (2005). Mechanisms of neurotransmitter release by amphetamines: A review. Progress in Neurobiology, 75 (6), 406–433. Pergamon. https://doi.org/10.1016/j.pneurobio.2005.04.003
  • Sun, X., Wan, X., Li, G., Yu, J., & Vahabi, V. (2020). Amantadine antiparkinsonian drug adsorption on the AlN and BN nanoclusters: A computational study. Physics Letters A, 384(5), 126128. https://doi.org/10.1016/j.physleta.2019.126128
  • Tovani, C. B., Zancanela, D. C., Faria, A. N., Ciancaglini, P., & Ramos, A. P. (2016). Bio-inspired synthesis of hybrid tube-like structures based on CaCO3 and type I-collagen. RSC Advances, 6(93), 90509–90515. https://doi.org/10.1039/C6RA18984A
  • Weng, Q., Wang, X., Wang, X., Bando, Y., & Golberg, D. (2016). Functionalized hexagonal boron nitride nanomaterials: Emerging properties and applications. Chemical Society Reviews, 45(14), 3989–4012. https://doi.org/10.1039/C5CS00869G
  • Wu, H. S., Cui, X. Y., Qin, X. F., & Jiao, H. (2005). Structure and stability of boron nitrides: The B28N28 isomers. Journal of Molecular Structure: THEOCHEM, 714(2-3), 153–155. https://doi.org/10.1016/j.theochem.2004.09.057
  • Wu, H. S., Cui, X. Y., & Xu, X. H. (2005). Structure and stability of boron nitrides: Isomer of B32N32. Journal of Molecular Structure: THEOCHEM, 717(1-3), 107–109. https://doi.org/10.1016/j.theochem.2004.09.049
  • Wu, H. S., & Jiao, H. (2004). What is the most stable B24N24 fullerene? Chemical Physics Letters, 386(4–6), 369–372. https://doi.org/10.1016/j.cplett.2004.01.085
  • Zhu, H., Zhao, C., Cai, Q., Fu, X., & Sheykhahmad, F. R. (2020). Adsorption behavior of 5-aminosalicylic acid drug on the B12N12, AlB11N12 and GaB11N12 nanoclusters: A comparative DFT study. Inorganic Chemistry Communications, 114, 107808. 107808. https://doi.org/10.1016/j.inoche.2020.107808
  • Zunger, A., Katzir, A., & Halperin, A. (1976). Optical properties of hexagonal boron nitride. Physical Review B, 13(12), 5560–5573. https://doi.org/10.1103/PhysRevB.13.5560

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.