Loading Tacrine Alzheimer's Drug at the Carbon Nanotube: DFT Approach

Authors

  • Mohsen Mirali Department of Medical Nanotechnology, Faculty of Advanced Sciences and Technology, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran
  • Zahra Jafariazar Department of Pharmaceutics, Faculty of Pharmacy and Pharmaceutical Sciences, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran
  • Mahmoud Mirzaei Department of Biomaterials, Nanotechnology and Tissue Engineering, School of Advanced Technologies in Medicine, Isfahan University of Medical Sciences, Isfahan, Iran https://orcid.org/0000-0001-9346-4901

DOI:

https://doi.org/10.22034/labinsilico21021003

Keywords:

Tacrine, Nanotube, Alzheimer, Drug delivery, DFT

Abstract

Density functional theory (DFT) calculations were performed to investigate complex formation of loaded tacrine (TAC) Alzheimer’s drug at carbon nanotube (CNT) to make such TAC@CNT complex. To this aim, each of singular TAC and CNT molecular systems were first optimized to achieve the minimum energy structures. Next, the complex formation of TAC@CNT was investigated by performing further optimization of interacting counterparts. The results were obtained to analyze the systems regarding quantitative and qualitative aspects, in which the main goal was to investigate features of such TAC@CNT complex system. It was indicated that TAC could be loaded at CNT and it could remain safe from interactions with other substances as the frontier molecular orbital distributions were moved from TAC to CNT in the complex of TAC@CNT. Finally, such complex formation of TAC@CNT could be proposes for applications regarding the purposes of targeted drug delivery systems.

References

Iijima S. Synthetic nano-scale fibrous matrix. Nature. 1991;56:354-358.

Mirzaei M. The NMR parameters of the SiC-doped BN nanotubes: a DFT study. Physica E. 2010;42:1954-1957.

Mirzaei M, Hadipour NL, Seif A, Giahi M. Density functional study of zigzag BN nanotubes with equivalent ends. Physica E. 2008;40:3060-3063.

Nouri A, Mirzaei M. DFT calculations of B-11 and N-15 NMR parameters in BN nanocone. Journal of Molecular Structure: THEOCHEM. 2009;913:207-209.

Mirzaei M, Hadipour NL. Density functional calculations of 14N and 11B NQR parameters in the H-capped (6, 0) and (4, 4) single-walled BN nanotubes. Physica E. 2008;40:800-804.

Mirzaei M, Mirzaei M. A computational study of oxygen-termination of a (6, 0) boron nitride nanotube. Monatshefte für Chemie. 2010;141:491-494.

Mirzaei M, Mirzaei M. Electronic structure of sulfur terminated zigzag boron nitride nanotube: a computational study. Solid State Sciences. 2010;12:1337-1340.

Mirzaei M, Meskinfam M. Computational studies of effects of tubular lengths on the NMR properties of pristine and carbon decorated boron phosphide nanotubes. Solid State Sciences. 2011;13:1926-1930.

Mirzaei M, Mirzaei M. The B-doped SiC nanotubes: a computational study. Journal of Molecular Structure: THEOCHEM. 2010;953:134-138.

Mirzaei M, Mirzaei M. The C-doped AlP nanotubes: a computational study. Solid State Sciences. 2011;13:244-250.

Yang W, Thordarson P, Gooding JJ, Ringer SP, Braet F. Carbon nanotubes for biological and biomedical applications. Nanotechnology. 2007;18:412001.

Bianco A, Kostarelos K, Prato M. Applications of carbon nanotubes in drug delivery. Current Opinion in Chemical Biology. 2005;9:674-679.

Minati L, Antonini V, Dalla Serra M, Speranza G. Multifunctional branched gold–carbon nanotube hybrid for cell imaging and drug delivery. Langmuir. 2012;28:15900-15906.

Liu Z, Tabakman S, Welsher K, Dai H. Carbon nanotubes in biology and medicine: in vitro and in vivo detection, imaging and drug delivery. Nano Research. 2009;2:85-120.

Karimi M, Solati N, Amiri M, Mirshekari H, Mohamed E, Taheri M, et al. Carbon nanotubes part I: preparation of a novel and versatile drug-delivery vehicle. Expert Opinion on Drug Delivery. 2015;12:1071-1087.

Samadi Z, Mirzaei M, Hadipour NL, Khorami SA. Density functional calculations of oxygen, nitrogen and hydrogen electric field gradient and chemical shielding tensors to study hydrogen bonding properties of peptide group (OC–NH) in crystalline acetamide. Journal of Molecular Graphics and Modelling. 2008;26:977-981.

Mirzaei M, Hadipour NL, Ahmadi K. Investigation of C-H…OC and N-H…OC hydrogen-bonding interactions in crystalline thymine by DFT calculations of O-17, N-14 and H-2 NQR parameters. Biophysical Chemistry. 2007;125:411-415.

Partovi T, Mirzaei M, Hadipour NL. The C-H…O hydrogen bonding effects on the 17O electric field gradient and chemical shielding tensors in crystalline 1-methyluracil: a DFT study. Zeitschrift für Naturforschung A. 2006;61:383-388.

Mirzaei M, Gülseren O, Hadipour N. DFT explorations of quadrupole coupling constants for planar 5-fluorouracil pairs. Computational and Theoretical Chemistry. 2016;1090:67-73.

Harismah K, Mirzaei M. Steviol and iso-steviol vs. cyclooxygenase enzymes: in silico approach. Lab-in-Silico. 2020;6:5-87.

Yaghoobi R, Mirzaei M. Computational analyses of cytidine and aza-cytidine molecular structures. Lab-in-Silico. 2020;1:21-25.

Mirzaei M, Kalhor HR, Hadipour NL. Covalent hybridization of CNT by thymine and uracil: a computational study. Journal of Molecular Modeling. 2011;17:695-699.

Harismah K, Ozkendir OM, Mirzaei M. Lithium adsorption at the C20 fullerene-like cage: DFT approach. Advanced Journal of Science and Engineering. 2020;1:74-79.

Mirzaei M. Effects of carbon nanotubes on properties of the fluorouracil anticancer drug: DFT studies of a CNT-fluorouracil compound. International Journal of Nano Dimension. 2013;3:175-179.

Faramarzi R, Falahati M, Mirzaei M. Interactions of fluorouracil by CNT and BNNT: DFT analyses. Advanced Journal of Science and Engineering. 2020;1:62-66.

Eagger SA, Levy R, Sahakian BJ. Tacrine in Alzheimer's disease. The Lancet. 1991;337:989-992.

Sameem B, Saeedi M, Mahdavi M, Shafiee A. A review on tacrine-based scaffolds as multi-target drugs (MTDLs) for Alzheimer's disease. European Journal of Medicinal Chemistry. 2017;128:332-345.

Wilson B, Samanta MK, Santhi K, Kumar KS, Ramasamy M, Suresh B. Chitosan nanoparticles as a new delivery system for the anti-Alzheimer drug tacrine. Nanomedicine: Nanotechnology, Biology and Medicine. 2010;6:144-152.

Tahmasebi E, Shakerzadeh E. Potential application of B40 fullerene as an innovative anode material for Ca-ion batteries: in silico investigation. Lab-in-Silico. 2020;1:16-20.

Gunaydin S, Alcan V, Mirzaei M, Ozkendir OM. Electronic structure study of Fe substituted RuO2 semiconductor. Lab-in-Silico. 2020;1:7-10.

Mirzaei M, Yousefi M. Computational studies of the purine-functionalized graphene sheets. Superlattices and Microstructures. 2012;52:612-617.

Khalid H, Hussain R, Hafeez A. Virtual screening of piperidine based small molecules against COVID-19. Lab-in-Silico. 2020;1:50-55.

Zahedi H, Yousefi M, Mirzaei M. DFT investigation of AlP-doped BN nanotube for CO gas capturing. Lab-in-Silico. 2020;1:38-43.

Gunaydin S, Ozkendir OM. XAFS calculations of Nd-substituted LiFeO2 material. Lab-in-Silico. 2020;1:56-60.

Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, et al. Gaussian 09, Revision A.01, Gaussian. Inc., Wallingford CT. 2009.

Downloads

Published

2021-02-18

How to Cite

Mirali, M., Jafariazar, Z., & Mirzaei, M. (2021). Loading Tacrine Alzheimer’s Drug at the Carbon Nanotube: DFT Approach. Lab-in-Silico, 2(1), 3–8. https://doi.org/10.22034/labinsilico21021003

Issue

Section

Original Research Article