In this research, the geometric structure of LTZ and CCT (5,0) was optimized with B3LYP/6-31G* method using the Gaussian 09W program package to investigate the weak interaction of Letrozole (LTZ) and carbon carbon nanotube (CCT). According to the calculation of the release energy, it was found that the drug delivery process is desirable. Also, the structural properties of the title compounds were assessed by thermodynamic and frontier molecular orbital (FMO) parameters. In this study, a series of measures have been performed to detect changes in drug loading properties and non-bonding interactions between the LTZ and CCT (5,0) nanotube. The non-bonding interaction effects of LTZ and CCT over the electronic properties were also evaluated and argued. The research is based on the fact that studies can help to understand the interaction between the LTZ drug and CCT (5,0) nanotube and the development of CCT-based drug release systems. This research aimed to determine variations in electronic properties of anticancer LTZ drug in presences CCT. Then, the reactivity and stability behavior of LTZ drug and on CCT to be examined by density functional theory (DFT). Then, frontier molecular orbital (FMO) and noncovalent interaction (NCI) analyses were performed, which decrease in reactivity described increase in the stability of LTZ drug.
CollinsP.G. and AvourisP., Nanotubes for electronics, Scientific American283(6) (2000), 62–69.
2.
QianW.Y., SunD.M., ZhuR.R., DuX.L., LiuH. and WangS.L., pH-sensitive strontium carbonate nanoparticles as new anticancer vehicles for controlled etoposide release, International Journal of Nanomedicine7 (2012), 5781–5792.
3.
KumarB., JalodiaK., KumarP. and GautamH.K., Recent advances in nanoparticle-mediated drug delivery, Journal of Drug Delivery Science and Technology41 (2017), 260–268.
4.
KarimiM., GhasemiM., ZangabadA., RahighiP.S., BasriR., MirshekariS.M.M., AmiriH., PishabadM., AslaniZ.S., BozorgomidA. and GhoshD., Smart micro/nanoparticles in stimulus-responsive drug/gene delivery systems, Chemical Society Reviews45(5) (2016), 1457–1501.
5.
LiuZ., CaiH., HeW., NakayamaL., ChenN., SunK., ChenX. and DaiX., biodistribution and highly efficient tumour targeting of carbon nanotubes in mice, Nature Nanotechnology2(1) (2007), 47–52.
6.
LiuZ., TabakmanS., WelsherK. and DaiH., Carbon nanotubes in biology and medicine: in vitro and in vivo detection, imaging and drug delivery, Nano Research2(2) (2009), 85–120.
7.
PratoM., KostarelosK. and BiancoA., Functionalized carbon nanotubes in drug design and discovery, Accounts of Chemical Research41(1) (2008), 60–68.
8.
KazemiS., DaryaniS.Z., AbdoussA. and ShariatiniaM., DFT computations on the hydrogen bonding interactions between methacrylic acid-trimethylolpropane trimethacrylate copolymers and letrozole as drug delivery systems, Journal of Theoretical and Computational Chemistry15(02) (2016), 1650015–1650020.
9.
ZhouP., ShahR., PrasadB. and DavidK., Letrozole significantly improves growth potential in a pubertal boy with growth hormone deficiency, Pediatrics115(2) (2005), e245–e248.
10.
Krainick-StrobelU.E., LichteneggerS., WallwienerW., TulusanD., JänickeA.H., BastertF., KieselG., WackwitzL. and PaepkeB., Neoadjuvant letrozole in postmenopausal estrogen and/or progesterone receptor positive breast cancer: a phase IIb/III trial to investigate optimal duration of preoperative endocrine therapy, BMC Cancer8(1) (2008), 1–10.
11.
GeislerJ., HelleP.E., EkseH., DuongD., EvansN.K., NordbøD.B., NordbøD.B., AasY. and LønningT., Letrozole is superior to anastrozole in suppressing breast cancer tissue and plasma estrogen levels, Clinical Cancer Research14(19) (2008), 6330–6335.
12.
BehmaneshA., SalimiF. and RajaeiG.E., Adsorption behavior of letrozole on pure, Ge-and Si-doped C 60 fullerenes: a comparative DFT study,r Chemie-Chemical Monthly, Monatshefte für Chemie-Chemical Monthly151(1) (2020), 25–32.
13.
AnderssonL.I., Molecular imprinting for drug bioanalysis: A review on the application of imprinted polymers to solid-phase extraction and binding assay, Journal of Chromatography B: Biomedical Sciences and Applications739(1) (2000), 163–173.
14.
MartinP.D., JonesI.D., StringerG.R. and WilsonF., Comparison of normal and reversed-phase solid phase extraction methods for extraction of β-blockers from plasma using molecularly imprinted polymers, Analyst128(4) (2003), 345–350.
15.
ShariatiniaZ., ArabzadehN. and AbdousM., Ab initio calculations on the hydrogen bonding interactions among pseudoephedrinium cation isomers and methacrylic acid, Main Group Chemistry10(1) (2011), 1–16.
16.
Mohammadi NodehM.K., Rahemi HaghighiM., SoltaniS. and Rashidi NodehH., Release and extraction of letrozole in blood plasma using resorcinol functionalized multiwalled carbon nanotube coupled with high performance liquid chromatography, Journal of Liquid Chromatography & Related Technologies41(5) (2018), 239–245.
17.
Sargazi-AvvalH., YoosefianM., Ghaffari-MoghaddamM., KhajehM. and BohlooliM., Potential applications of armchair, zigzag, and chiral boron nitride nanotubes as a drug delivery system: Letrozole anticancer drug encapsulation, Applied Physics A127 (2021), 257.
18.
BehmaneshF., SalimiF. and RajaeiG.E., Adsorption behavior of letrozole on pure, Ge- and Si-doped C60 fullerenes: a comparative DFT study, Monatshefte fuer Chemie/Chemical Monthly151(1) (2020), 1–8.
19.
Feizi-DehnayebiM., DehghanianE. and Mansouri-TorshiziH., A novel palladium(II) antitumor agent: Synthesis, characterization, DFT perspective, CT-DNA and BSA interaction studies via in-vitro and in-silico approaches, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy249 (2021), 119215.
20.
Padash HooshyarS., Ahmad PanahiH., MoniriE. and FarsadroohM., Tailoring a new hyperbranched PEGylated dendrimer nano-polymer as a super-adsorbent for magnetic solid-phase extraction and determination of letrozole in biological and pharmaceutical samples, Journal of Molecular Liquids338 (2021), 116772.
21.
TianZ., WangZ., HanX., WangN. and WangR., Study on the interaction between cannabinol and DNA using acridine orange as a fluorescence probe, Journal of Molecular Recognition31 (2018), e2682.
22.
KaracaÖ., Meier-MenchesS.M., CasiniA. and KühnF.E., On the binding modes of metal NHC complexes with DNA secondary structures: implications for therapy and imaging, Chemical Communications53 (2017), 8249–8260.
MoghimiM. and BaeiM.T., Nanostructures’ study of chemisorptions of O2 molecule on Al (100) surface, Journal of Saudi chemical society18(5) (2014), 469–473.
25.
WinterA.H. and FalveyD.E., Vinyl cations substituted with β π-donors have triplet ground states, Journal of the American Chemical Society132(1) (2010), 215–222.
26.
HainesB.E., SarpongR. and MusaevD.G., Generality and strength of transition metal β-effects, Journal of the American Chemical Society140(33) (2018), 10612–10618.
27.
DenningtonR., KeithT. and MillamJ., Version 5.0. 8, R. KS: Dennington, Semichem Inc., Shawnee Mission. (2009).
28.
Contreras-GarcíaJ., JohnsonW., KeinanE.R., ChaudretS., PiquemalR., BeratanJ.P. and YangD.N., NCIPLOT: a program for plotting noncovalent interaction regions, Journal of Chemical Theory and Computation7(3) (2011), 625–632.
29.
LuT. and ChenF., Multiwfn: a multifunctional wavefunction analyzer, Journal of Computational Chemistry33(5) (2012), 580–592.
30.
SoltaniA., PeyghanA.A. and BagheriZ., H2O2 adsorption on the BN and SiC nanotubes: a DFT study, Physica E: Low-dimensional Systems and Nanostructures48 (2013), 176–180.
31.
SheikhiM., SheikhD. and RamazaniA., Three-component synthesis of electron-poor alkenes using isatin derivatives, acetylenic esters, triphenylphosphine and theoretical study, South African Journal of Chemistry67 (2014), 143–150.
