Density Functional Theory Analyses of Non-Covalent Complex Formation of 6-Thioguanine and Coronene
DOI:
https://doi.org/10.22034/labinsilico21022057Keywords:
6-Thioguanine, Coronene, Non-covalent, Complex, Adsorption, DFTAbstract
Quantum-chemical density functional theory (DFT) calculations were performed to examine the idea complex formation of 6-thioguanine (6TG) and coronene (COR) resulting 6TG@COR. The models were optimized to obtain the stabilized model of 6TG@COR complex system. 6TG was relaxed perpendicularly to the COR surface with possibility of existence of non-classical hydrogen bonds. The complex strength and formation were confirmed by the obtained values of energies for adsorption and frontier molecular orbitals (FMO). Additional visualized infrared (IR) spectra and density of states (DOS) diagrams also confirmed such 6TG@COR complex formation. Further analyses of atomic bond distances and Mulliken charges indicated the most significant changes of atomic features for those atoms of 6TG close to the interacting region with the COR surface. The achievements revealed the possibility of increasing efficiency and reducing deficiency by preventing 6TG from interacting with other substances in the combination mode with the COR surface. As a consequence, the results of this work proposed stable 6TG@COR complex system.
References
Prabhakar P, Banerjee M. Nanotechnology in drug delivery system: challenges and opportunities. Journal of Pharmaceutical Sciences and Research. 2020;12:492-498.
Sun J, Yang Z, Teng L. Nanotechnology and microtechnology in drug delivery systems. Dose-Response. 2020;18:1559325820907810.
Kurmi BD, Patel P, Paliwal R, Paliwal SR. Molecular approaches for targeted drug delivery towards cancer: a concise review with respect to nanotechnology. Journal of Drug Delivery Science and Technology. 2020;57:101682.
Mirzaei M, Yousefi M, Mirzaei M. Computational study of a CNT-uracil-CNT compound. Modern Physics Letters B. 2011;25:1335-1341.
Mirzaei M, Harismah K, Jafari E, Gülseren O, Rad AS. Functionalization of (n, 0) CNTs (n= 3–16) by uracil: DFT studies. The European Physical Journal B. 2018;91:1-7.
Ozkendir OM, Cengiz E, Mirzaei M, Karahan IH, Özdemir R, Klysubun W. Electronic structure study of the bimetallic Cu1-xZnx alloy thin films. Materials Technology. 2018;33:193-197.
Harismah K, Mirzaei M, Ghasemi N, Nejati M. Non-covalent functionalisation of C30 fullerene by pyrrole-n-carboxylic acid (n= 2, 3): density functional theory studies. Zeitschrift für Naturforschung A. 2017;73:51-56.
Mirzaei M. Investigating pristine and carbon-decorated silicon nanocones: DFT studies. Superlattices and Microstructures. 2013;58:130-134.
Mirzaei M, Salamat Ahangari R. Density functional explorations of quadrupole coupling constants for BN, BP, AlN, and AlP graphene–like structures. International Journal of Nano Dimension. 2016;7:284-289.
Ozkendir OM, Gunaydin S, Mirzaei M. Electronic structure study of the LiBC3 borocarbide graphene material. Advanced Journal of Chemistry B. 2019;1:37-41.
Aramideh M, Mirzaei M, Khodarahmi G, Gülseren O. DFT studies of graphene-functionalised derivatives of capecitabine. Zeitschrift fur Naturforschung A. 2017;72:1131-1138.
Mirzaei M, Ravi S, Yousefi M. Modifying a graphene layer by a thymine or a uracil nucleobase: DFT studies. Superlattices and Microstructures. 2012;52:306-311.
Mokhtari A, Harismah K, Mirzaei M. Covalent addition of chitosan to graphene sheets: density functional theory explorations of quadrupole coupling constants. Superlattices and Microstructures. 201;88:56-61.
Yaraghi A, Ozkendir OM, Mirzaei M. DFT studies of 5-fluorouracil tautomers on a silicon graphene nanosheet. Superlattices and Microstructures. 2015;85:784-788.
Mirzaei M, Yousefi M. Computational studies of the purine-functionalized graphene sheets. Superlattices and Microstructures. 2012;52:612-617.
Mirzaei M. Formation of a peptide assisted bi-graphene and its properties: DFT studies. Superlattices and Microstructures. 2013;54:47-53.
Song S, Shen H, Wang Y, Chu X, Xie J, Zhou N, Shen J. Biomedical application of graphene: From drug delivery, tumor therapy, to theranostics. Colloids and Surfaces B. 2020;185:110596.
Mansuriya BD, Altintas Z. Applications of graphene quantum dots in biomedical sensors. Sensors. 2020;20:1072.
Dastani N, Arab A, Raissi H. DFT computational study towards investigating Cladribine anticancer drug adsorption on the graphene and functionalized graphene. Structural Chemistry. 2020;31:1691-1705.
Abazari S, Shamsipur A, Bakhsheshi-Rad HR, Ramakrishna S, Berto F. Graphene family nanomaterial reinforced magnesium-based matrix composites for biomedical application: a comprehensive review. Metals. 2020;10:1002.
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.
Mousanasab B, Mirzaei M. PNA-CNT interacting system: in silico investigation of nanocarbon sensors for PNA detection. Lab-in-Silico. 2021;2:15-19.
Kakaei A, Mirzaei M. Cyclophosphamide@ CNT: in silico exploration of nano drug delivery system. Lab-in-Silico. 2021;2:9-14.
Mirali M, Jafariazar Z, Mirzaei M. Loading tacrine Alzheimer’s drug at the carbon nanotube: DFT approach. Lab-in-Silico. 2021;2:3-8.
Samarehfekri H, Ranjbar M, Pardakhty A, Amanatfard A. Systematic study of NaF nanoparticles in micelles loaded on polylactic acid nanoscaffolds: in vitro efficient delivery. Journal of Cluster Science. 2020;31:453-461.
Munshi PN, Lubin M, Bertino JR. 6-thioguanine: a drug with unrealized potential for cancer therapy. The Oncologist. 2014;19:760-765
Bayoumy AB, Simsek M, Seinen ML, Mulder CJ, Ansari A, Peters GJ, De Boer NK. The continuous rediscovery and the benefit–risk ratio of thioguanine, a comprehensive review. Expert Opinion on Drug Metabolism & Toxicology. 2020;16:111-123.
Lakshmanan R, Maulik N. Graphene-based drug delivery systems in tissue engineering and nanomedicine. Canadian Journal of Physiology and Pharmacology. 2018;96:869-878.
Harismah K, Mirzaei M, Moradi R. DFT studies of single lithium adsorption on coronene. Zeitschrift für Naturforschung A. 2018;73:685-691.
Mirzaei M. Science and engineering in silico. Advanced Journal of Science and Engineering. 2020;1:1-2.
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.
Mirzaei M. A computational NMR study of boron phosphide nanotubes. Zeitschrift für Naturforschung A. 2010;65:844-848.
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, et al. Gaussian 09 D.01 Program. Gaussian. Inc.: Wallingford, CT, USA. 2009.
Pence HE, Williams A. ChemSpider: an online chemical information resource. Journal of Chemical Education 2010, 87, 1123-1124.
Mirzaei M, Mirzaei M. A DFT study of N-doped AlP nanotubes. Monatshefte für Chemie. 2011;142:115-118.
Mirzaei M. Silicon carbide nanocones: Computational analysis of chemical shieldings for pristine and boron/nitrogen decorated models. Superlattices and Microstructures. 2012;52:523-527.
Mirzaei M, Yousefi M, Mirzaei M. Investigating electronic and structural properties of nitrogen-doped silicon carbide nanotubes through density functional calculations of chemical shielding parameters. Solid State Sciences. 2011;13:1251-1255.
Mirzaei M. 5–Fluorouracil: computational studies of tautomers and NMR properties. Turkish Computational and Theoretical Chemistry. 2017;1:27-34.
Yousefvand H, Mirzaei M, Tabbakhian M. Investigating chitosan–curcumin nanorings for containing fluorouracil. Turkish Computational and Theoretical Chemistry. 2017;1:6-12.
Mirzaei M, Gulseren O. DFT studies of CNT–functionalized uracil-acetate hybrids. Physica E. 2015;73:105-109.
Mirzaei M. Making sense the ideas in silico. Lab-in-Silico. 2020;1:31-32.
Mirzaei M, Hadipour NL. An investigation of hydrogen-bonding effects on the nitrogen and hydrogen electric field gradient and chemical shielding tensors in the 9-methyladenine real crystalline structure: a density functional theory study. The Journal of Physical Chemistry A. 2006;110:4833-4838.
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2021 Lab-in-Silico
This work is licensed under a Creative Commons Attribution 4.0 International License.
All materials on Lab-in-Silico (2020-2021) are licensed under a