Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface

Mohammad Rizehbandi; Maryam Ariannezhad

doi:doi:10.11648/j.ijctc.20221002.11

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Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface

Mohammad Rizehbandi, Maryam Ariannezhad

Published in International Journal of Computational and Theoretical Chemistry (Volume 10, Issue 2)

Received: 13 July 2022 Accepted: 12 August 2022 Published: 24 August 2022

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Abstract

In this study, the interaction of Busulfan anticancer drug with PEG-modified cellulose was investigated. The impacts of the stereo electronic effect associated with donor-acceptor electron delocalizations, dipole-dipole interactions, and total steric exchange energies on the structural and electronic properties and reactivity of modified cellulose in interaction with Busulfan anticancer drug was studied based on the Density Functional Theory (DFT) calculations by using B3LYP/(6-31G, 6-31G*) level of theory in the gas phase, and water solution. Thermodynamic functional analysis indicates that the relative energies (ΔE), free Gibbs energies (ΔG) and enthalpies (ΔH) are negative for of Busulfan anticancer drug-PEG-modified cellulose system, but the calculated entropies (ΔS) are Positive, suggesting thermodynamic favorability for covalent attachment of dye on PEG-modified cellulose and these results confirm the structural stability of the Busulfan in gas phases. Delocalization of charge density between the bonding or lone pair and antibonding orbitals calculated by NBO (natural bond orbital) analysis. The calculated LUMO-HOMO energy bond gap shows that charge density transfer occurs within the molecules and the semi-conductivity of PEG could be justified. Also, based on the parameters obtained for the Busulfan drug in the absence of cellulose, it can be said that due to the presence of cellulose, the interaction between the electronegative oxygen atom of cellulose and the carbons of Busulfan has the least electron coverage and is more affected by the external magnetic field, so They have the lowest σiso and the highest δ or chemical shift, but in the absence of cellulose, carbon does not interact with oxygen, it has the highest electron coverage and appears in the ¹³CNMR spectrum at a lower δ chemical shift.

Published in	International Journal of Computational and Theoretical Chemistry (Volume 10, Issue 2)
DOI	10.11648/j.ijctc.20221002.11
Page(s)	14-20
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Cellulose, PEG, Thermodynamic Functional, Delocalization

References

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APA Style

Mohammad Rizehbandi, Maryam Ariannezhad. (2022). Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. International Journal of Computational and Theoretical Chemistry, 10(2), 14-20. https://doi.org/10.11648/j.ijctc.20221002.11

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ACS Style

Mohammad Rizehbandi; Maryam Ariannezhad. Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. Int. J. Comput. Theor. Chem. 2022, 10(2), 14-20. doi: 10.11648/j.ijctc.20221002.11

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AMA Style

Mohammad Rizehbandi, Maryam Ariannezhad. Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. Int J Comput Theor Chem. 2022;10(2):14-20. doi: 10.11648/j.ijctc.20221002.11

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@article{10.11648/j.ijctc.20221002.11,
  author = {Mohammad Rizehbandi and Maryam Ariannezhad},
  title = {Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {10},
  number = {2},
  pages = {14-20},
  doi = {10.11648/j.ijctc.20221002.11},
  url = {https://doi.org/10.11648/j.ijctc.20221002.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20221002.11},
  abstract = {In this study, the interaction of Busulfan anticancer drug with PEG-modified cellulose was investigated. The impacts of the stereo electronic effect associated with donor-acceptor electron delocalizations, dipole-dipole interactions, and total steric exchange energies on the structural and electronic properties and reactivity of modified cellulose in interaction with Busulfan anticancer drug was studied based on the Density Functional Theory (DFT) calculations by using B3LYP/(6-31G, 6-31G*) level of theory in the gas phase, and water solution. Thermodynamic functional analysis indicates that the relative energies (ΔE), free Gibbs energies (ΔG) and enthalpies (ΔH) are negative for of Busulfan anticancer drug-PEG-modified cellulose system, but the calculated entropies (ΔS) are Positive, suggesting thermodynamic favorability for covalent attachment of dye on PEG-modified cellulose and these results confirm the structural stability of the Busulfan in gas phases. Delocalization of charge density between the bonding or lone pair and antibonding orbitals calculated by NBO (natural bond orbital) analysis. The calculated LUMO-HOMO energy bond gap shows that charge density transfer occurs within the molecules and the semi-conductivity of PEG could be justified. Also, based on the parameters obtained for the Busulfan drug in the absence of cellulose, it can be said that due to the presence of cellulose, the interaction between the electronegative oxygen atom of cellulose and the carbons of Busulfan has the least electron coverage and is more affected by the external magnetic field, so They have the lowest σiso and the highest δ or chemical shift, but in the absence of cellulose, carbon does not interact with oxygen, it has the highest electron coverage and appears in the 13CNMR spectrum at a lower δ chemical shift.},
 year = {2022}
}

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TY  - JOUR
T1  - Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface
AU  - Mohammad Rizehbandi
AU  - Maryam Ariannezhad
Y1  - 2022/08/24
PY  - 2022
N1  - https://doi.org/10.11648/j.ijctc.20221002.11
DO  - 10.11648/j.ijctc.20221002.11
T2  - International Journal of Computational and Theoretical Chemistry
JF  - International Journal of Computational and Theoretical Chemistry
JO  - International Journal of Computational and Theoretical Chemistry
SP  - 14
EP  - 20
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20221002.11
AB  - In this study, the interaction of Busulfan anticancer drug with PEG-modified cellulose was investigated. The impacts of the stereo electronic effect associated with donor-acceptor electron delocalizations, dipole-dipole interactions, and total steric exchange energies on the structural and electronic properties and reactivity of modified cellulose in interaction with Busulfan anticancer drug was studied based on the Density Functional Theory (DFT) calculations by using B3LYP/(6-31G, 6-31G*) level of theory in the gas phase, and water solution. Thermodynamic functional analysis indicates that the relative energies (ΔE), free Gibbs energies (ΔG) and enthalpies (ΔH) are negative for of Busulfan anticancer drug-PEG-modified cellulose system, but the calculated entropies (ΔS) are Positive, suggesting thermodynamic favorability for covalent attachment of dye on PEG-modified cellulose and these results confirm the structural stability of the Busulfan in gas phases. Delocalization of charge density between the bonding or lone pair and antibonding orbitals calculated by NBO (natural bond orbital) analysis. The calculated LUMO-HOMO energy bond gap shows that charge density transfer occurs within the molecules and the semi-conductivity of PEG could be justified. Also, based on the parameters obtained for the Busulfan drug in the absence of cellulose, it can be said that due to the presence of cellulose, the interaction between the electronegative oxygen atom of cellulose and the carbons of Busulfan has the least electron coverage and is more affected by the external magnetic field, so They have the lowest σiso and the highest δ or chemical shift, but in the absence of cellulose, carbon does not interact with oxygen, it has the highest electron coverage and appears in the 13CNMR spectrum at a lower δ chemical shift.
VL  - 10
IS  - 2
ER  -

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Author Information

Mohammad Rizehbandi

Chemistry Department, Faculty of Science, Guilan University, Guilan, Iran
Maryam Ariannezhad

Chemistry Department, Comprehensive University of Applied Sciences, Dr. Abidi Hygienic Company, Tehran, Iran

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Mohammad Rizehbandi, Maryam Ariannezhad. (2022). Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. International Journal of Computational and Theoretical Chemistry, 10(2), 14-20. https://doi.org/10.11648/j.ijctc.20221002.11

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ACS Style

Mohammad Rizehbandi; Maryam Ariannezhad. Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. Int. J. Comput. Theor. Chem. 2022, 10(2), 14-20. doi: 10.11648/j.ijctc.20221002.11

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AMA Style

Mohammad Rizehbandi, Maryam Ariannezhad. Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface. Int J Comput Theor Chem. 2022;10(2):14-20. doi: 10.11648/j.ijctc.20221002.11

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@article{10.11648/j.ijctc.20221002.11,
  author = {Mohammad Rizehbandi and Maryam Ariannezhad},
  title = {Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {10},
  number = {2},
  pages = {14-20},
  doi = {10.11648/j.ijctc.20221002.11},
  url = {https://doi.org/10.11648/j.ijctc.20221002.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20221002.11},
  abstract = {In this study, the interaction of Busulfan anticancer drug with PEG-modified cellulose was investigated. The impacts of the stereo electronic effect associated with donor-acceptor electron delocalizations, dipole-dipole interactions, and total steric exchange energies on the structural and electronic properties and reactivity of modified cellulose in interaction with Busulfan anticancer drug was studied based on the Density Functional Theory (DFT) calculations by using B3LYP/(6-31G, 6-31G*) level of theory in the gas phase, and water solution. Thermodynamic functional analysis indicates that the relative energies (ΔE), free Gibbs energies (ΔG) and enthalpies (ΔH) are negative for of Busulfan anticancer drug-PEG-modified cellulose system, but the calculated entropies (ΔS) are Positive, suggesting thermodynamic favorability for covalent attachment of dye on PEG-modified cellulose and these results confirm the structural stability of the Busulfan in gas phases. Delocalization of charge density between the bonding or lone pair and antibonding orbitals calculated by NBO (natural bond orbital) analysis. The calculated LUMO-HOMO energy bond gap shows that charge density transfer occurs within the molecules and the semi-conductivity of PEG could be justified. Also, based on the parameters obtained for the Busulfan drug in the absence of cellulose, it can be said that due to the presence of cellulose, the interaction between the electronegative oxygen atom of cellulose and the carbons of Busulfan has the least electron coverage and is more affected by the external magnetic field, so They have the lowest σiso and the highest δ or chemical shift, but in the absence of cellulose, carbon does not interact with oxygen, it has the highest electron coverage and appears in the 13CNMR spectrum at a lower δ chemical shift.},
 year = {2022}
}

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TY  - JOUR
T1  - Theoretical Study on the Stereo Electronic Interactions of Busulfan Anti-cancer Drug with Modified Nano Cellulose Surface
AU  - Mohammad Rizehbandi
AU  - Maryam Ariannezhad
Y1  - 2022/08/24
PY  - 2022
N1  - https://doi.org/10.11648/j.ijctc.20221002.11
DO  - 10.11648/j.ijctc.20221002.11
T2  - International Journal of Computational and Theoretical Chemistry
JF  - International Journal of Computational and Theoretical Chemistry
JO  - International Journal of Computational and Theoretical Chemistry
SP  - 14
EP  - 20
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20221002.11
AB  - In this study, the interaction of Busulfan anticancer drug with PEG-modified cellulose was investigated. The impacts of the stereo electronic effect associated with donor-acceptor electron delocalizations, dipole-dipole interactions, and total steric exchange energies on the structural and electronic properties and reactivity of modified cellulose in interaction with Busulfan anticancer drug was studied based on the Density Functional Theory (DFT) calculations by using B3LYP/(6-31G, 6-31G*) level of theory in the gas phase, and water solution. Thermodynamic functional analysis indicates that the relative energies (ΔE), free Gibbs energies (ΔG) and enthalpies (ΔH) are negative for of Busulfan anticancer drug-PEG-modified cellulose system, but the calculated entropies (ΔS) are Positive, suggesting thermodynamic favorability for covalent attachment of dye on PEG-modified cellulose and these results confirm the structural stability of the Busulfan in gas phases. Delocalization of charge density between the bonding or lone pair and antibonding orbitals calculated by NBO (natural bond orbital) analysis. The calculated LUMO-HOMO energy bond gap shows that charge density transfer occurs within the molecules and the semi-conductivity of PEG could be justified. Also, based on the parameters obtained for the Busulfan drug in the absence of cellulose, it can be said that due to the presence of cellulose, the interaction between the electronegative oxygen atom of cellulose and the carbons of Busulfan has the least electron coverage and is more affected by the external magnetic field, so They have the lowest σiso and the highest δ or chemical shift, but in the absence of cellulose, carbon does not interact with oxygen, it has the highest electron coverage and appears in the 13CNMR spectrum at a lower δ chemical shift.
VL  - 10
IS  - 2
ER  -

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