Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid

Azeema Munir; Sidra Ayaz; Afzal Shah; Tayyaba Kokab; Faiza Jan Iftikhar; Anwar-ul-Haq Ali Shah; Muhammad Abid Zia

doi:doi:10.11648/j.ajpc.20211003.12

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Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid

Azeema Munir, Sidra Ayaz, Afzal Shah, Tayyaba Kokab, Faiza Jan Iftikhar, Anwar-ul-Haq Ali Shah, Muhammad Abid Zia

Published in American Journal of Physical Chemistry (Volume 10, Issue 3)

Received: 21 June 2021 Accepted: 12 July 2021 Published: 24 July 2021

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Abstract

Substituents play a major role in influencing the reactivity and biological activity of aromatic compounds. Substituents affect the conductivity of molecular electronic and photoresponsive switches, light harvesting dye-sensitized solar cells and organic electroluminescent devices. A number of quantum mechanical methods corresponding to stabilization energy, charge of substituent active region, energy dispersive analysis, and molecular electrostatic potential help in the description of substituent effect in aromatic systems. In the present work we carried out computational studies for the estimation of chemical and structural properties of a chemical library of nine ortho substituted naphthoic acids. The chemical reactivity of the selected substituted naphthoic acids was assessed from a number of physicochemical properties such as total energy, HOMO-LUMO gap, chemical hardness, binding energy, ionization potential, electron affinity, electronegativity, electrochemical potential, global softness, electrophilicity and dipole moment. The effect of the electron-donor groups on conjugation of ortho substituted naphthoic acid was investigated by correlating the calculated rotational barriers of transition state of cis and trans ortho-substituted naphthoic acids to observe change in single bond length, double bond length, bond angle, dihedral angle, and rotational frequency of carboxylic group of substituted napthoic acids. The rotational barrier correlated with the geometric, atomic, molecular, and spectroscopic parameters. Moreover, quantitative structure–activity relationship (QSAR) analyses was performed and the obtained structural properties were linked with biological activities.

Published in	American Journal of Physical Chemistry (Volume 10, Issue 3)
DOI	10.11648/j.ajpc.20211003.12
Page(s)	45-53
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

Ortho-substituted Naphthoic Acids, Rotational Barrier, Substituent Effect, Quantitative Structure–Activity Relationship

References

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Azeema Munir, Sidra Ayaz, Afzal Shah, Tayyaba Kokab, Faiza Jan Iftikhar, et al. (2021). Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. American Journal of Physical Chemistry, 10(3), 45-53. https://doi.org/10.11648/j.ajpc.20211003.12

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ACS Style

Azeema Munir; Sidra Ayaz; Afzal Shah; Tayyaba Kokab; Faiza Jan Iftikhar, et al. Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. Am. J. Phys. Chem. 2021, 10(3), 45-53. doi: 10.11648/j.ajpc.20211003.12

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AMA Style

Azeema Munir, Sidra Ayaz, Afzal Shah, Tayyaba Kokab, Faiza Jan Iftikhar, et al. Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. Am J Phys Chem. 2021;10(3):45-53. doi: 10.11648/j.ajpc.20211003.12

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@article{10.11648/j.ajpc.20211003.12,
  author = {Azeema Munir and Sidra Ayaz and Afzal Shah and Tayyaba Kokab and Faiza Jan Iftikhar and Anwar-ul-Haq Ali Shah and Muhammad Abid Zia},
  title = {Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid},
  journal = {American Journal of Physical Chemistry},
  volume = {10},
  number = {3},
  pages = {45-53},
  doi = {10.11648/j.ajpc.20211003.12},
  url = {https://doi.org/10.11648/j.ajpc.20211003.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpc.20211003.12},
  abstract = {Substituents play a major role in influencing the reactivity and biological activity of aromatic compounds. Substituents affect the conductivity of molecular electronic and photoresponsive switches, light harvesting dye-sensitized solar cells and organic electroluminescent devices. A number of quantum mechanical methods corresponding to stabilization energy, charge of substituent active region, energy dispersive analysis, and molecular electrostatic potential help in the description of substituent effect in aromatic systems. In the present work we carried out computational studies for the estimation of chemical and structural properties of a chemical library of nine ortho substituted naphthoic acids. The chemical reactivity of the selected substituted naphthoic acids was assessed from a number of physicochemical properties such as total energy, HOMO-LUMO gap, chemical hardness, binding energy, ionization potential, electron affinity, electronegativity, electrochemical potential, global softness, electrophilicity and dipole moment. The effect of the electron-donor groups on conjugation of ortho substituted naphthoic acid was investigated by correlating the calculated rotational barriers of transition state of cis and trans ortho-substituted naphthoic acids to observe change in single bond length, double bond length, bond angle, dihedral angle, and rotational frequency of carboxylic group of substituted napthoic acids. The rotational barrier correlated with the geometric, atomic, molecular, and spectroscopic parameters. Moreover, quantitative structure–activity relationship (QSAR) analyses was performed and the obtained structural properties were linked with biological activities.},
 year = {2021}
}

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TY  - JOUR
T1  - Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid
AU  - Azeema Munir
AU  - Sidra Ayaz
AU  - Afzal Shah
AU  - Tayyaba Kokab
AU  - Faiza Jan Iftikhar
AU  - Anwar-ul-Haq Ali Shah
AU  - Muhammad Abid Zia
Y1  - 2021/07/24
PY  - 2021
N1  - https://doi.org/10.11648/j.ajpc.20211003.12
DO  - 10.11648/j.ajpc.20211003.12
T2  - American Journal of Physical Chemistry
JF  - American Journal of Physical Chemistry
JO  - American Journal of Physical Chemistry
SP  - 45
EP  - 53
PB  - Science Publishing Group
SN  - 2327-2449
UR  - https://doi.org/10.11648/j.ajpc.20211003.12
AB  - Substituents play a major role in influencing the reactivity and biological activity of aromatic compounds. Substituents affect the conductivity of molecular electronic and photoresponsive switches, light harvesting dye-sensitized solar cells and organic electroluminescent devices. A number of quantum mechanical methods corresponding to stabilization energy, charge of substituent active region, energy dispersive analysis, and molecular electrostatic potential help in the description of substituent effect in aromatic systems. In the present work we carried out computational studies for the estimation of chemical and structural properties of a chemical library of nine ortho substituted naphthoic acids. The chemical reactivity of the selected substituted naphthoic acids was assessed from a number of physicochemical properties such as total energy, HOMO-LUMO gap, chemical hardness, binding energy, ionization potential, electron affinity, electronegativity, electrochemical potential, global softness, electrophilicity and dipole moment. The effect of the electron-donor groups on conjugation of ortho substituted naphthoic acid was investigated by correlating the calculated rotational barriers of transition state of cis and trans ortho-substituted naphthoic acids to observe change in single bond length, double bond length, bond angle, dihedral angle, and rotational frequency of carboxylic group of substituted napthoic acids. The rotational barrier correlated with the geometric, atomic, molecular, and spectroscopic parameters. Moreover, quantitative structure–activity relationship (QSAR) analyses was performed and the obtained structural properties were linked with biological activities.
VL  - 10
IS  - 3
ER  -

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Author Information

Azeema Munir

Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
Sidra Ayaz

Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
Afzal Shah

Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
Tayyaba Kokab

Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan
Faiza Jan Iftikhar

Department of Chemistry, National University of Technology, Islamabad, Pakistan
Anwar-ul-Haq Ali Shah

Institute of Chemical Sciences, University of Peshawar, Peshawar, Pakistan
Muhammad Abid Zia

Department of Chemistry, University of Education Attock, Attock, Pakistan

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Azeema Munir, Sidra Ayaz, Afzal Shah, Tayyaba Kokab, Faiza Jan Iftikhar, et al. (2021). Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. American Journal of Physical Chemistry, 10(3), 45-53. https://doi.org/10.11648/j.ajpc.20211003.12

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ACS Style

Azeema Munir; Sidra Ayaz; Afzal Shah; Tayyaba Kokab; Faiza Jan Iftikhar, et al. Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. Am. J. Phys. Chem. 2021, 10(3), 45-53. doi: 10.11648/j.ajpc.20211003.12

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AMA Style

Azeema Munir, Sidra Ayaz, Afzal Shah, Tayyaba Kokab, Faiza Jan Iftikhar, et al. Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid. Am J Phys Chem. 2021;10(3):45-53. doi: 10.11648/j.ajpc.20211003.12

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@article{10.11648/j.ajpc.20211003.12,
  author = {Azeema Munir and Sidra Ayaz and Afzal Shah and Tayyaba Kokab and Faiza Jan Iftikhar and Anwar-ul-Haq Ali Shah and Muhammad Abid Zia},
  title = {Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid},
  journal = {American Journal of Physical Chemistry},
  volume = {10},
  number = {3},
  pages = {45-53},
  doi = {10.11648/j.ajpc.20211003.12},
  url = {https://doi.org/10.11648/j.ajpc.20211003.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpc.20211003.12},
  abstract = {Substituents play a major role in influencing the reactivity and biological activity of aromatic compounds. Substituents affect the conductivity of molecular electronic and photoresponsive switches, light harvesting dye-sensitized solar cells and organic electroluminescent devices. A number of quantum mechanical methods corresponding to stabilization energy, charge of substituent active region, energy dispersive analysis, and molecular electrostatic potential help in the description of substituent effect in aromatic systems. In the present work we carried out computational studies for the estimation of chemical and structural properties of a chemical library of nine ortho substituted naphthoic acids. The chemical reactivity of the selected substituted naphthoic acids was assessed from a number of physicochemical properties such as total energy, HOMO-LUMO gap, chemical hardness, binding energy, ionization potential, electron affinity, electronegativity, electrochemical potential, global softness, electrophilicity and dipole moment. The effect of the electron-donor groups on conjugation of ortho substituted naphthoic acid was investigated by correlating the calculated rotational barriers of transition state of cis and trans ortho-substituted naphthoic acids to observe change in single bond length, double bond length, bond angle, dihedral angle, and rotational frequency of carboxylic group of substituted napthoic acids. The rotational barrier correlated with the geometric, atomic, molecular, and spectroscopic parameters. Moreover, quantitative structure–activity relationship (QSAR) analyses was performed and the obtained structural properties were linked with biological activities.},
 year = {2021}
}

Copy | Download

TY  - JOUR
T1  - Computational Studies of the Role of Substituents on the Reactivity and Biological Activities of Naphthoic Acid
AU  - Azeema Munir
AU  - Sidra Ayaz
AU  - Afzal Shah
AU  - Tayyaba Kokab
AU  - Faiza Jan Iftikhar
AU  - Anwar-ul-Haq Ali Shah
AU  - Muhammad Abid Zia
Y1  - 2021/07/24
PY  - 2021
N1  - https://doi.org/10.11648/j.ajpc.20211003.12
DO  - 10.11648/j.ajpc.20211003.12
T2  - American Journal of Physical Chemistry
JF  - American Journal of Physical Chemistry
JO  - American Journal of Physical Chemistry
SP  - 45
EP  - 53
PB  - Science Publishing Group
SN  - 2327-2449
UR  - https://doi.org/10.11648/j.ajpc.20211003.12
AB  - Substituents play a major role in influencing the reactivity and biological activity of aromatic compounds. Substituents affect the conductivity of molecular electronic and photoresponsive switches, light harvesting dye-sensitized solar cells and organic electroluminescent devices. A number of quantum mechanical methods corresponding to stabilization energy, charge of substituent active region, energy dispersive analysis, and molecular electrostatic potential help in the description of substituent effect in aromatic systems. In the present work we carried out computational studies for the estimation of chemical and structural properties of a chemical library of nine ortho substituted naphthoic acids. The chemical reactivity of the selected substituted naphthoic acids was assessed from a number of physicochemical properties such as total energy, HOMO-LUMO gap, chemical hardness, binding energy, ionization potential, electron affinity, electronegativity, electrochemical potential, global softness, electrophilicity and dipole moment. The effect of the electron-donor groups on conjugation of ortho substituted naphthoic acid was investigated by correlating the calculated rotational barriers of transition state of cis and trans ortho-substituted naphthoic acids to observe change in single bond length, double bond length, bond angle, dihedral angle, and rotational frequency of carboxylic group of substituted napthoic acids. The rotational barrier correlated with the geometric, atomic, molecular, and spectroscopic parameters. Moreover, quantitative structure–activity relationship (QSAR) analyses was performed and the obtained structural properties were linked with biological activities.
VL  - 10
IS  - 3
ER  -

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