Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)

Coulibaly Wacothon Karime; Affi Sopi Thomas; James Titah; Mamadou Guy-Richard Koné; Affoué Estelle Brigitte Yao; Camille Déliko Dago; Christelle N’ta Ambeu; Jean-Pierre Bazureau; Josh Daniel McLoud; Benié Anoubilé; Nahossé Ziao

doi:doi:10.11648/j.ijctc.20221001.11

Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)

Coulibaly Wacothon Karime, Affi Sopi Thomas, James Titah, Mamadou Guy-Richard Koné, Affoué Estelle Brigitte Yao, Camille Déliko Dago, Christelle N’ta Ambeu, Jean-Pierre Bazureau, Josh Daniel McLoud, Benié Anoubilé, Nahossé Ziao

Published in International Journal of Computational and Theoretical Chemistry (Volume 10, Issue 1)

Received: 3 December 2021 Accepted: 8 January 2022 Published: 21 January 2022

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Abstract

In this study, we have successfully use quantitative structure activity relationship (QSAR) to determine the anti-proliferative activity of thirteen 5-arylidenes and derivatives using Density Functional Theory (DFT) method. Three models from the quantum molecular descriptors: energy of the lowest unoccupied molecular orbital; E_LUMO the C-N distance; d_(C-N), the C=O vibrational frequency; ѵ_(C=O) were used on two representative tumor cell lines: NCI -H727; lung carcinoma and MDA-MB 231; breast carcinoma. The Density Functional Theory method of quantum chemistry was applied to the B3LYP / 6-31G (d) calculation level, to obtain the molecular descriptors. The following statistical indicators and their values were used on the models: regression coefficient of determination (0.926 to 0.954), adjusted coefficient of determination (0.882 to 0.927), standard deviation S (0.052 to 0.147), Fischer test; F (88.221 to 145.448), correlation coefficient of the cross validation (0.926 and 0.954) and difference approaching 0.000. The statistical characteristics of the established quantitative structure activity relationship (QSAR) models satisfy the criteria of acceptance and external validation, thereby confirming their good performance. In addition, each model is a function of the three descriptors mentioned above. The three models show that the C-N distance; d_(C-N) and the energy of the lowest unoccupied molecular orbital; E_LUMO are the greatest descriptors in the prediction of the anti-proliferative activity of the studied molecules and could be used for the synthesis of new anti-proliferative molecules.

Published in	International Journal of Computational and Theoretical Chemistry (Volume 10, Issue 1)
DOI	10.11648/j.ijctc.20221001.11
Page(s)	1-8
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

5-Arylidene Rhodanine, Anti-proliferative Activity, Quantitative Structure Activity Relationship, Density Functional Theory Method, Molecular Descriptors

References

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APA Style

Coulibaly Wacothon Karime, Affi Sopi Thomas, James Titah, Mamadou Guy-Richard Koné, Affoué Estelle Brigitte Yao, et al. (2022). Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). International Journal of Computational and Theoretical Chemistry, 10(1), 1-8. https://doi.org/10.11648/j.ijctc.20221001.11

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ACS Style

Coulibaly Wacothon Karime; Affi Sopi Thomas; James Titah; Mamadou Guy-Richard Koné; Affoué Estelle Brigitte Yao, et al. Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). Int. J. Comput. Theor. Chem. 2022, 10(1), 1-8. doi: 10.11648/j.ijctc.20221001.11

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AMA Style

Coulibaly Wacothon Karime, Affi Sopi Thomas, James Titah, Mamadou Guy-Richard Koné, Affoué Estelle Brigitte Yao, et al. Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). Int J Comput Theor Chem. 2022;10(1):1-8. doi: 10.11648/j.ijctc.20221001.11

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@article{10.11648/j.ijctc.20221001.11,
  author = {Coulibaly Wacothon Karime and Affi Sopi Thomas and James Titah and Mamadou Guy-Richard Koné and Affoué Estelle Brigitte Yao and Camille Déliko Dago and Christelle N’ta Ambeu and Jean-Pierre Bazureau and Josh Daniel McLoud and Benié Anoubilé and Nahossé Ziao},
  title = {Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {10},
  number = {1},
  pages = {1-8},
  doi = {10.11648/j.ijctc.20221001.11},
  url = {https://doi.org/10.11648/j.ijctc.20221001.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20221001.11},
  abstract = {In this study, we have successfully use quantitative structure activity relationship (QSAR) to determine the anti-proliferative activity of thirteen 5-arylidenes and derivatives using Density Functional Theory (DFT) method. Three models from the quantum molecular descriptors: energy of the lowest unoccupied molecular orbital; ELUMO the C-N distance; d(C-N), the C=O vibrational frequency; ѵ(C=O) were used on two representative tumor cell lines: NCI -H727; lung carcinoma and MDA-MB 231; breast carcinoma. The Density Functional Theory method of quantum chemistry was applied to the B3LYP / 6-31G (d) calculation level, to obtain the molecular descriptors. The following statistical indicators and their values were used on the models: regression coefficient of determination (0.926 to 0.954), adjusted coefficient of determination (0.882 to 0.927), standard deviation S (0.052 to 0.147), Fischer test; F (88.221 to 145.448), correlation coefficient of the cross validation (0.926 and 0.954) and difference approaching 0.000. The statistical characteristics of the established quantitative structure activity relationship (QSAR) models satisfy the criteria of acceptance and external validation, thereby confirming their good performance. In addition, each model is a function of the three descriptors mentioned above. The three models show that the C-N distance; d(C-N) and the energy of the lowest unoccupied molecular orbital; ELUMO are the greatest descriptors in the prediction of the anti-proliferative activity of the studied molecules and could be used for the synthesis of new anti-proliferative molecules.},
 year = {2022}
}

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TY  - JOUR
T1  - Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)
AU  - Coulibaly Wacothon Karime
AU  - Affi Sopi Thomas
AU  - James Titah
AU  - Mamadou Guy-Richard Koné
AU  - Affoué Estelle Brigitte Yao
AU  - Camille Déliko Dago
AU  - Christelle N’ta Ambeu
AU  - Jean-Pierre Bazureau
AU  - Josh Daniel McLoud
AU  - Benié Anoubilé
AU  - Nahossé Ziao
Y1  - 2022/01/21
PY  - 2022
N1  - https://doi.org/10.11648/j.ijctc.20221001.11
DO  - 10.11648/j.ijctc.20221001.11
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  - 1
EP  - 8
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20221001.11
AB  - In this study, we have successfully use quantitative structure activity relationship (QSAR) to determine the anti-proliferative activity of thirteen 5-arylidenes and derivatives using Density Functional Theory (DFT) method. Three models from the quantum molecular descriptors: energy of the lowest unoccupied molecular orbital; ELUMO the C-N distance; d(C-N), the C=O vibrational frequency; ѵ(C=O) were used on two representative tumor cell lines: NCI -H727; lung carcinoma and MDA-MB 231; breast carcinoma. The Density Functional Theory method of quantum chemistry was applied to the B3LYP / 6-31G (d) calculation level, to obtain the molecular descriptors. The following statistical indicators and their values were used on the models: regression coefficient of determination (0.926 to 0.954), adjusted coefficient of determination (0.882 to 0.927), standard deviation S (0.052 to 0.147), Fischer test; F (88.221 to 145.448), correlation coefficient of the cross validation (0.926 and 0.954) and difference approaching 0.000. The statistical characteristics of the established quantitative structure activity relationship (QSAR) models satisfy the criteria of acceptance and external validation, thereby confirming their good performance. In addition, each model is a function of the three descriptors mentioned above. The three models show that the C-N distance; d(C-N) and the energy of the lowest unoccupied molecular orbital; ELUMO are the greatest descriptors in the prediction of the anti-proliferative activity of the studied molecules and could be used for the synthesis of new anti-proliferative molecules.
VL  - 10
IS  - 1
ER  -

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Author Information

Coulibaly Wacothon Karime

Department of Mathematics, Physics, and Chemistry, Université Peleforo GON COULIBALY, Korhogo, Ivory Coast
Affi Sopi Thomas

Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université Nangui Abrogoua, Abidjan, Ivory Coast
James Titah

Department of Chemistry/Biology-Science & Mathematics, Tabor College, Hillsboro, USA
Mamadou Guy-Richard Koné

Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université Nangui Abrogoua, Abidjan, Ivory Coast
Affoué Estelle Brigitte Yao

Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université Nangui Abrogoua, Abidjan, Ivory Coast
Camille Déliko Dago

Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1, Campus de Beaulieu, Rennes Cedex, France
Christelle N’ta Ambeu

Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1, Campus de Beaulieu, Rennes Cedex, France
Jean-Pierre Bazureau

Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1, Campus de Beaulieu, Rennes Cedex, France
Josh Daniel McLoud

Department of Chemistry/Biology-Science & Mathematics, Tabor College, Hillsboro, USA
Benié Anoubilé

Laboratoire de Chimie BioOrganique et de Substances Naturelles, Université Nangui Abrogoua, Abidjan, Ivory Coast
Nahossé Ziao

Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université Nangui Abrogoua, Abidjan, Ivory Coast

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Coulibaly Wacothon Karime, Affi Sopi Thomas, James Titah, Mamadou Guy-Richard Koné, Affoué Estelle Brigitte Yao, et al. (2022). Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). International Journal of Computational and Theoretical Chemistry, 10(1), 1-8. https://doi.org/10.11648/j.ijctc.20221001.11

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ACS Style

Coulibaly Wacothon Karime; Affi Sopi Thomas; James Titah; Mamadou Guy-Richard Koné; Affoué Estelle Brigitte Yao, et al. Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). Int. J. Comput. Theor. Chem. 2022, 10(1), 1-8. doi: 10.11648/j.ijctc.20221001.11

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AMA Style

Coulibaly Wacothon Karime, Affi Sopi Thomas, James Titah, Mamadou Guy-Richard Koné, Affoué Estelle Brigitte Yao, et al. Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR). Int J Comput Theor Chem. 2022;10(1):1-8. doi: 10.11648/j.ijctc.20221001.11

Copy | Download

@article{10.11648/j.ijctc.20221001.11,
  author = {Coulibaly Wacothon Karime and Affi Sopi Thomas and James Titah and Mamadou Guy-Richard Koné and Affoué Estelle Brigitte Yao and Camille Déliko Dago and Christelle N’ta Ambeu and Jean-Pierre Bazureau and Josh Daniel McLoud and Benié Anoubilé and Nahossé Ziao},
  title = {Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {10},
  number = {1},
  pages = {1-8},
  doi = {10.11648/j.ijctc.20221001.11},
  url = {https://doi.org/10.11648/j.ijctc.20221001.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20221001.11},
  abstract = {In this study, we have successfully use quantitative structure activity relationship (QSAR) to determine the anti-proliferative activity of thirteen 5-arylidenes and derivatives using Density Functional Theory (DFT) method. Three models from the quantum molecular descriptors: energy of the lowest unoccupied molecular orbital; ELUMO the C-N distance; d(C-N), the C=O vibrational frequency; ѵ(C=O) were used on two representative tumor cell lines: NCI -H727; lung carcinoma and MDA-MB 231; breast carcinoma. The Density Functional Theory method of quantum chemistry was applied to the B3LYP / 6-31G (d) calculation level, to obtain the molecular descriptors. The following statistical indicators and their values were used on the models: regression coefficient of determination (0.926 to 0.954), adjusted coefficient of determination (0.882 to 0.927), standard deviation S (0.052 to 0.147), Fischer test; F (88.221 to 145.448), correlation coefficient of the cross validation (0.926 and 0.954) and difference approaching 0.000. The statistical characteristics of the established quantitative structure activity relationship (QSAR) models satisfy the criteria of acceptance and external validation, thereby confirming their good performance. In addition, each model is a function of the three descriptors mentioned above. The three models show that the C-N distance; d(C-N) and the energy of the lowest unoccupied molecular orbital; ELUMO are the greatest descriptors in the prediction of the anti-proliferative activity of the studied molecules and could be used for the synthesis of new anti-proliferative molecules.},
 year = {2022}
}

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TY  - JOUR
T1  - Anti-proliferative Activity Study on 5-Arylidene Rhodanine Derivatives Using Density Functional Theory (DFT) and Quantitative Structure Activity Relationship (QSAR)
AU  - Coulibaly Wacothon Karime
AU  - Affi Sopi Thomas
AU  - James Titah
AU  - Mamadou Guy-Richard Koné
AU  - Affoué Estelle Brigitte Yao
AU  - Camille Déliko Dago
AU  - Christelle N’ta Ambeu
AU  - Jean-Pierre Bazureau
AU  - Josh Daniel McLoud
AU  - Benié Anoubilé
AU  - Nahossé Ziao
Y1  - 2022/01/21
PY  - 2022
N1  - https://doi.org/10.11648/j.ijctc.20221001.11
DO  - 10.11648/j.ijctc.20221001.11
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  - 1
EP  - 8
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20221001.11
AB  - In this study, we have successfully use quantitative structure activity relationship (QSAR) to determine the anti-proliferative activity of thirteen 5-arylidenes and derivatives using Density Functional Theory (DFT) method. Three models from the quantum molecular descriptors: energy of the lowest unoccupied molecular orbital; ELUMO the C-N distance; d(C-N), the C=O vibrational frequency; ѵ(C=O) were used on two representative tumor cell lines: NCI -H727; lung carcinoma and MDA-MB 231; breast carcinoma. The Density Functional Theory method of quantum chemistry was applied to the B3LYP / 6-31G (d) calculation level, to obtain the molecular descriptors. The following statistical indicators and their values were used on the models: regression coefficient of determination (0.926 to 0.954), adjusted coefficient of determination (0.882 to 0.927), standard deviation S (0.052 to 0.147), Fischer test; F (88.221 to 145.448), correlation coefficient of the cross validation (0.926 and 0.954) and difference approaching 0.000. The statistical characteristics of the established quantitative structure activity relationship (QSAR) models satisfy the criteria of acceptance and external validation, thereby confirming their good performance. In addition, each model is a function of the three descriptors mentioned above. The three models show that the C-N distance; d(C-N) and the energy of the lowest unoccupied molecular orbital; ELUMO are the greatest descriptors in the prediction of the anti-proliferative activity of the studied molecules and could be used for the synthesis of new anti-proliferative molecules.
VL  - 10
IS  - 1
ER  -

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