QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives

Younes Abrouki; Abdelkader Anouzla; Hayat Loukili; Ahmed Rayadh; Driss Zakarya; Mohamed Zahouily

doi:doi:10.11648/j.ijctc.20140203.11

| Peer-Reviewed

QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives

Younes Abrouki, Abdelkader Anouzla, Hayat Loukili, Ahmed Rayadh, Driss Zakarya, Mohamed Zahouily

Published in International Journal of Computational and Theoretical Chemistry (Volume 2, Issue 3)

Received: 8 July 2014 Accepted: 23 July 2014 Published: 30 July 2014

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

Abstract

Quantitative structure-activity antimycobacterial relationships have been studied for a series of β-thia adduct of chalcone and diazachalcone derivatives by means of multiple linear regression (MLR) and artificial neural networks (ANN). The antimycobacterial activity against M. tuberculosis H37Rv of the compounds studied was well correlated with descriptors encoding the chemical structure. Using the pertinent descriptors revealed by a stepwise procedure in the multiple linear regression technique, a correlation coefficient of 0.9798 (s=0.0869) for the training set was obtained for the ANN model in a [3-3-1] configuration. The results show that the antimycobacterial activity of these compounds is strongly dependent on hydrogen-bonding donors, molecular refraction and also molecular connectivity indices for 2nd order.

Published in	International Journal of Computational and Theoretical Chemistry (Volume 2, Issue 3)
DOI	10.11648/j.ijctc.20140203.11
Page(s)	20-25
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), 2014. Published by Science Publishing Group

Keywords

QSAR, MLR, ANN, Antimycobacterial, β-Thia Adduct of Chalcone, Diazachalcones

References

[1]	Brennan, P.J., Structure, function, and biogenesis of the cell wall of Mycobacterium tuberculosis. Tuberculosis, 2003, 83(1), 91-97.
[2]	Greenberg, A. E., Lucas, S., Tossou, O., Coulibaly, I. M., Coulibaly, D., Kassim, S., Ackah, A., De Cock, K. M., Autopsy-proven causes of death in HIV-infected patients treated for tuberculosis in Abidjan, Cote d'lvoire. AIDS, 1995, 9(11), 1251-1254.
[3]	Global Tuberculosis Report, 2012 by World Health Organization, http://www.who.int.
[4]	Gandhi NPNR, Dheda K, Schaaf HS, Zignol M, Soolingen DV, Jensen P, Bayona J., Multidrug-resistant and extensively drug-resistant tuberculosis: a threat to global control of tuberculosis. Lancet 2010, 375:1830-1843.
[5]	Cole, S. T., Telenti, A., Drug resistance in Mycobacterium tuberculosis. European Respiratory Review, 1995, 8, 701-713.
[6]	Cramer, R., A QSAR success story. Chemtech. 1980, 10, 744-747.
[7]	Verma J KV, Coutinho EC: 3D-QSAR in drug design. Curr Top Med Chem 2010, 10(1):95-115.
[8]	Draper, N.R.; Smith, H. In: Applied Regression Analysis, John Wiley & Sons: New York, 1981.
[9]	Yap, C.W., Chen, Y.Z., Quantitative structure pharmacokinetic relationships for drug distribution properties by using general regression neural network. J. Pharm. Sci. 2005, 94, 153–168.
[10]	Karelson, M., Molecular Descriptors in QSAR/QSPR; John Wiley & Sons: New York, 2000.
[11]	(a) Unistat statistical package, version 4.0 for Excel. (b) Data pro Qnet 2000 for Windows V2 K build neutral network modeling. Vesta Service, Winnetka, III. (c) MMP, molecular modeling pro-Demo (TM) Revision 301 demo published by ChemSW Software (TM).
[12]	Chlupačova, M., Kubanova, P., Opletalova, V., Buchta, V., The Importance of the Enone-moiety for Antimycobacterial and Antifungal Properties of Chalcones, Published in: Proceedings of the 3rd International Symposium on Natural Drugs, Naples, 2-4 October 2003. Borelli, F., Capasso, F., Milic, N., Russo, A. (Eds.). Universita degli Studi di Napoli Federico II, Naples - Indena, Milano 2003, pp. 133-135.
[13]	Opletalova, V., Hartl, J., Patel, A., Palat, K., Buchta, V., Ring substituted 3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones as potential photosynthesis-inhibiting, antifungal and antimycobacterial agents. Il Farmaco, 2002, 57, 135-144.
[14]	Wold, S., Dunn, W. J., Multivariate quantitative structure-activity relationships (QSAR): conditions for their applicability. J. Chem. Inf. Comput. Sci., 1983, 23, 6-13.
[15]	Chastrette, M., Zakarya, D., Peyraud, J. F., Structure-musk odor relationships for tetralins and indans using neural networks (on the contribution of descriptors to the classification). Eur. J. Med. Chem., 1994, 29, 343-348.

Cite This Article

Plain Text BibTeX RIS

APA Style

Younes Abrouki, Abdelkader Anouzla, Hayat Loukili, Ahmed Rayadh, Driss Zakarya, et al. (2014). QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. International Journal of Computational and Theoretical Chemistry, 2(3), 20-25. https://doi.org/10.11648/j.ijctc.20140203.11

Copy | Download

ACS Style

Younes Abrouki; Abdelkader Anouzla; Hayat Loukili; Ahmed Rayadh; Driss Zakarya, et al. QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. Int. J. Comput. Theor. Chem. 2014, 2(3), 20-25. doi: 10.11648/j.ijctc.20140203.11

Copy | Download

AMA Style

Younes Abrouki, Abdelkader Anouzla, Hayat Loukili, Ahmed Rayadh, Driss Zakarya, et al. QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. Int J Comput Theor Chem. 2014;2(3):20-25. doi: 10.11648/j.ijctc.20140203.11

Copy | Download

@article{10.11648/j.ijctc.20140203.11,
  author = {Younes Abrouki and Abdelkader Anouzla and Hayat Loukili and Ahmed Rayadh and Driss Zakarya and Mohamed Zahouily},
  title = {QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {2},
  number = {3},
  pages = {20-25},
  doi = {10.11648/j.ijctc.20140203.11},
  url = {https://doi.org/10.11648/j.ijctc.20140203.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20140203.11},
  abstract = {Quantitative structure-activity antimycobacterial relationships have been studied for a series of β-thia adduct of chalcone and diazachalcone derivatives by means of multiple linear regression (MLR) and artificial neural networks (ANN). The antimycobacterial activity against M. tuberculosis H37Rv of the compounds studied was well correlated with descriptors encoding the chemical structure. Using the pertinent descriptors revealed by a stepwise procedure in the multiple linear regression technique, a correlation coefficient of 0.9798 (s=0.0869) for the training set was obtained for the ANN model in a [3-3-1] configuration. The results show that the antimycobacterial activity of these compounds is strongly dependent on hydrogen-bonding donors, molecular refraction and also molecular connectivity indices for 2nd order.},
 year = {2014}
}

Copy | Download

TY  - JOUR
T1  - QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives
AU  - Younes Abrouki
AU  - Abdelkader Anouzla
AU  - Hayat Loukili
AU  - Ahmed Rayadh
AU  - Driss Zakarya
AU  - Mohamed Zahouily
Y1  - 2014/07/30
PY  - 2014
N1  - https://doi.org/10.11648/j.ijctc.20140203.11
DO  - 10.11648/j.ijctc.20140203.11
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  - 20
EP  - 25
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20140203.11
AB  - Quantitative structure-activity antimycobacterial relationships have been studied for a series of β-thia adduct of chalcone and diazachalcone derivatives by means of multiple linear regression (MLR) and artificial neural networks (ANN). The antimycobacterial activity against M. tuberculosis H37Rv of the compounds studied was well correlated with descriptors encoding the chemical structure. Using the pertinent descriptors revealed by a stepwise procedure in the multiple linear regression technique, a correlation coefficient of 0.9798 (s=0.0869) for the training set was obtained for the ANN model in a [3-3-1] configuration. The results show that the antimycobacterial activity of these compounds is strongly dependent on hydrogen-bonding donors, molecular refraction and also molecular connectivity indices for 2nd order.
VL  - 2
IS  - 3
ER  -

Copy | Download

Author Information

Younes Abrouki

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco
Abdelkader Anouzla

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco
Hayat Loukili

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco
Ahmed Rayadh

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco
Driss Zakarya

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco
Mohamed Zahouily

Department of Research, Faculty of Science and Technology, University Hassan II, Mohammedia, Morocco

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

Younes Abrouki, Abdelkader Anouzla, Hayat Loukili, Ahmed Rayadh, Driss Zakarya, et al. (2014). QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. International Journal of Computational and Theoretical Chemistry, 2(3), 20-25. https://doi.org/10.11648/j.ijctc.20140203.11

Copy | Download

ACS Style

Younes Abrouki; Abdelkader Anouzla; Hayat Loukili; Ahmed Rayadh; Driss Zakarya, et al. QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. Int. J. Comput. Theor. Chem. 2014, 2(3), 20-25. doi: 10.11648/j.ijctc.20140203.11

Copy | Download

AMA Style

Younes Abrouki, Abdelkader Anouzla, Hayat Loukili, Ahmed Rayadh, Driss Zakarya, et al. QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives. Int J Comput Theor Chem. 2014;2(3):20-25. doi: 10.11648/j.ijctc.20140203.11

Copy | Download

@article{10.11648/j.ijctc.20140203.11,
  author = {Younes Abrouki and Abdelkader Anouzla and Hayat Loukili and Ahmed Rayadh and Driss Zakarya and Mohamed Zahouily},
  title = {QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {2},
  number = {3},
  pages = {20-25},
  doi = {10.11648/j.ijctc.20140203.11},
  url = {https://doi.org/10.11648/j.ijctc.20140203.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20140203.11},
  abstract = {Quantitative structure-activity antimycobacterial relationships have been studied for a series of β-thia adduct of chalcone and diazachalcone derivatives by means of multiple linear regression (MLR) and artificial neural networks (ANN). The antimycobacterial activity against M. tuberculosis H37Rv of the compounds studied was well correlated with descriptors encoding the chemical structure. Using the pertinent descriptors revealed by a stepwise procedure in the multiple linear regression technique, a correlation coefficient of 0.9798 (s=0.0869) for the training set was obtained for the ANN model in a [3-3-1] configuration. The results show that the antimycobacterial activity of these compounds is strongly dependent on hydrogen-bonding donors, molecular refraction and also molecular connectivity indices for 2nd order.},
 year = {2014}
}

Copy | Download

TY  - JOUR
T1  - QSAR for Antimycobacterial Activity of β-Thia Adduct of Chalcone and Diazachalcone Derivatives
AU  - Younes Abrouki
AU  - Abdelkader Anouzla
AU  - Hayat Loukili
AU  - Ahmed Rayadh
AU  - Driss Zakarya
AU  - Mohamed Zahouily
Y1  - 2014/07/30
PY  - 2014
N1  - https://doi.org/10.11648/j.ijctc.20140203.11
DO  - 10.11648/j.ijctc.20140203.11
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  - 20
EP  - 25
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20140203.11
AB  - Quantitative structure-activity antimycobacterial relationships have been studied for a series of β-thia adduct of chalcone and diazachalcone derivatives by means of multiple linear regression (MLR) and artificial neural networks (ANN). The antimycobacterial activity against M. tuberculosis H37Rv of the compounds studied was well correlated with descriptors encoding the chemical structure. Using the pertinent descriptors revealed by a stepwise procedure in the multiple linear regression technique, a correlation coefficient of 0.9798 (s=0.0869) for the training set was obtained for the ANN model in a [3-3-1] configuration. The results show that the antimycobacterial activity of these compounds is strongly dependent on hydrogen-bonding donors, molecular refraction and also molecular connectivity indices for 2nd order.
VL  - 2
IS  - 3
ER  -

Copy | Download