A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line

Gaston Assongba Kpotin; Juan Sebastián Gómez-Jeria

doi:doi:10.11648/j.ijctc.20170506.12

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A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line

Gaston Assongba Kpotin, Juan Sebastián Gómez-Jeria

Published in International Journal of Computational and Theoretical Chemistry (Volume 5, Issue 6)

Received: 28 November 2017 Accepted: 9 December 2017 Published: 11 January 2018

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Abstract

A study of the relationships between electronic structure and anti-proliferative activity of quinoxaline derivatives on the HeLa cell line was carried out. For this QSAR study the technique employed is the Klopman-Peradejordi-Gómez (KPG) method. We obtain a statistically significant equation (R= 0.97 R²= 0.94 adj-R²= 0.91 F (8, 15)=29.50 p<0.000001 and SD=0.06). The results showed that the variation of the activity depends on the variation of the values of eight local atomic reactivity indices. The process seems to be charge and orbital-controlled. Based on the analysis of the result, a partial two-dimensional pharmacophore was built. The results should be useful to propose new molecules which higher activity.

Published in	International Journal of Computational and Theoretical Chemistry (Volume 5, Issue 6)
DOI	10.11648/j.ijctc.20170506.12
Page(s)	59-68
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), 2018. Published by Science Publishing Group

Keywords

Quinoxaline, HeLa Cell Line, KPG Method, QSAR, Pharmacophore, DFT

References

[1]	Skloot, R., The Immortal Life of Henrietta Lacks, Pan Macmillan, 2011.
[2]	Scherer, W. F., Syverton, J. T., Gey, G. O., Studies on the propagation in vitro of poliomyelitis viruses. IV. Viral multiplication in a stable strain of human malignant epithelial cells (strain HeLa) derived from an epidermoid carcinoma of the cervix. J. Exp. Med. 1953, 97, 695–710.
[3]	Landry, J. J. M., Pyl, P. T., Rausch, T., Zichner, T., et al., The Genomic and Transcriptomic Landscape of a HeLa Cell Line. G3 Genes Genomes Genet. 2013, 3, 1213–1224.
[4]	Akhtar, J., Khan, A. A., Ali, Z., Haider, R., et al., Structure-activity relationship (SAR) study and design strategies of nitrogen-containing heterocyclic moieties for their anticancer activities. Eur. J. Med. Chem. 2017, 125, 143–189.
[5]	Akrami, H., Safavi, M., Mirjalili, B. F., Ashkezari, M. D., et al., Facile synthesis and antiproliferative activity of 7H-benzo[7,8]chromeno[2,3-d]pyrimidin-8-amines. Eur. J. Med. Chem. 2017, 127, 128–136.
[6]	An, W., Wang, W., Yu, T., Zhang, Y., et al., Discovery of novel 2-phenyl-imidazo[1,2-a]pyridine analogues targeting tubulin polymerization as antiproliferative agents. Eur. J. Med. Chem. 2016, 112, 367–372.
[7]	Hernández-Padilla, L., Vázquez-Rivera, D., Sánchez-Briones, L. A., Díaz-Pérez, A. L., et al., The Antiproliferative Effect of Cyclodipeptides from Pseudomonas aeruginosa PAO1 on HeLa Cells Involves Inhibition of Phosphorylation of Akt and S6k Kinases. Molecules 2017, 22.
[8]	Carta, D., Bortolozzi, R., Sturlese, M., Salmaso, V., et al., Synthesis, structure-activity relationships and biological evaluation of 7-phenyl-pyrroloquinolinone 3-amide derivatives as potent antimitotic agents. Eur. J. Med. Chem. 2017, 127, 643–660.
[9]	Cheng, W.-H., Shang, H., Niu, C., Zhang, Z.-H., et al., Synthesis and Evaluation of New Podophyllotoxin Derivatives with in Vitro Anticancer Activity. Molecules 2015, 20, 12266–12279.
[10]	Dandriyal, J., Singla, R., Kumar, M., Jaitak, V., Recent developments of C-4 substituted coumarin derivatives as anticancer agents. Eur. J. Med. Chem. 2016, 119, 141–168.
[11]	Diao, P.-C., Li, Q., Hu, M.-J., Ma, Y.-F., et al., Synthesis and biological evaluation of novel indole-pyrimidine hybrids bearing morpholine and thiomorpholine moieties. Eur. J. Med. Chem. 2017, 134, 110–118.
[12]	Li, F.-Y., Wang, X., Duan, W.-G., Lin, G.-S., Synthesis and In Vitro Anticancer Activity of Novel Dehydroabietic Acid-Based Acylhydrazones. Molecules 2017, 22.
[13]	Fytas, C., Zoidis, G., Tsotinis, A., Fytas, G., et al., Novel 1-(2-aryl-2-adamantyl)piperazine derivatives with antiproliferative activity. Eur. J. Med. Chem. 2015, 93, 281–290.
[14]	Gabr, M. T., El-Gohary, N. S., El-Bendary, E. R., El-Kerdawy, M. M., et al., Isatin-β-thiocarbohydrazones: Microwave-assisted synthesis, antitumor activity and structure-activity relationship. Eur. J. Med. Chem. 2017, 128, 36–44.
[15]	Gonçalves, B. M. F., Salvador, J. A. R., Marín, S., Cascante, M., Synthesis and anticancer activity of novel fluorinated asiatic acid derivatives. Eur. J. Med. Chem. 2016, 114, 101–117.
[16]	Li, W., Tan, G., Cheng, J., Zhao, L., et al., A Novel Photosensitizer 31,131-phenylhydrazine -Mppa (BPHM) and Its in Vitro Photodynamic Therapy against HeLa Cells. Molecules 2016, 21.
[17]	Żołnowska, B., Sławiński, J., Pogorzelska, A., Szafrański, K., et al., Novel 5-Substituted 2-(Aylmethylthio)-4-chloro-N-(5-aryl-1,2,4-triazin-3-yl)benzenesulfonamides: Synthesis, Molecular Structure, Anticancer Activity, Apoptosis-Inducing Activity and Metabolic Stability. Molecules 2016, 21.
[18]	Liu, Q., Li, W., Sheng, L., Zou, C., et al., Design, synthesis and biological evaluation of novel asperphenamate derivatives. Eur. J. Med. Chem. 2016, 110, 76–86.
[19]	Romagnoli, R., Baraldi, P. G., Prencipe, F., Oliva, P., et al., Design, synthesis and biological evaluation of 3-substituted-2-oxindole hybrid derivatives as novel anticancer agents. Eur. J. Med. Chem. 2017, 134, 258–270.
[20]	Levrier, C., Sadowski, M. C., Rockstroh, A., Gabrielli, B., et al., 6α-Acetoxyanopterine: A Novel Structure Class of Mitotic Inhibitor Disrupting Microtubule Dynamics in Prostate Cancer Cells. Mol. Cancer Ther. 2017, 16, 3–15.
[21]	Sun, B., Li, L., Hu, Q., Zheng, H., et al., Design, synthesis, biological evaluation and molecular modeling study of novel macrocyclic bisbibenzyl analogues as antitubulin agents. Eur. J. Med. Chem. 2017, 129, 186–208.
[22]	Xie, R., Yao, Y., Tang, P., Chen, G., et al., Design, synthesis and biological evaluation of novel hydroxamates and 2-aminobenzamides as potent histone deacetylase inhibitors and antitumor agents. Eur. J. Med. Chem. 2017, 134, 1–12.
[23]	Xia, Q.-H., Hu, W., Li, C., Wu, J.-F., et al., Design, synthesis, biological evaluation and molecular docking study on peptidomimetic analogues of XK469. Eur. J. Med. Chem. 2016, 124, 311–325.
[24]	Banu, S., Bollu, R., Bantu, R., Nagarapu, L., et al., Design, synthesis and docking studies of novel 1,2-dihydro-4-hydroxy-2-oxoquinoline-3-carboxamide derivatives as a potential anti-proliferative agents. Eur. J. Med. Chem. 2017, 125, 400–410.
[25]	Gregorić, T., Sedić, M., Grbčić, P., Paravić, A. T., et al., Novel pyrimidine-2,4-dione–1,2,3-triazole and furo[2,3-d]pyrimidine-2-one–1,2,3-triazole hybrids as potential anti-cancer agents: Synthesis, computational and X-ray analysis and biological evaluation. Eur. J. Med. Chem. 2017, 125, 1247–1267.
[26]	Karki, R., Jun, K.-Y., Kadayat, T. M., Shin, S., et al., A new series of 2-phenol-4-aryl-6-chlorophenyl pyridine derivatives as dual topoisomerase I/II inhibitors: Synthesis, biological evaluation and 3D-QSAR study. Eur. J. Med. Chem. 2016, 113, 228–245.
[27]	Pogorzelska, A., Sławiński, J., Żołnowska, B., Szafrański, K., et al., Novel 2-(2-alkylthiobenzenesulfonyl)-3-(phenylprop-2-ynylideneamino)guanidine derivatives as potent anticancer agents – Synthesis, molecular structure, QSAR studies and metabolic stability. Eur. J. Med. Chem. 2017, 138, 357–370.
[28]	Grozav, A., Porumb, I.-D., Găină, L. I., Filip, L., et al., Cytotoxicity and Antioxidant Potential of Novel 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole Derivatives. Molecules 2017, 22.
[29]	Gómez-Jeria, J. S., Abarca-Martínez, S., A theoretical approach to the cytotoxicity of a series of β-carbolinedithiocarbamate derivatives against prostatic cancer (DU-145), breast cancer (MCF-7), human lung adenocarcinoma (A549) and cervical cancer (HeLa) cell lines. Pharma Chem. 2016, 8, 507–526.
[30]	Gómez-Jeria, J. S., 45 Years of the KPG Method: A Tribute to Federico Peradejordi. J. Comput. Methods Mol. Des. 2017, 7, 17–37.
[31]	Hudson, R. F., Klopman, G., A general perturbation treatment of chemical reactivity. Tetrahedron Lett. 1967, 8, 1103–1108.
[32]	Klopman, G., Chemical reactivity and the concept of charge- and frontier-controlled reactions. J. Am. Chem. Soc. 1968, 90, 223–234.
[33]	Klopman, G., Hudson, R. F., Polyelectronic perturbation treatment of chemical reactivity. Theor. Chim. Acta 1967, 8, 165–174.
[34]	Peradejordi, F., Martin, A. N., Cammarata, A., Quantum chemical approach to structure-activity relationships of tetracycline antibiotics. J. Pharm. Sci. 1971, 60, 576–582.
[35]	Gómez Jeria, J. S., A new set of local reactivity indices within the Hartree-Fock-Roothaan and density functional theory frameworks. Can. Chem. Trans. 2013, 1, 25–55.
[36]	Gómez Jeria, J. S., Elements of Molecular Electronic Pharmacology, 1st ed., Ediciones Sokar, Santiago de Chile 2013.
[37]	Gómez Jeria, J. S., Calculation of the Nucleophilic Superdelocalizability by the CNDO/2 Method. J. Pharm. Sci. 1982, 71, 1423–1424.
[38]	Gómez Jeria, J. S., La Pharmacologie Quantique. Boll Chim Farm. 1982, 121, 619–625.
[39]	Gomez-Jeria, J. S., On some problems in quantum pharmacology I. The partition functions. Int. J. Quantum Chem. 1983, 23, 1969–1972.
[40]	Gomez-Jeria, J. S., Cassels, B. K., Saavedra-Aguilar, J. C., A quantum-chemical and experimental study of the hallucinogen (±)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane (DON). Eur. J. Med. Chem. 1987, 22, 433–437.
[41]	Gomez-Jeria, J. S., Morales-Lagos, D., Rodriguez-Gatica, J. I., Saavedra-Aguilar, J. C., Quantum-chemical study of the relation between electronic structure and pA2 in a series of 5-substituted tryptamines. Int. J. Quantum Chem. 1985, 28, 421–428.
[42]	Gómez-Jeria, J. S., Modeling the Drug-Receptor Interaction in Quantum Pharmacology, in: Maruani, J. (Ed.), Molecules in Physics, Chemistry, and Biology, Springer Netherlands, Dordrecht 1989, pp. 215–231.
[43]	Gomez-Jeria, J. S., Sotomayor, P., Quantum chemical study of electronic structure and receptor binding in opiates. J. Mol. Struct. THEOCHEM 1988, 166, 493–498.
[44]	Gómez Jeria, J. S., Flores-Catalán, M., Quantum-chemical Modeling of the Relationships between Molecular Structure and In Vitro Multi-Step, Multimechanistic Drug Effects. HIV-1 Replication Inhibition and Inhibition of Cell Proliferation as Examples. Can. Chem. Trans. 2013, 1, 215–237.
[45]	Gómez Jeria, J. S., The use of competitive ligand binding results in QSAR studies. Il Farm. n. d., 40, 299–302.
[46]	Bruna-Larenas, T., Gómez-Jeria, J. S., A DFT and Semiempirical Model-Based Study of Opioid Receptor Affinity and Selectivity in a Group of Molecules with a Morphine Structural Core. Int. J. Med. Chem. 2012, 16.
[47]	Gómez-Jeria, J. S., Castro-Latorre, P., A Density Functional Theory analysis of the relationships between the Badger index measuring carcinogenicity and the electronic structure of a series of substituted Benz[a]anthracene derivatives, with a suggestion for a modified carcinogenicity index. Chem. Res. J. 2017, 2, 112–126.
[48]	Gómez Jeria, J. S., Ovando-Guerrero, R., A DFT Study of the Relationships between Electronic Structure and Central Benzodiazepine Receptor Affinity in a group of Imidazo[1,5-a]quinoline derivatives and a group of 3-Substituted 6-Phenyl-4H-imidazo[1,5-a]-[1,4]benzodiazepines and related compounds. Chem. Res. J. 2017, 2, 170–181.
[49]	Kpotin, A. G., Atohoun, G. S., Kuevi, A. U., Houngue-Kpota, A., et al., A quantum-chemical study of the relationships between electronic structure and anti- HIV-1 activity of a series of HEPT derivatives. J. Chem. Pharm. Res. 2016, 8, 1019–1026.
[50]	Kpotin, G., Atohoun, S. Y. G., Kuevi, A. U., Kpota-Hounguè, A., et al., A Quantum-Chemical study of the Relationships between Electronic Structure and Trypanocidal Activity against Trypanosoma Brucei Brucei of a series of Thiosemicarbazone derivatives. Pharm. Lett. 2016, 8, 215–222.
[51]	Gómez-Jeria, J. S., Moreno-Rojas, C., Dissecting the drug-receptor interaction with the Klopman-Peradejordi-Gómez (KPG) method. I. The interaction of 2,5-dimethoxyphenethylamines and their N-2-methoxybenzyl-substituted analogs with 5-HT1A serotonin receptors. Chem. Res. J. 2017, 2, 27–41.
[52]	Kpotin, A. G., Kankinou, G., Kuevi, U., Gómez Jeria, J. S., et al., A Theoretical Study of the Relationships between Electronic Structure and Inhibitory Effects of Caffeine Derivatives on Neoplastic Transformation. Int. Res. J. Pure Appl. Chem. 2017, 14, 1–10.
[53]	Robles-Navarro, A., Gómez Jeria, J., A quantum-chemical analysis of the relationships between electronic structure and cytotoxicity, GyrB inhibition, DNA supercoiling inhibition and antitubercular activity of a series of quinoline–aminopiperidine hybrid analogues. Pharma Chem. 2016, 8, 417–440.
[54]	Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., et al., G03 Rev. E. 01, Gaussian:, Pittsburgh, PA, USA 2007.
[55]	Gómez Jeria, J. S., D-Cent-QSAR: A program to generate Local Atomic Reactivity Indices from Gaussian 03 log files. 1.0, Santiago de Chile 2014.
[56]	Gómez-Jeria, J. S., An empirical way to correct some drawbacks of Mulliken Population Analysis (Erratum in: J. Chil. Chem. Soc., 55, 4, IX, 2010). J. Chil. Chem. Soc. 2009, 54, 482–485.
[57]	Gómez Jeria, J. S., Tables of proposed values for the Orientational Parameter of the Substituent. II. Res. J. Pharm. Biol. Chem. Sci. 2016, 7, 2258–2260.
[58]	Gómez Jeria, J. S., Tables of proposed values for the Orientational Parameter of the Substituent. I. Monoatomic, Diatomic, Triatomic, n-CnH2n+1, O-n-CnH2n+1, NRR’, and Cycloalkanes (with a single ring) substituents. Res. J. Pharm. Biol. Chem. Sci. 2016, 7, 288–294.
[59]	Statsoft, Statistica 8.0, 2300 East 14 th St. Tulsa, OK 74104, USA 1984.

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Gaston Assongba Kpotin, Juan Sebastián Gómez-Jeria. (2018). A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. International Journal of Computational and Theoretical Chemistry, 5(6), 59-68. https://doi.org/10.11648/j.ijctc.20170506.12

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Gaston Assongba Kpotin; Juan Sebastián Gómez-Jeria. A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. Int. J. Comput. Theor. Chem. 2018, 5(6), 59-68. doi: 10.11648/j.ijctc.20170506.12

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AMA Style

Gaston Assongba Kpotin, Juan Sebastián Gómez-Jeria. A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. Int J Comput Theor Chem. 2018;5(6):59-68. doi: 10.11648/j.ijctc.20170506.12

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@article{10.11648/j.ijctc.20170506.12,
  author = {Gaston Assongba Kpotin and Juan Sebastián Gómez-Jeria},
  title = {A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {5},
  number = {6},
  pages = {59-68},
  doi = {10.11648/j.ijctc.20170506.12},
  url = {https://doi.org/10.11648/j.ijctc.20170506.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20170506.12},
  abstract = {A study of the relationships between electronic structure and anti-proliferative activity of quinoxaline derivatives on the HeLa cell line was carried out. For this QSAR study the technique employed is the Klopman-Peradejordi-Gómez (KPG) method. We obtain a statistically significant equation (R= 0.97 R2= 0.94 adj-R2= 0.91 F (8, 15)=29.50 p<0.000001 and SD=0.06). The results showed that the variation of the activity depends on the variation of the values of eight local atomic reactivity indices. The process seems to be charge and orbital-controlled. Based on the analysis of the result, a partial two-dimensional pharmacophore was built. The results should be useful to propose new molecules which higher activity.},
 year = {2018}
}

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TY  - JOUR
T1  - A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line
AU  - Gaston Assongba Kpotin
AU  - Juan Sebastián Gómez-Jeria
Y1  - 2018/01/11
PY  - 2018
N1  - https://doi.org/10.11648/j.ijctc.20170506.12
DO  - 10.11648/j.ijctc.20170506.12
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  - 59
EP  - 68
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20170506.12
AB  - A study of the relationships between electronic structure and anti-proliferative activity of quinoxaline derivatives on the HeLa cell line was carried out. For this QSAR study the technique employed is the Klopman-Peradejordi-Gómez (KPG) method. We obtain a statistically significant equation (R= 0.97 R2= 0.94 adj-R2= 0.91 F (8, 15)=29.50 p<0.000001 and SD=0.06). The results showed that the variation of the activity depends on the variation of the values of eight local atomic reactivity indices. The process seems to be charge and orbital-controlled. Based on the analysis of the result, a partial two-dimensional pharmacophore was built. The results should be useful to propose new molecules which higher activity.
VL  - 5
IS  - 6
ER  -

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Author Information

Gaston Assongba Kpotin

Department of Chemistry, Faculty of Sciences and Technologies, University of Abomey-Calavi, Abomey-Calavi, Republic of Benin
Juan Sebastián Gómez-Jeria

Quantum Pharmacology Unit, Department of Chemistry, Faculty of Sciences, University of Chile, Santiago, Chile

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Gaston Assongba Kpotin, Juan Sebastián Gómez-Jeria. (2018). A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. International Journal of Computational and Theoretical Chemistry, 5(6), 59-68. https://doi.org/10.11648/j.ijctc.20170506.12

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ACS Style

Gaston Assongba Kpotin; Juan Sebastián Gómez-Jeria. A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. Int. J. Comput. Theor. Chem. 2018, 5(6), 59-68. doi: 10.11648/j.ijctc.20170506.12

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AMA Style

Gaston Assongba Kpotin, Juan Sebastián Gómez-Jeria. A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line. Int J Comput Theor Chem. 2018;5(6):59-68. doi: 10.11648/j.ijctc.20170506.12

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@article{10.11648/j.ijctc.20170506.12,
  author = {Gaston Assongba Kpotin and Juan Sebastián Gómez-Jeria},
  title = {A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line},
  journal = {International Journal of Computational and Theoretical Chemistry},
  volume = {5},
  number = {6},
  pages = {59-68},
  doi = {10.11648/j.ijctc.20170506.12},
  url = {https://doi.org/10.11648/j.ijctc.20170506.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijctc.20170506.12},
  abstract = {A study of the relationships between electronic structure and anti-proliferative activity of quinoxaline derivatives on the HeLa cell line was carried out. For this QSAR study the technique employed is the Klopman-Peradejordi-Gómez (KPG) method. We obtain a statistically significant equation (R= 0.97 R2= 0.94 adj-R2= 0.91 F (8, 15)=29.50 p<0.000001 and SD=0.06). The results showed that the variation of the activity depends on the variation of the values of eight local atomic reactivity indices. The process seems to be charge and orbital-controlled. Based on the analysis of the result, a partial two-dimensional pharmacophore was built. The results should be useful to propose new molecules which higher activity.},
 year = {2018}
}

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TY  - JOUR
T1  - A Quantum-chemical Study of the Relationships Between Electronic Structure and Anti-proliferative Activity of Quinoxaline Derivatives on the HeLa Cell Line
AU  - Gaston Assongba Kpotin
AU  - Juan Sebastián Gómez-Jeria
Y1  - 2018/01/11
PY  - 2018
N1  - https://doi.org/10.11648/j.ijctc.20170506.12
DO  - 10.11648/j.ijctc.20170506.12
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  - 59
EP  - 68
PB  - Science Publishing Group
SN  - 2376-7308
UR  - https://doi.org/10.11648/j.ijctc.20170506.12
AB  - A study of the relationships between electronic structure and anti-proliferative activity of quinoxaline derivatives on the HeLa cell line was carried out. For this QSAR study the technique employed is the Klopman-Peradejordi-Gómez (KPG) method. We obtain a statistically significant equation (R= 0.97 R2= 0.94 adj-R2= 0.91 F (8, 15)=29.50 p<0.000001 and SD=0.06). The results showed that the variation of the activity depends on the variation of the values of eight local atomic reactivity indices. The process seems to be charge and orbital-controlled. Based on the analysis of the result, a partial two-dimensional pharmacophore was built. The results should be useful to propose new molecules which higher activity.
VL  - 5
IS  - 6
ER  -

Copy | Download