INVESTIGATIONS OF THE BINDING PARAMETRES OF THE INTERACTION OF N'-FERROCENYLMETHYL-N'-PHENYLACETO- AND PROPIONOHYDRAZIDE WITH DNA
DOI:
https://doi.org/10.4314/jfas.v11i2.21Keywords:
DNA, interaction, electronic spectroscopy, molecular dockingAbstract
Herein we describe the determination of binding parameters of the interaction of N'-ferrocenylmethyl-N'-phenylacetohydrazide (FcA) and N'-ferrocenylmethyl-N'-phenyl-propionohydrazide (FcP) derivatives with chicken blood double-stranded DNA (cb-ds DNA) in phosphate buffer (PB) solution at physiological pH 7.2 by electronic spectroscopy and molecular docking calculations. The results indicated that both FcA and FcP bind DNA in groove binding mode, values of binding constants and binding free energy obtained from electronic spectroscopy measurements and molecular docking calculations were in good agreement.
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References
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[3] Ou ZB, Lu YH, Lu YM, Chen S, Hong Xiong Y, Zhou X H, Mao ZW, Le XY. A copper(II) complex with 2-(2'-pyridyl)benzimidazole and l-arginine: synthesis, structure, antibacterial activities, and DNA interaction. J. Coordinat. Chem. 2013, 66(12), 2152-2165, doi: 10.1080/00958972.2013.800195
[4] Radi A, Eissa A, Nassef HM. Voltammetric and spectroscopic studies on the binding of the antitumor drug dacarbazine with DNA. J. Electroanalytical Chem. 2014, 24(28),717–718: doi: 10.1016/j.jelechem.2014.01.007
[5] Shorkaei MR, Asadi Z, Asadi M. Synthesis, characterization, molecular docking and DNA binding studies of Al(III), Ga(III) and In(III) water-soluble complexes. J. Molecular Structure, 2016, 1109, 22e30. doi: 10.1016/j.molstruc.2015.12.070
[6] Bi S, Zhou H, Wu J, Wang Y. Interaction of dextromethorphan hydrobromide with DNA: multispectral, voltammetric, and molecular docking technology. J. Biomol. Struct. and Dynamics, 2018, 36(5), 1154-1160. doi: 10.1080/07391102.2017.1313781
[7] Lanez T, Lanez E. A Molecular Docking Study of N-Ferrocenylmethylnitroanilines as Potential Anticancer Drugs. International Journal of Pharmacology, Phytochemistry and Ethnomedicine, 2016, 2, 5-12. doi: 10.18052/www.scipress.com/IJPPE.2.5
[8] Osgerby J, Pauson P. J. Chem. Soc., 1958, 642, 656. doi: 10.1039/JR9580000656
[9] Terki B. PhD. Dissertation, Batna 2001.
[10] Sambrook J, Fritsch E, Maniatis T. Molecular Cloning: A Laboratory Manual, 2nd edn., Cold Spring Harbour Laboratory Press, New York 1989, 1626-1644.
[11] Glasel J. Biotechniques, 1995, 8, 62.
[12] Vijayalakshmi R, Kanthimathi M, Subramanian V. et al. Biochem. Biophys. Res. Commun., 2000, 271, 731. doi :10.1006/bbrc.2000.2707
[13] Brett C, Brett A. Electrochemistry: Principles, Methods and Applications, Oxford Science University Publications, Oxford 1993, 256-276.
[14] Frisch M, Trucks G, Schlegel H. et al. Gaussian 09. Gaussian Inc., Wallingford CT, 2009.
[15] Becke A. Density‐functional thermochemistry. III. The role of exact exchange. J. Chem. Phys., 1993, 98, 5648. doi : 10.1063/1.464913
[16] Miehlich B, Savin A, Stoll H. et al. Results obtained with the correlation energy density functionals of becke and Lee, Yang and Parr. Chem. Phys. Lett., 1989, 157, 200. doi: 10.1016/0009-2614(89)87234-3
[17] Morris G, Ruth H, Lindstrom W. et al. AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. J. Comput. Chem., 2009, 30, 2785. doi : 10.1002/jcc.21256
[18] Berman H, Westbrook J, Feng Z et al. The Protein Data Bank. Nucl. Acids Res., 2000, 28, 235.
[19] Lanez T, Benaicha H, Lanez E et al. Electrochemical, spectroscopic and molecular docking studies of 4-methyl-5-((phenylimino)methyl)-3H- and 5-(4-fluorophenyl)-3H-1,2-dithiole-3-thione interacting with DNAJ. Sulfur Chem., 2018, 39, 76. doi:10.1080/17415993.2017.1391811
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Published
2019-04-20
How to Cite
MOUADA, H.; LANEZ, T.; LANEZ, E. INVESTIGATIONS OF THE BINDING PARAMETRES OF THE INTERACTION OF N’-FERROCENYLMETHYL-N’-PHENYLACETO- AND PROPIONOHYDRAZIDE WITH DNA. Journal of Fundamental and Applied Sciences, [S. l.], v. 11, n. 2, p. 875–882, 2019. DOI: 10.4314/jfas.v11i2.21. Disponível em: https://jfas.info/index.php/JFAS/article/view/386. Acesso em: 30 jan. 2025.
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