Subscribe to our Newsletter and get informed about new publication regulary and special discounts for subscribers!

IJPPE > Volume 2 > A Molecular Docking Study of...
< Back to Volume

A Molecular Docking Study of N-Ferrocenylmethylnitroanilines as Potential Anticancer Drugs

Full Text PDF


In the present study, the interaction of the protein structure of Escherichia coli DNA Gyrase-A (EcGyr-A) extracted from protein data bank (PDB Code: 1AB4) with ligands N-ferrocenylmethyl-2-nitroaniline (2FMNA), N-ferrocenylmethyl-3-nitroaniline (3FMNA) and N-ferrocenylmethyl-4-nitroaniline (4FMNA) were investigated by performing docking studies using the Molegro Virtual Docker (MVD) software. The results obtained showed that the best poses which is derived from MolDock score for Escherichia coli DNA Gyrase-A were respectively equal to-92.0111, -96.0866 and-95.6808 with reranking score equal to-40.9575, -73.4476 and-73.6423. Calculations revealed that 3FMNA react strongly with EcGyr-A followed by 4-FMNA and 2-FMNA.


International Journal of Pharmacology, Phytochemistry and Ethnomedicine (Volume 2)
T. Lanez and E. Lanez, "A Molecular Docking Study of N-Ferrocenylmethylnitroanilines as Potential Anticancer Drugs", International Journal of Pharmacology, Phytochemistry and Ethnomedicine, Vol. 2, pp. 5-12, 2016
Online since:
May 2016

[1] Ferlay J, Soerjomataram I, Ervik M, Dikshit R, Eser S, Mathers C, Rebelo M, Parkin DM, Forman D, Bray, F. GLOBOCAN 2012 v1. 0, Cancer Incidence and Mortality Worldwide: IARC CancerBase No. 11 [Internet]. Lyon, France: International Agency for Research on Cancer; 2013. Available from: http: /globocan. iarc. fr, accessed on 18/12/(2013).

DOI: 10.1002/ijc.29210

[2] Noriaki Okimoto, Kazunori Yamanaka, Junko Ueno, Masayuki Hata, Tyuji Hoshino,  Minoru Tsuda. Theoretical Studies of the ATP Hydrolysis Mechanism of Myosin. Biophysical journal, Volume 81, Issue 5, p.2786–2794.

DOI: 10.1016/s0006-3495(01)75921-8

[3] Xian-Feng, H.; Ling-Zhu, W.; Long, T.; Ying-Xun, L.; Fan, W.; Guo-Qiang, S.; Ban-Feng, R. Synthesis, characterization and antitumor activity of novel ferrocene derivatives containing pyrazolyl-moiety: Journal of Organometallic Chemistry, 2014, 749(1), 157-162.

DOI: 10.1016/j.jorganchem.2013.08.043

[4] Lal, B.; Badshah, A.; Altaf, A.A.; Tahir, M.N.; Ullah, S.; Huq, F. Synthesis, characterization and antitumor activity of new ferrocene incorporated N, N'-disubstituted thioureas: Dalton Trans, 2012, 41(48), 14643-14650.

DOI: 10.1039/c2dt31570j

[5] Ornelas, C: Application of ferrocene and its derivatives in cancer research. New J. Chem, 2011, 35, 1973-(1985).

[6] Venkatachalam, T.K.; Mao, C.; Uckun, Fatih.M. Effect of stereochemistry on the anti-HIV activity of chiral thiourea compounds: Bioorganic and Medicinal Chemistry, 2004, 12(15), 4275-4284.

DOI: 10.1016/j.bmc.2004.04.050

[7] Kondapi, A.K.; Satyanarayana, N.; Saikrishna, A.D. A study of the topoisomerase II activity in HIV-1 replication using the ferrocene derivatives as probes: Arch. Biochem. Biophys, 2006, 450(1), 123-132.

DOI: 10.1016/

[8] Santos, L.; Lima, L.A.; Filho, V.C.; Correa, R.; Buzzi, F.C.; Nunes, R.J. Synthesis of new 1-phenyl-3-{4-[(2E)-3-phenylprop-2-enoyl]phenyl}-thioureaand urea derivatives with anti-nociceptive activity: Bioorgan. Med. Chem, 2008, 16(18), 8526-8534.

DOI: 10.1016/j.bmc.2008.08.019

[9] Sharma, B.K.; Sharma, S. K; Singh P.; Sharma S.A.; Enzym, J. Quantitative structure-activity relationship study of novel, potent, orally active, selective VEGFR-2 and PDGFR alpha tyrosinekinase inhibitors: Derivatives of N-Phenly-N'-{4-(4-quinolyloxy)phenyl) urea as antitumor agents: Inhib Med. Chem, 2008, 23(2): 168-173.

DOI: 10.1080/14756360701450301

[10] Struga, M.; Kossakowski, J.; Kedzierska, E.; Fidecka, S.; Stefanska, J. Synthesis and pharmacological activity of urea and thiourea derivatives of 4-azatricyclo [5. 2. 2. 0(2, 6)] undec-8-ene-3, 5-dione: Chem. Pharmaceutical Bulletin 2007, 55(5), 796-799.

DOI: 10.1002/chin.200745198

[11] Biot, B.; Francois, N.; Maciejewski, L.; Brocard J.; Poulain, D. Bioorg. Synthesis and antifungal activity of a ferrocene-fluconazole analogue: Bioorg Med Chem Lett, 2000, 10(8): 839-841.

DOI: 10.1016/s0960-894x(00)00120-7

[12] Itoh, T.; Shirakami, S.; Ishida, N.; Yamashita, Y.; Yoshida, T.; Kim, H.S.; Wataya, Y. Synthesis of novel ferrocenyl sugars and their antimalarial activities: Bioorg. Med. Chem. Lett, 2000, 10(15), 1657-1659.

DOI: 10.1002/chin.200044216

[13] Swarts, J.C.; Vosloo T.G.; Cronge, S.J.; (INA) Du Plessis, W.C.; Van Rensburg, C.E.J.; Kreft, E.; Van Lier, J.E. Cytotoxicity of a Series of Ferrocene-containing β-Diketones. Anticancer research, 2008, 28, 2781-2784.

[14] Acevedo-Morantes C. Y; Meléndez E.; Singh, P.S.; Singh, P.; Ramírez-Vick J.E. Cytotoxicity and Reactive Oxygen Species Generated by Ferrocenium and Ferrocene on MCF7 and MCF10A Cell Lines. J Cancer Sci Ther, 2012, 4(9), 271-275.

DOI: 10.4172/1948-5956.1000154

[15] Köpf H.; Köpf-Maier P. Titanocene dichloride—the first metallocene with cancerostatic activity. Angew. Chem., Int. Ed. Engl. 1979, 18, 477–478. [PubMed].

DOI: 10.1002/anie.197904771

[16] Köpf-Maier P.; Köpf H. Antitumor metallocene oder ähnlich. Drugs Future 1986, 11, 297–320.

DOI: 10.1358/dof.1986.011.04.237197

[17] T. Lanez, M. Henni, Determination of binding parameters of 2-(ferrocenylmethyl-amino)benzonitrile and 3-(ferrocenylmethylamino)benzo-nitrile with 2, 2-diphenyl-1-picrylhydrazyl free radical. J. Fundam. Appl. Sci., 2016, 8 (1) 176-181.

DOI: 10.4314/jfas.v8i1.10

[18] B. Vijayakumar and P. Dheen Kumar. Molecular docking studies – a review. IJMCA / Vol 2 / Issue 2/2012/ 106-111.

[19] Lengauer T, Rarey M. Computational methods for biomolecular docking. Curr Opin Struct Biol 1996; 6 (3): 402-406.

[20] Gaba Monika, Gaba Punam, Singh Sarbjot, and Gupta G. D. An overview on molecular docking. Int.J. Drug Dev. & Res., April-June 2010, 2(2): 219-231.

[21] Thomsen R and Mikael C H, J. Med. Chem., 2006; 49: 3315-3321.

[22] Rahim, O.; Khelef, A.; Terki, B.; Sadok, M.M.; Lanez, T. N-Ferrocenylmethyl-2-nitroaniline: Acta Cryst, 2012, E68, m1318.

DOI: 10.1107/s1600536812039177

[23] Boubekri, C.; Khelef A.; Terki B.; Lanez, T. Synthesis and Electrochemical Properties of N-(ferrocenylmethyl)aminobenzo-nitrile and N-(ferrocenylmethyl)nitroaniline Derivatives International: Letters of Chemistry, Physics and Astronomy, 2015, 49, 27-34.

DOI: 10.18052/

[24] HyperChem (Molecular Modeling System) Hypercube, MC, 1115 MV 4thStreet, Gainesville, EL 32601; USA, 2007, http: /www. hyperchem. com.

Show More Hide