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One Pot Synthesis of Schiff Base Complexes of Cu(II), Zn(II), Ni(II), Co(II) and their Cytotoxicity, Molecular Docking and Antibacterial Activity
Corresponding Author(s) : S.J. Askar Ali
Asian Journal of Chemistry,
Vol. 32 No. 10 (2020): Vol 32 Issue 10
Abstract
A novel Schiff base ligand (L), N(4)-cyclohexyl-2-(1-(5-chlorothiophen-2-yl)ethylidene)hydrazine carbothioamide was synthesized from isothiocyanatocyclohexane and hydrazine. All the synthesized transition metal(II) complexes were characterized by functional peak using 1H NMR, 13C NMR, FT-IR, UV-vis spectroscopy and metal complex atomic ratio of complexes of thiosemicarbazones were characterized by elemental analysis. Schiff base and its metal(II) complexes were screened in vitro medicinal drug activity against Gram positive and Gram-negative microorganisms and anti-cancer activity against human carcinoma cell line MCF-7 was detected with nickel(II) and cobalt(II) complexes. Further, the cytotoxity of ligand and its metal(II) complexes were tested on a Monkeys normal cell line and found to be non-toxic (< 200 μg/mL). In the present work, the molecular mechanism of anticancer (breast cancer) activity of the compounds were also disscussed.
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- D. Kumar, M.R. Jacob, M.B. Reynolds and S.M. Kerwin, Bioorg. Med. Chem., 10, 3997 (2002); https://doi.org/10.1016/S0968-0896(02)00327-9
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- K.M. Dawood, N.M. Elwan and B.F. Abdel-Wahab, ARKIVOC, 2011, 111 (2011); https://doi.org/10.3998/ark.5550190.0012.102
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- S. Delgado, A. Santana, O. Castillo and F. Zamora, Dalton Trans., 39, 2280 (2010); https://doi.org/10.1039/b914835c
- M.M. Omar, G.G. Mohamed and A.A. Ibrahim, Spectrochim. Acta A Mol. Biomol. Spectrosc., 73, 358 (2009); https://doi.org/10.1016/j.saa.2009.02.043
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- Manju, N. Mishra and D. Kumar, Russ. J. Coord. Chem., 40, 343 (2014); https://doi.org/10.1134/S1070328414050091
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References
D. Kumar, M.R. Jacob, M.B. Reynolds and S.M. Kerwin, Bioorg. Med. Chem., 10, 3997 (2002); https://doi.org/10.1016/S0968-0896(02)00327-9
C. Le Sann, A. Baron, J. Mann, H. van den Berg, M. Gunaratnam and S. Neidle, Org. Biomol. Chem., 4, 1305 (2006); https://doi.org/10.1039/b600567e
H.M. Refaat, Eur. J. Med. Chem., 45, 2949 (2010); https://doi.org/10.1016/j.ejmech.2010.03.022
S.A. Galal, A.S. Abdelsamie, M.L. Rodriguez, S.M. Kerwin and H.I. El Diwani, Eur. J. Chem., 1, 67 (2010); https://doi.org/10.5155/eurjchem.1.2.67-72.1
H.M. Refaat, Med. Chem. Res., 21, 1253 (2012); https://doi.org/10.1007/s00044-011-9636-y
A. Hori, Y. Imaeda, K. Kubo and M. Kusaka, Cancer Lett., 183, 53 (2002); https://doi.org/10.1016/S0304-3835(02)00110-6
K.M. Dawood and B.F. Abdel-Wahab, ARKIVOC, 2010, 333 (2010); https://doi.org/10.3998/ark.5550190.0011.109
K.M. Dawood, N.M. Elwan and B.F. Abdel-Wahab, ARKIVOC, 2011, 111 (2011); https://doi.org/10.3998/ark.5550190.0012.102
A. Husain, M.M. Varshney, M. Rashid, R. Mishra and A. Akhter, J. Pharm. Res., 4, 413 (2011).
V.M. Povstyanoy and V.P. Kruglenko, Org. Farm. Khim., 3, 32 (2005).
P.K. Sahoo and P. Behera, Eur. J. Med. Chem., 45, 909 (2010); https://doi.org/10.1016/j.ejmech.2009.11.031
J. Styskala, L. Styskalova, J. Slouka and M. Hajduch, Eur. J. Med. Chem., 43, 449 (2008); https://doi.org/10.1016/j.ejmech.2007.01.008
H.M. Eisa, A.M. Barghash, S.M. Badr and A.A. Farahat, Indian J.Chem., 49B, 1515 (2010).
K. Malarz, A. Mrozek-Wilczkiewicz, M. Serda, M. Rejmund, J. Polanski and R. Musiol, Oncotarget, 9, 17689 (2018); https://doi.org/10.18632/oncotarget.24844
X. Yan, J. Xu, X. Wu, Z. Zhang, X. Zhang, Y. Fan and C. Bi, New J. Chem., 39, 2168 (2015); https://doi.org/10.1039/C4NJ01906G
S. Delgado, A. Santana, O. Castillo and F. Zamora, Dalton Trans., 39, 2280 (2010); https://doi.org/10.1039/b914835c
M.M. Omar, G.G. Mohamed and A.A. Ibrahim, Spectrochim. Acta A Mol. Biomol. Spectrosc., 73, 358 (2009); https://doi.org/10.1016/j.saa.2009.02.043
M. Baghbanzadeh, C. Pilger and C.O. Kappe, J. Org. Chem., 76, 1507 (2011); https://doi.org/10.1021/jo1024464
Manju, N. Mishra and D. Kumar, Russ. J. Coord. Chem., 40, 343 (2014); https://doi.org/10.1134/S1070328414050091
A.L. El-Ansary and N.S. Abdel-Kader, Int. J. Inorg. Chem., 2012, 901415 (2012); https://doi.org/10.1155/2012/901415
L. Thunus and R. Lejeune, Coord. Chem. Rev., 184, 125 (1999); https://doi.org/10.1016/S0010-8545(98)00206-9