Copyright (c) 2015 AJC
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Metal Ion Complexes of Kaempferitrin as DNA Topoisomerase I Inhibitors and Its' Cytotoxicities
Corresponding Author(s) : Ying-Ming Pan
Asian Journal of Chemistry,
Vol. 27 No. 2 (2015): Vol 27 Issue 2
Abstract
In this study, four binuclear M(II) (M = Cu, Zn, Co and Cd) complexes of kaempferitrin were synthesized. Their structures were characterized by elemental analysis, infrared spectroscopy, TG-DTG analysis and MS spectra. The activities of kaempferitrin and its metal complexes on DNA topoisomerase I (TOPO I) were measured by agarose gel electrophoresis using plasmids pBR322 and pUC19 as model substrate DNA. The cytotoxicities of these compounds on MCF-7, SGC-7901, SK-OV-3 and HePG-2 cell lines were determined by MTT assay. The results showed that four complexes could significantly affect the performance of DNA TOPO I to promote its mediated DNA helicase or breakage. Copper complex was identified as an excellent TOPO I Inhibitor. Furthermore, copper complex can inhibit the proliferation of SGC-7901 and SK-OV-3 with the inhibition rate of 44.19 and 44.58 %, stronger than that of the kaempferitrin and other complexes. This study has proved that the kaempferitrin complexes have stronger inhibitory effects than kaempferitrin for potential synergistic effects.
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- L.H. Cazarolli, L. Zanatta, A.P. Jorge, E. de Sousa, H. Horst, V.M. Woehl, M.G. Pizzolatti, B. Szpoganicz and F.R.M.B. Silva, Chem. Biol. Interact., 163, 177 (2006); doi:10.1016/j.cbi.2006.07.010.
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- I. Erlund, Nutr. Res., 24, 851 (2004); doi:10.1016/j.nutres.2004.07.005.
References
L.H. Cazarolli, L. Zanatta, A.P. Jorge, E. de Sousa, H. Horst, V.M. Woehl, M.G. Pizzolatti, B. Szpoganicz and F.R.M.B. Silva, Chem. Biol. Interact., 163, 177 (2006); doi:10.1016/j.cbi.2006.07.010.
A. Bravo and J.R. Anacona, Transition Met. Chem., 26, 20 (2001); doi:10.1023/A:1007128325639.
J.M. Sforcin, J. Ethnopharmacol., 113, 1 (2007); doi:10.1016/j.jep.2007.05.012.
M. Grazul and E. Budzisz, Coord. Chem. Rev., 253, 2588 (2009); doi:10.1016/j.ccr.2009.06.015.
E. de Sousa, L. Zanatta, I. Seifriz, T.B. Creczynski-Pasa, M.G. Pizzolatti, B. Szpoganicz and F.R.M.B. Silva, J. Nat. Prod., 67, 829 (2004); doi:10.1021/np030513u.
G.O. De Melo, D.C. Malvar, F.A. Vanderlinde, F.F. Rocha, P.A. Pires, E.A. Costa, L.G. de Matos, C.R. Kaiser and S.S. Costa, J. Ethnopharmacol., 124, 228 (2009); doi:10.1016/j.jep.2009.04.024.
H.S. Rho, A.K. Ghimeray, D.S. Yoo, S.M. Ahn, S.S. Kwon, K.H. Lee, D.H. Cho and J.Y. Cho, Molecules, 16, 3338 (2011); doi:10.3390/molecules16043338.
A.J. Alonso-Castro, E. Ortiz-Sánchez, A. García-Regalado, G. Ruiz, J.M. Núñez-Martínez, I. González-Sánchez, V. Quintanar-Jurado, E. Morales-Sánchez, F. Dominguez, G. López-Toledo, M.A. Cerbón and A. García-Carrancá, J. Ethnopharmacol., 145, 476 (2013); doi:10.1016/j.jep.2012.11.016.
Y.M. Tzeng, K. Chen, Y.K. Rao and M.J. Lee, Eur. J. Pharmacol., 607, 27 (2009); doi:10.1016/j.ejphar.2009.01.023.
L.H. Cazarolli, D.F. Pereira, V.D. Kappel, P. Folador, M.S.R.B. Figueiredo, M.G. Pizzolatti and F.R.M.B. Silva, Eur. J. Pharmacol., 712, 1 (2013); doi:10.1016/j.ejphar.2013.02.029.
C.N. Vishnu Prasad, S. Suma Mohan, A. Banerji and A. Gopalakrishnapillai, Biochem. Biophys. Res. Commun., 380, 39 (2009); doi:10.1016/j.bbrc.2009.01.008.
M. del Carmen Juárez-Vázquez, A. Josabad Alonso-Castro and A. García-Carrancá, J. Ethnopharmacol., 148, 337 (2013); doi:10.1016/j.jep.2013.03.072.
D.M. Kong, J. Wang, L.N. Zhu, Y.W. Jin, X.Z. Li, H.X. Shen and H.F. Mi, J. Inorg. Biochem., 102, 824 (2008); doi:10.1016/j.jinorgbio.2007.12.002.
M.K. Kathiravan, M.M. Khilare, K. Nikoomanesh, A.S. Chothe and K.S. Jain, J. Enzyme Inhib. Med. Chem., 28, 419 (2013); doi:10.3109/14756366.2012.658785.
G. Dong, C. Sheng, S. Wang, Z. Miao, J. Yao and W. Zhang, J. Med. Chem., 53, 21 (2010).
Y. Liang, L. Wei, Z. Zhu, Y. Pan, H. Wang and P. Liu, Sep. Sci. Technol., 46, 1528 (2011); doi:10.1080/01496395.2011.556101.
I. Erlund, Nutr. Res., 24, 851 (2004); doi:10.1016/j.nutres.2004.07.005.