Synthesis and Properties of Copper(II)-Ferrocene Formylated Curcumin

Qiyong Huai; Junqiang Yu; Xiushang Xu; Jinlai Miao; Zongling Wang

doi:10.14233/ajchem.2014.15862

Issue

Vol. 26 No. 1 (2014): Vol 26 Issue 1

Issue Published : December 26, 2013

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Properties of Copper(II)-Ferrocene Formylated Curcumin

https://doi.org/10.14233/ajchem.2014.15862

Qiyong Huai

The First Institute of Oceanography, State Oceanic Administration, Qingdao 266061, P.R. China; Shandong University (Weihai), Marine College, Weihai 264209, P.R. China

Junqiang Yu

Rongcheng Entry-Exit Insepection and Quarantine Bureau, Weihai 264300, P.R. China

Xiushang Xu

Shandong University (Weihai), Marine College, Weihai 264209, P.R. China

Jinlai Miao

The First Institute of Oceanography, State Oceanic Administration, Qingdao 266061, P.R. China

Zongling Wang

The First Institute of Oceanography, State Oceanic Administration, Qingdao 266061, P.R. China

Corresponding Author(s) : Qiyong Huai

huaiqy01@163.com

Asian Journal of Chemistry, Vol. 26 No. 1 (2014): Vol 26 Issue 1
Article Published : December 27, 2013

Abstract

A mononuclear (1:1) copper complex of ferrocene formylated curcumin was synthesized. The complex was characterized by elemental analysis, IR and UV-visible spectra. The copper atom is coordinated through the keto-enol group of ferrocene formylated curcumin along with one acetate group and one water molecule. Its electrochemical property was examined by cyclic voltammogram and antibacterial activities to Staphylococcus aureus was detected by bacteriostatic experiment. Cyclic voltammetric studies of complex showed a reversible Cu²⁺/Cu⁺ couple redox wave at oxidation potential 0.142 V and at reduction potential 0.116 V, respectively, appearing from -1 to 1 V. The peak separation (DP) is 26 mV and the peak current ratio (I_pa/I_pc) is 1.01, which expected to show superoxide dismutase activity. Bacteriostatic experiment showed the antibacterial activity of complex is stronger than that of curcumin.

Keywords

Copper(II)-ferrocene formylated curcumin Cyclic voltammetry Antibacterial activities

Huai, Q., Yu, J., Xu, X., Miao, J., & Wang, Z. (2013). Synthesis and Properties of Copper(II)-Ferrocene Formylated Curcumin. Asian Journal of Chemistry, 26(1), 261–263. https://doi.org/10.14233/ajchem.2014.15862

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References

N. Mitic, C.J. Noble, L.R. Gahan, G.R. Hanson and G. Schenk, J. Am. Chem. Soc., 131, 8173 (2009); doi:10.1021/ja900797u.
B. Epel, K.-O. Schäfer, A. Quentmeier, C. Friedrich and W. Lubitz, J. Biol. Inorg. Chem., 10, 636 (2005); doi:10.1007/s00775-005-0015-3.
M.M. Najafpour, J. Photochem. Photobiol. B, 104, 111 (2011); doi:10.1016/j.jphotobiol.2010.12.009.
A. Bagchi and T. Ghosh, Biochem. Biophys. Res. Commun., 335, 609 (2005); doi:10.1016/j.bbrc.2005.07.115.
M.M. Najafpour, M. Hołyńska, A.N. Shamkhali, M. Amini, S.H. Kazemi, S. Zaynalpoor, R. Mohamadi, M. Bagherzadeh and T. Lis, Polyhedron, 34, 202 (2012); doi:10.1016/j.poly.2011.12.027.
P. Zhu and H.M. Li, J. Mol. Struct., 992, 106 (2011); doi:10.1016/j.molstruc.2011.02.054.
D.J. Gravert and J.H. Griffin, Inorg. Chem., 35, 4837 (1996); doi:10.1021/ic960196x.
J. Carranza, J. Sletten, F. Lloret and M. Julve, Polyhedron, 28, 2249 (2009); doi:10.1016/j.poly.2009.04.001.
L.V. Ababei, A. Kriza, C. Andronescu and A.M. Musuc, J. Therm. Anal. Calorim., 107, 573 (2012); doi:10.1007/s10973-011-1457-1.
R. Dey and D. Ghoshal, Polyhedron, 34, 24 (2012); doi:10.1016/j.poly.2011.12.004.
X.S. Wang, Y.Z. Tang, X.F. Huang, Z.R. Qu, C.M. Che, P.W. Chan and R.G. Xiong, Inorg. Chem., 44, 5278 (2005); doi:10.1021/ic050354x.
F. Nouar, J.F. Eubank, T. Bousquet, L. Wojtas, M.J. Zaworotko and M. Eddaoudi, J. Am. Chem. Soc., 130, 1833 (2008); doi:10.1021/ja710123s.
Y. Zhang, R. Yang, F. Liu and K. Li, Anal. Chem., 76, 7336 (2004); doi:10.1021/ac049477+.
T. Bando, H. Iida, Z.F. Tao, A. Narita, N. Fukuda, T. Yamori and H. Sugiyama, Chem. Biol., 10, 751 (2003); doi:10.1016/S1074-5521(03)00160-1.
A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn and G.C. Verschoor, J. Chem. Soc., Dalton Trans., 6, 1349 (1984); doi:10.1039/dt9840001349.
R.T. Conley, Infrared Spectroscopy, Allyn & Bacon, Boston, p. 5/153-5/168 (1966).
D.W. Fu, J.Z. Ge, J. Dai, H.Y. Ye and Z.R. Qu, Inorg. Chem. Commun., 12, 994 (2009); doi:10.1016/j.inoche.2009.08.002.
G.M. Sheldrick, “SHELXS-97 Program for Crystal Structure Determination”, University of Göttingen, Germany, p. 3/43-4/122 (1997).
S. Gao, J.W. Liu, L.H. Huo, H. Zhao and J.G. Zhao, Acta Crystallogr. C, 60, 537 (2004); doi:10.1107/S0108270104021481.
M. Dinca, A.F. Yu and J.R. Long, J. Am. Chem. Soc., 128, 8904 (2006); doi:10.1021/ja061716i.
G.W. Yang, Q.Y. Li, Y. Zhou, G.Q. Gu, Y.S. Ma and R.X. Yuan, Inorg. Chim. Acta, 362, 1234 (2009); doi:10.1016/j.ica.2008.06.011.
Y. Liao, J.K. Feng, L. Yang, A.M. Ren and H.X. Zhang, Organometallics, 24, 385 (2005); doi:10.1021/om0494317.

References

N. Mitic, C.J. Noble, L.R. Gahan, G.R. Hanson and G. Schenk, J. Am. Chem. Soc., 131, 8173 (2009); doi:10.1021/ja900797u.

B. Epel, K.-O. Schäfer, A. Quentmeier, C. Friedrich and W. Lubitz, J. Biol. Inorg. Chem., 10, 636 (2005); doi:10.1007/s00775-005-0015-3.

M.M. Najafpour, J. Photochem. Photobiol. B, 104, 111 (2011); doi:10.1016/j.jphotobiol.2010.12.009.

A. Bagchi and T. Ghosh, Biochem. Biophys. Res. Commun., 335, 609 (2005); doi:10.1016/j.bbrc.2005.07.115.

M.M. Najafpour, M. Hołyńska, A.N. Shamkhali, M. Amini, S.H. Kazemi, S. Zaynalpoor, R. Mohamadi, M. Bagherzadeh and T. Lis, Polyhedron, 34, 202 (2012); doi:10.1016/j.poly.2011.12.027.

P. Zhu and H.M. Li, J. Mol. Struct., 992, 106 (2011); doi:10.1016/j.molstruc.2011.02.054.

D.J. Gravert and J.H. Griffin, Inorg. Chem., 35, 4837 (1996); doi:10.1021/ic960196x.

J. Carranza, J. Sletten, F. Lloret and M. Julve, Polyhedron, 28, 2249 (2009); doi:10.1016/j.poly.2009.04.001.

L.V. Ababei, A. Kriza, C. Andronescu and A.M. Musuc, J. Therm. Anal. Calorim., 107, 573 (2012); doi:10.1007/s10973-011-1457-1.

R. Dey and D. Ghoshal, Polyhedron, 34, 24 (2012); doi:10.1016/j.poly.2011.12.004.

X.S. Wang, Y.Z. Tang, X.F. Huang, Z.R. Qu, C.M. Che, P.W. Chan and R.G. Xiong, Inorg. Chem., 44, 5278 (2005); doi:10.1021/ic050354x.

F. Nouar, J.F. Eubank, T. Bousquet, L. Wojtas, M.J. Zaworotko and M. Eddaoudi, J. Am. Chem. Soc., 130, 1833 (2008); doi:10.1021/ja710123s.

Y. Zhang, R. Yang, F. Liu and K. Li, Anal. Chem., 76, 7336 (2004); doi:10.1021/ac049477+.

T. Bando, H. Iida, Z.F. Tao, A. Narita, N. Fukuda, T. Yamori and H. Sugiyama, Chem. Biol., 10, 751 (2003); doi:10.1016/S1074-5521(03)00160-1.

A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn and G.C. Verschoor, J. Chem. Soc., Dalton Trans., 6, 1349 (1984); doi:10.1039/dt9840001349.

R.T. Conley, Infrared Spectroscopy, Allyn & Bacon, Boston, p. 5/153-5/168 (1966).

D.W. Fu, J.Z. Ge, J. Dai, H.Y. Ye and Z.R. Qu, Inorg. Chem. Commun., 12, 994 (2009); doi:10.1016/j.inoche.2009.08.002.

G.M. Sheldrick, “SHELXS-97 Program for Crystal Structure Determination”, University of Göttingen, Germany, p. 3/43-4/122 (1997).

S. Gao, J.W. Liu, L.H. Huo, H. Zhao and J.G. Zhao, Acta Crystallogr. C, 60, 537 (2004); doi:10.1107/S0108270104021481.

M. Dinca, A.F. Yu and J.R. Long, J. Am. Chem. Soc., 128, 8904 (2006); doi:10.1021/ja061716i.

G.W. Yang, Q.Y. Li, Y. Zhou, G.Q. Gu, Y.S. Ma and R.X. Yuan, Inorg. Chim. Acta, 362, 1234 (2009); doi:10.1016/j.ica.2008.06.011.

Y. Liao, J.K. Feng, L. Yang, A.M. Ren and H.X. Zhang, Organometallics, 24, 385 (2005); doi:10.1021/om0494317.

Issue

Vol. 26 No. 1 (2014): Vol 26 Issue 1

Synthesis and Properties of Copper(II)-Ferrocene Formylated Curcumin

Corresponding Author(s) : Qiyong Huai

Abstract

Keywords

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