Binuclear copper(II) complexes: synthesis, structural characterization, DNA binding and in silico studies

Abdul Waheed Kamran, Saqib Ali, Muhammad Nawaz Tahir, Muhammad Zahoor, Abdul Wadood, Muhammad Iqbal

Abstract


Two new binuclear Cu(II) complexes represented by the general for­mula {(dmso)Cu(µ-L)4Cu(dmso)} (1) and {(Phen)(L)Cu(µ-L)2Cu(L)(Phen)} (2) where dmso = dimethyl sulphoxide, L = 2-bromophenyl acetate and Phen = 1,10-phenanthroline have been synthesized, isolated quantitatively and characterized by UV/Visible and FT-IR spectroscopic techniques, Thermo­gravi­met­ry/Dif­ferential Thermal Analysis and X-ray single crystal XRD studies. Complex 1 is paddlewheel with 1,2-O,O-bridging while 2 has 1,1-O-bridging. The values of the intrinsic binding constants with DNA were found out to be 2.0×103 and 1.1×103 M-1, respectively for compound 1 and 2. The mode of interaction of complexes with DNA was also evaluated through computational study by molecular docking (in silico) study using MOE (molecular operating environment) software. The synthesized complexes are structurally as well as biologically important.


Keywords


crystal structures; DNA interaction; molecular docking

Full Text:

PDF (1,561 kB)

References


F. Tisato, C. Marzano, M. Porchia, M. Pellei, C. Santini, Med. Res. Rev. 30 (2010) 708 (http://dx.doi.org/10.1002/med.20174)

T. Aratani, Pure. Appl. Chem. 57 (1985) 1839 (http://dx.doi.org/10.1351/pac 198557121839)

P. C. Ford, E. Cariata, J. Bourassa, Chem. Rev. 99 (1999) 3625 (http://dx.doi.org/10.1021/cr960109i)

T. Ohishi, M. Nishiura, Z. Hou, Angew. Chem. Int. Ed. 47 (2008) 5792 (http://dx.doi.org/10.1002/anie.200801857)

G. E. Jackson, L. M. Gama, A. Voye, M. Kelly, J. Inorg. Biochem. 79 (2000) 147 (http://dx.doi.org/10.1016/s0162-0134(99)00171-3)

V. L. Goodman, G. J. Brewer, S. D. Merajver, Endo. Rel. Canc. 11 (2004) 255 (https://doi.org/10.1677/erc.0.0110255)

A. Soroceanu, L. Vacareanu, N. Vornicu, M. Cazacu, V. Rudic. T. Croitori, Inorg. Chim. Acta 442 (2016) 119 (https://doi.org/10.1016/j.ica.2015.12.006)

A. Grodzicki, I. Łakomska, P. Piszczek, I. Szyma´nska, E. Szłyk, Coord. Chem. Rev. 249 (2005) 2232 (http://dx.doi.org/10.1016/j.ccr.2005.05.026)

M. Iqbal, M. Sirajuddin, S. Ali, M. Sohail, M. N. Tahir, Inorg. Chim. Acta. 440 (2016) 129 (http://dx.doi.org/10.1016/j.ica.2015.10.042)

S. Majumder, M. Fleck, C. R. Lucas, S. Mohanta, J. Mol. Struct. 1020 (2012) 127 (http://dx.doi.org/10.1016/j.molstruc.2012.04.003)

T. Hirohama, Y. Kuranuki, E. Ebina, T. Sugizaki, H. Arii, M. Chikira, P. T. Selvi, M. Palaniandavar, J. Inorg. Biochem. 99 (2005) 1205 (http://dx.doi.org/10.1039/b000000x)

K. E. Erkkila, D. T. Odom, J. K. Barton, Chem. Rev. 99 (1999) 2777 (https://doi.org/10.1021/cr9804341)

N. Shahabadi, M. Falsafi, Spectrochim. Acta, Part A. 125 (2014) 154 (http://dx.doi.org/10.1016/j.saa.2014.01.066)

F. Wightman, D. L. Lighty, Physiol. Plant. 55 (1982) 17 (https://doi.org/10.1111/j.1399-3054.1982.tb00278.x)

B. Cryer, MD, M. Feldman, Am. J. Med. 104 (1998) 413 (https://doi.org/10.1016/s0002-9343(98)00091-6)

Anbu, M. Kandaswamy, Polyhedron 30 (2011) 123 (https://doi.org/10.1016/j.poly.2010.09.041)

S. Anbu, M. Kandaswamy, M. Selvaraj, Polyhedron 33 (2012) 1(https://doi.org/10.1016/j.poly.2011.10.041)

G. Pratviel, J. Bernadou, B. Meunier, Advanc. Inorg. Chem. 45 (1998) 251 (https://doi.org/10.1016/s0898-8838(08)60027-6)

D. Denoyer, S. Masaldan, S. L. Fontaineab, M. A. Cater, Metallomics 7 (2015) 1459 (https://doi.org/10.1039/c5mt00149h)

G. M. Sheldrick, SHELX Release 97.2 ed., University of Gcttingen, Gcttingen, 1997

L. J. Farrugia, J. Appl. Crystallogr. 32 (1999) 837 (https://doi.org/10.1107/S0021889899006020)

L. J. Farrugia, J. Appl. Crystallogr. 30 (1997) 565 (https://doi.org/10.1107/S0021889897003117)

Molecular operating environment, Chemical Computing Group Inc, Мontreal, QC, Canada, 2016

R. Leach, B. K. Shoichet, C. Peishoff, J. Med. Chem. 49 (2006) 5851 (https://doi.org/10.1021/jm060999m)

A. Hangan, A. Bodoki, L. Oprean, G. Alzuet, M. Liu-Gonzalez, J. Borras, Polyhedron 29 (2010) 1305 (https://doi.org/10.1016/j.poly.2009.12.030)

S. Leconte, R. Ruzziconi, J. Fluorine Chem. 117 (2002) 167 (https://doi.org/10.1016/S0022-1139(02)00161-6)

B. Shen, P. F. Shi, Y. L. Hou, F. F. Wan, D. L. Gao, B. Zhao, Dalton Trans. 42 (2013) 3455 (https://doi.org/10-1039/c2dt32515b)

M. Barquın, M. J. G. Garmendia, S. Pacheco, E. Pinilla, J. M. Seco, M. R. Torres, Polyhedron 23 (2004) 1695 (https://doi.org/10.1016/j.poly.2004.04.013)

M.A. Halcrow, Chem. Soc. Rev. 42 (2013) 1784 (https://doi.org/10.1039/c2cs35253b)

M. Iqbal, S. Ali, A. Haider, N. Khalid, Iran. J. Sci. Technol. Trans. Sci. 42 (2018) 1859 (https://doi.org/10.1007/s40995-016-0141-5)

M. Iqbal, A. Mushtaq, S. Ali, M. Sohail. P. A. Anderson, Acta. Chim. Slov. 65 (2018) 989 (https://doi.org/10.17344/acsi.2018.4695)

I. Ucar, B. Karabulut, A. Bulut, O. Buyukgungor, J. Mol. Struct. 834 (2007) 336 (https://doi.org/10.1016/j.molstruc.2006.10.061)

M. Saif, M. M. Mashaly, M. F. Eid, R. Fouad, Spectrochim. Acta A 92 (2012) 347 (https://doi.org/10.1016/j.saa.2012.02.098)

L. Jia, J. Shi, Z. H. Sun, F. F. Li, Y. Wang, W. N. Wu, Q. Wang, Inorg. Chim. Acta 391 (2012) 121 (https://doi.org/10.1016/j.ica.2012.05.014)

X. Li, Y. T. Li, Z. Y. Wu, Y. J. Zheng, C. W. Yan, Inorg. Chim. Acta 385 (2012) 150 (https://doi.org/10.1016/j.ica.2012.01.047)

T. Hirohama, Y. Kuranuki , E. Ebina , T. Sugizaki, H. Arii, M. Chikira, J. Inorg. Biochem. 99 (2005) 1205 (https://doi.org/10.1016/j.jinorgbio.2005.02.020)

Pitchumony Tamil Selvi b, Mallayan Palaniandavar, Y. Ni, D. Lin, S. Kokot, Anal. Biochem. 352 (2006) 231 (https://doi.org/10.1016/j.ab.2006.02.031)

M. Sirajuddin, S. Ali, A. Haider, N. A. Shah, A. Shah, M. R. Khan, Polyhedron 40 (2012) 19 (https://doi.org/10.1016/j.poly.2012.03.048)

A. Draksharapu, A. J. Boersma, M. Leising, A. Meetsma, W. R. Browne, G. Roelfes, Dalton Trans. 44 (2015) 3647 (http://doi.org/10.1039/C4DT02733G)

J. K. Barton, E. D. Olmon, P. A. Sontz, Coord. Chem. Rev. 255 (2011) 619 (https://doi.org/10.1016/j.ccr.2010.09.002)




DOI: https://doi.org/10.2298/JSC190715109K

Copyright (c) 2019 Journal of the Serbian Chemical Society

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

IMPACT FACTOR 0.828 (140 of 172 journals)
5 Year Impact Factor 0.917 (140 of 172 journals)