Citation: GAO Ping-Zhang, CHEN Ya-Xin, ZHENG Min-Min, WANG Jing-Mei, XIE Qing-Fan, CHEN Yan-Min. Syntheses, Crystal Structures and in Vitro Antitumor Activities of Copper(Ⅱ) and Nickel(Ⅱ) Complexes Based on Acylhydrazone and Imidazole Ligands[J]. Chinese Journal of Inorganic Chemistry, ;2016, 32(9): 1572-1578. doi: 10.11862/CJIC.2016.198 shu

Syntheses, Crystal Structures and in Vitro Antitumor Activities of Copper(Ⅱ) and Nickel(Ⅱ) Complexes Based on Acylhydrazone and Imidazole Ligands

College of Chemical Engineering and Materials Science, Quanzhou Normal University, Quanzhou, Fujian 362000, China

Corresponding author: CHEN Yan-Min, qzucym@163.com
Received Date: 2 May 2016
Revised Date: 17 June 2016

Figures(8)

Two new complexes [Cu(Him)L]₂ (1) and [Ni(Him)L] (2), where H₂L is 2-thiophenecarboxylic acid (2-hydroxly-5-nitro-benzylidene)-hydrazide and Him is imidazole, were synthesized by hydrothermal reaction and characterized by elemental analysis, FT-IR and electronic spectra. The structure of complexes has been accomplished by single crystal X-ray diffraction which results confirmed that the crystal of 1 belongs to the monoclinic system, space group P2₁/c with cell parameters: a=1.135 68(12) nm, b=0.770 45(8) nm, c=2.140 4(2) nm, β=97.405(3)° and the crystal of 2 belongs to the triclinic system, space group P1 with cell parameters: a=0.726 91(4) nm, b=0.976 34(6) nm, c=1.265 74(8) nm, α=79.533(2)°, β=82.862(2)°, γ=68.985(2)°. The X-ray analyses revealed that 1 displays a centrosymmetric binuclear structure with the Cu atoms in square pyramidal coordination. The binuclear units are further linked by hydrogen bonds to generate an infinite 1D chain. The mononuclear units in 2 are linked through weak N-H…O and C-H…O hydrogen bonds to form an infinite 2D network. The in vitro antitumor activities of ligand and complexes were tested by MTT method, which results show that 1 and 2 have strong in vitro antitumor activity against HEPG2 and SW620 cancer cells lines. CCDC: 1041671, 1; CCDC 1041672, 2.
- acylhydrazone,
- complex,
- crystal structure,
- antitumor activity
1. [1]
  Rosenberg B, Van Camp L, Trosko J E, et al. Nature, 1969, 222:385-386 doi: 10.1038/222385a0
2. [2]
  Jungwirth U, Kowol C R, Keppler B K, et al. Antioxid. Redox Signaling, 2011, 15(4):1085-1127 doi: 10.1089/ars.2010.3663
3. [3]
  HUANG Juan, CUI Zi-Ning, LI Ying, et al. Chinese J. Org. Chem., 2008, 28(4):598-604
4. [4]
  Garbutcheon-singh K B, Grant M P, Harper B P, et al. Curr. Top. Med. Chem., 2011, 11:521-542 doi: 10.2174/156802611794785226
5. [5]
  XIA Si-Feng, LU Xiao-Ming. Chemistry, 2011, 74(12):1096-1104
6. [6]
  Duraisamy S R, Nattamai S P. Eur. J. Med. Chem., 2011, 46 (45):4584-4594
7. [7]
  Li X W, Yan C W. Inorg. Chim. Acta, 2011, 367(1):64-72 doi: 10.1016/j.ica.2010.11.047
8. [8]
  QIU Xiao-Yang. Chinese J. Inorg. Chem., 2014, 30(7):1667-1672
9. [9]
  Ramakrishnan S, Shakthipriya D, Suresh E, et al. Inorg. Chem., 2011, 50:6458-6471 doi: 10.1021/ic1024185
10. [10]
  Prabbakaran P, Kalaivani P. J. Inorg. Biochem., 2013, 18(2): 233-247
11. [11]
  Eswaran R, Karuppannan N. RSC Adv., 2012, 2(46):8515-8525
12. [12]
  Krishnamoorthy P, Dharmaraj N. RSC Adv., 2012, 2(56): 12190-12203
13. [13]
  Zhang Y H, Zhang L, Liu L, et al. Inorg. Chim. Acta, 2010, 363(2):289-293 doi: 10.1016/j.ica.2009.08.017
14. [14]
  Pait M, Kundu B, Kundu S C, et al. Inorg. Chim. Acta, 2014, 418:30-41 doi: 10.1016/j.ica.2014.04.019
15. [15]
  XIE Qing-Fan, GAO Ping-Zhang, CHEN Yan-Min. Chinese J. Inorg. Chem., 2014, 30(10):2382-2388
16. [16]
  HUANG Juan, CUI Zi-Ning, LI Ying, et al. Chinese J. Org. Chem., 2008, 28(4):598-604
17. [17]
  Sriram D, Yongeeswari P, Madhu K. Bioorg. Med. Chem. Lett., 2005, 15(20):4502-4505 doi: 10.1016/j.bmcl.2005.07.011
18. [18]
  Patole J, Sandbhor U, Padhye S, et al. Bioorg. Med. Chem. Lett., 2003, 13(1):51-55 doi: 10.1016/S0960-894X(02)00855-7
19. [19]
  Hodnett E M, Dunn W J. J. Med. Chem., 1970, 13:768-780 doi: 10.1021/jm00298a054
20. [20]
  Sheldrick G M. Acta Crystallogr. Sect. A, 2015, A71:3-8
21. [21]
  WU Qiong-Jie, CHEN Xiao-Hua, CAI Bi-Qiong, et al. Chinese J. Inorg. Chem., 2012, 28(1):201-206
22. [22]
  ZHANG Qi-Long, FENG Guang-Wei, WANG Li, et al. Chinese J. Inorg. Chem., 2014, 30(5):1025-1030
23. [23]
  Shier W T. Mammalian Cell Culture on 5 a Day, A Laboratory Manual of Low Cost Methods. Los Baños, Philippines: University of the Philippines at Los Baños, 1991.
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