Citation: ZHANG Yan, YANG Yan, WEN Yan-Zhen, JIA Shi-Fang. Syntheses, Characterization and Antitumor Activity of Three Mononuclear Ruthenium(Ⅱ) Complexes[J]. Chinese Journal of Inorganic Chemistry, ;2017, 33(6): 1035-1042. doi: 10.11862/CJIC.2017.123 shu

Syntheses, Characterization and Antitumor Activity of Three Mononuclear Ruthenium(Ⅱ) Complexes

School of Chemical and Biological Engineering, Tai Yuan Science and Technology University, Taiyuan 030024, China

Corresponding author: ZHANG Yan, yanzhang872010@163.com JIA Shi-Fang, jiashifang@126.com
Received Date: 16 December 2016
Revised Date: 5 April 2017

Figures(8)

Three new mononuclear ruthenium complexes [Ru(bpy)₂(paH)]PF₆(1), [Ru(dmb)₂(paH)]PF₆(2) and [Ru(phen)₂(paH)]PF₆(3)(bpy=2, 2'-bipyridine, dmb=4, 4'-dimethyl-2, 2'-bipyridine, phen=phenanthroline, paH=pyridinecarboxylic acid) were synthesized and characterized using elemental analysis, infrared, nuclear magnetic spectroscopy and electrospray ionization mass spectrometry.Their photophysical and electrochemical properties were also studied. The complexes 1~3 undergo metal centered oxidation and the Ru(Ⅱ)/Ru(Ⅲ) redox couple peak are in 0.7~1.0 V versus a saturated calomel electrode. The cytotoxicity of these complexes in vitro was evaluated using the 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide(MTT) assay. The results indicated that 1~3 exhibited significant dose-dependent cytotoxicity to human breast cancer (MCF-7), gastric cancer (AGS) and lung cancer (A549) tumour cell lines. It is worth noting that 2 showed excellent antitumor effects in a cellular study (IC₅₀ value of 2.85 μmol·L^-1 for human breast cancer cells in vitro).
- mononuclear ruthenium complexes,
- spectroscopy property,
- electrochemistry property,
- cytotoxicity
1. [1]
  Makhubela B C E, Meyer M, Smith G S. J. Organomet. Chem., 2014, 772:229-241
2. [2]
  Alagesan M, Sathyadevi P, Krishnamoorthy P, et al. Dalton Trans., 2014, 43:15829-15840 doi: 10.1039/C4DT01032A
3. [3]
  Nguyen T D, Duong T T, Le T P Q, et al. Med. Chem. Res., 2011, 20:790-793 doi: 10.1007/s00044-010-9409-z
4. [4]
  Li G Y, Du K J, Wang J Q, et al. J. Inorg. Biochem., 2013, 119:43-53 doi: 10.1016/j.jinorgbio.2012.09.019
5. [5]
  Pinato O, Musetti C, Farrell N P, et al. J. Inorg. Biochem., 2013, 122:27-37 doi: 10.1016/j.jinorgbio.2013.01.007
6. [6]
  Reedijk J. Chem. Commun., 1996, 801-806
7. [7]
  McWhinney S R, Goldberg R M, McLeod H L. Mol. Cancer Ther., 2009, 8:10-16
8. [8]
  Liu Y J, Zeng C H, Liang Z H, et al. Eur. J. Med. Chem., 2010, 45:3087-3095 doi: 10.1016/j.ejmech.2010.03.042
9. [9]
  Morais T S, Santos F, Côrte-Real L, et al. J. Inorg. Biochem., 2013, 122:8-17 doi: 10.1016/j.jinorgbio.2013.01.011
10. [10]
  Liu Y J, Liang Z H, Li Z Z, et al. J. Organomet. Chem., 2011, 696:2728-2735 doi: 10.1016/j.jorganchem.2011.04.020
11. [11]
  Jaividhya P, Dhivya R, Akbarsha M A, et al. J. Inorg. Biochem., 2012, 114:94-105 doi: 10.1016/j.jinorgbio.2012.04.018
12. [12]
  Abdi K, Hadadzadeh H, Weil M, et al. Polyhedron, 2012, 31:638-648 doi: 10.1016/j.poly.2011.10.028
13. [13]
  Li M J, Lan T Y, Cao X H, et al. Dalton Trans., 2014, 43:2789-2798 doi: 10.1039/C3DT52978A
14. [14]
  Govender P, Edafe F, Makhubela B C E, et al. Inorg. Chim. Acta, 2014, 409:112-120 doi: 10.1016/j.ica.2013.05.025
15. [15]
  Kalidasan M, Forbes S, Mozharivskyj Y, et al. Inorg. Chim. Acta, 2014, 421:349-358 doi: 10.1016/j.ica.2014.06.024
16. [16]
  Rademaker-Lakhai J M, Bongard D, Pluim D. Clin. Cancer Res., 2004, 10:3717-3727 doi: 10.1158/1078-0432.CCR-03-0746
17. [17]
  Hartinger C G, Jakupeca M A, Zorbas-Seifrieda S, et al. Chem. Biodivers., 2008, 5:2140-2155 doi: 10.1002/cbdv.v5:10
18. [18]
  Lentz F, Drescher A, Lindauer A, et al. Anti-Cancer Drugs., 2009, 20:97-103 doi: 10.1097/CAD.0b013e328322fbc5
19. [19]
  Leijen S, Burgers S A, Baas P, et al. Invest. New Drugs., 2015, 33:201-214 doi: 10.1007/s10637-014-0179-1
20. [20]
  Zhang Y, Lai L, Cai P, et al. New J. Chem., 2015, 39:5805-5812 doi: 10.1039/C5NJ00582E
21. [21]
  Zhang Y, Hu P C, Cai P, et al. RSC Adv., 2015, 5:11591-11598 doi: 10.1039/C4RA12715C
22. [22]
  Roy S, Maheswari P U, Golobic A, et al. Inorg. Chim. Acta, 2012, 393:239-245 doi: 10.1016/j.ica.2012.07.023
23. [23]
  Karki S S, Thota S, Darj S Y, et al. Bioorg. Med. Chem., 2007, 15:6632-6641 doi: 10.1016/j.bmc.2007.08.014
24. [24]
  Srishailam A, Kumar Y P, Reddy P V, et al. J Photochem. Photobiol. B, 2014, 132:111-123 doi: 10.1016/j.jphotobiol.2014.02.003
25. [25]
  Stringer T, Therrien B, Hendricks D T, et al. Inorg. Chem. Commun., 2011, 14:956-960 doi: 10.1016/j.inoche.2011.03.041
26. [26]
  Garza-Ortiz A, Maheswari P U, Siegler M, et al. New J. Chem., 2013, 37:3450-3460 doi: 10.1039/c3nj00415e
27. [27]
  Lin G J, Jiang B, Xie Y Y, et al. J. Biol. Inorg. Chem., 2013, 18:873-882 doi: 10.1007/s00775-013-1032-2
28. [28]
  Sullivan B P, Salmon D J, Meyer T J. Inorg. Chem., 1978, 17:3334-3341 doi: 10.1021/ic50190a006
29. [29]
  Mosmann T. J. Immunol. Methods, 1983, 65:55-63 doi: 10.1016/0022-1759(83)90303-4
30. [30]
  Pal S. Z. Anorg. Allg. Chem., 2002, 628:2091-2098 doi: 10.1002/(ISSN)1521-3749
31. [31]
  Constable E C, Housecro C E, Kopecky P, et al. Polyhedron, 2013, 64:38-44 doi: 10.1016/j.poly.2013.01.059
32. [32]
  Pal S, Pal S. Inorg. Chem., 2001, 40:4807-4810 doi: 10.1021/ic010310y
33. [33]
  ZHANG Yan, XIONG Bi, CAI Ping, et al. Chinese J. Inorg. Chem., 2012, 28(11):2437-2443
34. [34]
  Hu P C, Wang Y, Zhang Y, et al. RSC Adv., 2016, 6:29963-29976 doi: 10.1039/C6RA02571D
35. [35]
  Mendoza-Ferri M G, Hartinger C G, Mendoza M A, et al. J. Med. Chem., 2009, 52:916-925 doi: 10.1021/jm8013234
36. [36]
  Giannini F, Paul L E H, Furrer J, et al. New J. Chem., 2013, 37:3503-3511 doi: 10.1039/c3nj00476g
37. [37]
  Mulyana Y, Weber D K, Buck D P, et al. Dalton Trans., 2011, 40:1510-1523 doi: 10.1039/c0dt01250e
38. [38]
  Gorle A K, Ammit A J, Wallace L, et al. New J. Chem., 2014, 38:4049-4059 doi: 10.1039/C4NJ00545G
39. [39]
  DeBerardinis R J, Lum J J, Hatzivassiliou G, et al. Cell Metab., 2008, 7:11-20 doi: 10.1016/j.cmet.2007.10.002
40. [40]
  Gorle A K, Feterl M, Warner J M, et al. Dalton Trans., 2014, 43:16713-16725 doi: 10.1039/C4DT02139H
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