Browse > Article
http://dx.doi.org/10.5012/bkcs.2012.33.8.2603

Synthesis, Structure and Biological Properties of a Novel Copper (II) Supramolecular Compound Based on 1,2,4-Triazoles Derivatives  

Qiu, Guang-Mei (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Wang, Cui-Juan (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Zhang, Ya-Jun (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Huang, Shuai (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Liu, Xiao-Lei (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Zhang, Bing-Jun (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Zhou, Xian-Li (Department of Chemistry and Chemical Engineering, School of Life Science and Bioengineering, Southwest Jiaotong University)
Publication Information
Abstract
A novel mononuclear supramolecule of copper(II) has been synthesized with Ippyt ligand (Ippyt=3-(4'-imidazole phenyl)-5-(pyrid-2''-yl)-1,2,4-triazole) (1). Compound 1, namely [$Cu(Ippyt)_2(H_2O)_2$], has been characterized by single-crystal X-ray diffraction, IR spectrum, elemental analysis and thermogravimetric analysis. Structure determination reveals that the elongated-octahedral geometry is formed in the vicinity of the copper (II) atom being coordinated by four nitrogen atoms from two Ippyt ligands occupying the equatorial position and two oxygen atoms from two coordinated water molecules in the axial position, which together form the $N_4O_2$ donor set. Hydrogen bonding interactions between nitrogen and oxygen atoms result in the set up of a supramolecular network architecture. Biological properties including antibacterial activity and superoxide dismutase (SOD) mimetic activity of compound 1 have been investigated by agar diffusion method and the modified Marklund method, respectively. The results indicate that compound 1 exhibits a stronger antibacterial efficiency than the parent ligand and it also has a certain radical-scavenging activity.
Keywords
Hydrogen bonding; Triazole; Copper (II); Antibacterial activity; SOD-like activity;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 1  (Related Records In Web of Science)
연도 인용수 순위
1 Patel, R. N.; Shukla, K. K.; Singh, A.; Choudhary, S. M.; Chauhan, U. K.; Dwivedi, S. Inorg. Chim. Acta 2009, 362, 4891.   DOI
2 Patel, M. N.; Parmar, P. A.; Gandhi, D. S. Bioorg. Med. Chem. 2010, 18, 1227.   DOI
3 Mitrunen, K.; Sillanpaa, P.; Kataja, V.; Eskelinen, M.; Kosma, V.; Benhamou, S.; Uusitupa, M.; Hirvonen, A. Carcinogenesis 2001, 22, 827.   DOI   ScienceOn
4 Mohan, N. P.; Hardik, N. J.; Chintan, R. P. J. Organomet. Chem. 2012, 701, 8.   DOI
5 Bruker. SADABS, SAINT, and SMART. Bruker AXS Inc., Madison, Wisconsin, USA, 2002.
6 Sheldrick, G. M. Acta Cryst. 2008, A64, 112.
7 Han, X. L.; An, C. X.; Zhang, Z. H. Appl. Organometal. Chem. 2008, 22, 565.   DOI
8 Tan, S. D.; Feng, S. S.; Zhang, H. M.; Zhu, M. L.; Yang, P. Acta Chim. Sinica 2005, 63, 1155.
9 Sinha, S.; Srivastava, A. K.; Tripathi, C. M.; Pandey, O. P.; Sengupta, S. K. Bioinorg. Chem. Appl. 2007, 10, 1155.
10 Singh, S.; Pandey, O. P.; Sengupta, S. K. J. Rare Earths. 2009, 27, 698.   DOI
11 Liu, K.; Shi, W.; Cheng, P. Dalton Trans. 2011, 40, 8475.   DOI
12 Yi, L.; Ding, B.; Zhao, B.; Cheng, P.; Liao, D. Z.; Yan, S. P.; Jiang, Z. H. Inorg. Chem. 2004, 43, 33.   DOI
13 Su, C. Y.; Goforth, A. M.; Smith, M. D.; Pellechia, P. J.; zur Loye, H. C. J. Am. Chem. Soc. 2004, 126, 3576.   DOI
14 Fu, F.; Li, D. S.; Gao, X. M.; Du, M.; Wu, Y. P.; Zhang, X. N.; Meng, C. X. Cryst. Eng. Comm. 2010, 12, 1227.   DOI
15 Holla, B. S.; Poorjary, N. K.; Rao, S. B.; Shivananda, M. K. Eur. J. Med. Chem. 2002, 37, 511.   DOI
16 Holla, B. S.; Akberali, P. M.; Shivananda, M. K. II Farmaco. 2001, 56, 919.   DOI
17 Genin, M. J.; Allwine, D. A.; Anderson, D. J.; Barbachyn, M. R.; Emmert, D. E.; Garmon, S. A.; Graber, D. R.; Grega, K. C.; Hester, J. B.; Hutchinson, D. K.; Morris, J.; Reischer, R. J.; Ford, C. W.; Zurenko, G. E.; Hamel, J. C.; Schaadt, R. D.; Stapert, D.; Yagi, B. H. J. Med. Chem. 2000, 43, 953.   DOI
18 Hakan, B.; Nesrin, K.; Deniz, S.; Ahmet, D.; Sengul, A. K.; Neslihan, D. Molecules 2010, 15, 2427.   DOI   ScienceOn
19 Tainer, J. A.; Getzoff, E. D.; Richardson, J. S.; Richardson, D. C. Nature 1983, 306, 284.   DOI   ScienceOn
20 Kremer, E.; Facchin, G.; Estévez, E.; Alborés, P.; Baran, E. J.; Ellena, J.; Torre, M. H. Inorg. Biochem. 2006, 100, 1167.   DOI
21 Jitsukawa, K.; Harata, M.; Arii, H.; Sakurai, H.; Masuda, H. Inorg. Chim. Acta 2001, 324, 108.   DOI
22 Zhou, Y. H.; Fu, H.; Zhao, W. X.; Chen, W. L.; Su, C. Y.; Sun, H. Z.; Ji, L. N.; Mao, Z. W. Inorg. Chem. 2007, 46, 734.   DOI
23 Bonomo, R. P.; Allessandro, F. D.; Grasso, G.; Impellizzeri, G.; Pappalardo, G.; Rizzarelli, E.; Tabbí, G. Inorg. Chim. Acta 2008, 361, 1705.   DOI
24 Balasubramanian, V.; Ezhevskaya, M.; Moons, H.; Neuburger, M.; Cristescu, C.; Doorslaer, S. V.; Palivan, C. Phys. Chem. Chem. Phys. 2009, 11, 6778.   DOI   ScienceOn
25 Ma, Y.; Cheng, A. L.; Zhang, J. Y.; Yue, Q.; Gao, E. Q. Cryst. Growth Des. 2009, 9, 867.   DOI
26 Chang, Z.; Zhang, A. S.; Hu, T. L.; Bu, X. H. Cryst. Growth Des. 2009, 9, 4840.   DOI   ScienceOn
27 Yuan, G.; Shao, K. Z.; Du, D. Y.; Wang, X. L.; Su, Z. M. Solid State Sci. 2011, 13, 1083.   DOI
28 Su, C. Y.; Cai, Y. P.; Chen, C. L.; Smith, M. D.; Kaim, W.; Loye, H. C. J. Am. Chem. Soc. 2003, 125, 8595.   DOI
29 Ouellette, W.; Prosvirin, A. V.; Valeich, J.; Dunbar, K. R.; Zubieta, J. Inorg. Chem. 2007, 46, 9067.   DOI
30 Zhang, Q. Z.; Lu, C. Z.; Xia, C. K. Inorg. Chem. Commun. 2005, 8, 304.   DOI
31 Yao, Y. L.; Che, Y. X.; Zheng, J. M. Cryst. Growth Des. 2008, 8, 2299.   DOI
32 Mahata, P.; Ramya, K. V.; Natarajan, S. Chem. Eur. J. 2008, 14, 5839.   DOI
33 Frisch, M.; Cahill, C. L. Cryst. Growth Des. 2008, 8, 2921.   DOI
34 Wen, L. L.; Lu, Z. D.; Ren, X. M.; Duan, C. Y.; Meng, Q. J.; Gao, S. Cryst. Growth Des. 2009, 9, 227.   DOI
35 Liu, Y. L.; Kravtsov, V. C.; Eddaoudi, M. Angew. Chem. Int. Ed. 2008, 47, 8446.   DOI
36 Zhang, X. C.; Xu, L.; Liu, W. G.; Liu, B. Bull. Korean Chem. Soc. 2011, 32, 1692.   DOI
37 Yang, E. C.; Jia, F.; Wang, X. G.; Zhao, X. J. Bull. Korean Chem. Soc. 2008, 29, 2195.   DOI
38 Oro, L. A.; Pinillos, M. T.; Tejel, C.; Foces-Foces, C. Chem. Commun. 1984, 1687.
39 Guillem, A.; Leoní, A. B.; Olivier, R.; Patrick, G. Coord. Chem. Rev. 2011, 255, 485.   DOI   ScienceOn
40 Ouellette, W.; Jones, S.; Zubieta, J. Cryst. Eng. Comm. 2011, 13, 4457.   DOI
41 Sessler, J. L.; Lawrence, C. M.; Jayawickramarajah, J. Chem. Soc. Rev. 2007, 36, 314.   DOI
42 Hembury, G. A.; Borovkov, V. V.; Inoue, Y. Chem. Rev. 2008, 108, 1.   DOI
43 Li, D. S.; Fu, F.; Zhao J.; Wu, Y. P.; Du, M.; Zou, K.; Dong, W. W.; Wang, Y. Y. Dalton Trans. 2010, 39, 11522.   DOI
44 Kitaura, R.; Seki, K.; Akiyama, G.; Kitagawa, S. Angew. Chem. Int. Ed. 2003, 42, 428.   DOI
45 Ni, Z.; Yasser, A.; Antoun, T.; Yaghi, O. M. J. Am. Chem. Soc. 2005, 127, 12752.   DOI
46 Liu, X. T.; Wang, X. Y.; Zhang, W. X.; Cui, P.; Gao, S. Adv. Funct. Mater. 2006, 18, 2852.   DOI   ScienceOn
47 Furukawa, H.; Yaghi, O. M. J. Am. Chem. Soc. 2009, 25, 8876.
48 Murugesu, M.; Habrych, M.; Wernsdorfer, W.; Abboud, K. A.; Christou, G. J. Am. Chem. Soc. 2004, 126, 4766.   DOI
49 Glaser, T.; Heidemeier, M.; Weyhermüller, T.; Hoffmann, R. D.; Rupp, H.; Muller, P. Angew. Chem. Int. Ed. 2006, 45, 6033.   DOI
50 Wang, J. J.; Gou, L.; Hu, H. M.; Han, Z. X.; Li, D. S.; Xue, G. L.; Yang, M. L.; Shi, Q. Z. Cryst. Growth Des. 2007, 7, 1514.   DOI
51 Seo, J. S.; Whang, D.; Lee, H.; Jun, S. I.; Oh, J.; Young, J.; Kim, K. Nature 2000, 404, 982.   DOI
52 Dybtsev, D. N.; Nuzhdin, A. L.; Chun, H.; Bryliakov, K. P.; Konstantin, P.; Talsi, E. P.; Fedin, V. P.; Kim, K. Angew. Chem. Int. Ed. 2006, 45, 916.   DOI
53 Wu, C. D.; Hu, A.; Zhang, L.; Lin, W. J. J. Am. Chem. Soc. 2005, 127, 8940.   DOI
54 Arpi, M.; Guillaume, P.; Maria, T. G. R.; Samiran, M. Polyhedron 2006, 25, 2550.   DOI
55 Jin, C. M.; Wu, L. Y.; Lu, H.; Xu, Y. Cryst. Growth Des. 2008, 8, 215.   DOI
56 Li, D. S.; Wu, Y. P.; Zhang, P.; Du, M.; Zhao, J.; Li, C. P. Cryst. Growth Des. 2010, 10, 2037.   DOI
57 Vazquez-Campos, S.; Crego-Calama, M.; Reinhoudt, D. N. Supramol. Chem. 2007, 19, 95.   DOI