Citation: LI Jie, XIONG Ping-Ping, BU Huai-Yu, CHEN San-Ping. Syntheses, Structures, Antifungal Activities and DNACleavage of Transition Metal Coordination Compounds with 4-(1H-1,2,4-triazol-1-ylmethyl) Benzoic Acid[J]. Acta Physico-Chimica Sinica, ;2014, 30(7): 1354-1362. doi: 10.3866/PKU.WHXB201405121
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Three novel transitionmetal compounds [Cu0.5L]n (1), {[Ni(L)2·(H2O)2]·(H2O)2}n(2), and {[Co(L)2·(H2O)2]· (H2O)2}n (3), were hydrothermally synthesized with 4-(1H-1,2,4-triazol-1-ylmethyl) benzoic acid (HL) and characterized by infrared spectroscopy, elemental analyses, single-crystal X-ray diffraction, thermal analyses, UV-Vis spectroscopy, and fluorescence spectroscopy. Structural analyses reveal that compound 1 features a one-dimensional (1D) chain, while isomorphic 2 and 3 exhibit a three-dimensional (3D) network structure with interchain hydrogen-bonding. Antifungal activities tests reveal that 1 has the highest antifungal effect on the five fungi (Fusarium graminearum, Vasa mali, Macrophoma kawatsukai, Colletotrichum gloeosporioides, and Alternaria alternate) among the three compounds. Furthermore, DNA cleavage experiments indicate that compound 1 has more efficient DNA (pUC 18) cleavage activity than compounds 2 and 3. The binding properties of the three compounds with DNA were also investigated by absorption. The results show that the three compounds can intercalate into DNA, and the interaction of compound 1 is the strongest.
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-
[1]
(1) Yaghi, O. M.; Davis, C. E.; Li, G. M.; Li, H. L. J. Am. Chem. Soc. 1997, 119, 2861. doi: 10.1021/ja9639473
-
[2]
(2) Seo, J. S.; Whang, D.; Lee, H.; Jun, S. I.; Oh, J.; Jeon, Y. J.; Kim, K. Nature 2000, 404, 982. doi: 10.1038/35010088
-
[3]
(3) Datta, A.; Karan, N. K.; Mitra, S.; Gramlich, V. J. J. Chem. Cryst. 2003, 33, 579. doi: 10.1023/A:1024299005045
-
[4]
(4) Gillon, B.; Mathoniere, C.; Ruiz, E.; Alvarez, S.; Cousson, A.; Kahn, T. M. J. Am. Chem. Soc. 2002, 124, 14433. doi: 10.1021/ja020188h
-
[5]
(5) Kozlov, I. A.; Kubareva, E. A.; Ivanovskaya, M. G. Antisense Nucleic A 1997, 7, 279. doi: 10.1089/oli.1.1997.7.279
-
[6]
(6) Purmal, A. A.; Shabarv, T. V.; Gumport, R. I. Nucleic Acids Res. 1998, 20, 3713.
-
[7]
(7) Trawick, B. N.; Daniher, A. T.; Bashkin, J. K. Chem. Rev. 1998, 98, 939. doi: 10.1021/cr960422k
-
[8]
(8) Budrìa, J. G.; Raugei, S.; Cavallo, L. J. Inorg. Chem. 2006, 22, 1732.
-
[9]
(9) Liu, J.; Mei,W. J.; Xu, A.W.; Shi, S.; Tan, C. P.; Ji, L. N. Antivir. Res. 2004, 62, 65. doi: 10.1016/j.antiviral.2003.12.004
-
[10]
(10) Chabner, B. A.; Roberts, T. G. Nat. Rev. Cancer 2005, 5, 65.
-
[11]
(11) Chen, L. M.; Liu, J.; Chen, J. C.; Shi, S. J. Mol. Struct. 2008, 881, 156. doi: 10.1016/j.molstruc.2007.09.010
-
[12]
(12) Li, V. S.; Choi, D.;Wang, Z.; Jimenez, L. S.; Tang, M. S.; Kohn, H. J. Am. Chem. Soc. 1996, 18, 2326.
-
[13]
(13) Zuber, G.; James, C. Q.; Hecht, S. M. J. Am. Chem. Soc. 1998, 120, 9368. doi: 10.1021/ja981937r
-
[14]
(14) Hecht, S. M. J. Nat. Prod. 2000, 63, 158. doi: 10.1021/np990549f
-
[15]
(15) Liu, J. G.; Ye, B. H.; Li, H.; Zhen, Q. X.; Ji, L. N.; Fu, Y. H. J. Inorg. Biochem. 1999, 76, 265. doi: 10.1016/S0162-0134(99)00154-3
-
[16]
(16) Strekowski, L.;Wilson, B. Mutat. Res. 2007, 623, 3. doi: 10.1016/j.mrfmmm.2007.03.008
-
[17]
(17) Zhou, C. Y.; Zhao, J.;Wu, Y. B.; Yin, C. X.; Yang, P. J. Inorg. Biochem. 2007, 101, 10. doi: 10.1016/j.jinorgbio.2006.07.011
-
[18]
(18) Gao, F.; Chao, H.; Zhou, F.; Yuan, Y. X.; Peng, B.; Ji, L. N. J. Inorg. Biochem. 2006, 100, 1487. doi: 10.1016/j.jinorgbio.2006.04.008
-
[19]
(19) Cater, D. C.; Ho, J. X. Adv. Protein Chem. 1994, 45, 153. doi: 10.1016/S0065-3233(08)60640-3
-
[20]
(20) He, X. M.; Cater, D. C. Nature 1992, 358, 209. doi: 10.1038/358209a0
-
[21]
(21) Curry, S.; Brick, P.; Frank, N. P. Biochim. Biophys. A 1999, 1141, 131.
-
[22]
(22) Shen, X. C.; Yuan, Q.; Liang, H. Sci. Chin. Ser. B-Chem. 2003, 46, 387. doi: 10.1360/02yb0062
-
[23]
(23) Wang, Y. M.; Song, Y.; Kong, D. L. Chin. Sci. Bull. 2005, 50, 1839. doi: 10.1360/982004-405
-
[24]
(24) Mehra, R. K.; Tran, K.; Scott, G.W.; Mulchandani, P.; Saini, S. S. J. Inorg. Biochem. 1996, 61, 125. doi: 10.1016/0162-0134(95)00046-1
-
[25]
(25) Koh, L. L.; Ranford, J. O.; Robinson,W. T.; Swensson, J. O.; Tan, A. L.;Wu, D. Inorg. Chem. 1996, 35, 6466. doi: 10.1021/ic9606441
-
[26]
(26) Zhang, P. Z.; Fu, Q. Y.; Chi, R. X.; Yang, C. X.; Xu, J. G. J. Zhejiang Univ. Sci. Technol. 2003, 15, 143.
-
[27]
(27) Xiong, P. P.; Li, J.; Bu, H. Y.;Wei, Q.; Zhang, R. L.; Chen, S. P. J. Solid State Chem. 2014, 215, 292. doi: org/10.1016/j.jssc.2014.04.012
-
[28]
(28) Zhao, X. X.; Ma, J. P.; Dong, Y. B.; Huang, R. Q. Cryst. Growth Des. 2007, 7, 1058. doi: 10.1021/cg060583+
-
[29]
(29) Qin, J.; Ma, J. P.; Liu, L. L.; Huang, R. Q.; Dong, Y. B. Acta Cryst. 2009, 65, 66.
-
[30]
(30) Sheldrick, G. M. SHELXS-97, Program for Solution of Crystal Structures; University of Göttingen: Göttingen, Germany, 1990.
-
[31]
(31) Sheldrick, G. M. SHELXK-97, Program for Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.
-
[32]
(32) Mann, A.; Banso, A.; Clifford, L. C.; Tan. J. Health. Res. 2008, 10, 34.
-
[33]
(33) Li, Y. T.; Liu, Z. Q.;Wu, Z. Y. J. Inorg. Biochem. 2008, 102, 1790. doi: org/10.1016/j.jinorgbio.2008.05.011
-
[34]
(34) Zhang, J. P.; Chen, X. M. Chem. Commun. 2006, 1689.
-
[35]
(35) Ouellette,W.; Hudson, B. S.; Zubieta, J. Inorg. Chem. 2007, 46, 4887. doi: 10.1021/ic062269a
-
[36]
(36) Zheng, L. L.; Li, H. X.; Leng, J. D.;Wang, J.; Tong, M. L. Eur. J. Inorg. Chem. 2008, 213.
-
[37]
(37) AbouEl, E. S.; El, S. A.; Emam, S. M.; Ell, S. M. A. Spectrochim. Acta Part A 2008, 71, 421. doi: 10.1016/j.saa.2007.12.031
-
[38]
(38) Valent, A.; Melnik, M.; Hudecova, D.; Dudova, B.; Kivekas, R.; Sundberg, M. R. Inorg. Chim. Acta 2002, 340, 15. doi: 10.1016/S0020-1693(02)01062-9
-
[39]
(39) Song, Y. M.;Wu, Q.; Yang, P. J.; Luan, N. N. J. Inorg. Biochem. 2006, 100, 1685. doi: 10.1016/j.jinorgbio.2006.06.001
-
[40]
(40) Zavitsanos, K.; Nunes, A. M.; Malandrinos, G.; Hadjiliadis, N. J. Inorg. Biochem. 2011, 105, 1329. doi: 10.1016/j.jinorgbio.2011.07.014
-
[41]
(41) Barton, J. K.; Raphael, A. L. J. Am. Chem. Soc. 1984, 106, 2466. doi: 10.1021/ja00320a058
-
[42]
(42) Scheppler, J. A.; Cassin, P. E.; Gambier, R. M. Biotechnology Explorations: Applying the Fundamentals; ASM Press: Washington DC, 2000.
-
[43]
(43) Xi, P. X.; Xu, Z. H.; Chen, F. J.; Zeng, Z. Z. J. Inorg. Biochem. 2009, 103, 210. doi: 10.1016/j.jinorgbio.2008.10.010
-
[44]
(44) Li, Y. T.; Liu, Z. Q.;Wu, Z. Y. J. Inorg. Biochem. 2008, 102, 1790. doi: 10.1016/j.jinorgbio.2008.05.011
-
[45]
(45) Rajendiran, V.; Karthik, R.; Palaniandavar, M.; Evans, S. H.; Periasamy, V. S.; Akbarsha, M. A.; Srinag, B. S.; Krishnamurthy, H. Inorg. Chem. 2007, 46, 8208. doi: 10.1021/ic700755p
-
[46]
(46) Khoramdareh, Z. K.; Yazdi, S. A.; Spingler, H. B.; Khandar, A. A. Inorg. Chim. Acta 2014, 415. 7.
-
[47]
(47) Jiang, J.; Tang, X. L.; Dou,W.; Zhang, H. H.; Liu,W. S.;Wang, C. X.; Zheng, J. R. J. Inorg. Biochem. 2010, 104, 583. doi: 10.1016/j.jinorgbio.2010.01.011
-
[48]
(48) Melnik, M. Coord. Chem. Rev. 1982, 42, 259. doi: 10.1016/S0010-8545(00)80537-8
-
[49]
(49) Kato, M.; Muto, Y. Coord. Chem. Rev. 1988, 92, 45. doi: 10.1016/0010-8545(88)85005-7
-
[50]
(50) Weder, J. E.; Dillon, C. T.; Hambley, T.W.; Kennedy, B. J.; Lay, P. A.; Biffin, J. R.; Regtop, H. L.; Davies, N. M. Coord. Chem. Rev. 2002, 232, 95. doi: 10.1016/S0010-8545(02)00086-3
-
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