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
-
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.
-
-
[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
-
[1]
-
-
[1]
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
-
[2]
Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two LnⅢ3 complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
-
[3]
Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
-
[4]
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
-
[5]
Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
-
[6]
Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
-
[7]
Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
-
[8]
Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
-
[9]
Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
-
[10]
Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
-
[11]
Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
-
[12]
Jinfeng Chu , Lan Jin , Yu-Fei Song . Exploration and Practice of Flipped Classroom in Inorganic Chemistry Experiment: a Case Study on the Preparation of Inorganic Crystalline Compounds. University Chemistry, 2024, 39(2): 248-254. doi: 10.3866/PKU.DXHX202308016
-
[13]
Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
-
[14]
Liyang ZHANG , Dongdong YANG , Ning LI , Yuanyu YANG , Qi MA . Crystal structures, luminescent properties and Hirshfeld surface analyses of three cadmium(Ⅱ) complexes based on 2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)benzoate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1943-1952. doi: 10.11862/CJIC.20240079
-
[15]
Chang Liu , Tao Wu , Lijiao Deng , Xuzi Li , Xin Fu , Shuzhen Liao , Wenjie Ma , Guoqiang Zou , Hai Yang . Programmed DNA walkers for biosensors. Chinese Chemical Letters, 2024, 35(9): 109307-. doi: 10.1016/j.cclet.2023.109307
-
[16]
Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
-
[17]
Jia-Li Xie , Tian-Jin Xie , Yu-Jie Luo , Kai Mao , Cheng-Zhi Huang , Yuan-Fang Li , Shu-Jun Zhen . Octopus-like DNA nanostructure coupled with graphene oxide enhanced fluorescence anisotropy for hepatitis B virus DNA detection. Chinese Chemical Letters, 2024, 35(6): 109137-. doi: 10.1016/j.cclet.2023.109137
-
[18]
Dongju Zhang . Exploring the Descriptions and Connotations of Basic Concepts of Teaching Crystal Structures. University Chemistry, 2024, 39(3): 18-22. doi: 10.3866/PKU.DXHX202304003
-
[19]
Hongwei Ma , Hui Li . Three Methods for Structure Determination from Powder Diffraction Data. University Chemistry, 2024, 39(3): 94-102. doi: 10.3866/PKU.DXHX202310035
-
[20]
Yang Qin , Jiangtian Li , Xuehao Zhang , Kaixuan Wan , Heao Zhang , Feiyang Huang , Limei Wang , Hongxun Wang , Longjie Li , Xianjin Xiao . Toeless and reversible DNA strand displacement based on Hoogsteen-bond triplex. Chinese Chemical Letters, 2024, 35(5): 108826-. doi: 10.1016/j.cclet.2023.108826
-
[1]
Metrics
- PDF Downloads(599)
- Abstract views(431)
- HTML views(1)