4,4΄-二羧基二苯基砜钬配合物的制备晶体结构及抑菌活性

Abstract
Figure/Table
References (0)
Related Citation (15)

Download: PDF (507 KB) HTML (1 KB)
Export: BibTeX | EndNote (RIS)

Abstract A new lanthanide coordination polymer, [Ho(sba)(H2O)2(DMF)2]H2ODMFCl (1) based on the versatile ligand H2sba (H2sba = 4,4΄-dicarboxybiphenyl sulfone), was prepared and characterized by single-crystal X-ray diffraction, elemental analysis, IR spectroscopy and thermogravimetric analysis. Single-crystal X-ray diffraction indicates that complex 1 belongs to the triclinic system, space group P with a = 10.6942(6), b = 11.8452(7), c = 13.1814(8) Å, α = 94.854(2),  = 96.649(2), γ = 91.663(2)º, V = 1651.30(17) Å3, Z = 2, Dc = 1.565 g•cm-3, μ = 2.597 mm-1, Mr = 777.98, F(000) = 780, the final R = 0.0446 and wR = 0.1116 with I > 2(I). In the title complex, the Ho(III) ions exhibit 1D ∞-like double chains. The DMF molecules not only make the structure more stable, but also act as hydrogen bond acceptors making the 1D double chains into a three-dimensional (3D) supramolecular framework. In addition, the antifungal effects of the ligand, metal salt and Ho(III) complex have also been studied by the disc diffusion method against Colletotrichum gloeosporioides Penz. It was found that the antifungal activity of complex 1 was better than the corresponding ligand and the metal salt. Complex 1 has potential applications in the antifungal activity.

Key words： complex crystal structure antifungal activity

Received: 21 October 2016 Published: 10 July 2017

Fund:Supported by the Natural Science Foundation of Ningxia Province (No. NZ15006)

Corresponding Authors: nxdaxue@126.com E-mail: nxdaxue@126.com

	Service

	E-mail this article
	Add to my bookshelf
	Add to citation manager
	E-mail Alert
	RSS
	Articles by authors
	LIANG Hong-Jiao
	LI Bing
	GAO Hui
	QIU Jing-Ru
	WU Huan-Ping
	TIAN Xiao-Yan
	SONG Wei-Ming

Cite this article:

LIANG Hong-Jiao,LI Bing,GAO Hui, et al. Synthesis, Crystal Structure and Antifungal Activity of a New Ho(III) Complex Based on 4,4΄-Dicarboxybiphenyl Sulfone[J]. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2017, 36(7): 1164-1171.

URL:

http://manu30.magtech.com.cn/jghx/EN/ OR http://manu30.magtech.com.cn/jghx/EN/Y2017/V36/I7/1164

REFERENCES
(1)Yarlagadda, V.; Samaddar, S.; Paramanandham, K.; Shome, B. R.; Haldar, J. Membrane disruption and enhanced inhibition of cell-wall biosynthesis: a synergistic approach to tackle vancomycin-resistant bacteria. Angew. Chem. Int. Ed. 2015, 54, 13644–13649.
(2) Zhao, S. Z.; Zhao, L. Y.; Zhang, X. Q.; Liu, C. C.; Hao, C. Z.; Xie, H. L.; Sun, B.; Zhao, D. M.; Cheng, M. S. Design, synthesis, and structure-activity relationship studies of benzothiazole derivatives as antifungal agents. Eur. J. Med. Chem. 2016,123, 514–522.
(3) Liu, R. H.; Chen, X. Y.; Falk, S. P.; Mowery, B. P.; Karlsson, A. J.; Weisblum, B.; Palecek, S. P.; Masters, K. S.; Gellman, S. H. Structure–activity relationships among antifungal nylon-3 polymers: identification of materials active against drug-resistant strains of candida albicans. J. Am. Chem. Soc. 2014, 136, 4333–4342.
(4) Ahmed, I.; Hussain, H.; Schulz, B.; Draeger, S.; Padula, D.; Pescitelli, G.; van Ree, T.; Krohn, K. Three new antimicrobial metabolites from the endophytic fungus phomopsis sp. Eur. J. Inorg. Chem. 2011, 15, 2867–2873.
(5) Haque, R. A.; Asekunowo, P. O.; Budagumpi, S. Binuclear silver(I) complexes of p-xylyl/2,6-lutidinyl linked bis-N-heterocyclic carbene ligands: Synthesis, crystal structures and biological evaluation. Inorg. Chem. Commun. 2014, 47, 56–59.
(6) Kostova, I.; Stefanova, T. Synthesis, characterization and cytotoxic/cytostatic activity of Sm(III) and Gd(III) complexes. J. Coord. Chem. 2009, 62, 3187–3197.
(7) Azab, H. A.; Hussein, B. H. M.; El-Azab, M. F.; Gomaa, M.; El-Falouji, A. I. Bis(acridine-9-carboxylate)-nitro-europium(III) dihydrate complex a new apoptotic agent through Flk-1 down regulation, caspase-3 activation and oligonucleosomes DNA fragmentation. Bioorg. Med. Chem. 2013, 21, 223–234.
(8) Liu, J. Y.; Ren, N.; Zhang, J. J. Crystal structures , thermal behavior and biological activities of lanthanide compounds with 2,4-dichlorobenzoic acid and 1,10-phenanthroline. Sci. China. Chem. 2014, 10, 1–12.
(9) Kostova, I.; Manolov, I.; Momekov, G. Cytotoxic activity of new neodymium (III) complexes of bis-coumarins. Eur. J. Med. Chem. 2004, 39, 765–775.
(10) Gassner, A. L.; Duhot, C.; Bunzli, J. C. G.; Chauvin, A. S. Remarkable tuning of the photophysical properties of bifunctional lanthanide tris (dipicolinates) and its consequence on the design of bioprobes. Inorg. Chem. 2008, 47, 7802–7812.
(11) Sun, Y. L.; Feng, X.; Gao, N.; Wang, L. Y.; Li, R. F.; Bai, R. F. A novel europium coordination polymer based on mixed carboxylic acid ligands: Synthesis, structure and luminescence. Inorg. Chem. Commun. 2016, 67, 90–94.
(12) Zou, S. Z.; Du, S. W. Syntheses, structures and luminescent properties of two europium-based metal-organic frameworks. Chin. J. Struct. Chem. 2015, 34, 1265–1272.
(13) Jiang, Z. Q.; Jiang, G. Y.; Hou, D. C.; Wang, F.; Zhao, Z.; Zhang, J. Urothermal synthesis of photoluminescent lanthanide–organic frameworks with unusual topologies. CrystEngComm, 2013. 15, 315–323.
(14) Wen, H. L.; Kang, J. J.; Dai, B.; Deng, R. H.; Hu, H. W. Syntheses, Crystal Structures and Antibacterial Activities of 5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic Acid and Its Copper(II) Compound. Chin. J. Struct. Chem. 2015, 34, 33–40.
(15) Chen, S. Y.; Guo, Y. C.; Yan, J. W.; Feng, Y. Q. Synthesis, crystal structure and antibacterial activity of a new ternary copper(II) complex with 2,6-pyridinedicarboxylic acid and 1,10-phenanthroline. Chin. J. Struct. Chem. 2011, 30, 1064–1068.
(16) Chen, S. L.; Zhang, T. J.; Wang, J.; Wang, F. Y.; Niu, H. D.; Wu, C. F.; Wang, S. J. Synthesis and evaluation of 1-hydroxy/methoxy-4-methyl-2-phenyl-1H-imidazole-5-carboxylic acid derivatives as non-purine xanthine oxidase inhibitors. Eur. J. Med. Chem. 2015, 103, 343–353.
(17) Lakshminarayana, N.; Prasad, Y. R.; Gharat, L.; Thomas, A.; Ravikumar, P.; Narayanan, S.; Srinivasan, C. V.; Gopalan, B. Synthesis and evaluation of some novel isochroman carboxylic acid derivatives as potential anti-diabetic agents. Eur. J. Med. Chem. 2009, 44, 3147–3157.
(18) Kamatchi, T. S.; Chitrapriya, N.; Kim, S. K.; Fronczek, F. R.; Natarajan, K. Influence of carboxylic acid functionalities in ruthenium (II) polypyridyl complexes on DNA binding, cytotoxicity and antioxidant activity: synthesis, structure and in vitro anticancer activity. Eur. J. Med. Chem. 2013, 59, 253–264.
(19) Lu, X. Y.; Ye, J. W.; Zhang, D. K.; Xie, R. X.; Bogale, R. F.; Sun, Y.; Zhao, L. M.; Zhao, Q.; Ning, G. L. Silver carboxylate metal–organic frameworks with highly antibacterial activity and biocompatibility. J. Inorg. Biochem. 2014, 138, 114–121.
(20) Jiang, Y.; Zhu, C. F.; Zheng, Z.; He, J. B.; Wang, Y. Synthesis, characterization and antibacterial activity of a biocompatible silver complex based on 2,2′-bipyridine and 5-sulfoisophthalate. Inorg. Chim. Acta 2016, 451, 143–147.
(21) Blessing, R. H. An empirical correction for absorption anisotropy. Acta Crystallogr. Sect. A.1995, 51, 33–38.
(22) Sheldrick, G. M. SADABS. Program for Empirical Absorption Correction of Area Detector. University of Göttingen, Germany 1996.
(23) Sheldrick, G. M. SHELXS-97, Program for the Crystal Structure Solution, University of Göttingen, Germany 1997.
(24) Sheldrick, G. M. SHELXL-97, Program for the Crystal Structure Reﬁnement, University of Göttingen, Germany 1997.
(25) Bauer, A. W.; Kirby, W. M. M.; Sherris, J. C.; Turck, M. Antibiotic susceptibility testing by a standardised single disc method. Am. J. Clin. Pathol. 1966, 45, 493496.
(26) Kundu, K.; Sahoo, S. C.; Baneriee, R. Alkali earth metal (Ca, Sr, Ba) based thermostable metal–organic frameworks (MOFs) for proton conduction. Chem. Commun. 2012, 48, 49985000.
(27) Deacon, G. B.; Phillips, R. J. Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Coord. Chem. Rev. 1980, 33, 227250.
(28) Sun, D. D.; Zhang, W. W.; Yang, E. D.; Li, N.; Liu, H. P.; Wang, W. Y. Investigation of antibacterial activity and related mechanism of a ruthenium (II) polypyridyl complex. Inorg. Chem. Commun. 2015, 56, 1721.
(29) EUCAST Definitive Document E. DEF 3.1, June 2000. Determination of minimum inhibitory concentrations (MICS) of antibacterial agents by agar dilution. Clin. Microbiol. Infect. 2000, 6, 509515.
(30) Chohan, Z. H.; Scozzafava, A.; Supuran, C. T. Unsymmetrical 1,1′-disubstituted Ferrocenes: Synthesis of Co(II), Cu(II), Ni(II) and Zn(II) Chelates of Ferrocenyl-1-thiadiazolo-1′-tetrazole, -1-thiadiazolo-1′-triazole and -1-tetrazolo-1′-triazole with Antimicrobial Properties. J. Enzyme Inhib. Med. Chem. 2002, 17, 261266.