Synthesis, Structural Characterization, and Antitumor Activity of a Ca(II) Coordination Polymer Based on 1,6-Naphthalenedisulfonate and 4,4′-Bipyridyl
Abstract
:1. Introduction
2. Results and Discussion
2.1. Molar Conductivity
2.2. IR Spectra
2.3. Structure Description
D–H···A | D–H | H···A | D···A | D–H···A |
---|---|---|---|---|
O(1W)–H(1A)···O(3W) i | 0.85 | 2.14 | 2.961(2) | 163 |
O(1W)–H(1B)···O(3) ii | 0.84 | 2.02 | 2.803(2) | 155 |
O(2W)–H(2A)···O(2) ii | 0.86 | 2.02 | 2.865(2) | 170 |
O(2W)–H(2B)···O(3) iii | 0.85 | 1.95 | 2.798(19) | 172 |
O(3W)–H(3A)···N(2) iv | 0.86 | 1.90 | 2.755(2) | 172 |
O(3W)–H(3B)···O(2) v | 0.84 | 2.19 | 2.963(2) | 154 |
O(4W)–H(4A)···O(6) i | 0.84 | 2.08 | 2.878(19) | 157 |
O(4W)–H(4B)···O(5) | 0.85 | 1.93 | 2.761(19) | 166 |
2.4. Thermogravimetric Analysis
2.5. Antitumor Activity
Compound | IC50 (μg/mL) | |
---|---|---|
SMMC-7721 | A549 | |
1,6-naphthalenedisulfonic acid sodium | 22 ± 1.7 | – |
Ca(II) complex | 36 ± 2.9 | 27 ± 1.2 |
3. Experimental Section
3.1. Materials and Methods
3.2. Synthesis of Ca(II) Coordination Polymer
3.3. X-ray Crystallography
Bonds | Bond length (Å) | Angles (°) |
---|---|---|
Ca(1)–O(1) | 2.298(13) | – |
Ca(1)–O(4W) | 2.407(14) | – |
Ca(1)–O(4) | 2.426(13) | – |
Ca(1)–N(1) | 2.593(15) | – |
Ca(1)–O(2W) | 2.361(14) | – |
Ca(1)–O(1W) | 2.423(15) | – |
Ca(1)–O(3W) | 2.490(14) | – |
O(1)–Ca(1)–O(2W) | – | 164.41(6) |
O(2W)–Ca(1)–O(4W) | – | 92.61(6) |
O(2W)–Ca(1)–O(1W) | – | 79.81(5) |
O(1)–Ca(1)–O(4) | – | 98.95(5) |
O(1)–Ca(1)–O(4W) | – | 86.44(6) |
O(1)–Ca(1)–O(1W) | – | 85.04(6) |
O(1W)–Ca(1)–O(4W) | – | 73.07(6) |
O(2W)–Ca(1)–O(4) | – | 95.74(5) |
O(4W)–Ca(1)–O(4) | – | 74.14(5) |
O(1)–Ca(1)–O(3W) | – | 96.60(6) |
O(4W)–Ca(1)–O(3W) | – | 142.14(5) |
O(4)–Ca(1)–O(3W) | – | 68.10(4) |
O(2W)–Ca(1)–N(1) | – | 91.05(6) |
O(1W)–Ca(1)–N(1) | – | 73.61(5) |
O(3W)–Ca(1)–N(1) | – | 71.91(5) |
O(1W)–Ca(1)–O(4) | – | 146.63(5) |
O(2W)–Ca(1)–O(3W) | – | 93.68(5) |
O(1W)–Ca(1)–O(3W) | – | 144.75(5) |
O(1)–Ca(1)–N(1) | – | 81.10(5) |
O(4W)–Ca(1)–N(1) | – | 145.23(5) |
O(4)–Ca(1)–N(1) | – | 139.76(5) |
3.4. Antitumor Activity
4. Conclusions
Acknowledgments
Appendix
Conflicts of Interest
References
- Li, Z.H.; Xue, L.P.; Wang, L.; Zhang, S.T.; Zhao, B.T. Two-dimensional copper-based metal-organic framework as a robust heterogeneous catalyst for the N-arylation of imidazole with arylboronic acids. Inorg. Chem. Commun. 2013, 27, 119–121. [Google Scholar]
- Mu, Y.J.; Song, Y.J.; Wang, C.; Hou, H.W.; Fan, Y.T. Syntheses, structures and luminescence of a series of Cd(II)-containing coordination polymers constructed from a long flexible bis-triazole ligand. Inorg. Chim. Acta 2011, 365, 167–176. [Google Scholar] [CrossRef]
- Rosi, N.L.; Eckert, J.; Eddaoudi, M.; Vodak, D.T.; Kim, J.; O’Keefe, M.; Yaghi, O.M. Hydrogen storage in microporous metal-organic frameworks. Science 2003, 300, 1127–1129. [Google Scholar] [CrossRef]
- Zhao, L.; Xu, G.F.; Tang, J. Carboxylato-bridged 3D polymeric networks of Pr(III): Synthesis, crystal structure, magnetic property and thermal behavior. J. Mol. Struct. 2010, 979, 160–164. [Google Scholar] [CrossRef]
- Della Rocca, J.; Lin, W.B. Nanoscale metal-organic frameworks: Magnetic resonance imaging contrast agents and beyond. Eur. J. Inorg. Chem. 2010, 2010, 3725–3734. [Google Scholar]
- Saha, D.; Sen, R.; Maity, T.; Koner, S. Porous magnesium carboxylate framework: Synthesis, X-ray crystal structure, gas adsorption property and heterogeneous catalytic aldol condensation reaction. Dalton Trans. 2012, 41, 7399–7408. [Google Scholar] [CrossRef] [PubMed]
- Tai, X.S.; Wei, N.; Wang, D.H. Synthesis, crystal structure and luminescent property of Mg (II) complex with N-benzenesulphonyl-L-leucine and 1,10-phenanthroline. Materials 2012, 5, 558–565. [Google Scholar] [CrossRef]
- Tai, X.S.; Feng, Y.M.; Kong, F.Y.; Wang, D.Q.; Tan, M.Y. Synthesis, crystal structure and thermal stability of 1D chain coordination polymer [Ca(L)2(CH3OH)2]n. China J. Inorg. Chem. 2008, 24, 831–834. [Google Scholar]
- Tai, X.S.; Wang, D.F.; Zhao, Z.B. Synthesis, crystal structure and antibacterial activity of 2D hydrogen-bonds layered magnesium(II) complex. China J. Inorg. Chem. 2008, 26, 1490–1494. [Google Scholar]
- Tai, X.S.; Du, L.C.; Zhao, Z.B. Synthesis, crystal structure and antibacterial activity of magnesium(II) complex with N-benzenesulphonyl-L-phenylalanine and 1,10-phenanthroline. China J. Inorg. Chem. 2011, 27, 575–579. [Google Scholar]
- Tai, X.S.; Zhao, W.H.; Li, F.H. Synthesis, structural characterization and antitumor activity of a Ca(II)-schiff base complex. China J. Inorg. Chem. 2013, 29, 1328–1332. [Google Scholar]
- Taylor-Pashow, K.M.L.; Della Rocca, J.; Huxford, J.; Lin, W.B. Hybrid nanomaterials for biomedical applications. Chem. Commun. 2010, 46, 5832–5849. [Google Scholar] [CrossRef]
- Geary, W.J. The use of conductivity measurements in organic solvents for the characterization of coordination compounds. Coord. Chem. Rev. 1971, 7, 81–122. [Google Scholar] [CrossRef]
- Nakamoto, K. Infrared and Ramen Spectra of Inorganic and Coordination Compounds, 3rd Ed. ed; John Wiley and Sons: New York, NY, USA, 1978; Volume 1, pp. 359–368. [Google Scholar]
- Tai, X.S.; Li, F.H. Synthesis, crystal structure and antitumor activity of 1D coordination polymer of Ca(II) and Na(I) with N-p-tolysulfonyl-glycine. Asian J. Chem. 2013, 25, 4401–4403. [Google Scholar]
- Tai, X.S.; Wang, D.H.; Zhao, W.H. Synthesis, crystal structure and antibacterial activity of calcium(II) complex of 2-formyl-benzenesulfonato-hydrazine. Asian J. Chem. 2013, 25, 4427–4430. [Google Scholar]
- Sheldrick, G.M. SHELXL-97, Program for Crystal Structure Solution; University of GÖttingen: GÖttingen, Germany, 1997. [Google Scholar]
- Sheldrick, G.M. SHELXTL-97, Program for Crystal Structure Refinement; University of GÖttingen: GÖttingen, Germany, 1997. [Google Scholar]
- Dodoff, N.; Grancharow, K.; Gugova, R.; Spassovska, N. Platinum(II) complexes of benzoic-and 3-methoxybenzoic acid hydrazides. Synthesis, characterization, and cytotoxic effect. J. Inorg. Biochem. 1994, 54, 221–233. [Google Scholar] [CrossRef] [PubMed]
© 2013 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
Share and Cite
Tai, X.; Zhao, W. Synthesis, Structural Characterization, and Antitumor Activity of a Ca(II) Coordination Polymer Based on 1,6-Naphthalenedisulfonate and 4,4′-Bipyridyl. Materials 2013, 6, 3547-3555. https://doi.org/10.3390/ma6083547
Tai X, Zhao W. Synthesis, Structural Characterization, and Antitumor Activity of a Ca(II) Coordination Polymer Based on 1,6-Naphthalenedisulfonate and 4,4′-Bipyridyl. Materials. 2013; 6(8):3547-3555. https://doi.org/10.3390/ma6083547
Chicago/Turabian StyleTai, Xishi, and Wenhua Zhao. 2013. "Synthesis, Structural Characterization, and Antitumor Activity of a Ca(II) Coordination Polymer Based on 1,6-Naphthalenedisulfonate and 4,4′-Bipyridyl" Materials 6, no. 8: 3547-3555. https://doi.org/10.3390/ma6083547