Citation: TAI Xi-Shi, WANG Xin, YOU Hai-Ying. Synthesis, Crystal Structure and Antitumor Activity of a New Zn(II) Complex Based on N-Acetyl-L-phenylalanine and 1,10-Phenanthroline[J]. Chinese Journal of Structural Chemistry, ;2016, 35(4): 586-590. doi: 10.14102/j.cnki.0254-5861.2011-0910 shu

Synthesis, Crystal Structure and Antitumor Activity of a New Zn(II) Complex Based on N-Acetyl-L-phenylalanine and 1,10-Phenanthroline

1.
a College of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, China;
2.
b Department of Chemistry, Qinghai Normal University, Xining 810008, China;
3.
c Weifang University of Science and Technology, Shouguang 262700, China

Received Date: 23 July 2015
Available Online: 22 October 2015
Fund Project: This work was supported by the National Natural Science Foundation of China (No. 21171132) (No. 21171132)

A new Zn(Ⅱ) complex,[Zn(L)₂(phen)(H₂O)] (1, HL=N-acetyl-L-phenylalanine, phen=1,10-phenanthroline) has been synthesized and characterized by elemental analysis, IR and X-ray single-crystal diffraction analysis. The Zn(Ⅱ) complex belongs to monoclinic, space group P2₁ with a=12.6749(13), b=5.5965(6), c=22.985(2) Å, β=104.296(2)°, V=1580.0(3) Å³, Z=2, M_r=676.02, Dc=1.421 μg·m^-3, μ=0.833 mm^-1, F(000)=704, and the final R=0.0460, wR=0.0899 for 4422 observed reflections with I > 2σ(I). The molecules form a 1D chained structure by hydrogen bonds. The antitumor activities of Zn(Ⅱ) complex against human hepatoma SMMC-7721 cells, human lung adenocarcinoma A549 cells and human colon carcinoma WiDr cells have also been investigated.
- N-acetyl-L-phenylalanine,
- Zn(II) complex,
- synthesis,
- crystal structure,
- antitumor activity
1. [1]
  (1) Deng, H. X.; Grunder, S.; Cordova, K. E.; Valente, C.; Furukawa, H.; Humadeh, M.; Gandara, F.; Whalley, A. C.; Liu, Z.; Asahina, S.; Kazumori, H.; O'Keeffe, M.; Terasaki, O.; Staddart, J. F.; Yaghi, O. M. Large-pore apertures in a series of metal-organic frameworks. Science 2012, 336, 1018-1023.
2. [2]
  (2) Lu, W. J.; Jiang, L.; Feng, X. L.; Lu, T. B. Three 3D coordination polymers constructed by Cd(Ⅱ) and Zn(Ⅱ) with imidazole-4,5-dicarboxylate and 4,4'-bipyridyl building blocks. Cryst. Growth Des. 2006, 6, 564-571.
3. [3]
  (3) Zhou, X. H.; Li, H. H.; Huang, W. A. three-dimensional porous metal-organic framework based on cyano unit and 1,4-bis(1,2,4-triazol-1-yl)butane(btb):{[Cu₈(btb)₂(CN)₈]·3H₂O}_n. Chin. J. Struct. Chem. 2012, 31, 33-38.
4. [4]
  (4) Asif, S. K.; Brahma, S.; Dhamija, A.; Rath, S. P. Building-up novel coordination polymer with Zn(Ⅱ) porphyrin dimer:synthesis, structures, surface morphology and effect of axial ligands. J. Chem. Sci. 2014, 126, 1451-14613.
5. [5]
  (5) Tian, F.; Wang, H. D.; He, M. Y.; Chen, Q.; Chen, S. C. Anion effect on the structural diversity of 1-D and 2-D zinc(Ⅱ) coordination polymers with a flexible fluorinated bis(imidazole) ligand. Z. Naturforsch. B 2014, 69, 878-884.
6. [6]
  (6) Smith, T. M.; Symester, D.; Perrin, K. A.; Hudson, B. S.; Zubieta, J. Metal-organodiphosphonate chemistry:hydrothermal syntheses and structures of Zn(Ⅱ) and Cd(Ⅱ) coordination polymers with xylyldiphosphonate ligands. Inorg. Chim. Acta 2014, 411, 172-187.
7. [7]
  (7) Wang, J. J.; Hou, X. Y.; Gao, L. J.; Zhang, M. L.; Ren, Y. X.; Fu, F. Hydrothermal synthesis, crystal structure and luminescence of a 2D bilayer Zn(Ⅱ) coordination polymer based on terphenyl-2,2',4,4'-tetracarboxylic acid. Chin. J. Inorg. Chem. 2014, 30, 379-383.
8. [8]
  (8) Mishra, A.; Kim, H.; Lee, H. C.; Min, J. W.; Lee, M. H.; Chi, K. W. Cadmium(Ⅱ) and zinc(Ⅱ) coordination polymers built with an ethynyl backbone containing an unsymmterical amide ligand:syntheses, crystal structures, and photoluminescent properties. Inorg. Chim. Acta 2013, 405, 77-82.
9. [9]
  (9) Lee, J. Y.; Hong, S. J.; Kim, C.; Kim, S. J.; Kim, Y. M. Novel infinite hexanuclear zinc coordination polymer with a flexible bipyridyl ligand and its catalytic activity. Inorg. Chem. Commun. 2005, 8, 692-696.
10. [10]
  (10) 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. Chin. J. Inorg. Chem. 2008, 24, 831-834.
11. [11]
  (11) Guo, J. K.; Ji, J.; Wen, Y. H. Synthesis, crystal structure and luminescence property of a Cd(Ⅱ) complex assembled by 4-carboxymethoxy phenylacetic acid. Chin. J. Struct. Chem. 2013, 32, 774-778.
12. [12]
  (12) Yin, F. J.; Zhao, H.; Xu, X. Y.; Yang, X. J. Synthesis, structure and thermochromic properties of a copper(Ⅱ) complex based on naphthyl carboxylate and benzimidazolyl ligands. Chin. J. Struct. Chem. 2013, 32, 786-791.
13. [13]
  (13) Berggren, G.; Anderlund, M. F.; Styring, S.; Thapper, A. FTIR study of mangancese dimmers with carboxylate donors as model complexes for the water oxidation complex in photosystem Ⅱ. Inorg. Chem. 2012, 51, 2332-2337.
14. [14]
  (14) 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. Chin. J. Inorg. Chem. 2011, 27, 575-579.
15. [15]
  (15) Xue, L. P.; Li, Z. H.; Li, S. H.; Wang, J. G. Synthesis, crystal structure and fluorescent property of a new one-dimensional cadmium(Ⅱ) coordination polymer based on 3,4-thiophendicarboxylic acid and 1,10-phenanthroline. Chin. J. Struct. Chem. 2014, 33, 704-708.
16. [16]
  (16) 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.
17. [17]
  (17) Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Determination. University of Gottingen, Germany 1997.
18. [18]
  (18) Sheldrick, G. M. SHELXL-97, Program for X-ray Crystal Structure Refinement. University of Gottingen, Germany 1997.
19. [19]
  (19) Tai, X. S.; Zahng, Y. P.; Zhao, W. H. Synthesis, crystal structure and antitumor activity of a dinuclear calcium complex based on 1,5-naphthalenedisulfonate and 2,20-bipyridine ligands. Res. Chem. Intermed. 2015, 41, 4339-4347.
20. [20]
  (20) Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. John Wiley and Sons, New York 1978.
21. [21]
  (21) Zhai, J. Q.; Zhang, Y.; Cheng, J. K.; Yang, J. X.; Zhang, X.; Qin, Y. Y.; Yao, Y. G. Synthesis, structure and luminescent property of a new zinc(Ⅱ) complex. Chin. J. Struct. Chem. 2015, 34, 1513-1518.
1. [1]
  Yao HUANG , Yingshu WU , Zhichun BAO , Yue HUANG , Shangfeng TANG , Ruixue LIU , Yancheng LIU , Hong LIANG . Copper complexes of anthrahydrazone bearing pyridyl side chain: Synthesis, crystal structure, anticancer activity, and DNA binding. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 213-224. doi: 10.11862/CJIC.20240359
2. [2]
  Lulu DONG , Jie LIU , Hua YANG , Yupei FU , Hongli LIU , Xiaoli CHEN , Huali CUI , Lin LIU , Jijiang WANG . Synthesis, crystal structure, and fluorescence properties of Cd-based complex with pcu topology. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 809-820. doi: 10.11862/CJIC.20240171
3. [3]
  Xiaoling WANG , Hongwu ZHANG , Daofu LIU . Synthesis, structure, and magnetic property of a cobalt(Ⅱ) complex based on pyridyl-substituted imino nitroxide radical. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 407-412. doi: 10.11862/CJIC.20240214
4. [4]
  Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
5. [5]
  Jia JI , Zhaoyang GUO , Wenni LEI , Jiawei ZHENG , Haorong QIN , Jiahong YAN , Yinling HOU , Xiaoyan XIN , Wenmin WANG . Two dinuclear Gd(Ⅲ)-based complexes constructed by a multidentate diacylhydrazone ligand: Crystal structure, magnetocaloric effect, and biological activity. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 761-772. doi: 10.11862/CJIC.20240344
6. [6]
  Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
7. [7]
  Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
8. [8]
  Chao LIU , Jiang WU , Zhaolei JIN . Synthesis, crystal structures, and antibacterial activities of two zinc(Ⅱ) complexes bearing 5-phenyl-1H-pyrazole group. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1986-1994. doi: 10.11862/CJIC.20240153
9. [9]
  Xiaoxia WANG , Ya'nan GUO , Feng SU , Chun HAN , Long SUN . Synthesis, structure, and electrocatalytic oxygen reduction reaction properties of metal antimony-based chalcogenide clusters. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1201-1208. doi: 10.11862/CJIC.20230478
10. [10]
  Yan XU , Suzhi LI , Yan LI , Lushun FENG , Wentao SUN , Xinxing LI . Structure variation of cadmium naphthalene-diphosphonates with the changing rigidity of N-donor auxiliary ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 395-406. doi: 10.11862/CJIC.20240226
11. [11]
  Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
12. [12]
  Yinling HOU , Jia JI , Hong YU , Xiaoyun BIAN , Xiaofen GUAN , Jing QIU , Shuyi REN , Ming FANG . A rhombic Dy₄-based complex showing remarkable single-molecule magnet behavior. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 605-612. doi: 10.11862/CJIC.20240251
13. [13]
  Xiumei LI , Yanju HUANG , Bo LIU , Yaru PAN . Syntheses, crystal structures, and quantum chemistry calculation of two Ni(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 2031-2039. doi: 10.11862/CJIC.20240109
14. [14]
  Xiumei LI , Linlin LI , Bo LIU , Yaru PAN . Syntheses, crystal structures, and characterizations of two cadmium(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 613-623. doi: 10.11862/CJIC.20240273
15. [15]
  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
16. [16]
  Huan ZHANG , Jijiang WANG , Guang FAN , Long TANG , Erlin YUE , Chao BAI , Xiao WANG , Yuqi ZHANG . A highly stable cadmium(Ⅱ) metal-organic framework for detecting tetracycline and p-nitrophenol. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 646-654. doi: 10.11862/CJIC.20230291
17. [17]
  Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu²⁺. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
18. [18]
  Shuyan ZHAO . Field-induced Co^Ⅱ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
19. [19]
  Zhaodong WANG . In situ synthesis, crystal structure, and magnetic characterization of a trinuclear copper complex based on a multi-substituted imidazo[1,5-a]pyrazine scaffold. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 597-604. doi: 10.11862/CJIC.20240268
20. [20]
  Xiaofen GUAN , Yating LIU , Jia LI , Yiwen HU , Haiyuan DING , Yuanjing SHI , Zhiqiang WANG , Wenmin WANG . Synthesis, crystal structure, and DNA-binding of binuclear lanthanide complexes based on a multidentate Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2486-2496. doi: 10.11862/CJIC.20240122

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(883)
HTML views(52)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142