Citation: Qun-Ying YU. Symmetrical Diruthenium(Ⅱ) Complex Based on 1-Isopropyl-4-methylbenzene and Dimethylbiguanide: Synthesis and Anticancer Activity in Vitro[J]. Chinese Journal of Inorganic Chemistry, ;2021, 37(5): 899-904. doi: 10.11862/CJIC.2021.093 shu

Symmetrical Diruthenium(Ⅱ) Complex Based on 1-Isopropyl-4-methylbenzene and Dimethylbiguanide: Synthesis and Anticancer Activity in Vitro

Qun-Ying YU

School of Pharmacy and Life Science, Jiujiang University, Jiujiang, Jiangxi 332000, China

Received Date: 27 September 2020
Revised Date: 14 March 2021

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A novel symmetrical dinuclear bridging complex (NH₄)₂[Ru(Cym)(L)]₂Cl₂·4H₂O (1) (Cym=p-cymene=1-isopropyl-4-methylbenzene, H₂L=1, 1-dimethylbiguanide) was obtained by treatment of the precursor[Ru(Cym)Cl₂]₂ with metformin hydrochloride. In aqueous base solution, deprotonation of the proligand (1, 1-dimethylbiguanide) occured and the corresponding neutral ruthenium complex 1 was obtained. The structure of complex 1 has been established by FT-IR and NMR spectroscopy and single-crystal X-ray diffraction analysis. The number of crystal water was obtained by thermogravimetric analysis. The inhibition of cell proliferation activity against four human cancer cell lines (HepG-2, A549, Hela, MCF-7) of complex 1 relative to cisplatin was measured by MTT method in vitro. Notably, the novel complex displayed comparable potency toward HepG-2 (hepatocellular carcinoma, HCC) compared to cisplatin.
- ruthenium complex,
- crystal structure,
- anticancer activity,
- cisplatin
1. [1]
  Kenny R G, Marmion C J. Chem. Rev. , 2019, 119: 1058-1137 doi: 10.1021/acs.chemrev.8b00271
2. [2]
  Thota S, Rodrigues D A, Crans D C, Barreiro E J. J. Med. Chem. , 2018, 61: 5805-5821 doi: 10.1021/acs.jmedchem.7b01689
3. [3]
  Meier-Menches S M, Gerner C, Berger W, Hartinger C G, Keppler B K. Chem. Soc. Rev. , 2018, 47: 909-928 doi: 10.1039/C7CS00332C
4. [4]
  Du J, Zhang E, Zheng W, Zhang Y, Wang Z, Luo Q, Wu K, Lin Y. Metallomics, 2015, 7: 1573-1583 doi: 10.1039/C5MT00122F
5. [5]
  Watkins W M, Chulay J D, Sixsmith D G, Spencer H C, Howells R E. J. Pharm. Pharmacol. , 1987, 39: 261-265
6. [6]
  Zhang P P, Li H, Tan X H, Chen L L, Wang S M. Cancer Epidemiol. , 2013, 37: 207-218 doi: 10.1016/j.canep.2012.12.009
7. [7]
  Sarkar B, Patra S, Fiedler J, Sunoj R B, Janardanan D, Lahiri G K, Kaim W. J. Am. Chem. Soc. , 2008, 130: 3532-3542 doi: 10.1021/ja077676f
8. [8]
  Pettinari C, Marchetti F, Cerquetella A, Pettinari R, Monari M, Mac Leod T C O, Martins L M D R S, Pombeiro A J L. Organometallics, 2011, 30: 1616-1626 doi: 10.1021/om101146q
9. [9]
  Sheldrick G M. SHELXL-2018/1, Program for the Refinement of Crystal Structures, University of Göttingen, Germany, 2018.
1. [1]
  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
2. [2]
  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
3. [3]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  Peng Meng , Qian-Cheng Luo , Aidan Brock , Xiaodong Wang , Mahboobeh Shahbazi , Aaron Micallef , John McMurtrie , Dongchen Qi , Yan-Zhen Zheng , Jingsan Xu . Molar ratio induced crystal transformation from coordination complex to coordination polymers. Chinese Chemical Letters, 2024, 35(4): 108542-. doi: 10.1016/j.cclet.2023.108542
11. [11]
  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
12. [12]
  Chao Ma , Cong Lin , Jian Li . MicroED as a powerful technique for the structure determination of complex porous materials. Chinese Journal of Structural Chemistry, 2024, 43(3): 100209-100209. doi: 10.1016/j.cjsc.2023.100209
13. [13]
  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
14. [14]
  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
15. [15]
  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
16. [16]
  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
17. [17]
  Huijiao Fu , Peiqin Liang , Qianwen Chen , Yan Wang , Guang Li , Xuzi Cai , Shengtao Wang , Kun Chen , Shengying Shi , Zhiqiang Yu , Xuefeng Wang . COX-2 blocking therapy in cisplatin chemosensitization of ovarian cancer: An allicin-based nanomedicine approach. Chinese Chemical Letters, 2024, 35(8): 109241-. doi: 10.1016/j.cclet.2023.109241
18. [18]
  Linjie Ju , Zhongxi Huang , Qian Shen , Chan Fu , Shuanghe Li , Wenjie Duan , Chenfeng Xu , Weizhen An , Zhiqiang Zhai , Jifu Wei , Changmin Yu , Guoren Zhou . Glutathione depletion based Pt(Ⅳ) hybrid mesoporous organosilica delivery system to conquer cisplatin chemoresistance: A “one stone three birds” strategy. Chinese Chemical Letters, 2024, 35(10): 109450-. doi: 10.1016/j.cclet.2023.109450
19. [19]
  Qiyan Wu , Ruixin Zhou , Zhangyi Yao , Tanyuan Wang , Qing Li . Effective approaches for enhancing the stability of ruthenium-based electrocatalysts towards acidic oxygen evolution reaction. Chinese Chemical Letters, 2024, 35(10): 109416-. doi: 10.1016/j.cclet.2023.109416
20. [20]
  Chun-Yun Ding , Ru-Yuan Zhang , Yu-Wu Zhong , Jiannian Yao . Binary and heterostructured microplates of iridium and ruthenium complexes: Preparation, characterization, and thermo-responsive emission. Chinese Journal of Structural Chemistry, 2024, 43(10): 100393-100393. doi: 10.1016/j.cjsc.2023.100393

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