Citation: Shuang-Shuang GAI, Jun-Feng LAN, Peng ZHANG, Cai-Yun JIANG, Yi-Ming QIN. Synthesis, Crystal Structure and Cytotoxicity of Ru(Ⅱ) Complex Targeting DNA[J]. Chinese Journal of Inorganic Chemistry, ;2021, 37(7): 1277-1283. doi: 10.11862/CJIC.2021.151 shu

Synthesis, Crystal Structure and Cytotoxicity of Ru(Ⅱ) Complex Targeting DNA

Shuang-Shuang GAI ¹ ,
Jun-Feng LAN ² ,
Peng ZHANG ^{1, 2} ,
Cai-Yun JIANG ^{1, 2,,} ,
Yi-Ming QIN ^{1, 2,,}

1.
Key Laboratory for Research and Development of Characteristic Yao, Guangxi Science & Technology Normal University, Laibin, Guangxi 545004, China
2.
School of Food and Biochemical Engineering, Guangxi Science & Technology Normal University, Laibin, Guangxi 545004, China

Corresponding author: Cai-Yun JIANG, jiangcaiyun2013@163.com Yi-Ming QIN, qym68@163.com
Received Date: 15 December 2020
Revised Date: 29 April 2021

Figures(10)

To develop a novel antitumor Ru agent, [Ru(L)(DMSO)₂Cl₂] (1) (DMSO=dimethyl sulfoxide) was synthesized by employing a Schiff base ligand 3-methyl-2-thiophenecarboxaldehyde-4-hydroxybenzhydrazide (L). The single crystal X-ray crystallographic study was carried out to determine the crystallographic structure of 1. The structure of complex 1 is composed of a central Ru(Ⅱ) ion, two DMSO molecules, two chloride ions, and a ligand L. In addition, 1 possessed strong antitumor activity against T24 cells by MTT analysis. Furthermore, the potential antitumor mechanism of 1 was investigated by comet assays, western-blotting assays, and DNA agarose gel electrophoresis. These results indicate that 1 can effectively bind to DNA and induce DNA damage, and eventually kill the tumor cells. DNA damage may be caused by the production of reactive oxygen species.CCDC: 2080249.
- ruthenium(Ⅱ) complex,
- DNA target,
- T24 cells,
- anticancer activity
1. [1]
  El-Kordy E A. J. Microsc. Ultrastruct. , 2019, 7: 153-164 doi: 10.4103/JMAU.JMAU_21_19
2. [2]
  Mukaya E H, Mbianda X Y. Mini-Rev. Med. Chem. , 2020, 20: 726-738 doi: 10.2174/1389557519666191107142926
3. [3]
  Schweigert M, Dubecz A, Stein H J. Nat. Rev. Gastroenterol. Hepatol. , 2013, 10: 230-244 doi: 10.1038/nrgastro.2012.236
4. [4]
  Rancoule C, Guy J B, Vallard A, Ben Mrad M, Rehailia A, Magné N. Bull. Cancer, 2017, 104: 167-176 doi: 10.1016/j.bulcan.2016.11.011
5. [5]
  Rosenberg B, Van Camp L, Krigas T I. Nature, 1965, 205: 698-699 doi: 10.1038/205698a0
6. [6]
  Rosenberg B, Van Camp L, Grimley E B, Thomson A J. J. Biol. Chem. , 1967, 242: 1347-1352 doi: 10.1016/S0021-9258(18)96186-7
7. [7]
  Notaro A, Frei A, Rubbiani R, Jakubaszek M, Basu U, Koch S, Mari C, Dotou M, Blacque O, Gouyon J, Bedioui F, Rotthowe N, Winter R F, Goud B, Ferrari S, Tharaud M, Řezáčová M, Humajová J, Tomšík P, Gasser G. J. Med. Chem. , 2020, 63: 5568-5584 doi: 10.1021/acs.jmedchem.0c00431
8. [8]
  Misirlic-Dencic S, Poljarevic J, Isakovic A M, Sabo T, Markovic I, Trajkovic V. Curr. Med. Chem. , 2020, 27: 380-410 doi: 10.2174/0929867325666181031114306
9. [9]
  Sun Y, Heidary D K, Zhang Z, Richards C I, Glazer E C. Mol. Pharm. , 2018, 15: 3404-3416 doi: 10.1021/acs.molpharmaceut.8b00407
10. [10]
  Mudavath R, Vuradi R K, Bathini U, Narsimha N, Kunche S, Sunitha S N T, Ch S D. Nucleosides Nucleotides Nucleic Acids, 2019, 38: 874-900 doi: 10.1080/15257770.2019.1618470
11. [11]
  Leskovac A, Petrovic S, Lazarevic-Pasti T, Krstic M, Vasic V. J. Biol. Inorg. Chem. , 2018, 23: 689-704 doi: 10.1007/s00775-018-1560-x
12. [12]
  Biancalana L, Pampaloni G, Marchetti F. Chimia (Aarau), 2017, 71: 573-579 doi: 10.2533/chimia.2017.573
13. [13]
  Alessio E, Messori L. Molecules, 2019, 24: 1995-2014 doi: 10.3390/molecules24101995
14. [14]
  Trondl R, Heffeter P, Kowol C R, Jakupec M A, Berger W, Keppler B K. Chem. Sci. , 2014, 5: 2925-2932 doi: 10.1039/C3SC53243G
15. [15]
  Nardon C, Brustolin L, Fregona D. Future Med. Chem. , 2016, 8: 211-226 doi: 10.4155/fmc.15.175
16. [16]
  Notaro A, Gasser G. Chem. Soc. Rev. , 2017, 46: 7317-7337 doi: 10.1039/C7CS00356K
17. [17]
  Hartinger C G, Jakupec M A, Zorbas-Seifried S, Groessl M, Egger A, Berger W, Zorbas H, Dyson P J, Keppler B K. Chem. Biodivers. , 2008, 5: 2140-2155 doi: 10.1002/cbdv.200890195
18. [18]
  Samanta B, Chakraborty J, Shit S, Batten S R, Jensen P, Masuda J D, Mitra S. Inorg. Chim. Acta, 2007, 360: 2471-2484 doi: 10.1016/j.ica.2006.12.019
19. [19]
  Deng J G, Gou Y, Chen W. Fu X, Deng H. Bioorg. Med. Chem. , 2016, 24: 2190-2198 doi: 10.1016/j.bmc.2016.03.033
20. [20]
  Monfared H H, Vahedpour M, Yeganeh M M, Ghorbanloo M, Mayer P, Janiak C. Dalton. Trans. , 2011, 40: 1286-1294 doi: 10.1039/c0dt00371a
21. [21]
  Rocha C R, Silva M M, Quinet A, Cabral-Neto J B, Menck C. Clinics (Sao Paulo), 2018, 73: 478-488
22. [22]
  Rodríguez-Corrales J Á, Wang J, Winkel B S J, Brewer K J. ChemBioChem, 2018, 19: 2216-2224 doi: 10.1002/cbic.201800369
23. [23]
  Dolomanov O V, Bourhis L J, Gildea R J, Howard J A K, Puschmann H. J. Appl. Crystallogr. , 2009, 42: 339-341 doi: 10.1107/S0021889808042726
24. [24]
  Celik H, Arinç E. J. Pharm. Pharm. Sci. , 2008, 11: 68-82
25. [25]
  Pracharova J, Radosova M T, Dvorak T E, Thangappan R, Arivanandhan M. Dalton. Trans. , 2016, 45: 13179-13186 doi: 10.1039/C6DT01467D
26. [26]
  Wani T H, Chakrabarty A, Shibata N, Yamazaki H, Guengerich F P, Chowdhury G. Chem. Res. Toxicol. , 2017, 30: 1622-1628 doi: 10.1021/acs.chemrestox.7b00127
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]
  Jingwen Zhao , Jianpu Tang , Zhen Cui , Limin Liu , Dayong Yang , Chi Yao . A DNA micro-complex containing polyaptamer for exosome separation and wound healing. Chinese Chemical Letters, 2024, 35(9): 109303-. doi: 10.1016/j.cclet.2023.109303
3. [3]
  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
4. [4]
  Boyuan Hu , Jian Zhang , Yulin Yang , Yayu Dong , Jiaqi Wang , Wei Wang , Kaifeng Lin , Debin Xia . Dual-functional POM@IL complex modulate hole transport layer properties and interfacial charge dynamics for highly efficient and stable perovskite solar cells. Chinese Chemical Letters, 2024, 35(7): 108933-. doi: 10.1016/j.cclet.2023.108933
5. [5]
  Dan Ouyang , Huan Huang , Yanting He , Jiajing Chen , Jiali Lin , Zhuling Chen , Zongwei Cai , Zian Lin . Utilization of hydralazine as a reactive matrix for enhanced detection and on-MALDI-target derivatization of saccharides. Chinese Chemical Letters, 2024, 35(5): 108885-. doi: 10.1016/j.cclet.2023.108885
6. [6]
  Hejie Zheng , Zhili Wang , Guizhen Luo , Cuicui Du , Xiaohua Zhang , Jinhua Chen . A novel PEC-EC dual-mode biosensing platform for dual target detection of miRNA-133a and cTnI. Chinese Chemical Letters, 2025, 36(4): 110131-. doi: 10.1016/j.cclet.2024.110131
7. [7]
  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
8. [8]
  Hao WANG , Kun TANG , Jiangyang SHAO , Kezhi WANG , Yuwu ZHONG . Electro-copolymerized film of ruthenium catalyst and redox mediator for electrocatalytic water oxidation. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2193-2202. doi: 10.11862/CJIC.20240176
9. [9]
  Wenkai Liu , Yanxian Hou , Weijian Liu , Ran Wang , Shan He , Xiang Xia , Chengyuan Lv , Hua Gu , Qichao Yao , Qingze Pan , Zehou Su , Danhong Zhou , Wen Sun , Jiangli Fan , Xiaojun Peng . Se-substituted pentamethine cyanine for anticancer photodynamic therapy mediated using the hot band absorption process. Chinese Chemical Letters, 2024, 35(12): 109631-. doi: 10.1016/j.cclet.2024.109631
10. [10]
  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.2024.100393
11. [11]
  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
12. [12]
  Xiaoyao Ma , Jinling Zhang , Ge Fang , He Gao , Jie Gao , Li Fu , Yuanyuan Hou , Gang Bai . Förster resonance energy transfer reveals phillygenin and swertiamarin concurrently target AKT on different binding domains to increase the anti-inflammatory effect. Chinese Chemical Letters, 2024, 35(5): 108823-. doi: 10.1016/j.cclet.2023.108823
13. [13]
  Tong Tong , Lezong Chen , Siying Wu , Zhong Cao , Yuanbin Song , Jun Wu . Establishment of a leucine-based poly(ester amide)s library with self-anticancer effect as nano-drug carrier for colorectal cancer treatment. Chinese Chemical Letters, 2024, 35(12): 109689-. doi: 10.1016/j.cclet.2024.109689
14. [14]
  Shangqian Zhang , Jiaxuan Li , Xuan Hu , Zelong Chen , Junliang Dong , Chenhao Hu , Shuang Chao , Yinghua Lv , Yuxin Pei , Zhichao Pei . H₂S and NIR light-driven nanomotors induce disulfidptosis for targeted anticancer therapy by enhancing disruption of tumor metabolic symbiosis. Chinese Chemical Letters, 2025, 36(1): 110314-. doi: 10.1016/j.cclet.2024.110314
15. [15]
  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
16. [16]
  Xiaohong Wen , Mei Yang , Lie Li , Mingmin Huang , Wei Cui , Suping Li , Haiyan Chen , Chen Li , Qiuping Guo . Enzymatically controlled DNA tetrahedron nanoprobes for specific imaging of ATP in tumor. Chinese Chemical Letters, 2024, 35(8): 109291-. doi: 10.1016/j.cclet.2023.109291
17. [17]
  Zhongyu Wang , Lijun Wang , Huaixin Zhao . DNA-based nanosystems to generate reactive oxygen species for nanomedicine. Chinese Chemical Letters, 2024, 35(11): 109637-. doi: 10.1016/j.cclet.2024.109637
18. [18]
  Jiangshan Xu , Weifei Zhang , Zhengwen Cai , Yong Li , Long Bai , Shaojingya Gao , Qiang Sun , Yunfeng Lin . Tetrahedron DNA nanostructure/iron-based nanomaterials for combined tumor therapy. Chinese Chemical Letters, 2024, 35(11): 109620-. doi: 10.1016/j.cclet.2024.109620
19. [19]
  Guangyao Wang , Zhitong Xu , Ye Qi , Yueguang Fang , Guiling Ning , Junwei Ye . Electrospun nanofibrous membranes with antimicrobial activity for air filtration. Chinese Chemical Letters, 2024, 35(10): 109503-. doi: 10.1016/j.cclet.2024.109503
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(842)
HTML views(243)

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