Citation: Yun-Ze XU, Jin-Bei SHEN, Guo-Liang ZHAO, Wei-Ji HU. Syntheses, Crystal Structures and DNA-Binding of Two Manganese Complexes[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(2): 285-294. doi: 10.11862/CJIC.2022.038 shu

Syntheses, Crystal Structures and DNA-Binding of Two Manganese Complexes

Yun-Ze XU ¹ ,
Jin-Bei SHEN ¹ ,
Guo-Liang ZHAO ^{1, 2,,} ,
Wei-Ji HU ³

1.
College of Chemistry and Life Science, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
2.
Xingzhi College, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
3.
Ningbo University of Technology, Ningbo, Zhejiang 315211, China

Corresponding author: Guo-Liang ZHAO, sky53@zjnu.cn
Received Date: 2 August 2021
Revised Date: 18 December 2021

Figures(9)

Coordination polymer[Mn₃(L)₆(H₂O)₄]_n (1) was prepared by the reaction of manganese chloride (MnCl₂·4H₂O) and 4-methyl-1, 2, 3-thiadiazole-5-carboxylic acid (HL) by conventional solution method, and complex[Mn₂(phen)₄(H₂O)₂Cl₂](L)₂·3H₂O (2) was synthesized after adding the ligand 1, 10-phenanthroline (phen). The complexes were characterized by elemental analysis, infrared spectroscopy, thermogravimetric analysis, and singlecrystal X-ray diffraction. The single-crystal structure analysis shows that complex 1 belongs to the monoclinic system, P2₁/c space group. The three manganese ions are bridged in bidentate fashion by the oxygen atoms in the six thiadiazole formate groups to form a linear trinuclear molecule cluster compound. The cluster unit is connected by the coordination of nitrogen atom from one of the thiadiazole rings and the manganese atom of the other cluster unit to form a layered structure. Complex 2 belongs to the triclinic crystal system, P1 space group. The central metal manganese ion coordinated with four nitrogen atoms from two phen molecules, one chloride anion, and one oxygen atom of coordination water molecule respectively, forming a six-coordinated twisted octahedral structure cation. The thiadiazole formate anion plays the role of charge balance. Ethidium bromide fluorescence spectrometry was used to determine the interaction between HL and complexes with DNA, respectively. The results showed that the interaction between the complexes and DNA was stronger than that of HL, and complex 2 with a planar ligand had a stronger effect than that of complex 1.
- 4-methyl-1, 2, 3-thiadiazol-5-carboxylic acid,
- manganese,
- complex,
- crystal structure,
- DNA-binding
1. [1]
  Gonzaga D T G, Oliveira F H, Von Ranke N L, Pinho G Q, Salles J P, Bello M L, Rodrigues C R, Castro H C, de Souza H V C M, Reis C R C, Leme R P P, Mafra J C M, Pinheiro L C S, Hoelz L V B, Boechat N, Faria R X. Synthesis, Biological Evaluation, and Molecular Modeling Studies of New Thiadiazole Derivatives as Potent P2X7 Receptor Inhibitors[J]. Front. Chem., 2019,7261. doi: 10.3389/fchem.2019.00261
2. [2]
  Fesatidou M, Petrou A, Athina G. Heterocycle Compounds with Antimicrobial Activity[J]. Curr. Pharm. Des., 2020,26(8):867-904. doi: 10.2174/1381612826666200206093815
3. [3]
  Kashyap A, Adhikari N, Das A, Shakya A, Ghosh S K, Singh U P, Bhat H R. Review on Synthetic Chemistry and Antibacterial Importance of Thiazole Derivatives[J]. Curr. Drug Discovery Technol., 2018,15(3):214-228. doi: 10.2174/1570163814666170911144036
4. [4]
  De A, Sarkar S, Majee A. Recent Advances on Heterocyclic Compounds with Antiviral Properties[J]. Chem. Heterocycl. Compd., 2021,57(4):410-416. doi: 10.1007/s10593-021-02917-3
5. [5]
  CUI S F, WANG Y, LÜ J S, Damu Guri L V, ZHOU C H. Recent Advances in Application of Thiazole Compounds[J]. Scientia Sinica: Chimica, 2012,42(8):1105-1131.
6. [6]
  HU D Y, SONG B A, HE W, YANG S, JIN L H. Progresses in the Synthesis and Biological Activity of Thiazole Derivative[J]. Chinese Journal of Synthetic Chemistry, 2006,14(4):319-328.
7. [7]
  DAI H, LIU J B, ZHANG X, YU H B, QIN X, QIN Z F, WANG T T, FANG J X. Synthesis and Biological Activities of Novel Imine Derivatives Containing 2-Substituted-1, 3-thiazolidine and Thiazole Rings[J]. Chinese J. Org. Chem., 2009,29(1):123-127.
8. [8]
  Ayati A, Emami S, Moghimi S, Foroumadi A. Thiazole in the Targeted Anticancer Drug Discovery[J]. Future Med. Chem., 2019,11(15):1929-1952. doi: 10.4155/fmc-2018-0416
9. [9]
  Seck I, Nguemo F. Triazole, Imidazole, and Thiazole-Based Compounds as Potential Agents Against Coronavirus[J]. Results Chem., 2021,3100132. doi: 10.1016/j.rechem.2021.100132
10. [10]
  HUANG G, YANG J C, LI H C, ZHANG J, LIU C L. Research Progress on the Thiazole Derivatives as Agrochemicals[J]. Agrochemicals, 2011,50(2):79-82. doi: 10.3969/j.issn.1006-0413.2011.02.001
11. [11]
  Wang T T, Bing G F, Zhang X, Qin Z F, Yu H B, Qin X, Dai H, Miao W K, Wu S S, Fang J X. Synthesis and Herbicidal Activities of 2-Cyano-3-benzylaminoacrylates Containing Thiazole Moiety[J]. Bioorg. Med. Chem. Lett., 2010,20(11):3348-3351. doi: 10.1016/j.bmcl.2010.04.027
12. [12]
  Yu Z H, Shi D Q. Synthesis and Herbicidal Activity of α-Amino Phosphonate Derivatives Containing Thiazole and Pyrazole Moieties[J]. Phosphorus Sulfur Silicon Relat. Elem., 2010,185(8):1746-1752. doi: 10.1080/10426500903251373
13. [13]
  Gopal L K, Kumar D A, Waquar A, Paranjeet , Manish V, Amit M, Kumar N S. A Retrospect Study on Thiazole Derivatives as the Potential Antidiabetic Agents in Drug Discovery and Developments[J]. Curr. Drug Disovery Technol., 2018,15(3):163-177. doi: 10.2174/1570163814666170915134018
14. [14]
  Jain S, Pattnaik S, Pathak K, Kumar S, Pathak D, Jain S, Vaidya A. Anticancer Potential of Thiazole Derivatives: A Retrospective Review[J]. Mini-Rev. Med. Chem., 2018,18(8):640-655. doi: 10.2174/1389557517666171123211321
15. [15]
  Pathania S, Narang R K, Rawal R K. Role of Sulphur-Heterocycles in Medicinal Chemistry: An Update[J]. Eur. J. Med. Chem., 2019,180:486-508. doi: 10.1016/j.ejmech.2019.07.043
16. [16]
  Dang X, Lei S W, Luo S H, Hu Y X, Wang J T, Zhang D D, Lu D, Jiang F Q, Fu L. Design, Synthesis and Biological Evaluation of Novel Thiazole-Derivatives as Mitochondrial Targeting Inhibitors of Cancer Cells[J]. Bioorg. Chem., 2021,114105015. doi: 10.1016/j.bioorg.2021.105015
17. [17]
  Bondock S, Nasr T, Alqahtanti S. Synthesis and In Vitro Antitumor Evaluation of Some Carbazole-Based Thiazole, Thiophene, and 1, 3, 4-Thiadiazole Derivatives[J]. ChemistrySelect, 2020,5(39):12087-12097. doi: 10.1002/slct.202002912
18. [18]
  Kinga P, Łukasz P, Anna B, Anna B R, Anna M, Anna G, Monika W. Novel Derivatives of 4-Methyl-1, 2, 3-thiadiazole-5-carboxylic Acid Hydrazide: Synthesis, Lipophilicity, and In Vitro Antimicrobial Activity Screening[J]. Appl. Sci., 2021,111180. doi: 10.3390/app11031180
19. [19]
  Suss O, Motiei L, Margulies D. Broad Applications of Thiazole Orange in Fluorescent Sensing of Biomolecules and Ions[J]. Molecules, 2021,26(9)2828. doi: 10.3390/molecules26092828
20. [20]
  Giorgio M, Giuliano G, Andrea R. Thiazole- and Thiadiazole-Based Metal-Organic Frameworks and Coordination Polymers for Luminescent Applications[J]. Inorganics, 2019,7144. doi: 10.3390/inorganics7120144
21. [21]
  YANG K D, ZHANG T B, WANG A G, DONG M J. Trace Elements and Health. Beijing: Science Press, 2003: 130-131
22. [22]
  Stock N, Biswas S. Synthesis of Metal-Organic Frameworks (MOFs): Routes to Various MOF Topologies, Morphologies, and Composites[J]. Chem. Rev., 2011,112(2):933-969.
23. [23]
  Ryu U J, Jee S Y, Rao P C, Shin J Y, Ko C Y, Yoon M Y, Park K S, Choi K M. Recent Advances in Process Engineering and Upcoming Applications of Metal-Organic Frameworks[J]. Coord. Chem. Rev., 2021,426213544. doi: 10.1016/j.ccr.2020.213544
24. [24]
  Odoh S O, Cramer C J, Truhlar D G, Gagliardi L. Quantum-Chemical Characterization of the Properties and Reactivities of Metal-Organic Frameworks[J]. Chem. Rev., 2015,115(12):6051-6111. doi: 10.1021/cr500551h
25. [25]
  Haiduc I. ReviewInverse Coordination[J]. Organic Nitrogen Heterocycles as Coordination Centers. A Survey of Molecular Topologies and Systematization. Part 1. Five-Membered and Smaller Rings. J. Coord. Chem., 2019,72(13):2127-2159.
26. [26]
  Dariusz K, Arkadiusz M, Daniel K, Bernadette C, Ewa C, Katarzyna L S, Karolina S. Structural Features of 1, 3, 4-Thiadiazole-Derived Ligands and Their Zn and Cu Complexes Which Demonstrate Synergistic Antibacterial Effects with Kanamycin[J]. Int. J. Mol. Sci., 2020,21(16)5735. doi: 10.3390/ijms21165735
27. [27]
  Mallick A, El-Zohry A M, Shekhah O, Yin J, Jia J T, Aggarwal H, Emwas A H, Mohammed O F, Eddaoudi M. Unprecedented Ultralow Detection Limit of Amines Using a Thiadiazole-Functionalized Zr(Ⅳ)-Based Metal-Organic Framework[J]. J. Am. Chem. Soc., 2019,141(18):7245-7249. doi: 10.1021/jacs.9b01839
28. [28]
  Anastasia K, Vladislava M, Dmitry P, Andrei Y, Andrei P. Coordination Polymers Based on Highly Emissive Ligands: Synthesis and Functional Properties[J]. Materials, 2020,13(12)2699. doi: 10.3390/ma13122699
29. [29]
  Bera P, Aher A, Brandao P, Manna S K, Mondal G, Jana A, Santra A, Jana H, Bera P. Induced Apoptosis Against U937 Cancer Cells by Fe(Ⅱ), Co(Ⅲ) And Ni(Ⅱ) Complexes with a Pyrazine-Thiazole Ligand: Synthesis, Structure and Biological Evaluation[J]. Polyhedron, 2020,182114503. doi: 10.1016/j.poly.2020.114503
30. [30]
  Yan S L, Yang M Y, Sun Z H, Min L J, Tan C X, Weng J Q, Wu H K, Liu X H. Synthesis and Antifungal Activity of 1, 2, 3-Thiadiazole Derivatives Containing 1, 3, 4-Thiadiazole Moiety[J]. Lett. Drug Des. Discovery, 2014,11(7):940-943. doi: 10.2174/1570180811666140423222141
31. [31]
  Scheldrick G M. SADABS: Program for Empirical Absorption Correction of Area Detector Data, University of Göttingen, Germany, 1996.
32. [32]
  Sheldrick G M. SHELXS 97, Program for the Solution of Crystal Structure, University of Göttingen, Germany, 1997.
33. [33]
  Sheldrick G M. SHELXS 97, Program for the Refinement of Crystal Structure, University of Göttingen, Germany, 1997.
34. [34]
  LI G F, WANG Y N, WANG Q W, LI X M, JI J Y. Synthesis and Crystal Structure of Two Complexes of Manganese, Cadmium Assembled by Bis(imidazol) Ligands[J]. Chinese J. Inorg. Chem., 2014,30(11):2577-2583.
35. [35]
  Zhang X F, Huang D G, Chen F, Chen C N, Liu Q T. Synthesis and Structural Characterization of[Mn(phen)₂(H₂O)₂](OAc)₂·6H₂O[J]. Chin. J. Struct. Chem., 2003,22(5):525-528.
36. [36]
  WANG Y G, LIU Q Q, ZHAI L X, QIAN H F, HUANG W. Structural and Spectral Studies of Cis Cadmium(Ⅱ), Manganese(Ⅱ) and Nickel(Ⅱ) Complexes Having 2-Thiophenimidazo[4, 5-f] [1, 10] phenanthroline and 2-(5-Bromothiophen)imidazo[4, 5-f] [1, 10] phenanthroline Ligands[J]. Chinese J. Inorg. Chem., 2013,29(8):1687-1695.
37. [37]
  Nakamoto K. Infrared and Raman Spestra of Inorganic and Coordination Compounds. Translated by HUANG D R. Beijing: Chemistry Industry Press, 1986: 231-234
38. [38]
  WU D L, ZHANG M Z, WU X Y, ZHAO G L. Syntheses, Crystal Structures and DNA-Binding of Two Zinc Complexes Constructed by 4-Methyl-1, 2, 3-thiadiazol-5-carboxylic Acid[J]. Chinese J. Inorg. Chem., 2018,34(5):973-980.
39. [39]
  Lakowicz J R, Weber G. Quenching of Fluorescence by Oxygen[J]. Probe for Structural Fluctuations in Macromolecules. Biochemistry, 1973,12(21):4161-4170.
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