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Oxorhenium(V) complexes with bidentate carbohydrazide Schiff bases: synthesis, characterization and DNA interaction studies

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Abstract

The respective coordination reactions of trans-[ReOCl3(PPh3)2] with N-[(4-oxo-4H-chromen-3-yl)methylidene]thiophene-2-carbohydrazide (Hchrtc) and N-[1,3-benzothiazol-2-ylmethylidene]thiophene-2-carbohydrazide (Hbztc) afforded two novel oxorhenium(V) complexes, cis-[ReOCl2(chrtc)(PPh3)] (1) and cis-[ReOCl2(bztc)(PPh3)] (2). These metal compounds were elucidated spectroscopically and their solid-state structures determined by single-crystal X-ray diffraction. The redox properties of the metal complexes were probed using cyclic and square wave voltammetry. The DNA interaction capabilities of 1 and 2 were gauged via UV/Vis spectroscopy DNA titrations and gel electrophoresis studies. A correlation is identified between the DNA cleavage observations and the redox potentials of the metal complexes.

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References

  1. Zhang H, Dai M, Qi C, Li B, Guo X (2004) Appl Radiat Isot 60:643

    Article  CAS  Google Scholar 

  2. Dilworth JR, Parrot SJ (1998) Chem Soc Rev 27:43

    Article  CAS  Google Scholar 

  3. Nicolini M, Bandoli G, Mazzi U, Clarke MJ, Podbielski L (1987) Coord Chem Rev 78:253

    Article  Google Scholar 

  4. Jurisson S, Lydon JD (1999) Chem Rev 99:2205

    Article  CAS  Google Scholar 

  5. Volkert WA, Hoffman TJ (1999) Chem Rev 99:2269

    Article  CAS  Google Scholar 

  6. Xiaofang F, Xiumei W, Jianchun X (2009) Int J Radiat Med Nucl Med 33:335

    Google Scholar 

  7. Tsai C-C, Chang C-H, Chen L-C, Chang Y-J, Lan K-L, Wu Y-H, Hsu C-W, Liu I-H, Ho C-L, Lee W-C, Ni H-C, Chang T-J, Ting G, Lee T-W (2011) Int J Nanomed 6:2607

    CAS  Google Scholar 

  8. Klunk WE, Engler H, Nordberg A, Wang Y, Blomqvist G, Holt DP, Bergström M, Savitcheva I, Huang GF, Estrada S, Ausén B, Debnath ML, Barletta J, Price JC, Sandell J, Lopresti BJ, Wall A, Koivisto P, Antoni G, Mathis CA, Långström B (2004) Ann Neurol 55:306

    Article  CAS  Google Scholar 

  9. Tzanopoulou S, Sagnou M, Paravatou-Petsotas M, Gourni E, Loudos G, Xanthopoulos S, Lafkas D, Kiaris H, Varvarigou A, Pirmettis IC, Papadopoulos M, Pelecanou M (2010) J Med Chem 53:4633

    Article  CAS  Google Scholar 

  10. Khadem S, Marles R (2012) Molecules 17:191

    Article  CAS  Google Scholar 

  11. Naik RG, Kattige SL, Bhat SV, Alreja B, de Souza NJ, Rupp RH (1988) Tetrahedron 44:2081

    Article  CAS  Google Scholar 

  12. Kumar P, Narasimhan B (2013) Mini Rev Med Chem 13(7):971

    Article  CAS  Google Scholar 

  13. Verma G, Marella A, Shaquiquzzaman M, Akhtar M, Ali MR, Alam MM (2014) J Pharm Bioallied Sci 6:69

    Article  Google Scholar 

  14. Narang R, Narasimhan B, Sharma S (2012) Curr Med Chem 19(4):569

    Article  CAS  Google Scholar 

  15. Horn RK, Kutzeenellenbogen JA (1997) Nucl Med Biol 24:485

    Article  Google Scholar 

  16. Lange R, ter Heine R, Knapp R, de Klerk JMH, Bloemendal HJ, Hendrikse NH (2016) Bone 91:159

    Article  CAS  Google Scholar 

  17. Blower PJ (1998) Transit Met Chem 23:109

    Article  CAS  Google Scholar 

  18. Ismail MB, Booysen IN, Akerman MP, Grimmer CD (2017) J Organomet Chem 833:18

    Article  CAS  Google Scholar 

  19. Johnson NP, Lock CJL, Wilkinson G (1967) Inorg Synth 9:145

    CAS  Google Scholar 

  20. Reichmann MF, Rice SA, Thomas CA, Doty P (1954) J Am Chem Soc 76:3047

    Article  CAS  Google Scholar 

  21. Kaplanis M, Stamatakis G, Papakonstantinou VD, Paravatou-Petsotas M, Demopoulos CA, Mitsopoulou CA (2014) J Inorg Biochem 135:1

    Article  CAS  Google Scholar 

  22. Bruker APEX2, SAINT and SADABS. Bruker AXS Inc. Madison., Wisconsin, USA (2010)

  23. Blessing RH (1995) Acta Cryst A51:33

    Article  CAS  Google Scholar 

  24. Sheldrick GM (2008) Acta Cryst A64:112

    Article  Google Scholar 

  25. Farrugia LJ (2012) J Appl Cryst 45:849

    Article  CAS  Google Scholar 

  26. Machura B, Wolff M, Kusz J, Kruszynski R (2009) Polyhedron 28:2949

    Article  CAS  Google Scholar 

  27. Machura B, Wolff M, Cieslik W, Musiol R (2013) Polyhedron 51:263

    Article  CAS  Google Scholar 

  28. Gerber TIA, Yumata NC, Betz R (2012) Inorg Chem Commun 15:69

    Article  CAS  Google Scholar 

  29. Yumata NC, Gerber TIA, Betz R (2011) Acta Crystallogr E67:m1337

    Google Scholar 

  30. Hursthouse MB, Amarasiri S, Jayaweera A, Quick A (1979) J Chem Soc Dalton Trans 279

  31. Potgieter K, Mayer P, Gerber T, Yumata N, Hosten E, Booysen I, Betz R, Ismail M, van Brecht B (2013) Polyhedron 49:67

    Article  CAS  Google Scholar 

  32. Gerber TIA, Tshentu ZR, Garcia-Granda S, Mayer P (2003) J Coord Chem 56:1093

    Article  CAS  Google Scholar 

  33. Majumder S, Naskar JP, Banerjee S, Bhattacharya A, Mitra P, Chowdhury S (2013) J Coord Chem 66:1178

    Article  CAS  Google Scholar 

  34. Béreau VM, Khan SI, Abu-Omar MM (2001) Inorg Chem 40:6767

    Article  Google Scholar 

  35. Hauenstein D, Abram U (2011) Inorg Chem Comm 14:1262

    Article  CAS  Google Scholar 

  36. Booysen IN, Gerber TIA, Mayer P (2010) Inorg Chim Acta 363:1292

    Article  CAS  Google Scholar 

  37. Yam VWW, Tam KK, Cheng MC, Peng SM, Wang Y (1992) J Chem Soc Dalton Trans 1717

  38. Winkler JR, Gray HB (1985) Inorg Chem 24:346

    Article  CAS  Google Scholar 

  39. Lam VWW, Pui YL, Wong KMC, Cheung KK (2000) Inorg Chim Acta 300:721

    Google Scholar 

  40. Potgieter KC, Gerber TIA, Mayer P (2011) S Afr J Chem 64:179

    CAS  Google Scholar 

  41. Mondal A, Sarkar S, Chopra D, Row TNG, Rajak KK (2004) Dalton Trans 3244

  42. Saha P, Naskar JP, Bhattacharya A, Ganguly R, Saha B, Chowdhury S (2016) J Coord Chem 69:303

    Article  CAS  Google Scholar 

  43. So Y-M, Chiu W-H, Cheung W-M, Ng H-Y, Lee HK, Sung HH-Y, Williams ID, Leung W-H (2015) Dalton Trans 44:5479

    Article  CAS  Google Scholar 

  44. Venturelli A, Nilges MJ, Smirnov A, Belford RL, Francesconi LC (1999) J Chem Soc Dalton Trans 301

  45. Zhang H, Yang F, Wu Q, Liao S-Y, Liu P, Mei W-J, Li L, Zhang S-Y, Wang X-C (2016) Med Chem (Los Angeles) 6:3

    Google Scholar 

  46. Zianna A, Psomas G, Hatzidimitriou A, Lalia-Kantouri M (2015) RSC Adv 5:37495

    Article  CAS  Google Scholar 

  47. Kumar SM, Dhahagani K, Rajesh J, Nehru K, Annaraj J, Chakkaravarthi G, Rajagopal G (2013) Polyhedron 59:58

    Article  Google Scholar 

  48. Arunachalam S, Priya NP, Jayabalakrishnan C, Chinnusamy V (2011) IJABPT 2:110

    Google Scholar 

  49. Mazuryk O, Łomzik M, Martineau D, Beley M, Brindell M, Stochel G, Gros PC (2016) Inorg Chim Acta 443:86

    Article  CAS  Google Scholar 

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Acknowledgements

We are grateful to the University of KwaZulu-Natal, the National Research Foundation of South Africa (Grant No. TTK14042966698) and the Deutscher Akademischer Austauschdienst (DAAD) for financial support.

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Correspondence to Irvin Noel Booysen.

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Ismail, M.B., Booysen, I.N. & Akerman, M.P. Oxorhenium(V) complexes with bidentate carbohydrazide Schiff bases: synthesis, characterization and DNA interaction studies. Transit Met Chem 42, 405–412 (2017). https://doi.org/10.1007/s11243-017-0143-y

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