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Structure and Interaction with CT-DNA of Two Quinolone-Metal Complexes Containing Helical Channels

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Abstract

Two new complexes based on pipemidic acid (HPPA) and Co2+/Cd2+ ions, [Co(PPA)2]·2H2O (1) and Cd(PPA)2 (2), have been synthesized and structurally characterized. Single-crystal X-ray diffraction analysis shows that complexes 1 and 2 exhibit similar structures containing two-fold meso-helices and 1D supramolecular channels. The interaction of calf-thymus (CT-DNA) with complexes 1 and 2 with was explored by UV spectrum, and competitive studies with ethidium bromide (EB) by fluorescence spectrum. Notably, these results indicate that complexes 1 and 2 possess the higher binding DNA affinity than free HPPA drugs, maybe attributed to the coordinated metal ions and the helical channels. And the resultant hypochromism suggests the tight binding of 1 and 2 with CT-DNA probably by the intercalative mode. Moreover, the relatively high Ksv value also indicates that 1 and 2 can bind to CT-DNA for the intercalative binding sites.

Graphic Abstract

Two new complexes based on HPPA were synthesized and structural description, and exhibit similar structures containing two-fold meso-helices. The result of the interaction with CT-DNA indicates that complexes can bind to the CT-DNA by the intercalative mode and possess the higher binding constant to CT-DNA than free HPPA drugs.

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References

  1. L.A. Mitschel, Chem. Rev. 105, 559 (2005)

    Article  Google Scholar 

  2. M. Kozsup, E. Farkas, ACs Bényei, J. Kasparkova, H. Crlikova, V. Brabec, P. Buglyó, J. Inorg. Biochem. 193, 94–105 (2019)

    Article  CAS  Google Scholar 

  3. K. Guz-Regner, U.K. Komarnicka, B. Futoma-Kołoch, M. Wernecki, M. Cal, S. Kozieł, A. Ziółkowska, G. Bugla-Płoskońska, J. Inorg. Biochem. 210, 111124 (2020)

    Article  CAS  Google Scholar 

  4. T. Tŏpala, A. Pascual-Álvarez, M.Á. Moldes-Tolosa, A. Bodoki, A. Castiñeiras, J. Torres, C. Pozo, J. Borrás, G. Alzuet-Piña, J. Inorg. Biochem. 202, 110823 (2020)

    Article  Google Scholar 

  5. I. Meistermann, V. Moreno, M.J. Prieto, E. Moldrheim, E. Sletten, S. Khalid, P.M. Rodger, J.C. Peberdy, C.J. Isaac, A. Rodger, M.J. Hannon, Proc. Natl. Acad. Sci. 99, 5069 (2002)

    Article  CAS  Google Scholar 

  6. I. Turel, Coord. Chem. Rev. 232, 27 (2002)

    Article  CAS  Google Scholar 

  7. J. Zhang, J. Zhang, J. Cluster Sci. 31, 1051 (2020)

    Article  CAS  Google Scholar 

  8. K. Dhara, J. Ratha, M. Manassero, X.Y. Wang, S. Gao, P. Banerjee, J. Inorg. Biochem. 101(1), 95–103 (2007)

    Article  CAS  Google Scholar 

  9. M. Li, J. Sun, J. Sha, H. Wu, E. Zhang, T. Zheng, J. Mol. Struct. 1045, 29 (2013)

    Article  CAS  Google Scholar 

  10. L. Yang, D. Tao, X. Yang, Y. Li, Y. Guo, Chem. Pharm. Bull. 51, 494498 (2003)

    Article  Google Scholar 

  11. K.G. Naber, J. Antimicrob. Chemother 46, 4961 (2000)

    Google Scholar 

  12. K.D. Mjos, E. Polishchuk, M.J. Abrams, C. Orvig, J. Inorg. Biochem. 162, 280 (2016)

    Article  CAS  Google Scholar 

  13. M.J. Feio, I. Sousa, M. Ferreira, L. Cunha-Silva, R.G. Saraiva, C. Queirós, J.G. Alexandre, V. Claro, A. Mendes, R. Ortiz, S. Lopes, A.L. Amaral, J. Linoa, P. Fernandes, A.J. Silva, L. Moutinho, B. de Castro, E. Pereira, L. Perelló, P. Gameiro, J. Inorg. Biochem. 138, 129 (2014)

    Article  CAS  Google Scholar 

  14. P. Yang, L.L. Zhang, Z.Z. Wang, D.D. Zhang, Y.M. Liu, Q.S. Shi, X.B. Xie, J. Inorg. Biochem. 203, 110919 (2020)

    Article  CAS  Google Scholar 

  15. E. Long, J.K.A. Barton, Acc. Chem. Res. 23, 271 (1990)

    Article  CAS  Google Scholar 

  16. G.M. Sheldrick, Open Inorg. Chem. J. 5, 4 (1997)

    Google Scholar 

  17. G.M. Sheldrick, SHELXL-97 (University of Göttingen, Germany, Program for Crystal Structure Solution, 1997)

    Google Scholar 

  18. C. Kakoulidou, P.S. Gritzapis, A.G. Hatzidimitriou, K.C. Fylaktakidou, G. Psomas, J. Inorg. Biochem. 211, 111194 (2020)

    Article  CAS  Google Scholar 

  19. Q. Zhang, J. Liu, H. Chao, G. Xue, L. Ji, J. Inorg. Biochem. 83, 49 (2001)

    Article  CAS  Google Scholar 

  20. Y. Song, Q. Wu, P. Yang, N. Luan, L. Wang, Y. Liu, J. Inorg. Biochem. 100, 1685 (2006)

    Article  CAS  Google Scholar 

  21. A.M. Pyle, J.P. Rehmann, R. Meshoyrer, C.V. Kumar, N.J. Turro, J.K.J.A. Barton, J. Am. Chem. Soc. 111, 3051 (1989)

    Article  CAS  Google Scholar 

  22. A. Tarushi, G. Psomas, C.P. Raptopoulou, V. Psycharis, D.P. Kessissoglou, Polyhedron 28, 3272 (2009)

    Article  CAS  Google Scholar 

  23. K.C. Skyrianou, E.K. Efthimiadou, V. Psycharis, A. Terzis, D.P. Kessissoglou, G.J. Psomas, J. Inorg. Biochem. 103, 1617 (2009)

    Article  CAS  Google Scholar 

  24. X.L. Zhao, Z.S. Li, Z.B. Zheng, A.G. Zhang, K.Z. Wang, Dalton Trans. 42, 5764 (2013)

    Article  CAS  Google Scholar 

  25. M. Chauhan, K. Banerjee, F. Arjmand, Inorg. Chem. 46, 3072 (2007)

    Article  CAS  Google Scholar 

  26. B. Valeur, Molecular Fluorescence (Principles and Applications, Wiley, Weinheim, 2001)

    Book  Google Scholar 

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Acknowledgements

This work is financially supported by the Talent Culturing Plan for Leading Disciplines of Shandong and students’ research and innovative experiment program of Jining University (cx202018).

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  1. The Talent Culturing Plan for Leading Disciplines of Shandong, Department of Chemistry and Chemical Engineering, Jining University, Qufu, 273155, Shandong, China

    Yuguang Wang, Cuiying Chen, Xuehui Shang, Junran Wang & Jingquan Sha

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  1. Yuguang Wang
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  2. Cuiying Chen
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10904_2020_1771_MOESM1_ESM.doc

Crystallographic data and CCDC can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif. IR for complexes 1 and 2 are provided in supporting information. (DOC 435 kb)

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Wang, Y., Chen, C., Shang, X. et al. Structure and Interaction with CT-DNA of Two Quinolone-Metal Complexes Containing Helical Channels. J Inorg Organomet Polym 31, 1304–1311 (2021). https://doi.org/10.1007/s10904-020-01771-8

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  • DOI: https://doi.org/10.1007/s10904-020-01771-8

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