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Synthesis, Structure, and Biological Activity of Copper and Cobalt Coordination Compounds with Substituted 2-(2-Hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamides

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Abstract

The reaction of N-(prop-2-en-1-yl)hydrazinecarbothioamide with substituted 2-hydroxybenzaldehydes afforded the corresponding Schiff bases which were used as ligands to obtain copper and cobalt coordination compounds Cu(NL1–6)X · n H2O (X = Cl−, \(\rm{NO}_3^-\); n = 0–3), Co(HL2)2NO3, and Co(NL6)2Cl. The structure of the isolated complexes was determined by NMR spectroscopy and X-ray analysis. The complexes were tested for antimicrobial and antifungal activity against S. aureus, E. coli, and yeast-like fungi. Inhibitory effect of the initial thioamides and their complexes against human myeloid leukemia HL-60 cancer cell line was also studied.

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References

  1. Bal-Demirci, T., Polyhedron, 2008, vol. 27, p. 440. doi https://doi.org/10.1016/j.poly.2007.10.001

    Article  CAS  Google Scholar 

  2. Orysyk, S.I., Bon, V.V., Zholob, O.O., Pekhnyo, V.I., Orysyk, V.V., Zborovskii, Yu.L., and Vovk, M.V., Polyhedron, 2013, vol. 51, p. 211. doi https://doi.org/10.1016/j.poly.2012.12.021

    Article  CAS  Google Scholar 

  3. Bon, V.V., Orysyk, S.I., and Pekhnyo, V.I., Russ. J. Coord. Chem., 2011, vol. 37, no. 2, p. 149. doi https://doi.org/10.1134/s1070328411010027

    Article  CAS  Google Scholar 

  4. Bon, V.V., Acta Crystallogr., Sect. C, 2010, vol. 66, p. 300. doi https://doi.org/10.1107/S0108270110035754

    Article  CAS  Google Scholar 

  5. Orysyk, S.I., Bon, V.V., Obolentseva, O.O., Zborovskii, Yu.L., Orysyk, V.V., Pekhnyo, V.I., Staninets, V.I., and Vovk, M.V., Inorg. Chim. Acta, 2012, vol. 382, p. 127. doi https://doi.org/10.1016/j.ica.2011.10.027

    Article  CAS  Google Scholar 

  6. Orysyk, S.I., Repich, G.G., Bon, V.V., Dyakonenko, V.V., Orysyk, V.V., Zborovskii, Yu.I., Shishkin, O.V., Pekhnyo, V.I., and Vovk, M.V, Inorg. Chim. Acta, 2014, vol. 423, p. 496. doi https://doi.org/10.1016/j.ica.2014.08.056

    Article  CAS  Google Scholar 

  7. Kalinowski, D.S., Quach, P., and Richardson, D.R., Future Med. Chem., 2009, vol. 1, no. 6, p. 1143. doi https://doi.org/10.4155/FMC.09.80

    Article  CAS  PubMed  Google Scholar 

  8. Lovejoy, D.B. and Richardson, D.R., Blood, 2002, vol. 100, p. 666. doi https://doi.org/10.1182/blood.V100.2.666

    Article  CAS  PubMed  Google Scholar 

  9. Ülküseven, B., Bal-Demirci, T., Akkurt, M., Yalçin, Ş.P., and Büyükgüngör, O., Polyhedron, 2008, vol. 27, no. 18, p. 3646. doi https://doi.org/10.1016/j.poly.2008.08.024

    Article  CAS  Google Scholar 

  10. Scott, A.W. and McCall, M.A., J. Am. Chem. Soc., 1945, vol. 67, no. 10, p. 1767. doi https://doi.org/10.1021/ja01226a043

    Article  CAS  Google Scholar 

  11. Bal-Demirci, T., Akkurt, M., Yalcm, S.P., and Buyukgungor, O., Transition Met. Chem., 2010, vol. 35, p. 95. doi https://doi.org/10.1007/s11243-009-9300-2

    Article  CAS  Google Scholar 

  12. Duan, C.-Y., Tian, Y.-P., Zhao, C.-Y., You, X.-Z., and Mak, T.C.W., Polyhedron, 1997, vol. 16, p. 2857. doi https://doi.org/10.1016/S0277-5387(97)00013-2

    Article  CAS  Google Scholar 

  13. Vrdoljak, V., Cindric, M., Milic, D., Dubravka, M.C., Predrag, N., and Kamenar, B., Polyhedron, 2005, vol. 24, p. 1717. doi https://doi.org/10.1016/j.poly.2005.05.002

    Article  CAS  Google Scholar 

  14. Bourosh, P.N., Revenko, M.D., Gdaniec, M., Stratulat, E.F., and Simonov, Yu.A., J. Struct. Chem., 2009, vol. 50, no. 3, p. 510. doi https://doi.org/10.1007/s10947-009-0078-z

    Article  CAS  Google Scholar 

  15. Chumakov, Yu.M., Biyushkin, V.N., and Bodyu, V.G., J. Struct. Chem., 1985, vol. 26, no. 6, p. 929. doi https://doi.org/10.1007/BF00748365

    Article  Google Scholar 

  16. Spek, A.L., J. Appl. Crystallogr., 2003, vol. 36, p. 7. doi https://doi.org/10.1107/S0021889802022112

    Article  CAS  Google Scholar 

  17. Malone, J.F., Murray, C.M., Charlton, M.H., Docherty, R., and Lavery, A.J., J. Chem. Soc., Faraday Trans., 1997, vol. 93, p. 3429. doi https://doi.org/10.1039/A700669A

    Article  CAS  Google Scholar 

  18. CrysAlisPro, Version 1.171.33.52 (release 06-11-2009 CrysAlis171.NET). Oxford Diffraction.

  19. Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112. doi https://doi.org/10.1107/S0108767307043930

    Article  CAS  PubMed  Google Scholar 

  20. Allen, F.H., Acta Crystallogr., Sect. B, 2002, vol. 58, p. 380. doi https://doi.org/10.1107/S0108768102003890

    Article  CAS  PubMed  Google Scholar 

  21. Addison, A.W., Rao, T.N., Reedijk, J., and Verschoor, G.C., J. Chem. Soc., Dalton Trans., 1984, no. 7, p. 1349. doi https://doi.org/10.1039/DT9840001349

  22. Gulea, A., Poirier, D., Roy, J., Stavila, V., Bulimestru, I., Tapcov, V., Birca, M., and Popovschi, L., J. Enzyme Inhib. Med. Chem., 2008, vol. 23, no. 6, p. 806. doi https://doi.org/10.1080/147563607017443002

    Article  CAS  PubMed  Google Scholar 

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Acknowledgments

The authors thank Prof. D. Poirier (Laval University, Quebec, Canada) and O.S. Garbuz for their help in performing biological testing.

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Authors and Affiliations

  1. State University of Moldova, ul. Mateevicha 60, Kishinev, Moldova

    A. P. Gulea, V. O. Graur & V. I. Tsapkov

  2. Institute of Applied Physics, Kishinev, Moldova

    Yu. M. Chumakov & P. A. Petrenko

  3. Gebze Institute of Technology, Gebze/Kocaeli, Çayirova, Turkey

    Yu. M. Chumakov

  4. Testemitanu State University of Medicine and Pharmacy, Kishinev, Moldova

    G. G. Balan & O. S. Burduniuc

  5. National Agency of Public Health, Kishinev, Moldova

    O. S. Burduniuc

  6. Institute of Microbiology and Biotechnology, Academy of Sciences of Moldova, Kishinev, Moldova

    V. F. Rudic

Authors
  1. A. P. Gulea
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  2. V. O. Graur
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  3. Yu. M. Chumakov
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  4. P. A. Petrenko
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  5. G. G. Balan
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  6. O. S. Burduniuc
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  7. V. I. Tsapkov
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  8. V. F. Rudic
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Corresponding author

Correspondence to V. I. Tsapkov.

Additional information

Russian Text © The Authors(s), 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 5, pp. 766–778.

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Gulea, A.P., Graur, V.O., Chumakov, Y.M. et al. Synthesis, Structure, and Biological Activity of Copper and Cobalt Coordination Compounds with Substituted 2-(2-Hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamides. Russ J Gen Chem 89, 953–964 (2019). https://doi.org/10.1134/S1070363219050153

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