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Preparation, spectral, thermal, and biological properties of zinc(II) 4-chloro- and 5-chlorosalicylate complexes with methyl 3-pyridylcarbamate and phenazone

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Abstract

New zinc(II) 4-chloro- and 5-chlorosalicylate complex compounds of the general formula ((4- or 5-Cl)C6H3(2-OH)COO)2Zn · L n (where L = methyl 3-pyridylcarbamate, phenazone; n = 2, 4) were prepared and characterized by elemental analysis, thermal analysis (TG/DTG, DTA), and IR spectroscopy. During thermal decomposition, mpc, phen, chlorosalicylic acid, chlorophenol, carbon dioxide, and carbon monoxide were released. Volatile products of the thermal decomposition were confirmed by mass spectrometry. The final solid product of the thermal decomposition up to 700°C was zinc oxide or metallic zinc. Antimicrobial activity of the compounds prepared was tested against various strains of bacteria, yeasts and filamentous fungi. The highest antimicrobial effect was determined against the G+ bacteria S. aureus.

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References

  • Bock, C. W., Katz, A. K., & Glusker, J. P. (1995). Hydration of zinc ions: A comparison with magnesium and beryllium ions. Journal of the American Chemical Society, 117, 3754–3765. DOI: 10.1021/ja00118a012.

    Article  CAS  Google Scholar 

  • Bujdošová, Z., Györyová, K., Kovřová, J., Hudecová, D., & Halás, L. (2009). Synthesis, biological and physicochemical properties of zinc(II) salicylate and 5-chlorosalicylate complexes with theophylline and urea. Journal of Thermal Analysis and Calorimetry, 98, 151–159. DOI: 10.1007/s10973-009-0093-5.

    Article  Google Scholar 

  • Crichton, R. R. (2008). Biological inorganic chemistry: An introduction. Amsterdam, The Netherlands: Elsevier.

    Google Scholar 

  • Chomič, J., Györyová, K., Szunyogová, E., & Kovářová, J. (2004). Thermal study of zinc(II) salicylate complex compounds with bioactive ligands. Journal of Thermal Analysis and Calorimetry, 76, 33–41. DOI: 10.1023/B:JTAN.0000027800.14514.c2.

    Article  Google Scholar 

  • Dudová, B., Hudecová, D., Pokorný, R., Mikulášová, M., Palicová, M., Segľa, P., & Melník, M. (2001). Copper complexes with bioactive ligands. Folia Microbiologica, 46, 379–384. DOI: 10.1007/BF02814425.

    Article  Google Scholar 

  • Erdélyiová, A., Györyová, K., Gyepes, R., Halás, L., & Kovářová, J. (2009). Synthesis, spectral, thermal and structural study of bis(2-bromobenzoato-O,O′)-bis(methyl-3-pyridylcarbamate-N)-zinc(II). Polyhedron, 28, 131–137. DOI:10.1016/j.poly.2008.09.017.

    Article  Google Scholar 

  • Grasselli, J. G., & Ritchey, W. M. (1975). Atlas of spectral data and physical constants for organic compounds (2nd ed.). Cleveland, OH, USA: CRC Press.

    Google Scholar 

  • Györyová, K., Chomič, J., & Kovářová, J. (2005). Thermal behaviour of zinc(II) 5-chlorosalicylate complex compounds. Journal of Thermal Analysis and Calorimetry, 80, 375–380. DOI: 10.1007/s10973-005-0663-0.

    Article  Google Scholar 

  • Györyová, K., Chomič, J., Szunyogová, E., Piknová, L., Zeleňák, V., & Vargová, Z. (2006). Thermal study of zinc(II) 4-chlorosalicylate complex compounds with bioactive ligands. Journal of Thermal Analysis and Calorimetry, 84, 727–732. DOI: 10.1007/s10973-005-7542-6.

    Article  Google Scholar 

  • Hudecová, D., Jantová, S., Melník, M., & Uher, M. (1996). New azidometalkojates and their biological activity. Folia Microbiologica, 41, 473–476. DOI: 10.1007/BF02814660.

    Article  Google Scholar 

  • Jantová, S., Hudecová, D., Stankovský, Š., Špirková, K., & Ružeková, Ľ. (1995). Antibacterial effect of substituted 4-quinazolylhydrazines and their arylhydrazones determined by a modified microdilution method. Folia Microbiologica, 40, 611–614. DOI: 10.1007/BF02818517.

    Article  Google Scholar 

  • Lewandowski, W., Kalinowska, M., & Lewandowska, H. (2005). The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Review. Journal of Inorganic Biochemistry, 99, 1407–1423. DOI:10.1016/j.jinorgbio.2005.04.010.

    Article  CAS  Google Scholar 

  • Manhas, B. S., & Trikha, A. K. (1982). Relationships between the direction of shifts in the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Journal of the Indian Chemical Society, 59, 315–319.

    CAS  Google Scholar 

  • Nakamoto, K. (1997). Infrared and Raman spectra of inorganic and coordination compounds (5th ed.). New York, NY, USA: Wiley.

    Google Scholar 

  • Smith, R. M. (2004). Understanding mass spectra: A basic approach (2nd ed.). Hoboken, NJ, USA: Wiley.

    Google Scholar 

  • Szunyogová, E., Mudroňová, D., Györyová, K., Nemcová, R., Kovářová, J., & Piknová-Findoráková, L. (2007). The physicochemical and biological properties of zinc(II) complexes. Journal of Thermal Analysis and Calorimetry, 88, 355–361. DOI: 10.1007/s10973-006-8115-z.

    Article  Google Scholar 

  • Vallee, B. L., & Auld, D. S. (1993). New perspective on zinc biochemistry: Cocatalytic sites in multi-zinc enzymes. Biochemistry, 32, 6493–6500. DOI: 10.1021/bi00077a001.

    Article  CAS  Google Scholar 

  • Zeleňák, V., Györyová, K., & Mlynarčík, D. (2002). Antibacterial and antifungal activity of zinc(II) carboxylates with/without N-donor organic ligands. Metal-Based Drugs, 8, 269–274. DOI: 10.1155/MBD.2002.269.

    Article  Google Scholar 

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Authors and Affiliations

  1. Department of Inorganic Chemistry, P. J. Šafárik University, Moyzesova 11, 041 54, Košice, Slovakia

    Zuzana Bujdošová, Katarína Györyová & Ladislav Halás

  2. Department of Biochemistry and Microbiology, Slovak University of Technology, Radlinského 9, 812 37, Bratislava, Slovakia

    Daniela Hudecová

  3. Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovského nám. 2, 162 06, Prague 6, Czech Republic

    Jana Kovářová

Authors
  1. Zuzana Bujdošová
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  2. Katarína Györyová
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  3. Daniela Hudecová
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  4. Jana Kovářová
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  5. Ladislav Halás
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Correspondence to Zuzana Bujdošová.

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Bujdošová, Z., Györyová, K., Hudecová, D. et al. Preparation, spectral, thermal, and biological properties of zinc(II) 4-chloro- and 5-chlorosalicylate complexes with methyl 3-pyridylcarbamate and phenazone. Chem. Pap. 64, 584–591 (2010). https://doi.org/10.2478/s11696-010-0039-1

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  • DOI: https://doi.org/10.2478/s11696-010-0039-1

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