Advertisement

Transition Metal Chemistry

, Volume 40, Issue 8, pp 813–819 | Cite as

Synthesis, characterization and antimicrobial properties of lipophilic palladium complexes bearing iminopyridine ligands

  • Patrick T. Gormley
  • B. Ninh Khuong
  • Courtney M. Dickie
  • Ashley M. Taweel
  • Heather L. Blundon
  • Josée-Marie E. J. Melanson
  • Adam F. LeBlanc
  • Tara S. Murphy
  • Curran G. Tompkins
  • Christopher M. Vogels
  • Andreas Decken
  • Felix J. Baerlocher
  • Tyson J. MacCormack
  • Stephen A. WestcottEmail author
Article

Abstract

The reaction of [PdCl22-coe)]2 (coe = cis-cyclooctene) with nine lipophilic iminopyridine ligands (NN′, 1ai) afforded the corresponding metal complexes cis-[PdCl2(NN′)] (2ai) with concomitant loss of the labile coe ligands. All iminopyridine complexes were characterized by physicochemical and spectroscopic methods. The molecular structures of two complexes, 2a and 2b, were determined by single crystal X-ray diffraction studies. All complexes were tested for their potential antifungal and antibacterial activities.

Keywords

Palladium PdCl2 Palladium Complex Supplementary Material Section Cyclopropylamine 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Notes

Acknowledgments

Thanks are gratefully extended to Mount Allison University, the University of New Brunswick and the Canada Research Chair Program. We also thank Dan G. B. Durant (MAU) for his expert technical assistance and Drs. J. Waller (MAU) and C. Dieni (MAU) for help with the biological testing and anonymous reviewers are thanked for their very helpful comments.

Supplementary material

11243_2015_9977_MOESM1_ESM.docx (41 kb)
Supplementary material 1 (docx 41 kb)

References

  1. 1.
    Medici S, Peana M, Nurchi VM, Lachowicz JI, Crisponi G, Zoroddu MA (2015) Coord Chem Rev 284:329–350CrossRefGoogle Scholar
  2. 2.
    Raynauld FI, Boxall FE, Goddard PM, Valenti M, Jones M, Murrer BA, Abrams M, Kelland LR (1997) Clin Cancer Res 3:2063–2074Google Scholar
  3. 3.
    Brunner H, Schmidt M, Schonenberger H (1986) Inorg Chim Acta 123:201–207CrossRefGoogle Scholar
  4. 4.
    Zhang H, Enman JE, Conrad ML, Manning MJ, Turner CS, Wheaton SL, Vogels CM, Westcott SA, Decken A, Baerlocher FJ (2006) Trans Met Chem 31:13–18CrossRefGoogle Scholar
  5. 5.
    Scales SJ, Zhang H, Chapman PA, McRory CP, Derrah EJ, Vogels CM, Saleh MT, Decken A, Westcott SA (2004) Polyhedron 23:2169–2176CrossRefGoogle Scholar
  6. 6.
    Garoufis A, Hadjikakou SK, Hadjiliadis N (2009) Coord Chem Rev 253:1384–1397CrossRefGoogle Scholar
  7. 7.
    García-Friaza G, Fernández-Botello A, Pérez JM, Prieto MJ, Moreno V (2006) J Inorg Biochem 100:1368–1377CrossRefGoogle Scholar
  8. 8.
    Motswainyana WM, Onani MO, Madiehe AM, Saibu M, Jacobs J, van Meervelt L (2013) Inorg Chim Acta 400:197–202CrossRefGoogle Scholar
  9. 9.
    Motswainyana WM, Onani MO, Madiehe AM, Saibu M (2014) Bioorg Med Chem Lett 24:1692–1694CrossRefGoogle Scholar
  10. 10.
    Bertani R, Berton A, Di Bianca F, Crociani B (1988) J Organomet Chem 348:411–423CrossRefGoogle Scholar
  11. 11.
    Kubo K, Nakano M, Tamura H, Matsubayashi G (2000) Inorg Chim Acta 311:6–14CrossRefGoogle Scholar
  12. 12.
    Buffin BP, Fonger EB, Kundu A (2003) Inorg Chim Acta 355:340–346CrossRefGoogle Scholar
  13. 13.
    Pioquinto-Mendoza JR, Martínez-Otero D, Andrade-López N, Alvarado-Rodríguez JG, Salazar-Pereda V, Sánchez-Cabrera G, Zuno-Cruz FJ (2013) Polyhedron 50:289–296CrossRefGoogle Scholar
  14. 14.
    Andrade-López N, Hanna TA, Alvarado-Rodríguez JG, Luqueño-Reyes A, Martínez-Ortega BA, Mendoza-Espinosa D (2010) Polyhedron 29:2304–2310CrossRefGoogle Scholar
  15. 15.
    Casas JS, Castiñeiras A, García-Martinez E, Parajó Y, Pérez-Parallé ML, Sánchez-González A, Sordo J (2005) Z Anorg Allg Chem 631:2258–2264CrossRefGoogle Scholar
  16. 16.
    Bandyopadhyay N, Zhu M, Lu L, Mitra D, Das M, Das P, Samanta A, Naskar JP (2015) Eur J Med Chem 89:59–66CrossRefGoogle Scholar
  17. 17.
    Cipriani M, Toloza J, Bradford L, Putzu E, Vieties M, Curbelo E, Tomaz AI, Garat B, Guerrero J, Gancheff JS, Maya JD, Azar CO, Gambino D, Otero L (2014) Eur J Inorg Chem 27:4677–4689CrossRefGoogle Scholar
  18. 18.
    Prasad KS, Kumar LS, Chandan S, Kumar RMN, Revanasiddappa HD (2013) Spectrochim Acta A 107:108–116CrossRefGoogle Scholar
  19. 19.
    Ferreira IP, de Lima GM, Paniago EB, Takahashi JA, Pinheiro CB (2014) Inorg Chim Acta 423:443–449CrossRefGoogle Scholar
  20. 20.
    Ali OAM (2014) Spectrochim Acta A 132:52–60CrossRefGoogle Scholar
  21. 21.
    Ali OAM (2014) Spectrochim Acta A 121:188–195CrossRefGoogle Scholar
  22. 22.
    Juribašić M, Molčanov K, Kojić-Prodić B, Bellotto L, Kralj M, Zani F, Tušek-Božić L (2011) J Inorg Biochem 105:867–879CrossRefGoogle Scholar
  23. 23.
    Marques MPM (2014) ISRN Spectrom Article ID 287353. doi: 10.1155/2013/287353
  24. 24.
    Vogels CM, Wellwood HL, Biradha K, Zaworotko MJ, Westcott SA (1999) Can J Chem 77:1196–1207CrossRefGoogle Scholar
  25. 25.
    Massa W, Dehghanpour S, Jahani K (2009) Inorg Chim Acta 362:2872–2878CrossRefGoogle Scholar
  26. 26.
    Papadakis R, Rivière E, Giorgi M, Jamet H, Rousselot-Pailley P, Réglier M, Simaan AJ, Tron T (2013) Inorg Chem 52:5824–5830CrossRefGoogle Scholar
  27. 27.
    Oso Y, Ishida T (2009) Chem Lett 38:604–605CrossRefGoogle Scholar
  28. 28.
    Kim D, Song Y, Kim S, Lee H-J, Lee H (2014) J Coord Chem 67:2312–2329CrossRefGoogle Scholar
  29. 29.
    Sheldrick GM (2008) CELL_NOW, version 2008/2. Bruker AXS Inc, Madison, Wisconsin, USAGoogle Scholar
  30. 30.
    Bruker (2006) SAINT, version 7.23A. Bruker AXS Inc, Madison, WisconsinGoogle Scholar
  31. 31.
    Sheldrick GM (2004) TWINABS 1.05, Bruker Nonius, Inc., Madison, Wisconsin, USAGoogle Scholar
  32. 32.
    Sheldrick GM (2008) SADABS 2008. Bruker AXS Inc, Madison, Wisconsin, USAGoogle Scholar
  33. 33.
    Sheldrick GM (2008) Acta Crystallogr A 64:112–122CrossRefGoogle Scholar
  34. 34.
    Kim S, Kim E, Lee H-J, Lee H (2014) Polyhedron 69:149–155CrossRefGoogle Scholar
  35. 35.
    Dawood KM, Farag AM, El-Deftar MM, Gardiner M, Abdelaziz HA (2013) Arkivoc 210–226Google Scholar
  36. 36.
    Onani MO, Motswainyana WM (2011) Acta Cryst E67:m1392Google Scholar
  37. 37.
    Motswainyana WM, Ojwach SO, Onani MO, Iwuoha EI, Darkwa J (2011) Polyhedron 30:2574–2580CrossRefGoogle Scholar
  38. 38.
    Pelagatti P, Carcelli M, Costa M, Ianelli S, Pelizza C, Rogolino D (2005) J Mol Catal A 226:107–110CrossRefGoogle Scholar
  39. 39.
    Yang L, Powell DR, Houser RP (2007) Dalton Trans 955–964Google Scholar

Copyright information

© Springer International Publishing Switzerland 2015

Authors and Affiliations

  • Patrick T. Gormley
    • 1
  • B. Ninh Khuong
    • 1
  • Courtney M. Dickie
    • 2
  • Ashley M. Taweel
    • 2
  • Heather L. Blundon
    • 2
  • Josée-Marie E. J. Melanson
    • 2
  • Adam F. LeBlanc
    • 2
  • Tara S. Murphy
    • 2
  • Curran G. Tompkins
    • 2
  • Christopher M. Vogels
    • 2
  • Andreas Decken
    • 3
  • Felix J. Baerlocher
    • 1
  • Tyson J. MacCormack
    • 2
  • Stephen A. Westcott
    • 2
    Email author
  1. 1.Department of BiologyMount Allison UniversitySackvilleCanada
  2. 2.Department of Chemistry and BiochemistryMount Allison UniversitySackvilleCanada
  3. 3.Department of ChemistryUniversity of New BrunswickFrederictonCanada

Personalised recommendations