Comparative solution equilibrium studies of anticancer gallium(III) complexes of 8-hydroxyquinoline and hydroxy(thio)pyrone ligands

E. Enyedy, Orsolya Dömötör, Erika Varga, T. Kiss, Robert Trondl, Christian G. Hartinger, Bernhard K. Keppler

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The stoichiometry and stability constants of the Ga(III) complexes of 8-hydroxyquinoline (HQ), 8-hydroxyquinoline-5-sulfonate (HQS), maltol, thiomaltol, allomaltol and thioallomaltol were determined by means of pH-potentiometry, UV-vis spectrophotometry, spectrofluorometry and 1H NMR spectroscopy in aqueous solution. Spectrofluorometry was used to determine the stability constants of the Ga(III)-HQ species in water. Formation of [GaL]2 +, [GaL2]+ and [GaL3] complexes was found and the Ga(III) binding ability of the ligands followed the order: thioallomaltol <thiomaltol <allomaltol <maltol ≪ HQS ∼ HQ. As a result of the outstanding stability of tris(8-hydroxyquinolinato) gallium(III) (KP46) the dissociation of the complex is negligible at physiological pH even in the biologically relevant low concentration range. Thus KP46 is able to preserve its original entity more considerably than other Ga(III) complexes. Moreover, intrinsic fluorescence of KP46 allows the monitoring of the cellular accumulation and distribution in human cancer cells by fluorescence microscopy.

Original languageEnglish
Pages (from-to)189-197
Number of pages9
JournalJournal of Inorganic Biochemistry
Volume117
DOIs
Publication statusPublished - Dec 2012

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Hydroxyquinolines
Pyrones
Oxyquinoline
Gallium
Fluorescence Spectrometry
Ligands
Potentiometry
Spectrophotometry
Fluorescence microscopy
Fluorescence Microscopy
Stoichiometry
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
Fluorescence
Cells
Water
Monitoring
Neoplasms
3-hydroxy-2-methyl-4H-pyran-4-thione
maltol

Keywords

  • Fluorescence
  • Gallium antitumor complexes
  • Maltol
  • Oxine
  • Stability constants
  • Thiomaltol

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry

Cite this

Comparative solution equilibrium studies of anticancer gallium(III) complexes of 8-hydroxyquinoline and hydroxy(thio)pyrone ligands. / Enyedy, E.; Dömötör, Orsolya; Varga, Erika; Kiss, T.; Trondl, Robert; Hartinger, Christian G.; Keppler, Bernhard K.

In: Journal of Inorganic Biochemistry, Vol. 117, 12.2012, p. 189-197.

Research output: Contribution to journalArticle

Enyedy, E. ; Dömötör, Orsolya ; Varga, Erika ; Kiss, T. ; Trondl, Robert ; Hartinger, Christian G. ; Keppler, Bernhard K. / Comparative solution equilibrium studies of anticancer gallium(III) complexes of 8-hydroxyquinoline and hydroxy(thio)pyrone ligands. In: Journal of Inorganic Biochemistry. 2012 ; Vol. 117. pp. 189-197.
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