Solubilities and Solvation of Aluminum(III), Iron(III), and Indium(III) 8-Hydroxyquinolinates in Methanol/Water Mixtures

Burgess, John; Drasdo, Duncan N.; Patel, M. N.

doi:10.1002/jps.2600830113

Cited by 5 publications

(2 citation statements)

References 27 publications

(1 reference statement)

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“…Its 5-methyl derivative showed similar anti-trypanosomal actions but with reduced cytotoxicity. 8-Hydroxyquinoline is a well-known lipophilic iron chelator [ 17 ] and is used as a disinfectant. It was very effective in killing bloodstream forms of T. brucei , however, no prediction can be made regarding its mechanism of action because of the lack of selectivity for metal ions.…”

Section: Discussionmentioning

confidence: 99%

In vitro growth inhibition of bloodstream forms of Trypanosoma brucei and Trypanosoma congolenseby iron chelators

Merschjohann

Steverding

2006

Kinetoplastid Biol Dis

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African trypanosomes exert significant morbidity and mortality in man and livestock. Only a few drugs are available for the treatment of trypanosome infections and therefore, the development of new anti-trypanosomal agents is required. Previously it has been shown that bloodstream-form trypanosomes are sensitive to the iron chelator deferoxamine. In this study the effect of 13 iron chelators on the growth of Trypanosoma brucei, T. congolense and human HL-60 cells was tested in vitro. With the exception of 2 compounds, all chelators exhibited anti-trypanosomal activities, with 50% inhibitory concentration (IC 50 ) values ranging between 2.1 -220 µM. However, the iron chelators also displayed cytotoxicity towards human HL-60 cells and therefore, only less favourable selectivity indices compared to commercially available drugs. Interfering with iron metabolism may be a new strategy in the treatment of trypanosome infections. More specifically, lipophilic ironchelating agents may serve as lead compounds for novel anti-trypanosomal drug development.

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Section: Discussionmentioning

confidence: 99%

In vitro growth inhibition of bloodstream forms of Trypanosoma brucei and Trypanosoma congolenseby iron chelators

Merschjohann

Steverding

2006

Kinetoplastid Biol Dis

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“…Such patterns, which suggest maximum solvation of solutes in mixed solvents whose components solvate different parts of the surface of the solute, have been reported previously. Examples of such synergic solvation include ternary complexes [Fe(diimine) 2 (CN) 2 ], where water interacts strongly with the cyanide ligands but organic cosolvents preferentially solvate the hydrophobic diimine periphery [24,28], tris(8-hydroxyquinolinato)aluminium(III) and its iron (III) analogue [29], and tris(3-hydroxy-4-pyranonate) and tris(3-hydroxy-4-pyridinonate) complexes of such metal(III) centres as Fe 3þ , Al 3þ , and In 3þ [30]. Indeed the 2-ethyl-3-hydroxy-4-pyranone and 1,2-dimethyl-3-hydroxy-4-pyridinone ligands (ethylmaltol and L1 or deferiprone) themselves show synergic solvation [31].…”

Section: Discussionmentioning

confidence: 99%

Solvation of iron(II) complexes of hexadentate tris-diimine Schiff base tripod ligands in alcohol?water and DMSO?water mixtures

Alousy

Burgess

Elvidge

2005

Transition Met Chem

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Solubilities of the perchlorate salt of the iron(II) complex of the tripodal ligand derived from tris(2-aminoethyl)amine and pyridine 2-carboxaldehyde, [Fe(fpyHg 3 tren)](ClO 4 ) 2 , have been determined in MeOH-, i-PrOH-, t-BuOH-, and DMSO-H 2 O mixtures. Solubilities of [Fe(fpyMeg 3 tren)](ClO 4 ) 2 and of [Fe(fpyPhg 3 tren)](ClO 4 ) 2 , analogues derived from 2-acetylpyridine and 2-benzoylpyridine, respectively, have been determined in MeOH-H 2 O mixtures. Transfer chemical potentials for the three complexes have been calculated from these solubilities, and solvation trends for these complexes discussed in relation to the overall pattern for iron(II)-diimine complexes in binary aqueous solvent mixtures. The crystal structure of [Fe(fpyHg 3 tren)](ClO 4 ) 2 has been determined.

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Solvation of platinum anti-cancer drugs in methanol-water mixtures

1995

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Solubilities and Solvation of Aluminum(III), Iron(III), and Indium(III) 8-Hydroxyquinolinates in Methanol/Water Mixtures

Cited by 5 publications

References 27 publications

In vitro growth inhibition of bloodstream forms of Trypanosoma brucei and Trypanosoma congolenseby iron chelators

In vitro growth inhibition of bloodstream forms of Trypanosoma brucei and Trypanosoma congolenseby iron chelators

Solvation of iron(II) complexes of hexadentate tris-diimine Schiff base tripod ligands in alcohol?water and DMSO?water mixtures

Solvation of platinum anti-cancer drugs in methanol-water mixtures

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