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Issue 3, 2018
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Comparative stability, toxicity and anti-leishmanial activity of triphenyl antimony(V) and bismuth(V) α-hydroxy carboxylato complexes

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Abstract

A series of triphenyl Sb(V) and Bi(V) α-hydroxy carboxylato complexes of the general formula [MPh3(O2CROH)2] and [MPh3(O2CRO)] have been successfully synthesised and characterised, and subsequently assayed for their comparative activity towards Leishmania parasites and human fibroblast cells. Four complexes are novel; [SbPh3Gly], [BiPh3(GlyH)2], [SbPh3(R-ManH)2] and [SbPh3(S-ManH)2], and have been structurally characterised through X-ray diffraction. These were combined in the study with the known complexes; ([SbPh3(R-Man)], [SbPh3(S-Man)], [BiPh3(R-ManH)2], [BiPh3(R-ManH)2], [SbPh3(BenzH)2], [BiPh3(BenzH)2], for which the crystal structures of [BiPh3(S-ManH)2] and [BiPh3(R-Man)2] have now been authenticated (GlyH2 = glycolic acid, R/S-ManH2 = mandelic acid, BenzH2 = benzilic acid). The complexes adopt a typical bipyramidal 7-coordinate geometry with the phenyl rings occupying the equatorial plane, and the ligands on the axial. In contrast to previous studies the Bi(V) compounds show a relatively high degree of stability in DMEM culture media. Promastigote and human fibroblast cell assays showed the Bi(V) analogues to be non-selectively toxic with a respective IC50 range of 3.58–6.33 μM and 5.83–7.01 μM. In contrast, the Sb(V) analogues provided much greater selectivity (promastigotes 12.5–20.7; fibroblasts 72.8–≥100 μM). Assessment of the Sb(V) complexes against amastigotes at 10 μM showed them to be effective with % infection values ranging from 9.5 ± 0.5–30 ± 1.3.

Graphical abstract: Comparative stability, toxicity and anti-leishmanial activity of triphenyl antimony(v) and bismuth(v) α-hydroxy carboxylato complexes

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Publication details

The article was received on 06 Nov 2017, accepted on 12 Dec 2017 and first published on 13 Dec 2017


Article type: Paper
DOI: 10.1039/C7DT04171C
Citation: Dalton Trans., 2018,47, 971-980
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    Comparative stability, toxicity and anti-leishmanial activity of triphenyl antimony(V) and bismuth(V) α-hydroxy carboxylato complexes

    R. N. Duffin, V. L. Blair, L. Kedzierski and P. C. Andrews, Dalton Trans., 2018, 47, 971
    DOI: 10.1039/C7DT04171C

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