Investigations into a change of aryl group on the cytotoxicity and anti-leishmanial activity of a series of tris-aryl Sb(V) pentafluoropropionates

Ekaterina V. Artem'eva, Rebekah N. Duffin, Sarmishta Munuganti, Andrey N. Efremov, Philip C. Andrews, Olga K. Sharutina, Vladimir V. Sharutin

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Five tris-arylantimony bis(pentafluoropropionates) of the general formula Ar3Sb[OC(O)CF2CF3]2 with Ar = Ph (1), m-Tol, (2) p-Tol (3), C6H4F-4 (4), C6H3-OMe-2-Br-5 (5) have been synthesized by an oxidative addition reaction. Four of them (1–3, 5) are structurally novel. All structures were analytically characterized by X-ray diffraction, IR, 1H, 13C and 19F NMR spectroscopy. The solid-state structures determined by X-ray diffraction analysis have shown that the antimony centre has a typical trigonal–bipyramidal geometry with carboxylic oxygen atoms in axial positions and carbon atoms of aryl groups in the equatorial plane. All complexes have been screened for their anti-leishmanial activity and cytotoxicity towards mammalian macrophages. IC50 values are found in the ranges of 2.32–28.7 μM for the promastigote assay, and 5.14–41.6 μM for the macrophages. Two complexes with the selectivity indices SI = 2.49 (2) and 3.75 (5) have been assessed for their anti-amastigote activity. The percentage infection values of 10.00 % ± 2.25 (2) and 27.50 % ± 2.94 (5) are obtained, showcasing the need for further investigations into a change in aryl group and the structure activity relationships it presents.

Original languageEnglish
Article number115627
Number of pages7
Publication statusPublished - 1 Feb 2022


  • Anti-leishmanial activity
  • Carboxylates
  • Cytotoxicity
  • Leishmania
  • Leishmaniasis
  • Tris-arylantimony

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