15473-68-4Relevant academic research and scientific papers
Bismuth(III) β-thioxoketonates as antibiotics against Helicobacter pylori and as anti-leishmanial agents
Andrews, Philip C.,Blair, Victoria L.,Ferrero, Richard L.,Junk, Peter C.,Kedzierski, Lukasz,Peiris, Roshani M.
, p. 1279 - 1291 (2014/01/06)
Nine different β-thioxoketones of general formula R 1C(O)CH2C(S)R2 (R1 = C 6H5, R2 = C6H5L1; R 1 = C6H5, R2 = p-CF 3C6H4L2; R1 = p-MeOC 6H4, R2 = C6H5L3; R 1 = p-MeOC6H4, R2 = p-CF 3C6H4L4; R1 = C5H 4N, R2 = C6H5L5; R1 = p-IC6H4, R2 = C6H5L6; R1 = C6H5, R2 = p-IC 6H4L7; R1 = C6H5, R 2 = C10H7L8 and R1 = CH3, R2 = C6H5L9) and their tris-substituted bismuth(III) complexes having the general formula [Bi{R1C(O)CHC(S) R2}3] were synthesised and fully characterised. The solid state structure of [Bi{C5H4NC(O)CHC(S)C6H 5}3] B5 was determined by crystallography and revealed that the three β-thioxoketonato ligands are bound to bismuth(III) centre in a bidentate fashion through O and S atoms. The bismuth(III) complexes and the corresponding thioxoketones were assessed for their activity against H. pylori. All of the bismuth(III) complexes were highly active against H. pylori having a MIC of greater than or equal to 3.125 μg mL-1, while the free acids were essentially not toxic to the bacteria. The anti-leishmanial activity of all the bismuth(III) β-thioxoketonates and the corresponding free acids were assessed against L. major promastigotes. The toxicity towards human fibroblast cells was also assessed. All of the free β-thioxoketones were selectively toxic to the L. major promastigotes displaying some potential as anti-leishmanial agents. Among these [C6H5C(=O)CH 2C(=S)C6H5] L1 and [C5H 4NC(=O)CH2C(=S)C6H5] L5 showed comparable activity to that of Amphotericin B, killing about 80% of the L. major promastigotes at a concentration of 25 μM (6.0 μg mL-1). The bismuth(III) β-thioxoketonate complexes were toxic to both the L. major promastigotes and fibroblast cells at high concentrations, but gave no improvement in anti-leishmanial activity over the free β-thioxoketones. The Royal Society of Chemistry 2014.
