Synthesis and characterisation of bismuth(III) aminoarenesulfonate complexes and their powerful bactericidal activity against Helicobacter pylori

Busse, Madleen, Trinh, Iman, Junk, Peter C., Ferrero, Richard L., and Andrews, Philip C. (2013) Synthesis and characterisation of bismuth(III) aminoarenesulfonate complexes and their powerful bactericidal activity against Helicobacter pylori. Chemistry: a European journal, 19 (17). pp. 5264-5275.

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Abstract

The synthesis and characterisation of nine new tris-substituted bismuth(III) aminoarenesulfonates of the general formula [Bi(O₃S-Rᴺ)₃] (Rᴺ=o-aminophenyl 1, m-aminophenyl 2, 6-amino-3-methoxyphenyl 3, p-aminophenyl 4, 2-pyridyl 5, o-aminonaphthyl 6, 5-aminonaphthyl 7, 4-amino-3-hydroxynaphthyl 8 and 5-isoquinolinyl 9) is described. Two synthetic strategies, using Ag₂O and [Bi(OtBu)₃], were explored and compared. The possibility to access heteroleptic bismuth(III) complexes with the new silver(I) metathesis reaction is demonstrated with the synthesis of the heteroleptic bismuth(III) aminoarenesulfonate complexes [PhBi(O₃S-P2)₂(dmso)] 10, [Ph₂Bi(O₃S-P2)]∞ 11 and [PhBi(O₃S-P2)₂]∞ 12, of which the solid state structures 10 and 12 are presented (2P-SO₃⁻=2-pyridinesulfonate). These complexes offer remarkable in-vitro activity against three standard laboratory strains of Helicobacter pylori (H. pylori) as demonstrated by their exceptionally low minimum inhibitory concentration (MIC) values of 0.049gmL⁻¹ for the strains 251 and B128, which places most MIC values in the nano-molar region. These results demonstrate the importance of the amino functionality in addition to the sulfonate group on the bactericidal properties against H. pylori.

Item ID: 28350
Item Type: Article (Research - C1)
ISSN: 1521-3765
Keywords: aminoarene sulfonates, biological activity, bismuth, helicobacter pylori, ligand effects
Date Deposited: 17 Jul 2013 05:25
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030204 Main Group Metal Chemistry @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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