Remarkable in vitro bactericidal activity of bismuth(III) sulfonates against Helicobacter pylori.
Four new tris-substituted bismuth(III) sulfonates of general formula [Bi(O(3)SR)(3)] (R = phenyl 1, p-tolyl 2, 2,4,6-mesityl 3 and S-(+)-10-camphoryl 4) have been synthesised and characterised. Their synthesis by solvent-free (SF) and solvent-mediated (SM) methods has been explored and their activity against Helicobacter pylori has been investigated. The compounds 1-4 display a remarkable in vitro activity against three laboratory strains of H. pylori (B128, 26,695 and 251) with minimum inhibitory concentration (MIC) values as low as 0.049 μg mL(-1) for the strains B128 and 26,695, and 0.781 μg mL(-1) for the clinical isolate 251. This places most MIC values in the nano-molar region and demonstrates the strong influence of the sulfonate group on the bactericidal properties. The novel solid state structure [Bi(8)(O(3)SMes)(20)(SO(4))(2)(H(2)O)(6)]·(C(7)H(8))(7)5·(C(7)H(8))(7), derived from the SM reaction under reflux conditions, is presented and the incorporation of the two inorganic sulfate anions in the centre of the wheel-like bismuth sulfonate cluster explained.
School of Chemistry, Monash University, Melbourne, VIC 3800, Australia. phil.andrews@monash.edu
Philip C
PC
Andrews
Madleen
M
Busse
Glen B
GB
Deacon
Richard L
RL
Ferrero
Peter C
PC
Junk
Jonathan G
JG
MacLellan
Amelia
A
Vom
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D001729:Bismuth / Q000737:chemistry*; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D018360:Crystallography, X-Ray; D016481:Helicobacter Infections / Q000382:microbiology; D016480:Helicobacter pylori / Q000187:drug effects* / Q000302:isolation & purification; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D013451:Sulfonic Acids / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D056831:Coordination Complexes; D013451:Sulfonic Acids; D001729:Bismuth