Bismuth(III) complexes derived from non-steroidal anti-inflammatory drugs and their activity against Helicobacter pylori

被引:61
作者
Andrews, Philip C. [1 ]
Ferrero, Richard L. [2 ]
Junk, Peter C. [1 ]
Kumar, Ish [1 ]
Luu, Quynh [1 ]
Nguyen, Kim [1 ]
Taylor, James W. [1 ]
机构
[1] Monash Univ, Sch Chem, Melbourne, Vic 3800, Australia
[2] Monash Inst Med Res, Ctr Innate Immun & Infect Dis, Melbourne, Vic 3168, Australia
关键词
SOLVENT-FREE; INFECTION; CHEMISTRY; ULCER; SUSCEPTIBILITY; CARBOXYLATES; CRYSTAL; AGENTS;
D O I
10.1039/c000164c
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The formation of bismuth(III) complexes of carboxylates and benzoates derived from the 1 : 3 reaction of BiPh(3) with the common non-steroidal anti-inflammatory drugs ( NSAIDs) ketoprofen, naproxen, ibuprofen, mefenamic acid, diflunisal, 5-chlorosalicylic acid, fenbufen, sulindac, tolfenamic acid and flufenamic acid, has been achieved using both solvent-free and solvent-mediated methods. The thermochemical profiles of the solvent-free reactions were studied using DSC-TGA. All reactions produced the tris-substituted complexes of general formula [BiL(3)](n), with the complexes derived from ketoprofen and sulindac having an additional single bismuth bound H(2)O molecule in the inner coordination sphere. The complexes are stable in air over a period of six months, do not undergo significant decomposition when suspended overnight in water, but decompose in 1 M HCl solution to release the free acid form of the NSAID. All ten complexes show excellent in vitro activity against Helicobacter pylori with MIC values of >= 6.25 mu g mL(-1).
引用
收藏
页码:2861 / 2868
页数:8
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