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来源于非甾体抗炎药物的三价铋配合物及其抗幽门螺杆菌活性。

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

机构信息

School of Chemistry, Monash University, PO Box 23, Clayton, Melbourne, Vic. 3800, Australia.

出版信息

Dalton Trans. 2010 Mar 21;39(11):2861-8. doi: 10.1039/c000164c. Epub 2010 Feb 5.

DOI:10.1039/c000164c
PMID:20200713
Abstract

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), 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 > or = 6.25 microg mL(-1).

摘要

已通过无溶剂和溶剂介导方法实现了 BiPh(3)与常见非甾体抗炎药物(NSAIDs)酮洛芬、萘普生、布洛芬、甲芬那酸、双氯芬酸、5-氯水杨酸、芬布芬、舒林酸、托芬那酸和氟芬那酸的 1:3 反应生成的羧酸和苯甲酸的三价铋配合物。使用 DSC-TGA 研究了无溶剂反应的热化学特征。所有反应均生成了通式为BiL(3)的三取代配合物,其中源自酮洛芬和舒林酸的配合物在其内部配位球中还具有一个额外的单铋结合的 H(2)O 分子。这些配合物在空气中稳定,可以保存六个月,在水中过夜悬挂时不会发生明显分解,但在 1 M HCl 溶液中分解,释放出 NSAID 的游离酸形式。十种配合物对幽门螺杆菌均显示出优异的体外活性,MIC 值均大于或等于 6.25μg mL(-1)。

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