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

Philip Craig Andrews, Richard Louis Ferrero, Peter Courtney Junk, Ish Kumar, Quynh Luu, Kim Nguyen, James William Taylor

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49 Citations (Scopus)

Abstract

The formation of bismuth(III) complexes of carboxylates and benzoates derived from the 1 : 3 reaction of BiPh3 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 [BiL3](n), with the complexes derived from ketoprofen and sulindac having an additional single bismuth bound H2O 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).
Original languageEnglish
Pages (from-to)2861 - 2868
Number of pages8
JournalDalton Transactions
Volume39
Issue number11
DOIs
Publication statusPublished - 2010

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