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

Journal Publication ResearchOnline@JCU
Andrews, Philip C.;Ferrero, Richard L.;Junk, Peter C.;Kumar, Ish;Luu, Quynh;Nguyen, Kim;Taylor, James W.
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 µg mL−1.

Journal

Dalton Transactions

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Volume

39

ISBN/ISSN

1477-9234

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Issue

11

Pages Count

8

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Publisher

Royal Society of Chemistry

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DOI

10.1039/c000164c