TY - JOUR
T1 - Bismuth(III) complexes derived from non-steroidal anti-inflammatory drugs and their activity against Helicobacter pylori
AU - Andrews, Philip Craig
AU - Ferrero, Richard Louis
AU - Junk, Peter Courtney
AU - Kumar, Ish
AU - Luu, Quynh
AU - Nguyen, Kim
AU - Taylor, James William
PY - 2010
Y1 - 2010
N2 - 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).
AB - 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).
UR - http://www.rsc.org.ezproxy.lib.monash.edu.au/ej/DT/2010/c000164c.pdf
U2 - 10.1039/c000164c
DO - 10.1039/c000164c
M3 - Article
SN - 1477-9226
VL - 39
SP - 2861
EP - 2868
JO - Dalton Transactions
JF - Dalton Transactions
IS - 11
ER -