School of Chemistry, Monash University, Clayton Campus, Clayton, VIC 3800, Australia.
Chemistry. 2013 Apr 22;19(17):5264-75. doi: 10.1002/chem.201204220. Epub 2013 Mar 27.
The synthesis and characterisation of nine new tris-substituted bismuth(III) aminoarenesulfonates of the general formula [Bi(O3S-R(N))3] (R(N) = o-aminophenyl 1, m-aminophenyl 2, 6-amino-3-methoxyphenyl 3, p-aminophenyl 4, 2-pyridyl 5, o-aminonaphthyl 6, 5-aminonaphthyl 7, 4-amino-3-hydroxynaphthyl 8 and 5-isoquinolinyl 9) is described. Two synthetic strategies, using Ag2O and [Bi(OtBu)3], were explored and compared. The possibility to access heteroleptic bismuth(III) complexes with the new silver(I) metathesis reaction is demonstrated with the synthesis of the heteroleptic bismuth(III) aminoarenesulfonate complexes [PhBi(O3S-P2)2(dmso)] 10, [Ph2Bi(O3S-P2)]∞ 11 and [PhBi(O3S-P2)2]∞ 12, of which the solid state structures 10 and 12 are presented (2P-SO3(-) = 2-pyridinesulfonate). These complexes offer remarkable in-vitro activity against three standard laboratory strains of Helicobacter pylori (H. pylori) as demonstrated by their exceptionally low minimum inhibitory concentration (MIC) values of 0.049 μg mL(-1) for the strains 251 and B128, which places most MIC values in the nano-molar region. These results demonstrate the importance of the amino functionality in addition to the sulfonate group on the bactericidal properties against H. pylori.
描述了通式为[Bi(O3S-R(N))3]的 9 种新的三取代三价铋(III)芳胺磺酸盐的合成与表征（R(N)=邻氨基苯基 1、间氨基苯基 2、6-氨基-3-甲氧基苯基 3、对氨基苯基 4、2-吡啶基 5、邻氨基萘基 6、5-氨基萘基 7、4-氨基-3-羟基萘基 8 和 5-异喹啉基 9）。使用 Ag2O 和 [Bi(OtBu)3] 探索并比较了两种合成策略。通过新的银（I）反位合成反应，有可能获得新的银（I）配合物。与新的银（I）配合物的合成，展示了杂配三价铋（III）芳胺磺酸盐配合物[PhBi(O3S-P2)2(dmso)] 10、[Ph2Bi(O3S-P2)]∞ 11 和[PhBi(O3S-P2)2]∞ 12 的可能性，其中 10 和 12 的固体结构被呈现（2P-SO3(-)=2-吡啶磺酸盐）。这些配合物对三种标准实验室幽门螺杆菌（H. pylori）菌株表现出显著的体外活性，其最低抑菌浓度（MIC）值异常低，对菌株 251 和 B128 的 MIC 值分别为 0.049μg/mL，大多数 MIC 值处于纳摩尔区域。这些结果证明了除了磺酸盐基团外，氨基官能团对幽门螺杆菌的杀菌特性的重要性。
