Toward new classes of potent antibiotics: Synthesis and antimicrobial activity of novel metallosaldach-imidazolium salts
Toward new classes of potent antibiotics: Synthesis and antimicrobial activity of novel metallosaldach-imidazolium salts
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DOI：
10.1016/j.ejmech.2013.09.029
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发表时间：
2014-03-21
影响因子：
6.7
通讯作者：
Janiak, Christoph
中科院分区：
文献类型：
--
作者：
Elshaarawy, Reda F. M.;Janiak, Christoph
设计并成功地将咪唑盐(Im（+)-(RR3)- r -2- cl -）连接到N，N'-双（水杨基）-(+/-)-反-1,2-二氨基-环己烷（saldach）骨架（4a-f）上，用于与Mn（III）和Fe（III）离子合成相应的单核配合物。建立了saldach配体H-2(R-1)(2)saldach(Im(+)-(RR3)-R-2-Cl-)(2) （R-1 = H, tert-Bu, R-2 = H, Et, n-Bu, R-3 = H, Me）及其[M(III)Cl{(R-1)(2)saldach(Im(+)-(RR3)-R-2-Cl-)(2)}] （M = Mn, Fe）配合物的分子结构。自由配体以苯酚- oh的形式存在，而不是以两性离子（亚胺）N-H+中心点中心点O-（苯酚）互变异构体的形式存在。目标化合物对金黄色沙门氏菌、枯草芽孢杆菌的抑菌活性较高，对大肠杆菌和白色念珠菌的抑菌活性较低，对黄芽孢杆菌的抑菌活性不高。化合物（4d）及其铁（III）配合物（6d）表现出显著的超强杀菌活性。(C) 2014 Elsevier Masson SAS。版权所有。
Imidazolium salts (Im(+)-(RR3)-R-2-Cl-) attached to the N,N'-bis(salicylidene)-(+/-)-trans-1,2-diamino-cyclohexane (saldach) backbone (4a-f) have been designed and successfully applied for the synthesis of the corresponding mononuclear complexes with Mn(III) and Fe(III) ions. The molecular structures of the saldach ligands H-2(R-1)(2)saldach(Im(+)-(RR3)-R-2-Cl-)(2) (R-1 = H, tert-Bu, R-2 = H, Et, n-Bu, R-3 = H, Me) and their [M(III)Cl{(R-1)(2)saldach(Im(+)-(RR3)-R-2-Cl-)(2)}] (M = Mn, Fe) complexes have been established. The free ligands exist as the phenol-OH and not as the zwitterionic (imine)N-H+center dot center dot center dot O-(phenol) tautomer. Antimicrobial activity of the target compounds revealed higher potent antibacterial activity against Salmonella aureus, B. subtilis while less effective against E. coli and C albicans and inactivity against A. flavus. Compound (4d) and its Fe(III) complex (6d) exhibit remarkable extra-potent bactericidal activity. (C) 2014 Elsevier Masson SAS. All rights reserved.