کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1397346 1501141 2014 12 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Toward new classes of potent antibiotics: Synthesis and antimicrobial activity of novel metallosaldach–imidazolium salts
ترجمه فارسی عنوان
طبقات جدیدی از آنتی بیوتیک های قوی: سنتز و فعالیت ضد میکروبی از فلزات جدید، نمک های ایزادازولیوم
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی


• N,N′-Bis(salicylidene)-(±)-trans-1,2-diaminocyclohexane (saldach) as scaffold.
• Imidazolium salts (Im+–R2R3–Cl−) covalently attached to H2(R1)2 saldach backbone.
• Compounds were tested against four bacterial pathogens and two fungal strains.
• Most compounds showed promising antibacterial activity.
• H2(tBu)2saldach(Im+–HMe–Cl−)2 and its Fe-complex are possible antibiotic candidates.

Imidazolium salts (Im+–R2R3–Cl−) attached to the N,N′-bis(salicylidene)-(±)-trans-1,2-diaminocyclohexane (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 H2(R1)2saldach(Im+–R2R3–Cl−)2 (R1 = H, tert-Bu, R2 = H, Et, n-Bu, R3 = H, Me) and their [M(III)Cl{(R1)2saldach(Im+–R2R3–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+···−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.

A novel synthetic strategy has been successfully developed for the synthesis of saldach–imidazolium derivatives and their complexes. These compounds represent promising candidates when set in the context of antimicrobial applications.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: European Journal of Medicinal Chemistry - Volume 75, 21 March 2014, Pages 31–42
نویسندگان
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