Investigations into the Antibacterial Activity of the Silver-Based Antibiotic Drug Candidate SBC3

Sharkey, Michael A.; O’Gara, James P.; Gordon, Stephen V.; Hackenberg, Frauke; Healy, Claire; Paradisi, Francesca; Patil, Siddappa A.; Schaible, Bettina; Tacke, Matthias

doi:10.3390/antibiotics1010025

Cited by 49 publications

(27 citation statements)

References 5 publications

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“…Previous research by our group has led to the hypothesis that lipophilic substituents are a large factor by which the antibiotic compound SBC3, a silver(I) complex containing four lipophilic phenyl rings ( Fig. 1) [15], is so effective against grampositive bacteria such as Staphylococcus aureus and its widespread resistant strain, Methicillin-resistant Staphylococcus aureus (MRSA) [16,17].…”

Section: Introductionmentioning

confidence: 99%

Novel derivatives of the antibiotic NHC–Ag(I) drug candidate SBC3: Synthesis, biological evaluation and 109Ag NMR studies

et al. 2018

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The synthesis of six novel N-heterocyclic carbene silver(I) acetate complexes, three symmetrical and three non-symmetrical, were achieved using 4,5-diphenylimidazole to produce intermediate imidazolium salts and then obtain the corresponding silver(I) complexes through complexation with silver acetate via the Youngs' method. In vitro biological testing, using the Kirby-Bauer disk diffusion method, was conducted against Methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli, with a NHC-silver(I) acetate compound, SBC3, and Tetracycline as standards. Silver(I) acetate complex 7 resulted in a 4 mm clearance against MRSA, showing the highest antibiotic activity of the novel derivatives. Crystallographic data revealed similar bond lengths and angles to previously reported NHC-silver(I) acetate complexes, with complex 8 showing interesting g 2-coordination between the silver atom and acetate oxygens. 109 Ag NMR studies were conducted, highlighting the effects of the substituents of the imidazole ring on the silver atom shown by the corresponding shifts in the 109 Ag NMR spectra. The incorporation of isopropyl groups to several of the novel complexes resulted in larger upfield 109 Ag NMR shift values compared to all other substituents.

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Section: Introductionmentioning

confidence: 99%

Novel derivatives of the antibiotic NHC–Ag(I) drug candidate SBC3: Synthesis, biological evaluation and 109Ag NMR studies

et al. 2018

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“…1). SBC3 shows MIC values ranging from 20 to 3.13 lg/ml against Methicillin-sensitive and -resistant Staphylococcus aureus as well as Salmonella, Escherichia coli and Pseudomonas aeruginosa (Sharkey et al 2012).…”

Section: Introductionmentioning

confidence: 99%

Assessment of in vivo antimicrobial activity of the carbene silver(I) acetate derivative SBC3 using Galleria mellonella larvae

et al. 2014

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The antimicrobial drug candidate 1,3-dibenzyl-4,5-diphenyl-imidazol-2-ylidene silver(I) acetate (SBC3) was evaluated for its ability to function in vivo using larvae of Galleria mellonella. A SBC3 concentration of 25 lg/ml inhibited the growth of Staphylococcus aureus by 71.2 % and Candida albicans by 86.2 % in vitro. Larvae inoculated with 20 ll of SBC3 solution showed no ill effects up to a concentration of 250 lg/ml but administration of 500 lg/ml resulted in a 40 % reduction in larval survival and administration of a dose of 1,000 lg/ml resulted in total larval death at 24 h. Larvae inoculated with S. aureus or C. albicans and subsequently administered SBC3 showed increased survival. Administration of SBC3 to larvae did not boost the insect immune response as indicated by lack of an increase in the density of circulating haemocytes (immune cells). The abundance of a number of proteins involved in the insect immune response was reduced in larvae that received 20 ll SBC3 solution of 100 lg/ml. This is the first demonstration of the in vivo activity of SBC3 against S. aureus and C. albicans and demonstrates that SBC3 does not stimulate a non-specific immune response in larvae.

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“…In particular, various, novel, synthetic small molecules have been synthesized and screened as potential candidates to combat these resistant strains of bacteria and fungi [8][9][10][11][12]. We have been actively involved [13][14][15][16][17][18][19][20][21][22] and have reported our most recent studies herein, which include some very promising discoveries.…”

Section: Introductionmentioning

confidence: 99%

New Urea Derivatives as Potential Antimicrobial Agents: Synthesis, Biological Evaluation, and Molecular Docking Studies

et al. 2019

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A series of new urea derivatives, containing aryl moieties as potential antimicrobial agents, were designed, synthesized, and characterized by 1H NMR, 13C NMR, FT-IR, and LCMS spectral techniques. All newly synthesized compounds were screened in vitro against five bacterial strains (Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Staphylococcus aureus) and two fungal strains (Candida albicans and Cryptococcus neoformans). Variable levels of interaction were observed for these urea derivatives. However, and of major importance, many of these molecules exhibited promising growth inhibition against Acinetobacter baumannii. In particular, to our delight, the adamantyl urea adduct 3l demonstrated outstanding growth inhibition (94.5%) towards Acinetobacter baumannii. In light of this discovery, molecular docking studies were performed in order to elucidate the binding interaction mechanisms of the most active compounds, as reported herein.

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Investigations into the Antibacterial Activity of the Silver-Based Antibiotic Drug Candidate SBC3

Cited by 49 publications

References 5 publications

Novel derivatives of the antibiotic NHC–Ag(I) drug candidate SBC3: Synthesis, biological evaluation and 109Ag NMR studies

Novel derivatives of the antibiotic NHC–Ag(I) drug candidate SBC3: Synthesis, biological evaluation and 109Ag NMR studies

Assessment of in vivo antimicrobial activity of the carbene silver(I) acetate derivative SBC3 using Galleria mellonella larvae

New Urea Derivatives as Potential Antimicrobial Agents: Synthesis, Biological Evaluation, and Molecular Docking Studies

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