Antimicrobial Properties of Mono- and Di-fac-rhenium Tricarbonyl 2-Pyridyl-1,2,3-triazole Complexes

Kumar, Sreedhar V.; Lo, Warrick K. C.; Brooks, Heather J. L.; Hanton, Lyall R.; Crowley, James D.

doi:10.1071/ch15433

Cited by 35 publications

(26 citation statements)

References 32 publications

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“…Complete experimental parameters and tables of bond lengths and angles for each of the structures can be found in the CIF and supporting information. Commensurate with other 2+1 fac -[Re I (CO) 3 ] + complexes, 10, 15,17 the bidentate ligands ( L 1 - L 6 ) and DMAP saturate the coordination sphere to present distorted octahedral complexes ( 1c - 6c ) with similar bond angles and distances ( Table 1 ). The geometries of the bidentate ligands within both ligand classes can vary slightly based on the type and orientation of the nitrogen donor in the ligands (5-member: triazole, imidazole vs. 6-member: pyridine).…”

Section: Resultsmentioning

confidence: 53%

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes

et al. 2017

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In the last two decades, a number of chelate strategies have been proposed for the fac-[MI(CO)3]+ (M = Re, 99mTc) core in radiopharmaceutical applications. However, the development of new ligands/complexes with improved function and in vivo performance has been limited in recent years. Expanding on our previous studies using the 2+1 labeling strategy, a series of bidentate ligands (neutral vs. anionic) containing an aromatic amine in combination with monodentate pyridine analogs or imidazole were explored to determine the influence of the bidentate and monodentate ligands on the formation and stability of the respective complexes. The 2+1 complexes with Re and 99mTc were synthesized in two steps and characterized by standard radio/chemical methods. X-ray characterization and density functional theory analysis of the Re 2+1 complexes with the complete bidentate series with 4-dimethylaminopyridine were conducted, indicating enhanced ligand binding energies of the neutral over anionic ligands. In the 99mTc studies, anionic bidentate ligands had significantly higher formation yields of the 2+1 product, but neutral ligands appear to have increased stability in an amino acid challenge assay. Both bidentate series exhibited improved stability by increasing the basicity of the pyridine ligands.

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Section: Resultsmentioning

confidence: 53%

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes

et al. 2017

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“…Previous work has shown that mono/di‐rhenium complexes have demonstrated antimicrobial activity against Gram‐positive S. aureus and Gram‐negative E. coli (Kumar et al . ). Rhenium ions were also tested in combination with ciprofloxacin ( in vivo ), where they destroyed bacterial cells by disrupting DNA gyrase synthesis (Lecina et al .…”

Section: Resultsmentioning

confidence: 97%

“…In agreement with our work, Harrisson et al (2004) demonstrated that molybdenum ions (MoO 4 + ) showed antimicrobial activity against planktonic and biofilm-forming strains of E. coli, S. aureus and P. aeruginosa. Previous work has shown that mono/di-rhenium complexes have demonstrated antimicrobial activity against Gram-positive S. aureus and Gram-negative E. coli (Kumar et al 2016). Rhenium ions were also tested in combination with ciprofloxacin (in vivo), where they destroyed bacterial cells by disrupting DNA gyrase synthesis (Lecina et al 2014).…”

Section: Resultsmentioning

confidence: 99%

Rhenium and yttrium ions as antimicrobial agents against multidrug resistant Klebsiella pneumoniae and Acinetobacter baumannii biofilms

Slate

Shalamanova

Akhidime

2019

Lett Appl Microbiol

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Antimicrobial resistance presents major global concerns to patient health. In this study, metal ions of molybdenum, rhenium, yttrium and thallium were tested against bacteria in planktonic and biofilm form using one strain of Klebsiella pneumoniae and Acinetobacter baumannii. The antimicrobial efficacy of the metal ions was evaluated against the planktonic bacterial strains using minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations, whilst the efficacy of the metal ions against biofilms was tested using a crystal violet biofilm assay. Live Dead staining was used to visualize the antimicrobial activity elicited by the metal ions on the bacterial cell. The results showed that higher concentrations of the metals were required to inhibit the growth of biofilms (72·9 mg l−1 to 416·7 mg l−1), in comparison to their planktonic counterparts. MICs of the metal ions (<46·9 mg l−1) (planktonic cells) did not affect biofilm formation. Overall, rhenium and yttrium were effective antimicrobial agents. Molybdenum demonstrated the greatest level of biotoxicity. When taking into account these results and the known toxicity of thallium, it is possible that rhenium or yttrium ions could be developed as effective biocidal formulations in order to prevent transmission in healthcare environments. Significance and Impact of the Study The metal ions, molybdenum, rhenium, thallium and yttrium were tested against both Klebsiella pneumoniae and Acinetobacter baumannii in planktonic and biofilm forms. This research demonstrated that all the metal ions may be effective antimicrobial agents. However, molybdenum induced high levels of cytotoxicity, whilst, there was no significant difference in the toxicity of the other metal ions tested. When considering the results for the antimicrobial efficacy and biotoxicity of the metal ions, in conjunction with the known toxicity of thallium in certain chemical compositions, it was concluded that overall rhenium or yttrium ions may be effective antimicrobial agents, one potential application may be utilizing these metal ions in hospital surface cleaning formulations.

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“…Metal-containing antibacterial drugs have become a global research focus over the past decade and are showing increasing promise [53][54][55]. As the previously investigated, biologically robust, ruthenium(II) triply stranded helicate [Ru 2 (L3) 3 ] 4+ and related dirhenium(I) L pytrz complexes had displayed modest antimicrobial activity [33,56], we screened the new [Co 2 (L pytrz ) 3 ](OTf) 6 cylinders against S. aureus (Gram-positive bacteria) and E. coli (Gram-negative bacteria). The activity of the ligands (L1-L4) and the cobalt(III) complexes was initially examined using Kirby-Bauer disk diffusion assays, but none of the ligands or cylinders displayed any zones of inhibition, indicating that they were not biologically active.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Oxidatively Locked [Co2L3]6+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Stability, and Antimicrobial Studies

et al. 2016

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Abstract:A small family of [Co 2 (L pytrz ) 3 ] 6+ cylinders was synthesised from bis(bidentate) 2-pyridyl-1,2,3-triazole "click" ligands (L pytrz ) through an "assembly-followed-by-oxidation" method. The cylinders were characterised using 1 H, 13 C, and DOSY NMR, IR, and UV-Vis spectroscopies, along with electrospray ionisation mass spectrometry (ESMS). Stability studies were conducted in dimethyl sulfoxide (DMSO) and D 2 O. In contrast to similar, previously studied, [Fe 2 (L pytrz ) 3 ] 4+ helicates the more kinetically inert [Co 2 (L pytrz ) 3 ] 6+ systems proved stable (over a period of days) when exposed to DMSO and were even more stable in D 2 O. The triply stranded [Co 2 (L pytrz ) 3 ] 6+ systems and the corresponding "free" ligands were tested for antimicrobial activity in vitro against both Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) microorganisms. Agar-based disk diffusion and Mueller-Hinton broth micro-dilution assays showed that the [Co 2 (L pytrz ) 3 ] 6+ cylinders were not active against either strain of bacteria. It is presumed that a high charge of the [Co 2 (L pytrz ) 3 ] 6+ cylinders is preventing them from crossing the bacterial cell membranes, rendering the compounds biologically inactive.

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Antimicrobial Properties of Mono- and Di-fac-rhenium Tricarbonyl 2-Pyridyl-1,2,3-triazole Complexes

Cited by 35 publications

References 32 publications

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes

Rhenium and yttrium ions as antimicrobial agents against multidrug resistant Klebsiella pneumoniae and Acinetobacter baumannii biofilms

Oxidatively Locked [Co2L3]6+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Stability, and Antimicrobial Studies

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Antimicrobial Properties of Mono- and Di-fac-rhenium Tricarbonyl 2-Pyridyl-1,2,3-triazole Complexes

Cited by 35 publications

References 32 publications

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[MI(CO)3]+ (M = Re, 99mTc) complexes

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[MI(CO)3]+ (M = Re, 99mTc) complexes

Rhenium and yttrium ions as antimicrobial agents against multidrug resistant Klebsiella pneumoniae and Acinetobacter baumannii biofilms

Oxidatively Locked [Co2L3]6+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Stability, and Antimicrobial Studies

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Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes

Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M^I(CO)₃]⁺ (M = Re, ^99mTc) complexes