CO-releasing Metal Carbonyl Compounds as Antimicrobial Agents in the Post-antibiotic Era

Wareham, Lauren K.; Poole, Robert K.; Tinajero-Trejo, Mariana

doi:10.1074/jbc.r115.642926

Cited by 99 publications

(77 citation statements)

References 98 publications

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“…4 Low doses of CO are anti-inflammatory, and have potential therapeutic applications in wound healing and in reducing organ graft rejection. [5][6][7][8] However, therapeutic application of CO gas faces serious obstacles owing to toxicity and lack of tissue specificity. 9 Compounds that release CO in a controllable manner have thus drawn interest as potential therapeutic drugs.…”

Section: Introductionmentioning

confidence: 99%

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

et al. 2019

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Multiphoton excitation allows one to access high energy excited states and perform valuable tasks in biological systems using tissue penetrating near-infrared (NIR) light. Here we describe a new photoactive manganese tricarbonyl complexes incorporating the ligand 4'-p-N,N-bis(2-hydroxyethyl)benzyl-2,2':6',2''terpyridine (TPYOH), which can serve as an antenna for two photon NIR excitation. Solutions of Mn(CO)3(TPYOH)X (X = Bror CF3SO3-) complexes are very photoactive towards CO release under visible light excitation (405 nm, 451 nm). The same responses were also triggered by multiphoton excitation at 750 nm and 800 nm. In this context, we discuss the potential applications of these complexes as visible/near-IR light photoactivated carbon monoxide releasing moieties (photoCORMs). We also report the isolation and crystal structures of the TPYOH complexes Mn(TPYOH)Cl2 and [Mn(TPYOH)2](CF3SO3)2, to illustrate possible photolysis product(s).

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Section: Introductionmentioning

confidence: 99%

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

et al. 2019

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“…Thus, the CORM-2 evoked expression of genes for different efflux pumps may suggest a possibility for development of an antibiotic resistant phenotype. The finding that CORM-2 up-regulated genes for multidrug efflux pumps may support the notion that CORMs enter the bacteria through a specific, although yet unknown, transport mechanism [9]. However, CORMs may not per se activate the AcrAB-TolC multidrug efflux system since gene expression of efflux pumps is also enhanced by the SOS response [49].…”

Section: Discussionmentioning

confidence: 84%

Global gene expression profiling and antibiotic susceptibility after repeated exposure to the carbon monoxide-releasing molecule-2 (CORM-2) in multidrug-resistant ESBL-producing uropathogenic Escherichia coli

et al. 2017

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Treatment of urinary tract infections is today a challenge due to the increasing prevalence of multidrug-resistant ESBL-producing uropathogenic Escherichia coli (UPEC). There is an urgent need for new treatment strategies for multidrug-resistant UPEC and preferably with targets that have low potential for development of resistance. Carbon monoxide-releasing molecules (CORMs) are novel and potent antibacterial agents. The present study examines the transcriptomic targets of CORM-2 in a multidrug-resistant ESBL-producing UPEC isolate in response to a single exposure to CORM-2 and after repeated exposure to CORM-2. The bacterial viability and minimal inhibitory concentration (MIC) were also examined after repeated exposure to CORM-2. Microarray analysis revealed that a wide range of processes were affected by CORM-2, including a general trend of down-regulation in energy metabolism and biosynthesis pathways and up-regulation of the SOS response and DNA repair. Several genes involved in virulence (ibpB), antibiotic resistance (marAB, mdtABC) and biofilm formation (bhsA, yfgF) were up-regulated, while some genes involved in virulence (kpsC, fepCEG, entABE), antibiotic resistance (evgA) and biofilm formation (artIP) were down-regulated. Repeated exposure to CORM-2 did not alter the gene expression patterns, the growth inhibitory response to CORM-2 or the MIC values for CORM-2, cefotaxime, ciprofloxacin and trimethoprim. This study identifies several enriched gene ontologies, modified pathways and single genes that are targeted by CORM-2 in a multidrug-resistant UPEC isolate. Repeated exposure to CORM-2 did not change the gene expression patterns or fold changes and the susceptibility to CORM-2 remained after repeated exposure.

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“…The cytotoxicity of the compounds prompted us to study the antibacterial effects of the molecules. Ruthenium and manganese CORMs have antimicrobial effects, although the cellular pathways are still poorly understood 55–57. For this study, E. coli was selected, and species 9 – 14 were tested in the dark or after light activation.…”

Section: Resultsmentioning

confidence: 99%

Towards Cardiolite‐Inspired Carbon Monoxide Releasing Molecules – Reactivity of d⁴, d⁵ Rhenium and d⁶ Manganese Carbonyl Complexes with Isocyanide Ligands

et al. 2015

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Carbon monoxide releasing molecules (CORMs) are investigated widely in synthetic and medicinal chemistry owing to the potential therapeutic applications of the CO gas. Organometallic carbonyl complexes are best suited to play the role of CO carriers as they allow the exogenous release of CO under controlled conditions, and the toxicity of the gas can be overcome. With the long‐term goal of developing CORMs with similar properties to those of the sesta‐methoxyisobutylisonitrile (sesta‐mibi) 99mTc complex (Cardiolite), we have studied the reactivity of isocyanide ligands towards 16‐ and 17‐electron cis‐[Re(CO)2Br4]–/2– species and the [Mn(CO)5Br] complex. Six different isocyanide ancillary ligands (CNR), including mibi, were selected for this study. Their reactions with cis‐dicarbonyl ReIII and ReII complexes were accompanied by two‐ and one‐electron reduction of the metal center and resulted in the formation of stable cis‐mer‐[Re(CO)2(CNR)3Br] species, whereas the same reactions with [Mn(CO)5Br] gave fac‐[Mn(CO)3(CNR)2Br] compounds. All of the complexes were fully characterized, and single‐crystal X‐ray diffraction structure determinations were performed for selected species. In addition, unique monocarbonyl complexes were obtained from the reactions of cis‐[Re(CO)2Br4]– (1) with tert‐butyl isocyanide and cis‐[Re(CO)2Br4]2– (2) with mibi. The species, a heptacoordinate ReIII and a hexacoordinate ReII complex, respectively, were also characterized structurally. The CO‐releasing profiles, the cytotoxic effects against 3T3 fibroblast cells, and the antibacterial properties of the compounds were also investigated.

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CO-releasing Metal Carbonyl Compounds as Antimicrobial Agents in the Post-antibiotic Era

Cited by 99 publications

References 98 publications

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

Global gene expression profiling and antibiotic susceptibility after repeated exposure to the carbon monoxide-releasing molecule-2 (CORM-2) in multidrug-resistant ESBL-producing uropathogenic Escherichia coli

Towards Cardiolite‐Inspired Carbon Monoxide Releasing Molecules – Reactivity of d⁴, d⁵ Rhenium and d⁶ Manganese Carbonyl Complexes with Isocyanide Ligands

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CO-releasing Metal Carbonyl Compounds as Antimicrobial Agents in the Post-antibiotic Era

Cited by 99 publications

References 98 publications

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

Near-Infrared and Visible Photoactivation to Uncage Carbon Monoxide from an Aqueous-Soluble PhotoCORM

Global gene expression profiling and antibiotic susceptibility after repeated exposure to the carbon monoxide-releasing molecule-2 (CORM-2) in multidrug-resistant ESBL-producing uropathogenic Escherichia coli

Towards Cardiolite‐Inspired Carbon Monoxide Releasing Molecules – Reactivity of d4, d5 Rhenium and d6 Manganese Carb­onyl Complexes with Isocyanide Ligands

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Towards Cardiolite‐Inspired Carbon Monoxide Releasing Molecules – Reactivity of d⁴, d⁵ Rhenium and d⁶ Manganese Carbonyl Complexes with Isocyanide Ligands