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Search Results (156)

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20 pages, 6758 KiB  
Article
Novel Au(I)- and Ag(I)-NHC Complexes with N-Boc-Protected Proline as Potential Candidates for Neurodegenerative Disorders
by Jessica Ceramella, Assunta D’Amato, Francesca Procopio, Annaluisa Mariconda, Daniel Chavarria, Domenico Iacopetta, Francesco Ortuso, Pasquale Longo, Fernanda Borges and Maria Stefania Sinicropi
Int. J. Mol. Sci. 2025, 26(13), 6116; https://doi.org/10.3390/ijms26136116 - 25 Jun 2025
Viewed by 400
Abstract
Neurodegenerative diseases (NDDs), including Alzheimer’s disease (AD) and Parkinson’s disease (PD), are characterized by progressive neuronal dysfunction and loss and represent a significant global health challenge. Oxidative stress, neuroinflammation, and neurotransmitter dysregulation, particularly affecting acetylcholine (ACh) and monoamines, are key hallmarks of these [...] Read more.
Neurodegenerative diseases (NDDs), including Alzheimer’s disease (AD) and Parkinson’s disease (PD), are characterized by progressive neuronal dysfunction and loss and represent a significant global health challenge. Oxidative stress, neuroinflammation, and neurotransmitter dysregulation, particularly affecting acetylcholine (ACh) and monoamines, are key hallmarks of these conditions. The current therapeutic strategies targeting cholinergic and monoaminergic systems have some limitations, highlighting the need for novel approaches. Metallodrugs, especially ruthenium and platinum complexes, are gaining attention for their therapeutic use. Among metal complexes, gold(I) and silver(I) N-heterocyclic carbene (NHC) complexes exhibit several biological activities, but their application in NDDs, particularly as monoamine oxidase (MAO) inhibitors, remains largely unexplored. To advance the understanding of this field, we designed, synthesized, and evaluated the biological activity of a new series of Au(I) and Ag(I) complexes stabilized by NHC ligands and bearing a carboxylate salt of tert-butyloxycarbonyl (Boc)-N-protected proline as an anionic ligand. Through in silico and in vitro studies, we assessed their potential as acetylcholinesterase (AChE) and MAO inhibitors, as well as their antioxidant and anti-inflammatory properties, aiming to contribute to the development of potential novel therapeutic agents for NDD management. Full article
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17 pages, 3400 KiB  
Article
In Vitro Evaluation of Silver-NHC Complexes Against a Clinical Isolate of Acanthamoeba castellanii: Time- and Dose-Dependent Effects
by Zübeyda Akın-Polat, Neslihan Şahin, Shaima Hkiri, Bui Minh Thu Ly, İsmail Özdemir and David Sémeril
Inorganics 2025, 13(6), 204; https://doi.org/10.3390/inorganics13060204 - 18 Jun 2025
Viewed by 343
Abstract
The synthesis of a series of six chloro[N-alkyl-N-cinnamyl-benzimidazol-2-yliden]silver(I) complexes was successfully achieved, wherein allyl (3a), methoxymethyl (3b), benzyl (3c), 3-fluorobenzyl (3d), 4-fluorobenzyl (3e) and 4-methyl-benzyl (3f) substituents [...] Read more.
The synthesis of a series of six chloro[N-alkyl-N-cinnamyl-benzimidazol-2-yliden]silver(I) complexes was successfully achieved, wherein allyl (3a), methoxymethyl (3b), benzyl (3c), 3-fluorobenzyl (3d), 4-fluorobenzyl (3e) and 4-methyl-benzyl (3f) substituents were grafted on the benzimidazole ring. The isolated silver N-heterocyclic carbene (NHC) complexes were identified by microanalyses and mass spectrometry and characterized by FT-IR and NMR spectroscopic techniques. Conclusive evidence for the structures of complexes 3c and 3d was provided by single-crystal X-ray crystallography. The in vitro inhibitory activity of the six Ag-NHC complexes was tested against trophozoites and cysts of the pathogenic Acanthamoeba castellanii strain and the efficacy sequence is as follows: 3d > 3c > 3f > 3a > 3b > 3e. At a concentration of 100 µM in complexes 3c, 3d and 3f and after 72 h of incubation, 5.3, 3.2 and 6.3% A. castellanii trophozoite viabilities were observed, respectively. The utilization of elevated silver(I) drug concentrations, 1000 µM, resulted in the near-total eradication of pathogenic protozoa. Full article
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21 pages, 1339 KiB  
Article
Toxicity Assessment and Antifungal Potential of Copper(II) and Silver(I) Complexes with 1,10-Phenanthroline-5,6-dione Against Drug-Resistant Clinical Isolates of Cryptococcus gattii and Cryptococcus neoformans
by Lucas Giovanini, Ana Lucia Casemiro, Larissa S. Corrêa, Matheus Mendes, Thaís P. Mello, Lucieri O. P. Souza, Luis Gabriel Wagner, Christiane Fernandes, Matheus M. Pereira, Lais C. S. V. de Souza, Andrea R. S. Baptista, Josué de Moraes, Malachy McCann, Marta H. Branquinha and André L. S. Santos
J. Fungi 2025, 11(6), 436; https://doi.org/10.3390/jof11060436 - 6 Jun 2025
Viewed by 1536
Abstract
The World Health Organization included Cryptococcus neoformans and Cryptococcus gattii in its priority fungal pathogen list due to their high mortality rates and frequent treatment failures. These facts have driven research toward the discovery of new compounds for the treatment of cryptococcosis. In [...] Read more.
The World Health Organization included Cryptococcus neoformans and Cryptococcus gattii in its priority fungal pathogen list due to their high mortality rates and frequent treatment failures. These facts have driven research toward the discovery of new compounds for the treatment of cryptococcosis. In this study, we investigated the therapeutic potential of two complexes, [Cu(phendione)3](ClO4)2·4H2O (Cu-phendione) and [Ag(phendione)2]ClO4 (Ag-phendione), against drug-resistant clinical isolates of C. gattii and C. neoformans. Both complexes demonstrated anti-Cryptococcus activity, with Cu-phendione exhibiting minimum inhibitory concentration (MIC) values of 6.25 μM for C. gattii and 3.125 μM for C. neoformans, while Ag-phendione showed an MIC of 1.56 μM for both Cryptococcus species. Notably, both Cu-phendione and Ag-phendione complexes exhibited enhanced antifungal activity against reference strains of C. neoformans and C. gattii. In silico analysis identified both complexes as highly promising, exhibiting good oral bioavailability, high gastrointestinal absorption, and moderate skin permeability. Moreover, neither complex demonstrated toxicity toward sheep erythrocytes at concentrations up to 62.5 μM, with a selectivity index (SI) exceeding 10 for Cu-phendione and 40 for Ag-phendione. In vivo testing using the Galleria mellonella model demonstrated that both complexes were non-toxic, with 100% larval survival at concentrations up to 1000 μM and SI exceeding 160 following a single administration. Interestingly, larvae exposed to Cu-phendione at concentrations of 15.6–31.25 μM exhibited a significant increase in the density of hemocytes, the immune cells responsible for defense in invertebrates. Furthermore, multiple treatments with 62.5 μM of complexes caused either no larval mortality, hemocyte alterations, or changes in silk production or coloration, indicating a lack of toxicity. These findings suggest that Cu-phendione and Ag-phendione may serve as promising antifungal alternatives against Cryptococcus, with minimal host toxicity. Full article
(This article belongs to the Special Issue Fungal Infections: Immune Defenses and New Therapeutic Strategies)
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15 pages, 3356 KiB  
Article
Synthesis, Crystal Structure, Characterization, and Hydrophobicity Tests of Bismuth(III)– and Silver(I)–Triammionium Bromide Low-Dimensional Perovskites
by Victor C. Sousa, Bruno Dival and Willian X. C. Oliveira
Compounds 2025, 5(2), 20; https://doi.org/10.3390/compounds5020020 - 4 Jun 2025
Viewed by 803
Abstract
This work describes the synthesis, crystal structure, and hydrophobicity tests of four bismuth(III)– and silver(I)–bromide complexes using the triammonium cations diethylenetriaminonium (H3DETA3+) and N,N,N′,N″,N‴-pentamethyldiethylenetriammonium (H3PMDTA3+). The prepared compounds are the 0D perovskites (H3DETA)[BiBr [...] Read more.
This work describes the synthesis, crystal structure, and hydrophobicity tests of four bismuth(III)– and silver(I)–bromide complexes using the triammonium cations diethylenetriaminonium (H3DETA3+) and N,N,N′,N″,N‴-pentamethyldiethylenetriammonium (H3PMDTA3+). The prepared compounds are the 0D perovskites (H3DETA)[BiBr6] (1), (H3DETA)2[AgBr4]Br3 (2), and (H3PMDTA)[BiBr6] (3), as well as the 1D/2D mixed perovskite with minimum formula (H3PMDTA)[Ag3Br6] (4), being the last three novel materials. Compounds 1 and 3 crystallize in the orthorhombic P212121 space group and are discrete [BiBr6]3− units with the cation surrounding them. In both compounds, the bismuth(III) metal ion is found in a distorted octahedral coordination geometry. Compound 2 crystallizes in the monoclinic P21/c space group, and it is a mixed salt consisting of (H3DETA)[AgBr4] and (H3DETA)Br3, whereas the silver(I) complexes are also isolated. Finally, compound 4, which crystallizes in the orthorhombic space group Pbcn, is a combination of a 2D and 1D silver–bromide perovskite, with the cations filling the voids. The 2D structure has the minimal formula [Ag4Br7]3−, with the 1D coordination polymer [Ag2Br5]3− being both built up by a combination of bromide ions acting as tetrahedra corner and edge-sharing bridging ligands. The silver(I) in 2 and 4 is found in a tetrahedral coordination geometry. All compounds were deposited on pristine FTO glass, resulting in an increase in the contact angle from 22° to 44°, 36°, 62°, and 54° for films of 1, 2, 3, and 4, respectively. Compounds 1 and 3 were also deposited onto Cs2AgBiBr6 film, and the contact angles were observed to be the same as when deposited directly onto the FTO cover glass. Full article
(This article belongs to the Special Issue Feature Papers in Compounds (2025))
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21 pages, 12869 KiB  
Article
The Coumarin-Based Silver(I) Complex Showed Enhanced Antitumor and Antimicrobial Activity than Ligand Itself
by Jakub Kurjan, Zuzana Jendželovská, Viktória Dečmanová, Mária Vilková, Katarina Ćirković, Ivana Radojević, Miroslava Litecká, Rastislav Jendželovský and Ivan Potočňák
Inorganics 2025, 13(5), 164; https://doi.org/10.3390/inorganics13050164 - 14 May 2025
Cited by 1 | Viewed by 807
Abstract
In this study, a novel silver(I) complex [Ag(HL1)2]NO3 (AgHL1) with coumarin derivative (3E)-3-(1-{[(pyridin-2-yl)methyl]amino}ethylidene)-3,4-dihydro-2H-benzopyran-2,4-dione (HL1) was prepared. The compounds HL1 and AgHL1 were characterized by IR and [...] Read more.
In this study, a novel silver(I) complex [Ag(HL1)2]NO3 (AgHL1) with coumarin derivative (3E)-3-(1-{[(pyridin-2-yl)methyl]amino}ethylidene)-3,4-dihydro-2H-benzopyran-2,4-dione (HL1) was prepared. The compounds HL1 and AgHL1 were characterized by IR and NMR spectroscopy, elemental analysis, and single crystal X-ray structural analysis. Specifically, the single crystal X-ray analysis determined the structures of both compounds HL1 and AgHL1 in their solid state, while NMR spectroscopy was used for structural determination in a solution. The HL1 proved to be a monodentate ligand and is coordinated to the Ag(I) atom through a nitrogen atom from the 2-picolylamine fragment. In the complex AgHL1, two molecules of neutral HL1 are coordinated forming a nearly linear N-Ag-N arrangement. An uncoordinated nitrate anion balances the positive charge of the complex cation. NMR spectroscopy also confirmed the stability of AgHL1 in DMSO-d6 for 3 days. In vitro cytotoxicity of HL1 and AgHL1 was performed over two cancerous cell lines A549 and HT-29 and their selectivity was verified on a healthy CCD-18Co cell line. AgHL1 exhibited low anticancer nonselective activity while the ligand was inactive. Also, the complex shows better antimicrobial activity than the positive controls on the Pseudomonas aeruginosa standard and clinical strain as well as on the tested molds. Full article
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29 pages, 7203 KiB  
Article
New Cu(II), Cu(I) and Ag(I) Complexes of Phenoxy-Ketimine Schiff Base Ligands: Synthesis, Structures and Antibacterial Activity
by Miriam Caviglia, Zhenzhen Li, Carlo Santini, Jo’ Del Gobbo, Cristina Cimarelli, Miao Du, Alessandro Dolmella and Maura Pellei
Molecules 2025, 30(9), 1893; https://doi.org/10.3390/molecules30091893 - 24 Apr 2025
Cited by 1 | Viewed by 886
Abstract
Two phenoxy-ketimines ligands, 2-(1-(benzylimino)ethyl)phenol (HLBSMe) and 2-((benzylimino)(phenyl)methyl)phenol (HLBSPh), were synthesized and used as supporting ligands of new copper(II), copper(I), and silver(I) complexes. In order to confer different solubility properties to the metal complexes and to stabilize Cu and Ag [...] Read more.
Two phenoxy-ketimines ligands, 2-(1-(benzylimino)ethyl)phenol (HLBSMe) and 2-((benzylimino)(phenyl)methyl)phenol (HLBSPh), were synthesized and used as supporting ligands of new copper(II), copper(I), and silver(I) complexes. In order to confer different solubility properties to the metal complexes and to stabilize Cu and Ag in their +1 oxidation state, the lipophilic triphenylphosphine (PPh3) and the hydrophilic 1,3,5-triaza-7-phosphaadamantane (PTA) were selected as co-ligands in the syntheses of the Cu(I) and Ag(I) complexes. All compounds were characterized by CHN analysis, NMR, FT-IR spectroscopy, and electrospray ionization mass spectrometry (ESI-MS); the molecular structure of the copper(II) complex [Cu(LBSPh)2] was also determined by single-crystal X-ray diffraction. Finally, the antibacterial activity of the metal complexes, the Schiff base ligands and phosphane co-ligands, were assessed by determining the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against Gram-negative (Escherichia coli) and Gram-positive bacteria (Staphylococcus aureus). Full article
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14 pages, 1990 KiB  
Article
Optimizing UV Photodegradation of Chlorothalonil with Reflective Materials (Silver-White Aluminium Foil)
by Jingfeng Xue, Siyu Chen, Xin Ma, Taozhong Shi, Huiting Wu, Zhaowen Liu, Rimao Hua and Youkun Huang
Water 2025, 17(7), 1032; https://doi.org/10.3390/w17071032 - 31 Mar 2025
Viewed by 447
Abstract
This study investigated the photocatalytic degradation of chlorothalonil under a range of ultraviolet lamp configurations, and studied the improvement in the photocatalytic degradation efficiency of a reflective material (silver-white aluminium foil). Increasing the number of UV lamps significantly enhanced degradation efficiency, reducing the [...] Read more.
This study investigated the photocatalytic degradation of chlorothalonil under a range of ultraviolet lamp configurations, and studied the improvement in the photocatalytic degradation efficiency of a reflective material (silver-white aluminium foil). Increasing the number of UV lamps significantly enhanced degradation efficiency, reducing the half-life from 29.95 min with one lamp to 8.15 min with four in a 20 cm enamel bucket. The use of silvery-white aluminium foil further decreased the half-life to 3.86 min, improving degradation rates by up to 262.9%. In larger containers, degradation efficiency increased by up to 414.7% with aluminium foil. Comparisons with black aluminium foil confirmed that silver-white aluminium foil enhanced degradation by reflecting and redistributing UV light, increasing intensity by 252% and reducing the CTL half-life from 150.36 min to 22.9 min in a controlled light box. Further tests confirmed that silver-white aluminium foil amplified UV irradiation, increasing degradation efficiency by up to 555.1%. These improvements might suggest that aluminium foil enhances UV utilisation through direct reflection, refraction, and diffuse reflection, effectively redirecting photons that would otherwise escape the system. Experiments with natural water sources showed similar trends, with half-lives of 55.23 min in ultrapure water, 12.63 min in pond water, and 16.36 min in paddy field water. The addition of silver-white aluminium foil further reduced these times to 23.92 min, 7.13 min, and 12.34 min, respectively. These findings demonstrate that silvery-white aluminium foil significantly enhances CTL photodegradation without increasing energy consumption. While effective, the method faces challenges in acidic or alkaline wastewater due to potential corrosion of system components. Future research should focus on identifying stable, high-reflectivity materials for long-term applications. This study offers practical insights into the optimisation of photodegradation processes, which contributes to improved water treatment strategies and environmental pollution mitigation. Full article
(This article belongs to the Special Issue Physical–Chemical Wastewater Treatment Technologies)
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15 pages, 2329 KiB  
Article
Modeling the Interaction Between Silver(I) Ion and Proteins with 12-6 Lennard-Jones Potential: A Bottom-Up Parameterization Approach
by Luca Manciocchi, Alexandre Bianchi, Valérie Mazan, Mark Potapov, Katharina M. Fromm and Martin Spichty
Biophysica 2025, 5(1), 7; https://doi.org/10.3390/biophysica5010007 - 25 Feb 2025
Cited by 1 | Viewed by 1685
Abstract
Silver(I) ions and organometallic complexes thereof are well-established antimicrobial agents. They have been employed in medical applications for centuries. It is also known that some bacteria can resist silver(I) treatments through an efflux mechanism. However, the exact mechanism of action remains unclear. All-atom [...] Read more.
Silver(I) ions and organometallic complexes thereof are well-established antimicrobial agents. They have been employed in medical applications for centuries. It is also known that some bacteria can resist silver(I) treatments through an efflux mechanism. However, the exact mechanism of action remains unclear. All-atom force-field simulations can provide valuable structural and thermodynamic insights into the molecular processes of the underlying mechanism. Lennard-Jones parameters of silver(I) have been available for quite some time; their applicability to properly describing the binding properties (affinity, binding distance) between silver(I) and peptide-based binding motifs is, however, still an open question. Here, we demonstrate that the standard 12-6 Lennard-Jones parameters (previously developed to describe the hydration free energy with the TIP3P water model) significantly underestimate the interaction strength between silver(I) and both methionine and histidine. These are two key amino-acid residues in silver(I)-binding motifs of proteins involved in the efflux process. Using free-energy calculations, we calibrated non-bonded fix (NBFIX) parameters for the CHARMM36m force field to reproduce the experimental binding constant between amino acid sidechain fragments and silver(I) ions. We then successfully validated the new parameters on a set of small silver-binding peptides with experimentally known binding constants. In addition, we monitored how silver(I) ions increased the α-helical content of the LP1 oligopeptide, in agreement with previously reported Circular Dichroism (CD) experiments. Future improvements are outlined. The implementation of these new parameters is straightforward in all simulation packages that can use the CHARMM36m force field. It sets the stage for the modeling community to study more complex silver(I)-binding processes such as the interaction with silver(I)-binding-transporter proteins. Full article
(This article belongs to the Collection Feature Papers in Biophysics)
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5 pages, 588 KiB  
Short Note
(μ-Pentafluorophenylthiorato)(o-bis(diphenylphosphino)benzene) Silver(I) Dimer
by Toshiaki Tsukuda and Yoshinori Odagiri
Molbank 2025, 2025(1), M1970; https://doi.org/10.3390/M1970 - 20 Feb 2025
Viewed by 669
Abstract
This study reports the synthesis and characterization of a novel thiolate-bridged heteroleptic dinuclear silver(I) complex, [Ag(μ-C6F5S)(dppbz)]2, incorporating o-bis(diphenylphosphino)benzene (dppbz). The complex was synthesized in high yield via the reaction of silver(I) oxide with pentafluorothiophenol [...] Read more.
This study reports the synthesis and characterization of a novel thiolate-bridged heteroleptic dinuclear silver(I) complex, [Ag(μ-C6F5S)(dppbz)]2, incorporating o-bis(diphenylphosphino)benzene (dppbz). The complex was synthesized in high yield via the reaction of silver(I) oxide with pentafluorothiophenol and dppbz. Single crystal X-ray diffraction analysis revealed a distorted tetrahedral structure with an Ag2S2 core, where each Ag atom is coordinated by dppbz. The Ag…Ag distance (3.2652(3) Å) suggests weak argentophilic interaction. Notably, an uncommon intermolecular fluorine-fluorine contact is observed, likely stabilized by intermolecular hydrogen bonding stabilizing the structure. The complex shows weak luminescence under UV radiation with an emission maximum at 514 nm. Full article
(This article belongs to the Section Structure Determination)
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32 pages, 19962 KiB  
Review
Noncovalent Interactions in Coordination Chemistry of Cyclic Trinuclear Copper(I) and Silver(I) Pyrazolates
by Arina Olbrykh, Gleb Yakovlev, Aleksei Titov and Elena Shubina
Crystals 2025, 15(2), 115; https://doi.org/10.3390/cryst15020115 - 23 Jan 2025
Cited by 1 | Viewed by 1272
Abstract
Group 11 metals form with pyrazolate ligand complexes with a general formula of [MPz]n. The value of “n” varies depending on the type of substituent in the ligand and the metal atom. Copper(I) and silver(I) ions mainly form cyclic di-, tri-, [...] Read more.
Group 11 metals form with pyrazolate ligand complexes with a general formula of [MPz]n. The value of “n” varies depending on the type of substituent in the ligand and the metal atom. Copper(I) and silver(I) ions mainly form cyclic di-, tri-, and tetra-nuclear complexes or polymeric structures. Cyclic trinuclear d10 metal pyrazolates [MPzm]3 (M = Cu(I) and Ag(I); Pz = substituted pyrazolate ligand) are of particular interest because their planar structure allows them to form supramolecular aggregates via noncovalent metal–metal, metal–π, and metal–electron donor interactions. Designing complexes based on these interactions has been a focus of research for the last two decades. The ability of cyclic trinuclear copper(I) and silver(I) pyrazolates to form coordination and supramolecular structures determines their properties and potential applications in catalysis, gas sensing, molecular recognition, and photoluminescence. In this review, we discuss noncovalent interactions between cyclic trinuclear silver(I) and copper(I) complexes with various types of ligands. Full article
(This article belongs to the Special Issue Reviews of Crystal Engineering)
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11 pages, 3482 KiB  
Brief Report
Easy One-Pot Decoration of Graphene Oxide Nanosheets by Green Silver Nanoparticles
by Ileana Ielo, Federica De Gaetano, Elpida Piperopoulos, Giovanna De Luca and Sabrina Conoci
Int. J. Mol. Sci. 2025, 26(2), 713; https://doi.org/10.3390/ijms26020713 - 16 Jan 2025
Cited by 3 | Viewed by 1183
Abstract
In this study, we developed a facile one-pot synthesis of a nanocomposite consisting of silver nanoparticles (AgNPs) growing over graphene oxide (GO) nanoflakes (AgNPs@GO). The process consists of the in situ formation of AgNPs in the presence of GO nanosheets via the spontaneous [...] Read more.
In this study, we developed a facile one-pot synthesis of a nanocomposite consisting of silver nanoparticles (AgNPs) growing over graphene oxide (GO) nanoflakes (AgNPs@GO). The process consists of the in situ formation of AgNPs in the presence of GO nanosheets via the spontaneous decomposition of silver(I) acetylacetonate (Ag(acac)) after dissolution in water. This protocol is compared to an ex situ approach where AgNPs are added to a waterborne GO nanosheet suspension to account for any attractive interaction between preformed nanomaterials. The systems under investigation are characterized by UV/vis absorption spectroscopy, dynamic light scattering (DLS), zeta potential (Z-Pot), and scanning electron microscopy with energy-dispersive X-ray spectroscopy (SEM-EDX). The stability of the AgNPs@GO composite suspension is tested as a function of GO concentration (0–67 μg/mL) while maintaining a constant Ag content (14.4 μg/mL), exhibiting excellent stability over time up to an Ag-to-GO mass ratio of 0.58. Full article
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11 pages, 1159 KiB  
Article
Reactions of 1-Alkyl-3-phenylbenzimidazolium Salts with Ag2O: The Formation of a Ring-Opening Formamide Derivative and a Ag Complex with an N-heterocyclic Carbene Ligand
by Satoshi Sakaguchi, Takashi Higashino, Yudai Tasaki, Ryo Ichihara and Tatsuo Yajima
Inorganics 2025, 13(1), 18; https://doi.org/10.3390/inorganics13010018 - 10 Jan 2025
Viewed by 864
Abstract
This study investigated the reactions of 1-alkyl-3-phenylbenzimidazolium salts with Ag2O. It was found that the selectivity of the reaction products was influenced by the N-alkyl substituent on the azolium ring. For example, treating 1-methyl-3-phenylbenzimidazolium iodide (2) with Ag [...] Read more.
This study investigated the reactions of 1-alkyl-3-phenylbenzimidazolium salts with Ag2O. It was found that the selectivity of the reaction products was influenced by the N-alkyl substituent on the azolium ring. For example, treating 1-methyl-3-phenylbenzimidazolium iodide (2) with Ag2O for 24 h produced the ring-opening formamide derivative N-[2-(phenylamino)phenyl]-N-methylformamide (2b) in an 85% yield. In contrast, the reaction of 1-benzyl-3-phenylbenzimidazolium chloride (3) with Ag2O under the same conditions yielded the corresponding N-heterocyclic carbene (NHC)–Ag complex (1-benzyl-3-phenylbenzimidazol-2-ylidene) silver(I) chloride (3a) in an 86% yield. Furthermore, the corresponding monodentate NHC–Au complex 2c could be synthesized by allowing 2 to react with AuCl(SMe2) in the presence of Ag2O. Full article
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15 pages, 4320 KiB  
Article
Antimicrobial Activity and Mode of Action of N-Heterocyclic Carbene Silver(I) Complexes
by Giusy Castagliuolo, Michela Di Napoli, Tshering Zangmo, Joanna Szpunar, Luisa Ronga, Anna Zanfardino, Mario Varcamonti and Diego Tesauro
Molecules 2025, 30(1), 76; https://doi.org/10.3390/molecules30010076 - 28 Dec 2024
Cited by 3 | Viewed by 989
Abstract
Silver drugs have played a vital role in human healthcare for the treatment of infections for many centuries. Currently, due to antibiotic resistance, a potential scenario or the application of silver complexes may arise as substitutes for conventional antibiotics. In this perspective, N-heterocyclic [...] Read more.
Silver drugs have played a vital role in human healthcare for the treatment of infections for many centuries. Currently, due to antibiotic resistance, a potential scenario or the application of silver complexes may arise as substitutes for conventional antibiotics. In this perspective, N-heterocyclic carbene (NHC) ligands have been selected as carrier molecules for silver ions. In this study, we selected two mono NHC-silver halide complexes: bromo[1,3-diethyl-4,5-bis(4-methoxyphenyl)imidazol-2-ylidene]silver(I) (Ag4MC) and chloro[2-pyridin- N-(2-ethylacetylamido)-2-yl-2H-imidazol-2-ylidene]silver(I) (Ag5MC), and two cationic bis NHC silver complexes: bis[1,3-diethyl-4,5-bis(4-methoxyphenyl)imidazol-2-ylidene]silver(I) (Ag4BC) and bis[2-pyridin-N-(2-ethylacetylamido)-2-yl-2H-imidazol-2-ylidene]silver(I) (Ag5BC). The inhibitory properties of the four complexes were evaluated for their antimicrobial potential against a set of Gram (+) and Gram (−) bacterial strains and the fungus C. albicans. In addition, further investigations were made using fluorescence and scanning electron microscopy (SEM) in order to gain more insights into the mechanism of action. Some preliminary information on the Ag target was obtained by analyzing the cytosol of E. coli treated with Ag5MC by size-exclusion chromatography (SEC) coupled with inductively coupled plasma mass spectrometry (ICP-MS). Full article
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22 pages, 7851 KiB  
Article
1,10-Phenanthroline and 4,5-Diazafluorene Ketones and Their Silver(I) and Platinum(II) Complexes: Syntheses and Biological Evaluation as Antiproliferative Agents
by Leonardo Sandin-Mazzondo, Jesús M. Martínez-Ilarduya, Jesús A. Miguel, Camino Bartolomé and Concepción Alonso
Inorganics 2025, 13(1), 6; https://doi.org/10.3390/inorganics13010006 - 28 Dec 2024
Cited by 1 | Viewed by 1280
Abstract
Using non-classical polyfluorophenyl ligands in Pt(II) complexes and other transition metals such as silver is a promising approach in the search for more effective and safer antitumoral drugs. In this work, a series of chelating N-donor ligands with 1,10-phenanthroline and 4,5-diazafluorene backbones [...] Read more.
Using non-classical polyfluorophenyl ligands in Pt(II) complexes and other transition metals such as silver is a promising approach in the search for more effective and safer antitumoral drugs. In this work, a series of chelating N-donor ligands with 1,10-phenanthroline and 4,5-diazafluorene backbones and ketone groups were synthesized (1,10-phenanthroline-5,6-dione, 1; (R/S)-6-hydroxy-6-(2-oxypropyl)-1,10-phenanthroline-5(6H)-one, 2; 4,5-diazafluoren-9-one, 3; 9-hydroxy-9-(2-oxypropyl)-4,5-diazafluorene, 4). The corresponding [Ag(N,N)2]NO3 (1Ag4Ag) and [Pt(C6F5)2(N,N)] (1Pt4Pt) complexes were prepared. The stability of these complexes in DMSO solution was studied, showing no dissociation over 48 h for almost all complexes, except 3Pt. The compounds were characterized by NMR (1H, 13C, and 19F), MS, and X-ray diffraction (2, 4, 1Ag, 3Ag, 1Pt, and 3Pt). A study of the cytotoxicity of the compounds in lung carcinoma (A-549) and fetal lung fibroblast (MRC-5) cell lines was performed. Compounds 1, 2, 1Ag, 2Ag, 3Ag, 1Pt, 3Pt, and 4Pt were more active against A-549 cells than cisplatin. Complexes 3Ag and 1Pt showed an acceptable SI and better selectivity than cisplatin, proving that silver(I) complexes and Pt(polyfluorophenyl) complexes are valuable options in searching for new antitumoral drugs. Full article
(This article belongs to the Special Issue Noble Metals in Medicinal Inorganic Chemistry)
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24 pages, 4572 KiB  
Article
Heteroleptic Coumarin-Based Silver(I) Complexes: Possible New Antimicrobial Agents
by Erika Mooney, Brendan Twamley, Gordon Cooke, Emma Caraher, Matthias Tacke, Fintan Kelleher and Bernadette S. Creaven
Molecules 2024, 29(24), 5917; https://doi.org/10.3390/molecules29245917 - 15 Dec 2024
Cited by 1 | Viewed by 1153
Abstract
Heteroleptic coumarin-based silver(I) complexes with improved solubility profiles were synthesised using either triphenylphosphine or an N-heterocyclic carbene as adduct ligands, and were fully characterised using IR and NMR spectroscopy, elemental analysis, and, where possible, X-ray crystallography. The triphenylphosphine adducts formed well-resolved structures, [...] Read more.
Heteroleptic coumarin-based silver(I) complexes with improved solubility profiles were synthesised using either triphenylphosphine or an N-heterocyclic carbene as adduct ligands, and were fully characterised using IR and NMR spectroscopy, elemental analysis, and, where possible, X-ray crystallography. The triphenylphosphine adducts formed well-resolved structures, where the oxyacetate ligands asymmetrically chelated the silver(I) ion in a bidentate chelating mode, and the silver(I) ion was also bound to two triphenylphosphine ligands. The solubility profile and photostability of the adducts were considerably improved compared to those of previously isolated simple coumarin silver(I) complexes. Analysis of the coumarin N-heterocyclic carbene(NHC) silver(I) adduct indicated that it likely formed as a complex aggregate species with an overall stoichiometry of 1:1:1 coumarin:Ag(I):NHC. The Kirby Bauer assay and broth microdilution assays were used to assess the silver(I) complexes’ and adducts’ antimicrobial activity against pathogenic strains of Pseudomonas aeruginosa, Escherichia coli, and MRSA. Interestingly, the formation of more soluble complexes did not increase the activity of the silver(I) complexes and, in effect, made them less effective antimicrobial agents, particularly against Escherichia coli and Pseudomonas aeruginosa, although they retained their activity against MRSA. Full article
(This article belongs to the Special Issue Inorganic Chemistry in Europe)
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