silver(I) complexes
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Three silver(I) dipeptide complexes [Ag(GlyGly)]n(NO3)n (AgGlyGly), [Ag2(GlyAla)(NO3)2]n (AgGlyAla) and [Ag2(HGlyAsp)(NO3)]n (AgGlyAsp) were prepared, investigated and characterized by vibrational spectroscopy (mid-IR), elemental and thermogravimetric analysis and mass spectrometry. For AgGlyGly, X-ray crystallography was also performed. Their stability in biological testing media was verified by time-dependent NMR measurements. Their in vitro antimicrobial activity was evaluated against selected pathogenic microorganisms. Moreover, the influence of silver(I) dipeptide complexes on microbial film formation was described. Further, the cytotoxicity of the complexes against selected cancer cells (BLM, MDA-MB-231, HeLa, HCT116, MCF-7 and Jurkat) and fibroblasts (BJ-5ta) using a colorimetric MTS assay was tested, and the selectivity index (SI) was identified. The mechanism of action of Ag(I) dipeptide complexes was elucidated and discussed by the study in terms of their binding affinity toward the CT DNA, the ability to cleave the DNA and the ability to influence numbers of cells within each cell cycle phase. The new silver(I) dipeptide complexes are able to bind into DNA by noncovalent interaction, and the topoisomerase I inhibition study showed that the studied complexes inhibit its activity at a concentration of 15 μM.
- Klíčová slova
- DNA interaction, anticancer activity, antimicrobial activity, cell cycle arrest, crystal structure, dipeptide, silver(I) complexes, stability, topoisomerase I inhibition,
- MeSH
- antiinfekční látky chemická syntéza chemie farmakologie MeSH
- buněčný cyklus účinky léků MeSH
- chemické jevy MeSH
- dipeptidy chemie MeSH
- komplexní sloučeniny chemická syntéza chemie farmakologie MeSH
- krystalografie rentgenová MeSH
- lidé MeSH
- molekulární konformace MeSH
- nádorové buněčné linie MeSH
- protinádorové látky chemická syntéza chemie farmakologie MeSH
- simulace molekulární dynamiky MeSH
- spektrální analýza MeSH
- stabilita léku MeSH
- stříbro chemie MeSH
- techniky syntetické chemie MeSH
- termogravimetrie MeSH
- vztah mezi dávkou a účinkem léčiva MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- antiinfekční látky MeSH
- dipeptidy MeSH
- komplexní sloučeniny MeSH
- protinádorové látky MeSH
- stříbro MeSH
Two silver(I) aminoacidate complexes {[Ag4(L-HAla)4(NO3)3]NO3}n (AgAla, complex 1, Ala = alanine) and {[Ag(L-Phe)]}n (AgPhe, complex 2, Phe = phenylalanine) were prepared and characterized by elemental, spectral analysis (FT-IR, NMR techniques) and single crystal X-ray analysis in solid state and their solution stability was measured in biological testing time-scale by 1H NMR. The bridging coordination modes of the zwitterionic Ala and deprotonated Phe ligands led to the formation of 1D polymeric chains of the complexes. The significant argentophilic interactions are presented in the structure of AgAla. Antimicrobial testing of prepared Ag(I) complexes was evaluated by IC50 and MIC values and were compared with AgGly, silver(I) sulfadiazine and AgNO3 samples. Moreover, MTS test was used to the testing of broad range antiproliferative activity of studied compounds against different cancer cell lines and also to the investigation of calf thymus DNA interactions by absorption spectroscopy, fluorescence spectroscopy, Ethidium bromide/Hoechst 33258 displacement experiments and circular dichroism spectroscopy. To evaluate the pUC19 DNA fragmentation by silver(I) complexes, the agarose gel electrophoresis was used. In addition to biological evaluation we used lipophilicity measurement results in the discussion about structure-activity relationship (SAR).
- Klíčová slova
- Anticancer activity, Antimicrobial activity, Groove binding, Nuclease activity, Silver(I) complexes, Stability in solution,
- MeSH
- alanin chemie metabolismus farmakologie MeSH
- antibakteriální látky chemie metabolismus farmakologie MeSH
- antifungální látky chemie metabolismus farmakologie MeSH
- Candida parapsilosis účinky léků MeSH
- DNA metabolismus MeSH
- Escherichia coli účinky léků MeSH
- fenylalanin chemie metabolismus farmakologie MeSH
- katalýza MeSH
- komplexní sloučeniny chemie metabolismus farmakologie MeSH
- lidé MeSH
- mikrobiální testy citlivosti MeSH
- molekulární struktura MeSH
- nádorové buněčné linie MeSH
- proliferace buněk účinky léků MeSH
- protinádorové látky chemie metabolismus farmakologie MeSH
- screeningové testy protinádorových léčiv MeSH
- skot MeSH
- Staphylococcus aureus účinky léků MeSH
- štěpení DNA účinky léků MeSH
- stříbro chemie MeSH
- vztahy mezi strukturou a aktivitou MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- skot MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- alanin MeSH
- antibakteriální látky MeSH
- antifungální látky MeSH
- calf thymus DNA MeSH Prohlížeč
- DNA MeSH
- fenylalanin MeSH
- komplexní sloučeniny MeSH
- protinádorové látky MeSH
- stříbro MeSH
Two silver(I) complexes with biologically relevant heterocyclic ligands, pyrrole and furan-2- carboxylic acid, were synthesized and their composition was confirmed using elemental, spectral, thermal and structural analyses. The {[Ag(Py2c)]}n (AgPy2c, Py2c = pyrrole-2-carboxylate) and {[Ag(Fu2c)]}n (AgFu2c, Fu2c = furan-2-carboxylate) solubility and stability in biological test stock solution were confirmed by 1H NMR spectroscopy. The X-ray analysis has enabled us to determine typical argentophilic interactions and bridging carboxylate coordination mode of both ligands. Potentiometric data analysis by BSTAC program resulted in the determination of the stability constant of only one species, i.e., the ML (M = Ag+, L = Fu2c-), log βML = 0.59 ± 0.04. Antimicrobial and anticancer tests were performed against selected microorganisms and cell lines with new silver(I) complexes and compared with AgSD (silver(I) sulfadiazine) and cisplatin. From their microbial toxicity point of view, selectivity was determined against lactobacilli (AgPy2c is 8× more effective against S. aureus and E. coli and AgFu2c is 8× more effective against E. coli and 4× against S. aureus). AgFu2c significant anticancer activity was determined against Jurkat cell lines (IC50 = 8.00 μM) and was similar to cisPt (IC50 = 6.3 μM) similarly to its selectivity (SI (AgFu2c) = 7.3, SI (cisPt) = 6.4, SI = selectivity index). In addition, cell cycle arrest was observed already in the Sub-G0 phase during a flow cytometry experiment. To evaluate the AgPy2c and AgFu2c bioavailability we also discuss their Lipinski's Rule of Five.
- Klíčová slova
- Anticancer, Antimicrobial, Cell cycle, Crystallography, Lipophilicity, Potentiometry, Selectivity, Silver(I) complexes, Stability,
- MeSH
- antibakteriální látky farmakologie chemie MeSH
- antiinfekční látky * farmakologie chemie MeSH
- Escherichia coli MeSH
- furany farmakologie MeSH
- komplexní sloučeniny * farmakologie chemie MeSH
- ligandy MeSH
- mikrobiální testy citlivosti MeSH
- Staphylococcus aureus MeSH
- stříbro farmakologie chemie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- 2-furoic acid MeSH Prohlížeč
- antibakteriální látky MeSH
- antiinfekční látky * MeSH
- furany MeSH
- komplexní sloučeniny * MeSH
- ligandy MeSH
- stříbro MeSH
In the current study the ability of silver pyridine-2-sulfonate complex to exert multiple biological activities is compared with the pharmacological action of silver sulfadiazine (AgSD). Polymeric form of {[Ag(py-2-SO3)]}n (AgPS) was synthesized and characterized by analytical techniques (IR, CHN, TG/DTA, MS) and its molecular formula was established. The crystal structure was determined by X-ray diffraction method and the polymeric complex crystallizes in the triclinic P-1 space group. The stability of Ag(I) complex was verified by 1H and 13C NMR measurements and the interaction with calf thymus DNA through UV-VIS and fluorescence quenching experiments was studied. The Ag(I) complex was able to interact with DNA by dual binding mode: partial intercalation along groove binding. The binding constants were calculated to be in the order of 103 M-1. Topoisomerase I inhibition study have shown that silver complex is inhibiting its activity at concentration of 30 μM. The cytotoxic activity of AgPS and AgSD against mouse leukaemia L1210 S, R and T cell line was also evaluated. AgPS showed higher cytotoxicity than AgSD after 48 h incubation. The results suggest that mechanism of cell death is necrosis with a contribution of late apoptosis. Antimicrobial testing indicates higher growth inhibition effect of AgPS with comparison to commercially available AgSD.
- Klíčová slova
- Anticancer, Antimicrobial, Intercalation, Silver sulfadiazine, Silver sulfonate, Topoisomerase I inhibition,
- MeSH
- antibakteriální látky * chemická syntéza chemie farmakologie MeSH
- apoptóza účinky léků MeSH
- Bacteria růst a vývoj MeSH
- inhibitory topoisomerasy I * chemická syntéza chemie farmakologie MeSH
- komplexní sloučeniny * chemická syntéza chemie farmakologie MeSH
- mikrobiální testy citlivosti MeSH
- myši MeSH
- nádorové buněčné linie MeSH
- pyridiny * chemie farmakologie MeSH
- stříbro * chemie farmakologie MeSH
- viabilita buněk MeSH
- zvířata MeSH
- Check Tag
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antibakteriální látky * MeSH
- inhibitory topoisomerasy I * MeSH
- komplexní sloučeniny * MeSH
- pyridiny * MeSH
- stříbro * MeSH
The effects of combining naturally evolved photosynthetic pigment-protein complexes with inorganic functional materials, especially plasmonically active metallic nanostructures, have been a widely studied topic in the last few decades. Besides other applications, it seems to be reasonable using such hybrid systems for designing future biomimetic solar cells. In this paper, we describe selected results that point out to various aspects of the interactions between photosynthetic complexes and plasmonic excitations in Silver Island Films (SIFs). In addition to simple light-harvesting complexes, like peridinin-chlorophyll-protein (PCP) or the Fenna-Matthews-Olson (FMO) complex, we also discuss the properties of large, photosynthetic reaction centers (RCs) and Photosystem I (PSI)-both prokaryotic PSI core complexes and eukaryotic PSI supercomplexes with attached antenna clusters (PSI-LHCI)-deposited on SIF substrates.
- Klíčová slova
- MEF, SIF, biohybrid structures, photosynthetic complexes,
- MeSH
- chlorofyl a metabolismus MeSH
- fluorescenční spektrometrie metody MeSH
- formaldehyd chemie MeSH
- fotosyntéza * MeSH
- fotosystém I (proteinový komplex) metabolismus MeSH
- glukosa chemie MeSH
- karotenoidy metabolismus MeSH
- nanostruktury chemie ultrastruktura MeSH
- stříbro chemie MeSH
- světlosběrné proteinové komplexy metabolismus MeSH
- Publikační typ
- časopisecké články MeSH
- přehledy MeSH
- Názvy látek
- chlorofyl a MeSH
- formaldehyd MeSH
- fotosystém I (proteinový komplex) MeSH
- glukosa MeSH
- karotenoidy MeSH
- peridinin MeSH Prohlížeč
- stříbro MeSH
- světlosběrné proteinové komplexy MeSH
Materials prepared on the base of bioactive silver compounds have become more and more popular due to low microbial resistance to silver. In the present work, the efficiency of polymethylmethacrylate (PMMA) thin films doped with silver ions, nanoparticles and silver-imidazole polymer complex was studied by a combination of AAS, XPS and AFM techniques. The biological activities of the proposed materials were discussed in view of the rate of silver releasing from the polymer matrix. Concentrations of Ag active form were estimated by its ability to interact with l-cysteine using electronic circular dichroism spectroscopy. Rates of the released silver were compared with the biological activity in dependence on the form of embedded silver. Antimicrobial properties of doped polymer films were studied using two bacterial strains: Staphylococcus epidermidis and Escherichia coli. It was found that PMMA films doped with Ag(+) had greater activity than those doped with nanoparticles and silver-imidazole polymeric complexes. However, the antimicrobial efficiency of Ag(+) doped films was only short-term. Contrary, the antimicrobial activity of silver-imidazole/PMMA films increased in time of sample soaking.
- Klíčová slova
- Antimicrobial properties, Doped polymer, Silver helical complex, Silver nanoparticles,
- MeSH
- antibakteriální látky chemie farmakologie MeSH
- cystein metabolismus MeSH
- Escherichia coli účinky léků MeSH
- imidazoly chemie farmakologie MeSH
- ionty chemie MeSH
- mikrobiální testy citlivosti metody MeSH
- nanočástice chemie MeSH
- polymery chemie MeSH
- polymethylmethakrylát chemie farmakologie MeSH
- sloučeniny stříbra chemie farmakologie MeSH
- Staphylococcus epidermidis účinky léků MeSH
- stříbro chemie farmakologie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antibakteriální látky MeSH
- cystein MeSH
- imidazole MeSH Prohlížeč
- imidazoly MeSH
- ionty MeSH
- polymery MeSH
- polymethylmethakrylát MeSH
- sloučeniny stříbra MeSH
- stříbro MeSH
Gold π-complexes have been studied largely in the past 2 decades because of their role in gold-catalyzed reactions. We report an experimental and theoretical investigation of the interaction between a wide range of unsaturated hydrocarbons (alkanes, alkynes, alkadienes, and allenes) and triphenylphosphine-gold(I), triphenylphosphine-silver(I), and acetonitrile-silver(I) cations. The bond dissociation energies of these complexes were determined by mass spectrometry collision-induced dissociations and their structures were studied by density functional theory calculations and infrared photodissociation spectroscopy. The results show that with the same phosphine ligand, gold binds stronger to the π-ligands than silver and thereby activates the unsaturated bond more effectively. Ligand exchange of phosphine by acetonitrile at the silver complexes increases the binding energy as well as the activation of the π-ligands. We also show that the substitution of an unsaturated bond is more important than the bond type.
- Publikační typ
- časopisecké články MeSH
Polymers are currently widely used to replace a variety of natural materials with respect to their favourable physical and chemical properties, and due to their economic advantage. One of the most important branches of application of polymers is the production of different products for medical use. In this case, it is necessary to face a significant disadvantage of polymer products due to possible and very common colonization of the surface by various microorganisms that can pose a potential danger to the patient. One of the possible solutions is to prepare polymer with antibacterial/antimicrobial properties that is resistant to bacterial colonization. The aim of this study was to contribute to the development of antimicrobial polymeric material ideal for covering vascular implants with subsequent use in transplant surgery. Therefore, the complexes of polymeric substances (hyaluronic acid and chitosan) with silver nitrate or silver phosphate nanoparticles were created, and their effects on gram-positive bacterial culture of Staphylococcus aureus were monitored. Stages of formation of complexes of silver nitrate and silver phosphate nanoparticles with polymeric compounds were characterized using electrochemical and spectrophotometric methods. Furthermore, the antimicrobial activity of complexes was determined using the methods of determination of growth curves and zones of inhibition. The results of this study revealed that the complex of chitosan, with silver phosphate nanoparticles, was the most suitable in order to have an antibacterial effect on bacterial culture of Staphylococcus aureus. Formation of this complex was under way at low concentrations of chitosan. The results of electrochemical determination corresponded with the results of spectrophotometric methods and verified good interaction and formation of the complex. The complex has an outstanding antibacterial effect and this effect was of several orders higher compared to other investigated complexes.
- MeSH
- antiinfekční látky * chemie farmakologie MeSH
- cévní protézy mikrobiologie MeSH
- chitosan * chemie farmakologie MeSH
- fosfáty * chemie farmakologie MeSH
- ionty chemie MeSH
- kyselina hyaluronová * chemie farmakologie MeSH
- lidé MeSH
- nanočástice chemie ultrastruktura MeSH
- skot MeSH
- sloučeniny stříbra * chemie farmakologie MeSH
- Staphylococcus aureus růst a vývoj MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- skot MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antiinfekční látky * MeSH
- chitosan * MeSH
- fosfáty * MeSH
- ionty MeSH
- kyselina hyaluronová * MeSH
- silver phosphate MeSH Prohlížeč
- sloučeniny stříbra * MeSH
Derivatization of (NHC)M-Cl (M = Ag, Au) with selected sulfur donors from the family of dialkyldithiophosphates and bis(2-mercapto-1-methylimidazolyl)borate ligands gave a series of heteroleptic mononuclear complexes. In single-crystal X-ray diffraction analysis, Ag(I) complexes adopted a trigonal planar geometry, while Au(I) complexes are near-linear. TD-DFT and hole-electron analyses of the selected complexes gave insight into the electronic features of the metal complexes. In vitro cellular tests were conducted on the human cancerous breast cell line MCF-7 using 2 and 8. The antibacterial activities of complexes 1, 2, 3, 7, 8, and IPr-Ag-Cl were also screened against Gram-positive (Staphylococcus aureus PTCC 1112) and Gram-negative (Escherichia coli PTCC 1330) bacteria. Antityrosinase and hemolytic effects of the selected compounds were also determined.
- MeSH
- antibakteriální látky farmakologie chemie MeSH
- lidé MeSH
- methan farmakologie chemie MeSH
- stříbro * farmakologie chemie MeSH
- tyrosinasa * MeSH
- zlato farmakologie chemie MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- antibakteriální látky MeSH
- carbene MeSH Prohlížeč
- methan MeSH
- stříbro * MeSH
- tyrosinasa * MeSH
- zlato MeSH
Diseases caused by various microorganisms accompany humans (as well as animals) throughout their whole lives. After germs penetration to the body, the incubation period and infection developing, an infection can cause mild or severe symptoms, not infrequently even death. The immune system naturally defends itself against pathogens with various mechanisms. One of them is the synthesis of antimicrobial peptides. In the case of serious and severe infections, it is currently possible to help the natural immunity by administration of antimicrobial drugs (AMB) with good success since their discovery at the beginning of the last century. However, their excessive use leads to the development of pathogenic microorganisms' resistance to AMB drugs. Based on this, it is necessary to constantly develop new classes of AMB drugs that will be effective against pathogens, even resistant ones. The field of bioinorganic chemistry, similarly to other biological, chemical, or pharmaceutical sciences, discovers various options and approaches for antimicrobial treatment, from the development of new drugs to drug delivery systems. One of the approaches is the design and preparation of potential drugs based on metal ions and antimicrobial peptides. Various metal ions and amino acid or peptide ligands are used for this purpose. In this mini review, we focused on a reliable comparison of the chemical structure and biological properties of selected silver(I) complexes based on amino acids and dipeptides.
- MeSH
- aminokyseliny MeSH
- antibakteriální látky farmakologie chemie MeSH
- antiinfekční látky * chemie MeSH
- antimikrobiální peptidy MeSH
- dipeptidy farmakologie MeSH
- ionty MeSH
- lidé MeSH
- stříbro * farmakologie chemie MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- přehledy MeSH
- Názvy látek
- aminokyseliny MeSH
- antibakteriální látky MeSH
- antiinfekční látky * MeSH
- antimikrobiální peptidy MeSH
- dipeptidy MeSH
- ionty MeSH
- stříbro * MeSH