14,200 results match your criteria analogues synthesized


Design, synthesis and anti-HIV evaluation of novel 5-substituted diarylpyrimidine derivatives as potent HIV-1 NNRTIs.

Bioorg Med Chem 2021 May 5;40:116195. Epub 2021 May 5.

Department of Medicinal Chemistry, Key Laboratory of Chemical Biology, Ministry of Education, School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Ji'nan 250012, China; China-Belgium Collaborative Research Center for Innovative Antiviral Drugs of Shandong Province, 44 West Culture Road, 250012 Jinan, Shandong, PR China. Electronic address:

Non-nucleoside reverse transcriptase inhibitors (NNRTIs) are widely used in combination therapies against HIV-1. As a continuation of our efforts to discover and develop "me-better" drugs of DAPYs, novel diarylpyrimidine derivatives were designed, synthesized and evaluated for their anti-HIV activities in MT-4 cells. All the compounds demonstrated strong inhibition activity against wide-type HIV-1 strain (III) with EC values in the range of 2. Read More

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Design, synthesis and anti-influenza virus activity of furan-substituted spirothiazolidinones.

Bioorg Chem 2021 Apr 30;112:104958. Epub 2021 Apr 30.

Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Istanbul University, Istanbul, Turkey.

A new series of N-(3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl)carboxamides have been designed, synthesized and evaluated as antiviral agents. The compounds were prepared by condensation of 2-methylfuran-3-carbohydrazide, appropriate carbonyl compounds and sulfanyl acids. Read More

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Improving the Gastrointestinal Stability of Linaclotide.

J Med Chem 2021 May 12. Epub 2021 May 12.

Institute for Molecular Bioscience, The University of Queensland, Brisbane, Queensland 4072, Australia.

High susceptibility to proteolytic degradation in the gastrointestinal tract limits the therapeutic application of peptide drugs in gastrointestinal disorders. Linaclotide is an orally administered peptide drug for the treatment of irritable bowel syndrome with constipation (IBS-C) and abdominal pain. Linaclotide is however degraded in the intestinal environment within 1 h, and improvements in gastrointestinal stability might enhance its therapeutic application. Read More

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Synthesis of Thio-lignan Analogues, Bioequivalent Salvinal without Unfavored Aldehyde.

J Org Chem 2021 May 12. Epub 2021 May 12.

School of Pharmaceutical Sciences, College of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa 920-1192, Japan.

The oxygen in the benzofuran (BF) of three antiproliferative natural neolignans, salvinal (), obovaten (), and 2-[7-methoxy-2-(4-methoxyphenyl)-3-methylbenzofuran-5-yl]ethanol (), was replaced with sulfur to form the new biological scaffold benzothiophene (BT) thio-lignans -. Compounds - and synthesized derivatives were evaluated for antiproliferative activity against five human cancer cell lines, including a multidrug-resistant cell line. Thio-salvinal () displayed significant antiproliferative effects with half-maximal inhibitory concentration (IC) values of 0. Read More

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Novel benzenesulfonamides aryl and arylsulfone conjugates adopting tail/dual tail approaches: Synthesis, carbonic anhydrase inhibitory activity and molecular modeling studies.

Eur J Med Chem 2021 Apr 27;221:113486. Epub 2021 Apr 27.

Department of NEUROFARBA, Section of Pharmaceutical and Nutraceutical Sciences, University of Florence, Polo Scientifico, Via U. Schiff 6, 50019, Sesto Fiorentino, Firenze, Italy. Electronic address:

New series of benzenesulfonamide and benzoic acid derivatives were designed and synthesized using tail/dual tail approach to improve potency and selectivity as carbonic anhydrase inhibitors. The synthesized compounds evaluated as CAIs against isoforms hCA I, II, IV and IX with acetazolamide (AAZ) as standard inhibitor. The benzenesulfonamide derivatives 7a-d, 8a-h, 12a-c, 13a and 15a-c showed moderate to potent inhibitory activity with selectivity toward isoform hCA II, especially, compound 13a with (K = 7. Read More

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1,2,4-Triazolo[1,5-a]pyrimidines: Efficient one-step synthesis and functionalization as influenza polymerase PA-PB1 interaction disruptors.

Eur J Med Chem 2021 Apr 26;221:113494. Epub 2021 Apr 26.

Department of Pharmaceutical Sciences, University of Perugia, Via Del Liceo 1, 06123, Perugia, Italy. Electronic address:

In the search for new anti-influenza virus (IV) compounds, we have identified the 1,2,4-triazolo[1,5-a]pyrimidine (TZP) as a very suitable scaffold to obtain compounds able to disrupt IV RNA-dependent RNA polymerase (RdRP) PA-PB1 subunits heterodimerization. In this work, in order to acquire further SAR insights for this class of compounds and identify more potent derivatives, we designed and synthesized additional series of analogues to investigate the role of the substituents around the TZP core. To this aim, we developed four facile and efficient one-step procedures for the synthesis of 5-phenyl-, 6-phenyl- and 7-phenyl-2-amino-[1,2,4]triazolo[1,5-a]pyrimidines, and 2-amino-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol. Read More

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Synthesis of cyclotetrapeptide analogues of c-PLAI and evaluation of their antimicrobial properties.

R Soc Open Sci 2021 Mar 24;8(3):201822. Epub 2021 Mar 24.

Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan.

Antimicrobial peptides (AMPs) are interesting compounds owing to their ability to kill several pathogens. In order to identify new AMPs, c-PLAI analogues were synthesized and evaluated together with their linear precursors for their antimicrobial properties against two Gram-positive bacteria ( and ), two Gram-negative bacteria ( and ), and two fungal strains ( and ). The new c-PLAI analogues were prepared through a combination of solid- and solution-phase syntheses, as previously employed for the synthesis of c-PLAI. Read More

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Dibismuthanes in catalysis: from synthesis and characterization to redox behavior towards oxidative cleavage of 1,2-diols.

Org Biomol Chem 2021 May 6. Epub 2021 May 6.

Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr 45470, Germany.

A family of aryl dinuclear bismuthane complexes has been successfully synthesized and characterized. The two bismuth centers are bonded to various xanthene-type backbones, which differ in ring-size and flexibility, resulting in complexes with different intramolecular BiBi distances. Moreover, their pentavalent Bi(v) analogues have also been prepared and structurally characterized. Read More

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and growth inhibitory, anti-ovarian & anti-lung carcinoma effects of 1,5 diarylpenta-1,4-dien-3-one as synthetically modified curcumin analogue.

J Biomol Struct Dyn 2021 May 6:1-18. Epub 2021 May 6.

Department of Zoology, Molecular Endocrinology Lab, University of Lucknow, Lucknow, India.

The synthesized 1,5 diarylpenta-1,4-dien-3-one derivatives (compounds 1-6) as synthetic curcumin analogues were tested for their potential anticancer activity against human ovarian and lung adenocarcinoma cells. The absorption, distribution, metabolism, excretion, and toxicity (ADMET/pharmacokinetic) parameters of all the compounds were predicted by admetSAR software. The pharmacokinetics, pharmacodynamics and bioactivity scores properties based on Lipinski rule and Ghose filter, calculated with the help of Molinspiration and ChemDraw. Read More

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Electrochemical Fixation of Carbon Dioxide: Synthesis of Carboxylic Acids.

Authors:
H Senboku

Chem Rec 2021 May 5. Epub 2021 May 5.

Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Kita 13 Nishi 8, Kita-ku, Sapporo, Hokkaido, 0608628, Japan.

In the past three decades, we have focused on the fixation of carbon dioxide by electrochemical method with a carbon-carbon bond forming reaction to yield carboxylic acid, so-called electrochemical carboxylation. Vinyl bromides and triflates, difluoroethylbenzenes, polyfluoroarenes, benzal diacetates, phenyl-substituted alkenes and enamides, and α-aminosulfones were found to be effective as substrates for electrochemical carboxylation. Phenylacetic acids and phenylpropanoic acids including non-steroidal anti-inflammatory agents and their fluorinated analogues, polyfluorobenzoic acids, mandel acetates, and α- and β-amino acids were successfully synthesized. Read More

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Carnosol and its analogues attenuate muscle atrophy and fat lipolysis induced by cancer cachexia.

J Cachexia Sarcopenia Muscle 2021 May 5. Epub 2021 May 5.

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China.

Background: Cancer cachexia is a multifactorial debilitating syndrome that directly accounts for more than 20% of cancer deaths while there is no effective therapeutic approach for treatment of cancer cachexia. Carnosol (CS) is a bioactive diterpene compound present in Lamiaceae spp., which has been demonstrated to have antioxidant, anti-inflammatory, and anticancer properties. Read More

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Synthesis and Evaluation of the Cytotoxic Activity of Water-Soluble Cationic Organometallic Complexes of the Type [Pt(η-CHOMe)(L)(Phen)] (L = NH, DMSO; Phen = 1,10-Phenanthroline).

Pharmaceutics 2021 Apr 30;13(5). Epub 2021 Apr 30.

Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, Università del Salento, Prov.le Lecce-Monteroni, Centro Ecotekne, 73100 Lecce, Italy.

Starting from the [PtCl(η-CHOMe)(phen)] (phen = 1,10-phenanthroline, ) platinum(II) precursor, we synthesized and characterized by multinuclear NMR new [Pt(η-CHOMe)(L)(phen)] (L = NH, ; DMSO, ) complexes. These organometallic species, potentially able to interact with cell membrane organic cation transporters (OCT), violating some of the classical rules for antitumor activity of cisplatin analogues, were evaluated for their cytotoxicity. Interestingly, despite both complexes and resulting in greater cell uptake than cisplatin in selected tumor cell lines, only showed comparable or higher antitumor activity. Read More

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Antiarrhythmic Hit to Lead Refinement in a Dish Using Patient-Derived iPSC Cardiomyocytes.

J Med Chem 2021 May 4. Epub 2021 May 4.

Cardiovascular Institute and Department of Medicine, Stanford University, Stanford, California 94305, United States.

Ventricular cardiac arrhythmia (VA) arises in acquired or congenital heart disease. Long QT syndrome type-3 (LQT3) is a congenital form of VA caused by cardiac sodium channel (I) SCN5A mutations that prolongs cardiac action potential (AP) and enhances I current. Mexiletine inhibits I and shortens the QT interval in LQT3 patients. Read More

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Synthesis, biological, and photophysical studies of molecular rotor-based fluorescent inhibitors of the trypanosome alternative oxidase.

Eur J Med Chem 2021 Apr 16;220:113470. Epub 2021 Apr 16.

Instituto de Química Médica, IQM-CSIC, Juan de la Cierva 3, E-28006, Madrid, Spain. Electronic address:

We have recently reported on the development and trypanocidal activity of a class of inhibitors of Trypanosome Alternative Oxidase (TAO) that are targeted to the mitochondrial matrix by coupling to lipophilic cations via C14 linkers to enable optimal interaction with the enzyme's active site. This strategy resulted in a much-enhanced anti-parasite effect, which we ascribed to the greater accumulation of the compound at the location of the target protein, i.e. Read More

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Acyltransferase AniI as tailoring enzyme with broad substrate tolerance for high-level production of anisomycin.

Appl Environ Microbiol 2021 Apr 30. Epub 2021 Apr 30.

State Key Laboratory of Microbial Metabolism, Joint International Research Laboratory of Metabolic and Developmental Sciences, School of Life Sciences & Biotechnology, Shanghai Jiao Tong University, Shanghai 200030, China.

Anisomycin (), a pyrrolidine antibiotic, exhibits diverse biological and pharmacologic activities. The biosynthetic gene cluster of has been identified previously and the multistep assembly of the core benzylpyrrolidine scaffold was characterized. However, enzymatic modifications, such as acylation involved in biosynthesis are unknown. Read More

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Overview of piperlongumine analogues and their therapeutic potential.

Eur J Med Chem 2021 Apr 21;220:113471. Epub 2021 Apr 21.

Medical School, Nantong University, Nantong, 226001, China; School of Pharmacy and Jiangsu Province Key Laboratory for Inflammation and Molecular Drug Target, Nantong University, Nantong, 226001, China. Electronic address:

Natural products have long been an important source for discovery of new drugs to treat human diseases. Piperlongumine (PL) is an amide alkaloid isolated from Piper longum L. (long piper) and other piper plants and has received widespread attention because of its diverse biological activities. Read More

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Amphiphilic Zwitterionic Acrylate/Methacrylate Copolymers for Marine Fouling-Release Coatings.

Langmuir 2021 May 30;37(18):5591-5600. Epub 2021 Apr 30.

Analytical Chemistry-Biointerfaces, Ruhr University Bochum, Bochum, NRW 44780, Germany.

Methacrylate and acrylate monomers are popular building blocks for antifouling (AF) and fouling-release (FR) coatings to counteract marine biofouling. They are used in various combinations and often combined into amphiphilic materials. This study investigated the FR properties of amphiphilic ethylene glycol dicyclopentenyl ether acrylate (DCPEA) and the corresponding methacrylate (DCPEMA) blended with 5 wt % zwitterionic carboxybetaine acrylate (CBA) and the corresponding methacrylate (CBMA). Read More

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Flavones from Growing in Vietnam and Their Alpha-Glucosidase Inhibitory Activity.

Molecules 2021 Apr 26;26(9). Epub 2021 Apr 26.

Department of Chemistry, University of Education, 280 An Duong Vuong Street, District 5, Ho Chi Minh City 72711, Vietnam.

Kurz is widely used in folk medicine in Eastern Asia and is associated with various ethnopharmacological properties including hepatoprotective, antipyretic, analgesic, antidysenteric, and anthelmintic activities. Previous phytochemical investigations reported the presence of numerous triterpenes (mostly cycloartanes, ursanes, lupanes, and oleananes) along with dozens of flavonoids. However, the extracts of and isolated flavonoids have not been evaluated for their alpha-glucosidase inhibition. Read More

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Heterocyclic Schiff Bases of 3-Aminobenzanthrone and Their Reduced Analogues: Synthesis, Properties and Spectroscopy.

Molecules 2021 Apr 28;26(9). Epub 2021 Apr 28.

Department of Applied Chemistry, Institute of Life Sciences and Technology, Daugavpils University, LV-5401 Daugavpils, Latvia.

New substituted azomethines of benzanthrone with heterocyclic substituents were synthesized by condensation reaction of 3-aminobenzo[de]anthracen-7-one with appropriate aromatic aldehydes. The resulting imines were reduced with sodium borohydride to the corresponding amines, the luminescence of which is more pronounced in comparison with the initial azomethines. The novel benzanthrone derivatives were characterized by NMR, IR, MS, UV/Vis, and fluorescence spectroscopy. Read More

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Feasibility of Developing Radiotracers for MDM2: Synthesis and Preliminary Evaluation of an F-Labeled Analogue of the MDM2 Inhibitor SP-141.

Pharmaceuticals (Basel) 2021 Apr 13;14(4). Epub 2021 Apr 13.

Department of Radiology, Duke University Medical Center, Durham, NC 27710, USA.

Murine double minute 2 (MDM2), a negative regulator of the p53 tumor suppressor protein, is overexpressed in several human cancers. Herein we investigate the feasibility of developing F-labeled compounds based on the small molecule inhibitor SP-141 for imaging tumor MDM2 expression levels with positron emission tomography (PET). Three nonradioactive fluorinated SP-141 analogues, -, were synthesized, and their binding to the MDM2 protein was analyzed by surface plasmon resonance (SPR). Read More

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Therapeutic Potential and Immunomodulatory Role of Coenzyme Q and Its Analogues in Systemic Autoimmune Diseases.

Antioxidants (Basel) 2021 Apr 13;10(4). Epub 2021 Apr 13.

Department of Cell Biology, Immunology and Physiology, Agrifood Campus of International Excellence, University of Córdoba, ceiA3, 14014 Córdoba, Spain.

Coenzyme Q (CoQ) is a mitochondrial electron carrier and a powerful lipophilic antioxidant located in membranes and plasma lipoproteins. CoQ is endogenously synthesized and obtained from the diet, which has raised interest in its therapeutic potential against pathologies related to mitochondrial dysfunction and enhanced oxidative stress. Novel formulations of solubilized CoQ and the stabilization of reduced CoQ (ubiquinol) have improved its bioavailability and efficacy. Read More

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Dielectric Properties of Shrinkage-Free Poly(2-Oxazoline) Networks from Renewable Resources.

Polymers (Basel) 2021 Apr 13;13(8). Epub 2021 Apr 13.

Polymer Competence Center Leoben GmbH, Roseggerstrasse 12, 8700 Leoben, Austria.

In the course of this study, the dielectric and physicochemical properties of poly(2-oxazoline) (POx) networks from renewable resources were compared with those of fossil-based polyamide 12 (PA 12) networks. POx was synthesized by the energy-efficient, microwave-assisted copolymerization of 2-oxazoline monomers, which were derived from fatty acids of coconut and castor oil. For the preparation of composites, aluminum nitride nanoparticles n-AlN and microparticles μ-AlN as well as hexagonal boron nitride BN submicroparticles were used. Read More

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Design, Synthesis, Biological Evaluation and In Silico Studies of Pyrazole-Based NH-Acyl Oseltamivir Analogues as Potent Neuraminidase Inhibitors.

Pharmaceuticals (Basel) 2021 Apr 16;14(4). Epub 2021 Apr 16.

State Key Laboratory of Chemical Biology and Drug Discovery, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong, China.

Oseltamivir represents one of the most successful neuraminidase (NA) inhibitors in the current anti-influenza therapy. The 150-cavity of NA was identified as an additional binding pocket, and novel NA inhibitors have been designed to occupy the 150-cavity based on the structure information of oseltamivir carboxylate () in complex with NA. In this study, a series of C-5-NH-acyl derivatives of containing the pyrazole moiety were synthesized. Read More

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Molecular Simplification of Natural Products: Synthesis, Antibacterial Activity, and Molecular Docking Studies of Berberine Open Models.

Biomedicines 2021 Apr 22;9(5). Epub 2021 Apr 22.

Department of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona n. 4, 70126 Bari, Italy.

Berberine, the main bioactive component of many medicinal plants belonging to various genera such as , , and is a multifunctional compound. Among the numerous interesting biological properties of berberine is broad antimicrobial activity including a range of Gram-positive and Gram-negative bacteria. With the aim of identifying berberine analogues possibly endowed with higher lead-likeness and easier synthetic access, the molecular simplification approach was applied to the secondary metabolite and a series of analogues were prepared and screened for their antimicrobial activity against Gram-positive and Gram-negative bacterial test species. Read More

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Design and Synthesis of 2,6-Disubstituted-4'-Selenoadenosine-5'-,-Dimethyluronamide Derivatives as Human A Adenosine Receptor Antagonists.

Pharmaceuticals (Basel) 2021 Apr 14;14(4). Epub 2021 Apr 14.

Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea.

A new series of 4'-selenoadenosine-5'--dimethyluronamide derivatives as highly potent and selective human A adenosine receptor (hAAR) antagonists, is described. The highly selective AAR agonists, 4'-selenoadenosine-5'--methyluronamides were successfully converted into selective antagonists by adding a second -methyl group to the 5'-uronamide position. All the synthesized compounds showed medium to high binding affinity at the hAAR. Read More

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Lanthanide DO3A-Complexes Bearing Peptide Substrates: The Effect of Peptidic Side Chains on Metal Coordination and Relaxivity.

Molecules 2021 Apr 9;26(8). Epub 2021 Apr 9.

Centre de Biophysique Moléculaire, CNRS UPR 4301, Rue Charles Sadron, CEDEX 2, 45071 Orléans, France.

Two DO3A-type ligands conjugated to substrates of urokinase (L3) and caspase-3 (L4) via a propyl-amide linker were synthesized and their lanthanide(III) (Ln) complexes studied. A model compound without peptide substrate (L2) and an amine derivative ligand mimicking the state after enzymatic cleavage (L1) were also prepared. Proton Nuclear Magnetic Relaxation Dispersion (NMRD) profiles recorded on the gadolinium(III) (Gd) complexes, complemented with the assessment of hydration numbers via luminescence lifetime measurements on the Eu analogues, allowed us to characterize the lanthanide coordination sphere in the chelates. Read More

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Comparative Neurodevelopment Effects of Bisphenol A and Bisphenol F on Rat Fetal Neural Stem Cell Models.

Cells 2021 Apr 2;10(4). Epub 2021 Apr 2.

Regulatory Toxicology Research Division, Health Products and Food Branch, Tunney's Pasture, Health Canada, 251 Sir Frederick Banting Driveway, Ottawa, ON K1A 0K9, Canada.

Bisphenol A (BPA) is considered as one of the most extensively synthesized and used chemicals for industrial and consumer products. Previous investigations have established that exposure to BPA has been linked to developmental, reproductive, cardiovascular, immune, and metabolic effects. Several jurisdictions have imposed restrictions and/or have banned the use of BPA in packaging material and other consumer goods. Read More

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[History of Ketamine: An ancient molecule that is still popular today].

Ann Pharm Fr 2021 Apr 26. Epub 2021 Apr 26.

Univ Rennes, Inserm, INRAE, Institut NuMeCan (Nutrition, Métabolismes et Cancer), 35000 Rennes, France; Laboratoire de toxicologie biologique et médico-légale, Centre hospitalier universitaire Pontchaillou, 35000 Rennes, France.

The history of ketamine begins in 1962, when Calvin Stevens of the pharmaceutical laboratory Parke-Davis synthesizes it from phencyclidine, a molecule with psychodysleptic, hallucinogenic and dissociative properties. Following the first administration of ketamine to humans in 1964 in Jackson prison (Michigan, USA), its dissociative effects associated with short anaesthesia were reported, and a patent for its human use was filed in 1966. In the 1990s, the discovery of opioid-induced hyperalgesia sparked interest in ketamine as an analgesic. Read More

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Monoclonal antibody-based icELISA for the screening of diazinon in vegetable samples.

Anal Methods 2021 04 31;13(16):1911-1918. Epub 2021 Mar 31.

Guangdong Provincial Key Laboratory of Food Quality and Safety/Guangdong Laboratory of Lingnan Modern Agriculture, South China Agricultural University, Guangzhou 510642, China.

Diazinon (DAZ) is an organophosphorus pesticide (OP), which is commonly used to prevent and control harmful pests that endanger agricultural products. In this study, we developed a novel heterology coating strategy for the immunoassay of DAZ. The DAZ coating hapten can be directly conjugated to the carrier protein without requiring a spacer arm. Read More

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Common ion effect enhanced Prussian blue analogues for aqueous ammonium ion storage.

Dalton Trans 2021 Apr 28. Epub 2021 Apr 28.

School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, China.

In order to meet the growing demand of energy storage for the power grid, aqueous NH4+ batteries are attracting increasing attention as a promising alternative due to their environmental significance, abundant resources, and fast diffusion ability. In this work, FeFe(CN)6 (FeHCF) is synthesized as a cathode material for aqueous NH4+ batteries and Fe2(SO4)3 is utilized as a kind of functional additive in the electrolyte based on the "common ion effect" to enhance its electrochemical performance. The results indicate that the initial capacity of FeHCF is about 80 mA h g-1 with a coulombic efficiency of 97. Read More

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