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Keywords = beta-diketones

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18 pages, 3883 KB  
Article
Spectroscopic Analysis of Bioactive Compounds from Latex of Calotropis gigantea L. and an Evaluation of Its Biological Activities
by Jayalekshmi C, Rajiv Periakaruppan, Karungan Selvaraj Vijai Selvaraj and Noura Al-Dayan
Analytica 2024, 5(3), 384-401; https://doi.org/10.3390/analytica5030024 - 2 Aug 2024
Cited by 2 | Viewed by 3748
Abstract
The current research investigation aimed to screen the bioactive compounds in the latex of Calotropis gigantea L. and evaluate its antibacterial and antioxidant properties towards clinical applications. The chemical moiety and volatile compounds of the latex of C. gigantea were detected by UV–Vis [...] Read more.
The current research investigation aimed to screen the bioactive compounds in the latex of Calotropis gigantea L. and evaluate its antibacterial and antioxidant properties towards clinical applications. The chemical moiety and volatile compounds of the latex of C. gigantea were detected by UV–Vis spectroscopy, FT-IR, and GC–MS analysis. The antibacterial activity was assessed using wound-inducing pathogens by well diffusion method. In addition, the antioxidant properties were determined through DPPH, ABTS, and FRAP methods. The functional groups of O–H stretch, diketonic bonds, C–O, C–N, O–C bonds, and consecutive C–H bonds were observed in the latex of C. gigantea. The major bioactive compounds were 5H-3,5a-Epoxynaphth[2,1-c]oxepin, Cholesta-5-en-3-ol, 24-propylidene-, dodecane, Lup-20(29)-Ene-3,28-Diol, (3.Beta)-, Veridiflorol, and Lanosta-8,24-dien-3-ol, acetatate, (3.beta.). Oxazole derivatives were found in the latex of C. gigantea, proved by GC–MS analysis. The aqueous-mixed latex exhibited maximum antioxidant activity as compared to methanol-mixed latex. Aqueous-mixed latex and methanol-mixed latex inhibited the growth of K. pneumoniae, P. mirabilis, S. pyogenes, Micrococcus spp., S. aureus, P. aeruginosa, and E. coli. The present study clearly reveals that latex of C. gigantea has rich bioactive compounds with significant biological activities, and can be employed to produce a novel herbal formulation against wound-inducing pathogens. Full article
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16 pages, 7844 KB  
Article
Functionalized Palygorskite as a Delivery Platforms for Bioactive Asymmetric Beta-Diketone Dyes
by Florentina Monica Raduly, Valentin Raditoiu, Alina Raditoiu, Maria Grapin, Radu Claudiu Fierascu, Iuliana Raut and Mariana Constantin
Crystals 2024, 14(7), 659; https://doi.org/10.3390/cryst14070659 - 18 Jul 2024
Cited by 1 | Viewed by 1689
Abstract
Natural clay minerals are among the most versatile materials used in the biomedical field. Palygorskite has found various applications in this field, from the treatment of diarrheal diseases in the past to materials with antibacterial properties and platforms carrying bioactive compounds used in [...] Read more.
Natural clay minerals are among the most versatile materials used in the biomedical field. Palygorskite has found various applications in this field, from the treatment of diarrheal diseases in the past to materials with antibacterial properties and platforms carrying bioactive compounds used in the treatment of diseases, cosmetic and healthcare products in the present. In this study, a possible delivery method of some bioactive asymmetric β-diketonic compounds is presented. Palygorskite modified with amphionic groups (P) and copper ions (PCu) was used as a platform to load bioactive curcumin derivatives (1 and 2). By varying the copper ions, the amounts of charged active compounds were monitored. Studies have shown that the hybrid materials resulting from the loading of 1 and 2 compounds on palygorskite with 30% copper ions (PCu30) can be used as delivery methods for these asymmetric curcumin derivatives, while palygorskite with 50% copper ions(PCu50) loaded with the same type of bioactive compounds has antibacterial properties. Full article
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14 pages, 4407 KB  
Article
Potassium and Cesium Fluorinated β-Diketonates: Effect of a Cation and Terminal Substituent on Structural and Thermal Properties
by Danil V. Kochelakov, Evgeniia S. Vikulova, Natalia V. Kuratieva and Ilya V. Korolkov
Molecules 2023, 28(15), 5886; https://doi.org/10.3390/molecules28155886 - 4 Aug 2023
Cited by 5 | Viewed by 2060
Abstract
As potential precursors for the synthesis of fluoroperovskites, a family of heavy alkali metal (MI = K, Cs) fluorinated β-diketonates were prepared and characterized by elemental analysis, IR, and powder-XRD. The crystal structures of the new six complexes, MI(β-dikF [...] Read more.
As potential precursors for the synthesis of fluoroperovskites, a family of heavy alkali metal (MI = K, Cs) fluorinated β-diketonates were prepared and characterized by elemental analysis, IR, and powder-XRD. The crystal structures of the new six complexes, MI(β-dikF)(H2O)X, X = 0 or 1, were also determined. The structural diversity of this poorly explored class of complexes was discussed, including the preferred types of cation polyhedra and the ligand coordination modes, and the thermal properties of the metal β-diketonates were studied by TG–DTA in an inert (He) atmosphere. The data obtained allowed us to reveal the effect of the metal cation and the terminal substituent on the structural and thermal features of this family of complexes. Full article
(This article belongs to the Special Issue Synthesis and Structure Analysis of Coordination Compounds)
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14 pages, 2891 KB  
Article
Slow Magnetic Relaxation and Luminescence Properties in Tetra β-Diketonate Lanthanide(III) Complexes
by Saskia Speed, Ànnia Tubau, Ramon Vicente, Eva Castro and Mercè Font-Bardia
Magnetochemistry 2023, 9(5), 131; https://doi.org/10.3390/magnetochemistry9050131 - 16 May 2023
Cited by 7 | Viewed by 2582
Abstract
The reaction of [Ln(btfa)3(H2O)2] (btfa = 4,4,4-trifluoro-1-phenyl-1,3-butanedionate) with additional 4,4,4-trifluoro-1-phenyl-1,3-butanedione (Hbtfa) and acridine (Acr) in ethanol allows the isolation of the mononuclear compounds HAcr[Nd(btfa)4]·EtOH, (1) and HAcr[Ln(btfa)4], Ln = Dy [...] Read more.
The reaction of [Ln(btfa)3(H2O)2] (btfa = 4,4,4-trifluoro-1-phenyl-1,3-butanedionate) with additional 4,4,4-trifluoro-1-phenyl-1,3-butanedione (Hbtfa) and acridine (Acr) in ethanol allows the isolation of the mononuclear compounds HAcr[Nd(btfa)4]·EtOH, (1) and HAcr[Ln(btfa)4], Ln = Dy (2) and Yb (3); HAcr+ = acridinium cation. Magnetic measurements indicate that complexes 13 show field-induced single-ion magnet behavior with anisotropy energy barriers and preexponential factors of Ueff = 20.7 cm−1, τ0 = 24.5 × 10−8 s; Ueff = 40.5 cm−1, τ0 = 8.6 × 10−10 s and Ueff = 22.7 cm−1, τ0 = 8.4 × 10−8 s, for 13 respectively. The solid-state luminescence emission in the NIR region shows efficient energy transfer from the 4,4,4-trifluoro-1-phenyl-1,3-butanedionate ligands to the central Ln3+ ion in the case of compounds 1 and 3. Full article
(This article belongs to the Special Issue Magnetic Relaxation in Metal Complexes)
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14 pages, 3518 KB  
Article
Structure and Properties of Heterometallics Based on Lanthanides and Transition Metals with Methoxy-β-Diketonates
by Vladislav V. Krisyuk, Samara Urkasym Kyzy, Tatyana V. Rybalova, Ilya V. Korolkov, Mariya A. Grebenkina and Alexander N. Lavrov
Molecules 2022, 27(23), 8400; https://doi.org/10.3390/molecules27238400 - 1 Dec 2022
Cited by 9 | Viewed by 2593
Abstract
The possibility of obtaining volatile polynuclear heterometallic complexes containing lanthanides and transition metals bound by methoxy-β-diketonates was studied. New compounds were prepared by cocrystallization of monometallic complexes from organic solvents. Ln(tmhd)3 were used as initial monometallic complexes (Ln = La, Pr, Sm, [...] Read more.
The possibility of obtaining volatile polynuclear heterometallic complexes containing lanthanides and transition metals bound by methoxy-β-diketonates was studied. New compounds were prepared by cocrystallization of monometallic complexes from organic solvents. Ln(tmhd)3 were used as initial monometallic complexes (Ln = La, Pr, Sm, Gd, Tb, Dy, Lu; tmhd = 2,2,6,6-tetramethylheptane-3,5-dionate) in combination with TML2 in various ratios (TM = Cu, Co, Ni, Mn; L: L1 = 1,1,1-trifluoro-5,5-dimethoxypentane-2,4-dionate, L2 = 1,1,1-trifluoro-5,5-dimethoxy-hexane-2,4-dionate, L3 = 1,1,1-trifluoro-5-methoxy-5-methylhexane-2,4-dionate). Heterometallic complexes of the composition [(LnL2tmhd)2TM(tmhd)2] were isolated for light lanthanides Ln= La, Pr, Sm, Gd, and L= L1 or L2. By single crystal XRD, it has been established that heterometallic compounds containing La, Pr, Cu, Co, and Ni are isostructural linear coordination polymers of alternating mononuclear transition metal complexes and binuclear heteroleptic lanthanide complexes, connected by donor–acceptor interactions between oxygen atoms of the methoxy groups and transition metal atoms. A comparison of powder XRD patterns has shown that all heterometallic complexes obtained are isostructural. Havier lanthanides Ln = Tb, Dy, Lu did not form heterometallics. Instead, homometallic complexes Ln(L3)3 were identified for Ln = Dy, Lu as well as for Ln = La. The thermal properties of the complexes were investigated by TG-DTA and vacuum sublimation tests. The heterometallic complexes were found to be not volatile and decomposed under heating to produce inorganic composites of TM oxides and Ln fluorides. In contrast, Ln(L3)3 is volatile and may be sublimed in a vacuum. Results of magnetic measurements are discussed for several heterometallic and homometallic complexes. Full article
(This article belongs to the Special Issue Applications of Metal Complexes)
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15 pages, 850 KB  
Article
The Sensorial and Chemical Changes in Beer Brewed with Yeast Genetically Modified to Release Polyfunctional Thiols from Malt and Hops
by Richard W. Molitor, Jeremy I. Roop, Charles M. Denby, Charles J. Depew, Daniel S. Liu, Sara E. Stadulis and Thomas H. Shellhammer
Fermentation 2022, 8(8), 370; https://doi.org/10.3390/fermentation8080370 - 5 Aug 2022
Cited by 17 | Viewed by 12071
Abstract
The biotransformation of hop aroma, particularly by the cysteine S-conjugate beta-lyase enzyme (CSL), has been a recent topic of tremendous interest among brewing scientists and within the brewing community. During a process often referred to as biotransformation, yeast-encoded enzymes convert flavorless precursor molecules [...] Read more.
The biotransformation of hop aroma, particularly by the cysteine S-conjugate beta-lyase enzyme (CSL), has been a recent topic of tremendous interest among brewing scientists and within the brewing community. During a process often referred to as biotransformation, yeast-encoded enzymes convert flavorless precursor molecules found in barley and hops into volatile thiols that impart a variety of desirable flavors and aromas in beer. Two volatile thiols of particular interest are 3-mercaptohexan-1-ol (3MH) and its acetate ester, 3-mercaptohexyl acetate (3MHA), which impart guava and passionfruit flavors, respectively. In this study, a parental Saccharomyces cerevisiae brewing strain that displayed low thiol biotransformation activity was genetically manipulated (GM) to substantially increase its thiol biotransformation potential. Construction of this GM strain involved integration of a gene encoding a highly active CSL enzyme that converts thiol precursors into the volatile thiol, 3MH. Three additional strains were subsequently developed, each of which paired CSL expression with expression of an alcohol acyltransferase (AAT) gene. It was hypothesized that expression of an AAT in conjunction with CSL would increase production of 3MHA. Fermentation performance, sensory characteristics, and 3MH/3MHA production were evaluated for these four GM strains and their non-GM parent in 1.5hL fermentations using 100% barley malt wort hopped at low levels with Cascade hops. No significant deviations in fermentation performance (time to attenuation, final gravity, alcohol content, wort fermentability) or finished beer chemistry were observed between the GM strains and the parent strain with the exception of the speed of vicinal diketones reduction post-fermentation, which was quicker for the GM strains. The GM strains produced beer that had up to 73-fold and 8-fold higher 3MH and 3MHA concentrations than the parent strain, achieving concentrations that were up to 79-fold greater than their sensory detection thresholds. The beers were described as intensely tropical and fruity, and were associated with guava, passionfruit, mango, pineapple and sweaty aromas. These experiments demonstrate the potential of genetic modification to dramatically enhance yeast biotransformation ability without creating off flavors or affecting fermentation performance. Full article
(This article belongs to the Section Fermentation for Food and Beverages)
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15 pages, 3057 KB  
Article
Structural Characterization, Magnetic and Luminescent Properties of Praseodymium(III)-4,4,4-Trifluoro-1-(2-Naphthyl)Butane-1,3-Dionato(1-) Complexes
by Franz A. Mautner, Florian Bierbaumer, Roland C. Fischer, Ramon Vicente, Ànnia Tubau, Arnau Ferran and Salah S. Massoud
Crystals 2021, 11(2), 179; https://doi.org/10.3390/cryst11020179 - 11 Feb 2021
Cited by 13 | Viewed by 4622
Abstract
Four new Pr(III) mononuclear complexes of formula [Pr(ntfa)3(MeOH)2] (1), [Pr(ntfa)3(bipy)2] (2), [Pr(ntfa)3(4,4′-Mt2bipy)] (3) and [Pr(ntfa)3(5,5′-Me2bipy)] (4), where ntfa = [...] Read more.
Four new Pr(III) mononuclear complexes of formula [Pr(ntfa)3(MeOH)2] (1), [Pr(ntfa)3(bipy)2] (2), [Pr(ntfa)3(4,4′-Mt2bipy)] (3) and [Pr(ntfa)3(5,5′-Me2bipy)] (4), where ntfa = 4,4,4-trifuoro-1-(naphthalen-2-yl)butane-1,3-dionato(1-), 5,5′-Me2bipy = 5,5′-dimethyl-2,2′-dipyridine, 4,4′-Mt2bipy = 4,4′-dimethoxy-2,2′-dipyridine, have been synthesized and structurally characterized. The complexes display the coordination numbers 8 for 1, 3 and 4, and 10 for 2. Magnetic measurements of complexes 1–4 were consistent with a magnetically uncoupled Pr3+ ion in the 3H4 ground state. The solid state luminescence studies showed that the ancillary chelating bipyridyl ligands in the 24 complexes greatly enhance the luminescence emission in the visible and NIR regions through efficient energy transfer from the ligands to the central Pr3+ ion; behaving as “antenna” ligands. Full article
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13 pages, 20670 KB  
Article
Real-Time Tracking of Highly Luminescent Mesoporous Silica Particles Modified with Europium β-Diketone Chelates in Living Cells
by Jong-Seok Kim, Sung Ki Lee, Hansol Doh, Myeong Yun Kim and Do Kyung Kim
Nanomaterials 2021, 11(2), 343; https://doi.org/10.3390/nano11020343 - 29 Jan 2021
Cited by 9 | Viewed by 4347
Abstract
Highly luminescent europium complexes modified mesoporous silica particles (MSP) were synthesized as an imaging probes for both in-vitro diagnostic and in-vivo cellular tracking agents. Europium β-diketone chelates (4,4,4-trifluoro-l-(2-thienyl)-l,3-butanedione) trioctylphosphine europium (III) (Eu(TTA)3(P(Oct)3)3) were incorporated inside the nanocavities [...] Read more.
Highly luminescent europium complexes modified mesoporous silica particles (MSP) were synthesized as an imaging probes for both in-vitro diagnostic and in-vivo cellular tracking agents. Europium β-diketone chelates (4,4,4-trifluoro-l-(2-thienyl)-l,3-butanedione) trioctylphosphine europium (III) (Eu(TTA)3(P(Oct)3)3) were incorporated inside the nanocavities that existed in hierarchical MSP (Eu@MSP). The MSP and Eu@MSP on mouse bone marrow-derived macrophages (BMDMs) did not show any toxic effect. The MSP and Eu@MSP in the BMDMs were found at cytoplasm without any degradation and immunogenicity. However, both pro- and anti-inflammatory cytokines of macrophages were significantly increased when lipopolysaccharide and a high concentration (100 μg/mL) of MSP and Eu@MSP were treated simultaneously. Full article
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20 pages, 3093 KB  
Article
Synthesis, Spectroscopy and Electrochemistry in Relation to DFT Computed Energies of Ferrocene- and Ruthenocene-Containing β-Diketonato Iridium(III) Heteroleptic Complexes. Structure of [(2-Pyridylphenyl)2Ir(RcCOCHCOCH3]
by Blenerhassitt E. Buitendach, Jeanet Conradie, Frederick P. Malan, J. W. (Hans) Niemantsverdriet and Jannie C. Swarts
Molecules 2019, 24(21), 3923; https://doi.org/10.3390/molecules24213923 - 30 Oct 2019
Cited by 11 | Viewed by 4134
Abstract
A series of new ferrocene- and ruthenocene-containing iridium(III) heteroleptic complexes of the type [(ppy)2Ir(RCOCHCOR′)], with ppy = 2-pyridylphenyl, R = Fc = FeII5-C5H4)(η5-C5H5) and R′ = CH [...] Read more.
A series of new ferrocene- and ruthenocene-containing iridium(III) heteroleptic complexes of the type [(ppy)2Ir(RCOCHCOR′)], with ppy = 2-pyridylphenyl, R = Fc = FeII5-C5H4)(η5-C5H5) and R′ = CH3 (1) or Fc (2), as well as R = Rc = RuII5-C5H4)(η5-C5H5) and R′ = CH3 (3), Rc (4) or Fc (5) was synthesized via the reaction of appropriate metallocene-containing β-diketonato ligands with [(ppy)2(μ-Cl)Ir]2. The single crystal structure of 3 (monoclinic, P21/n, Z = 4) is described. Complexes 15 absorb light strongly in the region 280−480 nm the metallocenyl β-diketonato substituents quench phosphorescence in 15. Cyclic and square wave voltammetric studies in CH2Cl2/[N(nBu)4][B(C6F5)4] allowed observation of a reversible IrIII/IV redox couple as well as well-resolved ferrocenyl (Fc) and ruthenocenyl (Rc) one-electron transfer steps in 15. The sequence of redox events is in the order Fc oxidation, then IrIII oxidation and finally ruthenocene oxidation, all in one-electron transfer steps. Generation of IrIV quenched phosphorescence in 6, [(ppy)2Ir(H3CCOCHCOCH3)]. This study made it possible to predict the IrIII/IV formal reduction potential from Gordy scale group electronegativities, χR and/or ΣχR′ of β-diketonato pendent side groups as well as from DFT-calculated energies of the highest occupied molecular orbital of the species involved in the IrIII/IV oxidation at a 98% accuracy level. Full article
(This article belongs to the Section Inorganic Chemistry)
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