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1.
J Colloid Interface Sci ; 671: 751-769, 2024 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-38824748

RESUMO

Chemotherapy and surgery stand as primary cancer treatments, yet the unique traits of the tumor microenvironment hinder their effectiveness. The natural compound epigallocatechin gallate (EGCG) possesses potent anti-tumor and antibacterial traits. However, the tumor's adaptability to chemotherapy due to its acidic pH and elevated glutathione (GSH) levels, coupled with the challenges posed by drug-resistant bacterial infections post-surgery, impede treatment outcomes. To address these challenges, researchers strive to explore innovative treatment strategies, such as multimodal combination therapy. This study successfully synthesized Cu-EGCG, a metal-polyphenol network, and detailly characterized it by using synchrotron radiation and high-resolution mass spectrometry (HRMS). Through chemodynamic therapy (CDT), photothermal therapy (PTT), and photodynamic therapy (PDT), Cu-EGCG showed robust antitumor and antibacterial effects. Cu+ in Cu-EGCG actively participates in a Fenton-like reaction, generating hydroxyl radicals (·OH) upon exposure to hydrogen peroxide (H2O2) and converting to Cu2+. This Cu2+ interacts with GSH, weakening the oxidative stress response of bacteria and tumor cells. Density functional theory (DFT) calculations verified Cu-EGCG's efficient GSH consumption during its reaction with GSH. Additionally, Cu-EGCG exhibited outstanding photothermal conversion when exposed to 808 nm near-infrared (NIR) radiation and produced singlet oxygen (1O2) upon laser irradiation. In both mouse tumor and wound models, Cu-EGCG showcased remarkable antitumor and antibacterial properties.


Assuntos
Antibacterianos , Antineoplásicos , Catequina , Cobre , Nanocompostos , Antibacterianos/farmacologia , Antibacterianos/química , Cobre/química , Cobre/farmacologia , Nanocompostos/química , Antineoplásicos/farmacologia , Antineoplásicos/química , Animais , Camundongos , Humanos , Catequina/química , Catequina/farmacologia , Catequina/análogos & derivados , Testes de Sensibilidade Microbiana , Farmacorresistência Bacteriana/efeitos dos fármacos , Fotoquimioterapia , Infecção dos Ferimentos/tratamento farmacológico , Infecção dos Ferimentos/patologia , Infecção dos Ferimentos/microbiologia , Ensaios de Seleção de Medicamentos Antitumorais , Staphylococcus aureus/efeitos dos fármacos , Terapia Fototérmica , Tamanho da Partícula , Escherichia coli/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Propriedades de Superfície , Proliferação de Células/efeitos dos fármacos
2.
Molecules ; 29(11)2024 May 29.
Artigo em Inglês | MEDLINE | ID: mdl-38893431

RESUMO

BACKGROUND: With the changes in lifestyle and diet structure, the incidence of obesity has increased year by year, and obesity is one of the inducements of many chronic metabolic diseases. Epigallocatechin gallate (EGCG), which is the most abundant component of tea polyphenols, has been used for many years to improve obesity and its complications. Though it has been reported that EGCG can improve obesity through many molecular mechanisms, EGCG may have many mechanisms yet to be explored. In this study, we explored other possible mechanisms through molecular docking and in vitro experiments. METHODS: AutoDock Vina was selected for conducting the molecular docking analysis to elucidate the interaction between EGCG and Notch1, while molecular dynamics simulations were employed to validate this interaction. Then, the new regulation mechanism of EGCG on obesity was verified with in vitro experiments, including a Western blot experiment, immunofluorescence experiment, oil red O staining, and other experiments in 3T3-L1 adipocytes. RESULTS: The molecular docking results showed that EGCG could bind to Notch1 protein through hydrogen bonding. In vitro cell experiments demonstrated that EGCG can significantly reduce the sizes of lipid droplets of 3T3-L1 adipocytes and promote UCP-1 expression by inhibiting the expression of Notch1 in 3T3-L1 adipocytes, thus promoting mitochondrial biogenesis. CONCLUSIONS: In this study, molecular docking and in vitro cell experiments were used to explore the possible mechanism of EGCG to improve obesity by inhibiting Notch1.


Assuntos
Células 3T3-L1 , Adipogenia , Catequina , Simulação de Acoplamento Molecular , Receptor Notch1 , Catequina/análogos & derivados , Catequina/farmacologia , Catequina/química , Animais , Camundongos , Receptor Notch1/metabolismo , Adipogenia/efeitos dos fármacos , Simulação de Dinâmica Molecular , Regulação da Expressão Gênica/efeitos dos fármacos , Proteína Desacopladora 1/metabolismo , Obesidade/tratamento farmacológico , Obesidade/metabolismo
3.
Molecules ; 29(11)2024 May 31.
Artigo em Inglês | MEDLINE | ID: mdl-38893466

RESUMO

Epigallocatechin gallate (EGCG), the principal catechin in green tea, exhibits diverse therapeutic properties. However, its clinical efficacy is hindered by poor stability and low bioavailability. This study investigated solid particle-in-oil-in-water (S/O/W) emulsions stabilized by whey protein isolate (WPI) and sodium caseinate (NaCas) as carriers to enhance the bioavailability and intestinal absorption of EGCG. Molecular docking revealed binding interactions between EGCG and these macromolecules. The WPI- and NaCas-stabilized emulsions exhibited high encapsulation efficiencies (>80%) and significantly enhanced the bioaccessibility of EGCG by 64% compared to free EGCG after simulated gastrointestinal digestion. Notably, the NaCas emulsion facilitated higher intestinal permeability of EGCG across Caco-2 monolayers, attributed to the strong intermolecular interactions between caseins and EGCG. Furthermore, the emulsions protected Caco-2 cells against oxidative stress by suppressing intracellular reactive oxygen species generation. These findings demonstrate the potential of WPI- and NaCas-stabilized emulsions as effective delivery systems to improve the bioavailability, stability, and bioactivity of polyphenols like EGCG, enabling their applications in functional foods and nutraceuticals.


Assuntos
Disponibilidade Biológica , Caseínas , Catequina , Emulsões , Proteínas do Soro do Leite , Catequina/análogos & derivados , Catequina/química , Humanos , Proteínas do Soro do Leite/química , Caseínas/química , Células CACO-2 , Emulsões/química , Simulação de Acoplamento Molecular , Espécies Reativas de Oxigênio/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Portadores de Fármacos/química , Antioxidantes/farmacologia , Antioxidantes/química , Antioxidantes/farmacocinética , Absorção Intestinal/efeitos dos fármacos
4.
Sensors (Basel) ; 24(11)2024 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-38894153

RESUMO

As a non-destructive, fast, and cost-effective technique, near-infrared (NIR) spectroscopy has been widely used to determine the content of bioactive components in tea. However, due to the similar chemical structures of various catechins in black tea, the NIR spectra of black tea severely overlap in certain bands, causing nonlinear relationships and reducing analytical accuracy. In addition, the number of NIR spectral wavelengths is much larger than that of the modeled samples, and the small-sample learning problem is rather typical. These issues make the use of NIRS to simultaneously determine black tea catechins challenging. To address the above problems, this study innovatively proposed a wavelength selection algorithm based on feature interval combination sensitivity segmentation (FIC-SS). This algorithm extracts wavelengths at both coarse-grained and fine-grained levels, achieving higher accuracy and stability in feature wavelength extraction. On this basis, the study built four simultaneous prediction models for catechins based on extreme learning machines (ELMs), utilizing their powerful nonlinear learning ability and simple model structure to achieve simultaneous and accurate prediction of catechins. The experimental results showed that for the full spectrum, the ELM model has better prediction performance than the partial least squares model for epicatechin (EC), epicatechin gallate (ECG), epigallocatechin (EGC), and epigallocatechin gallate (EGCG). For the feature wavelengths, our proposed FIC-SS-ELM model enjoys higher prediction performance than ELM models based on other wavelength selection algorithms; it can simultaneously and accurately predict the content of EC (Rp2 = 0.91, RMSEP = 0.019), ECG (Rp2 = 0.96, RMSEP = 0.11), EGC (Rp2 = 0.97, RMSEP = 0.15), and EGCG (Rp2 = 0.97, RMSEP = 0.35) in black tea. The results of this study provide a new method for the quantitative determination of the bioactive components of black tea.


Assuntos
Algoritmos , Catequina , Espectroscopia de Luz Próxima ao Infravermelho , Chá , Catequina/análise , Catequina/química , Catequina/análogos & derivados , Espectroscopia de Luz Próxima ao Infravermelho/métodos , Chá/química , Análise dos Mínimos Quadrados , Aprendizado de Máquina
5.
Food Res Int ; 189: 114536, 2024 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-38876589

RESUMO

Walnut isolate protein (WPI)-epigallocatechin gallate (EGCG) conjugates can be employed to creat food-grade delivery systems for preserving bioactive compounds. In this study, WPI-EGCG nanoparticles (WENPs) were developed for encapsulating lycopene (LYC) using the ultrasound-assisted method. The results indicated successful loading of LYC into these WENPs, forming the WENPs/LYC (cylinder with 200-300 nm in length and 14.81-30.05 nm in diameter). Encapsulating LYC in WENPs led to a notable decrease in release rate and improved stability in terms of thermal, ultraviolet (UV), and storage conditions compared to free LYC. Simultaneously, WENPs/LYC exhibited a synergistic and significantly higher antioxidant activity with an EC50 value of 23.98 µg/mL in HepG2 cells compared to free LYC's 31.54 µg/mL. Treatment with WENPs/LYC led to a dose-dependent restoration of intracellular antioxidant enzyme activities (SOD, CAT, and GSH-Px) and inhibition of intracellular malondialdehyde (MDA) formation. Furthermore, transcriptome analysis indicated that enrichment in glutathione metabolism and peroxisome processes following WENPs/LYC addition. Quantitative real-time reverse transcription PCR (qRT-PCR) verified the expression levels of related genes involved in the antioxidant resistance pathway of WENPs/LYC on AAPH-induced oxidative stress. This study offers novel perspectives into the antioxidant resistance pathway of WENPs/LYC, holding significant potential in food industry.


Assuntos
Antioxidantes , Catequina , Juglans , Licopeno , Nanopartículas , Licopeno/farmacologia , Licopeno/química , Antioxidantes/farmacologia , Antioxidantes/química , Catequina/análogos & derivados , Catequina/farmacologia , Catequina/química , Juglans/química , Humanos , Nanopartículas/química , Células Hep G2 , Proteínas de Plantas , Malondialdeído/metabolismo , Estabilidade de Medicamentos , Superóxido Dismutase/metabolismo , Estresse Oxidativo/efeitos dos fármacos
6.
J Agric Food Chem ; 72(23): 13320-13327, 2024 Jun 12.
Artigo em Inglês | MEDLINE | ID: mdl-38819406

RESUMO

Conventional radical grafting of proteins with catechins consumed the most antioxidant-active hydroxyls during grafting, thus failing to effectively retain antioxidant activity in conjugates. In this study, a novel strategy of selective protection of the most reactive hydroxyls before grafting was developed to preserve the most reactive hydroxyls and effectively retain antioxidant activity in conjugates. Selective protection of the most reactive hydroxyls of (-)-epigallocatechin-3-gallate (EGCG) was successfully realized in a yield of 87% applying trimethyl orthopropionate and catalytic calcium triflate at 40 °C. The novel ovalbumin (OVA)-EGCG conjugate with 93% grafting ratio was prepared by radical grafting with the selectively protected EGCG and subsequent deprotection. Substantially enhanced antioxidant performance of the novel OVA-EGCG conjugate in liposomes was unveiled with notably reduced curcumin degradation and leakage. The strategy and approaches developed in this study will be valuable to effectively improve the antioxidant activities of protein-catechin grafting conjugates.


Assuntos
Antioxidantes , Catequina , Ovalbumina , Ovalbumina/química , Catequina/química , Catequina/análogos & derivados , Antioxidantes/química , Lipossomos/química
7.
J Oleo Sci ; 73(5): 709-716, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38692893

RESUMO

Epigallocatechin-3-gallate (EGCG), a polyphenol derived from Green Tea, is one of the sources of natural bioactive compounds which are currently being developed as medicinal ingredients. Besides other biological activities, this natural compound exhibits anti-cariogenic effects. However, EGCG has low physical-chemical stability and poor bioavailability. Thus, the purpose of this study was to develop and characterize lipid-chitosan hybrid nanoparticle with EGCG and to evaluate its in vitro activity against cariogenic planktonic microorganisms. Lipid-chitosan hybrid nanoparticle (LCHNP-EGCG) were prepared by emulsion and sonication method in one step and characterized according to diameter, polydispersity index (PdI), zeta potential (ZP), encapsulation efficiency (EE), mucoadhesion capacity and morphology. Strains of Streptococcus mutans, Streptococcus sobrinus and Lactobacillus casei were treated with LCHNP- EGCG, and minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) were evaluated. LCHNP-EGCG exhibited a size of 217.3 ± 5.1 nm with a low polydispersity index (0.17) and positive zeta potential indicating the presence of chitosan on the lipid nanoparticle surface (+33.7 mV). The LCHNP-EGCG showed a spherical morphology, high stability and a mucoadhesive property due to the presence of chitosan coating. In addition, the EGCG encapsulation efficiency was 96%. A reduction of almost 15-fold in the MIC and MBC against the strains was observed when EGCG was encapsulated in LCHNP, indicating the potential of EGCG encapsulation in lipid-polymer hybrid nanoparticles. Taking the results together, the LCHNP-EGCG could be an interesting system to use in dental care due to their nanometric size, mucoadhesive properties high antibacterial activity against relevant planktonic microorganisms.


Assuntos
Antibacterianos , Catequina , Catequina/análogos & derivados , Quitosana , Testes de Sensibilidade Microbiana , Nanopartículas , Streptococcus mutans , Catequina/farmacologia , Catequina/química , Quitosana/química , Quitosana/farmacologia , Streptococcus mutans/efeitos dos fármacos , Antibacterianos/farmacologia , Antibacterianos/química , Nanopartículas/química , Streptococcus sobrinus/efeitos dos fármacos , Lacticaseibacillus casei/efeitos dos fármacos , Lipídeos/química , Plâncton/efeitos dos fármacos , Cárie Dentária/microbiologia , Cárie Dentária/prevenção & controle , Portadores de Fármacos/química , Tamanho da Partícula , Emulsões , Sonicação
8.
Int J Biol Macromol ; 271(Pt 1): 132369, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38750846

RESUMO

Curcumin and epigallocatechin gallate have the disadvantage of low aqueous solubility and first-pass metabolism, resulting in limited bioavailability. This work aimed to enhance oral bioavailability by forming gastric pH-stable shellac nanoparticles containing curcumin and epigallocatechin gallate using locust bean gum by anti-solvent precipitation (CESL-NP). The nanoparticles were characterized by their particle size, morphology, zeta potential, gastric pH stability, release profile, drug loading, and entrapment efficiency. The findings showed that a network of hydrolyzed shellac, locust bean gum, curcumin, and epigallocatechin gallate successfully entrapped individual particles inside a complex system. The morphological investigation of the CESL-NP formulation using FESEM, TEM, and AFM revealed the presence of spherical particles. FTIR, DSC, and XRD analysis revealed that curcumin and epigallocatechin gallate were amorphous due to their bond interactions with the matrix. Streptozotocin-treated mice, upon treatment with CESL-NP, showed kidney and pancreatic improvements with normalized kidney hypertrophy index and histopathology, maintained biochemical parameters, increased beta cell count, and a 38.68-fold higher blood glucose level inhibition were observed when compared to free-(CUR + EGCG). This research affirms that the shellac-locust bean gum complex shows potential for the sustained oral delivery of curcumin and epigallocatechin gallate, specifically for treating diabetic nephropathy.


Assuntos
Catequina , Curcumina , Nefropatias Diabéticas , Galactanos , Mananas , Nanopartículas , Gomas Vegetais , Animais , Curcumina/farmacologia , Curcumina/química , Catequina/análogos & derivados , Catequina/química , Catequina/farmacologia , Gomas Vegetais/química , Galactanos/química , Galactanos/farmacologia , Camundongos , Nanopartículas/química , Mananas/química , Mananas/farmacologia , Nefropatias Diabéticas/tratamento farmacológico , Portadores de Fármacos/química , Diabetes Mellitus Experimental/tratamento farmacológico , Masculino , Estreptozocina , Modelos Animais de Doenças , Tamanho da Partícula , Liberação Controlada de Fármacos
9.
Int J Biol Macromol ; 271(Pt 2): 132481, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38763233

RESUMO

A burgeoning interest has recently focused on the development of nanomedicine to integrate noninvasive photothermal therapy (PTT) and chemodynamic therapy (CDT) for synergistic tumor treatments, owing to PTT's amplification effect on CDT. However, challenges emerge as hyperthermia often induces an unwarranted overexpression of cytoprotective heat shock proteins (HSPs), thereby curtailing PTT efficacy. Additionally, the nearly neutral tumor intracellular pH (pHi ≈ 7.2) that handicaps the Fenton reaction poses a leading limitation to CDT. Addressing these hurdles, we introduce EVP, a nanomedicine developed through the straightforward assembly of epigallocatechin gallate (EGCG), vanadium sulfate (VOSO4), and Pluronic F-127 (PF127). EVP comprehensively downregulates overexpressed HSPs (HSP 60, 70, 90) through the collaborative action of EGCG and vanadyl (VO2+). Moreover, the tumor intracellular pH-processed Fenton-like reaction by VO2+ ensures highly efficient hydroxyl radicals (OH) production in cytosols, overcoming the stringent acidity requirement for CDT. Additionally, the hyperthermia induced by PTT augments OH production, further enhancing CDT efficacy. In vitro and in vivo experiments validate EVP's excellent biocompatibility and potent tumor inhibition, highlighting its substantial potential in tumor therapy.


Assuntos
Catequina , Proteínas de Choque Térmico , Nanomedicina , Concentração de Íons de Hidrogênio , Catequina/análogos & derivados , Catequina/química , Catequina/farmacologia , Animais , Humanos , Camundongos , Nanomedicina/métodos , Proteínas de Choque Térmico/metabolismo , Terapia Fototérmica/métodos , Vanádio/química , Vanádio/farmacologia , Linhagem Celular Tumoral , Neoplasias/tratamento farmacológico , Neoplasias/terapia , Neoplasias/patologia , Peróxido de Hidrogênio
10.
Biomed Mater ; 19(4)2024 Jun 07.
Artigo em Inglês | MEDLINE | ID: mdl-38815600

RESUMO

Excessive reactive oxygen species (ROS) in the microenvironment of osteoporosis (OP) not only accelerate the bone absorption, but also affect the osteogenic and mineralized effect of osteoblasts. Procyanidins (PC) have been reported to have anti-oxidation effects, but low bioavailability. This study aimed to explore the effect of magnesium oxide nanoparticles (MgO-PC NPs)-loaded PC on the osteogenesis and mineralization of osteoblasts that stimulated by H2O2. PC was loaded onto MgO NPs and characterized by transmission electron microscopy, energy dispersive spectroscopy, dynamic light scattering, and Fourier transform infrared spectroscopy. After primary screening by cytotoxicity assay, MgO-PC NPs containing 20 µM of PC were chosen for further studies. In H2O2-stimulated osteoblasts, dichlorodihydrofluorescein diacetate probe, Cell Counting Kit-8, quantitative real-time polymerase chain reaction, alkaline phosphatase staining/activity and Alizarin red staining were used to detect the ROS production, cell viability and osteogenic and mineralized markers of osteoblasts. PC was loaded onto MgO NPs to successfully receive MgO-PC NPs with a diameter of about 144 nm and negative potential. PC can sustain release from MgO-PC NPs for at least 16 d. The controlled release of PC from MgO-PC NPs can effectively eliminate ROS and thereby promoted the cell activity. Most importantly, the osteogenesis and mineralization of osteoblasts under oxidative stress were also significantly reversed by MgO-PC NPS. Thus, these findings indicate that MgO-PC NPs may be developed as a potential therapeutic strategy for OP.


Assuntos
Biflavonoides , Catequina , Sobrevivência Celular , Peróxido de Hidrogênio , Óxido de Magnésio , Nanopartículas , Osteoblastos , Osteogênese , Estresse Oxidativo , Proantocianidinas , Espécies Reativas de Oxigênio , Osteoblastos/efeitos dos fármacos , Osteoblastos/metabolismo , Osteoblastos/citologia , Proantocianidinas/farmacologia , Proantocianidinas/química , Catequina/química , Catequina/farmacologia , Estresse Oxidativo/efeitos dos fármacos , Óxido de Magnésio/química , Espécies Reativas de Oxigênio/metabolismo , Animais , Sobrevivência Celular/efeitos dos fármacos , Biflavonoides/farmacologia , Biflavonoides/química , Osteogênese/efeitos dos fármacos , Peróxido de Hidrogênio/química , Nanopartículas/química , Preparações de Ação Retardada/química , Camundongos , Calcificação Fisiológica/efeitos dos fármacos , Espectroscopia de Infravermelho com Transformada de Fourier
11.
Colloids Surf B Biointerfaces ; 239: 113971, 2024 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-38759296

RESUMO

The optimal material for repairing skull defects should exhibit outstanding biocompatibility and mechanical properties. Specifically, hydrogel scaffolds that emulate the microenvironment of the native bone extracellular matrix play a vital role in promoting osteoblast adhesion, proliferation, and differentiation, thereby yielding superior outcomes in skull reconstruction. In this study, a composite network hydrogel comprising sodium alginate (SA), epigallocatechin gallate (EGCG), and zinc ions (Zn2+) was developed to establish an ideal osteogenic microenvironment for bone regeneration. Initially, physical entanglement and hydrogen bonding between SA and EGCG resulted in the formation of a primary network hydrogel known as SA-EGCG. Subsequently, the inclusion of Zn2+ facilitated the creation of a composite network hydrogels named SA-EGCG-Zn2+ via dynamic coordination bonds with SA and EGCG. The engineered SA-EGCG2 %-Zn2+ hydrogels offered an environment mimicking the native extracellular matrix (ECM). Moreover, the sustained release of Zn2+ from the hydrogel effectively enhanced cell adhesion, promoted proliferation, and stimulated osteoblast differentiation. In vitro experiments have shown that SA-EGCG2 %-Zn2+ hydrogels greatly enhance the attachment and growth of osteoblast precursor cells (MC3T3-E1), while also increasing the expression of genes related to osteogenesis in these cells. Additionally, in vivo studies have confirmed that SA-EGCG2 %-Zn2+ hydrogels promote new bone formation and accelerate the regeneration of bone in situ, indicating promising applications in the realm of bone tissue engineering.


Assuntos
Alginatos , Catequina , Proliferação de Células , Hidrogéis , Crânio , Alicerces Teciduais , Zinco , Zinco/química , Zinco/farmacologia , Alginatos/química , Alginatos/farmacologia , Catequina/química , Catequina/análogos & derivados , Catequina/farmacologia , Crânio/efeitos dos fármacos , Crânio/lesões , Crânio/patologia , Animais , Camundongos , Hidrogéis/química , Hidrogéis/farmacologia , Alicerces Teciduais/química , Proliferação de Células/efeitos dos fármacos , Osteoblastos/efeitos dos fármacos , Osteoblastos/citologia , Osteoblastos/metabolismo , Diferenciação Celular/efeitos dos fármacos , Osteogênese/efeitos dos fármacos , Regeneração Óssea/efeitos dos fármacos , Adesão Celular/efeitos dos fármacos
12.
Talanta ; 276: 126239, 2024 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-38781912

RESUMO

In this work, the oxidation of theaflavin-3-gallate (TF-3-G) was investigated using (-)-epicatechin (EC) and (-)-epigallocatechin gallate (EGCG) as substrates in a one-pot reaction. The resulting TF-3-G oxidation product was acquired by employing acetonitrile/water and ethanol/water as eluents, respectively, which was identified as theanaphthoquinone-3'-gallate (TNQ-3'-G). Surprisingly, we discovered that TNQ-3'-G could react with certain protic solvents to form new and unstable complexes through intermolecular hydrogen bond. This reactivity was also confirmed by the presence of irregular peaks in reverse-phase high-performance liquid chromatography (RP-HPLC) besides spectroscopic data. Therefore, we inferred that the number of carboxyl groups may increase through the successive oxidative polymerization of the TFs oxidation products. The high-molecular polymer could also interact with biomacromolecules in a similar manner to their interaction with protic solvents. This interaction might be one of the main factors contributing to the broad hump of thearubigins (TRs) on the RP-HPLC baseline. Additionally, these findings lay a solid foundation for interpreting the structures of TRs and understanding their generation mechanism.


Assuntos
Biflavonoides , Catequina , Oxirredução , Biflavonoides/química , Biflavonoides/síntese química , Catequina/química , Catequina/análogos & derivados , Catequina/síntese química , Catequina/metabolismo , Cromatografia Líquida de Alta Pressão , Solventes/química , Ácido Gálico/análogos & derivados
13.
ACS Appl Mater Interfaces ; 16(22): 28276-28289, 2024 Jun 05.
Artigo em Inglês | MEDLINE | ID: mdl-38788676

RESUMO

In this work, microspheres were developed by cross-linking glutaraldehyde in an aqueous gelatin solution with a surfactant and solvent. A poly(vinyl alcohol) (PVA) solution was produced and combined with catechin-loaded microspheres. Different microsphere concentrations (0%, 5%, 10%, and 15%) were applied to the PVA microneedles. The moisture content, particle size, swelling, and drug release percentage of microneedles were studied using various microsphere concentrations. Fourier transform infrared and scanning electron microscopy (SEM) investigations validated the structure of gelatin microspheres as well as their decoration in microneedles. The SEM scans revealed that spherical microspheres with a wrinkled and folded morphology were created, with no physical holes visible on the surface. The gelatin microspheres generated had a mean particle size of 20-30 µm. Ex vivo release analysis indicated that microneedles containing 10% microspheres released the most catechin, with 42.9% at 12 h and 84.4% at 24 h.


Assuntos
Catequina , Microesferas , Agulhas , Catequina/química , Tamanho da Partícula , Álcool de Polivinil/química , Liberação Controlada de Fármacos , Gelatina/química , Sistemas de Liberação de Medicamentos/instrumentação
14.
Int J Biol Macromol ; 271(Pt 2): 132548, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38782323

RESUMO

A new approach of fabricating α-linolenic acid emulsions with enhanced oxidative stability in vitro digestion was established, using covalent octenyl succinic anhydride starch (OSAS)-soy protein (SP)-epigallocatechin-3-gallate (EGCG) complexes as emulsifiers. The physicochemical characteristics and surface morphology of emulsions were mainly characterized by rheological measurements, laser scanning microscope (CLSM) and cryo-scanning electron microscopy (Cryo-SEM). Results indicated that emulsions had dense interfacial layers and strong network structures. As a result, the stability and antioxidant ability of emulsions were improved significantly. In addition, the oxidative stability of emulsions in vitro gastrointestinal digestion was explored. Results showed that emulsions could maintain better oxidative stability owing to antioxidant activity of covalent OSAS-SP-EGCG complexes under gastrointestinal conditions. In particular, lipid hydroperoxide and malondialdehyde contents of emulsions prepared by 1:4 complexes were lower than 0.35 mmol/L and 20.5 nmol/mL, respectively, approximately half those of emulsions stabilized by OSAS (0.65 mmol/L and 39.5 nmol/mL). It was indicated that covalent OSAS-SP-EGCG complexes could effectively inhibit α-linolenic acid oxidation in emulsions during vitro gastrointestinal digestion. This work will provide a theoretical basis for the development of α-linolenic acid emulsions, which will help to broaden application of α-linolenic acid in food industry.


Assuntos
Antioxidantes , Digestão , Emulsões , Oxirredução , Amido , Ácido alfa-Linolênico , Amido/química , Amido/análogos & derivados , Emulsões/química , Ácido alfa-Linolênico/química , Antioxidantes/química , Antioxidantes/farmacologia , Proteínas de Soja/química , Trato Gastrointestinal/metabolismo , Catequina/química , Catequina/análogos & derivados , Reologia
15.
Food Chem ; 454: 139834, 2024 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-38815322

RESUMO

Modern science often overlooks to reveal the scientific essence of traditional crafts to promote their inheritance and development. In this work, five different types of tea products were prepared using the same variety of tea leaves referring to traditional methods. The analysis of their components and activities indicated that the processing reduced total catechin contents (from 172.8 mg/g to 48.2 mg/g) and promoted the synthesis of theaflavins (from 17.9 mg/g to 43.4 mg/g), reducing antioxidant and antimicrobial abilities of the resulting tea products. On this basis, the tea products were applied to "tea flavored beef" to reveal long-term effects. Within 15 days of storage, tea treatment showed remarkable antimicrobial and antioxidant activities on the beef. Also, the declines of sensory scores and texture of the treated beef were significantly suppressed. Meanwhile, protein degradation in the beef was inhibited, limiting the contents of various biogenic amines within relatively low levels.


Assuntos
Antioxidantes , Camellia sinensis , Aromatizantes , Chá , Animais , Bovinos , Camellia sinensis/química , Aromatizantes/química , Antioxidantes/química , Antioxidantes/farmacologia , Chá/química , Paladar , Catequina/química , Catequina/análise , Anti-Infecciosos/farmacologia , Anti-Infecciosos/química , Humanos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , China , Biflavonoides/química , Biflavonoides/análise , Biflavonoides/farmacologia
16.
Int J Nanomedicine ; 19: 4299-4317, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38766654

RESUMO

Background: Inhibition of amyloid ß protein fragment (Aß) aggregation is considered to be one of the most effective strategies for the treatment of Alzheimer's disease. (-)-Epigallocatechin-3-gallate (EGCG) has been found to be effective in this regard; however, owing to its low bioavailability, nanodelivery is recommended for practical applications. Compared to chemical reduction methods, biosynthesis avoids possible biotoxicity and cumbersome preparation processes. Materials and Methods: The interaction between EGCG and Aß42 was simulated by molecular docking, and green tea-conjugated gold nanoparticles (GT-Au NPs) and EGCG-Au NPs were synthesized using EGCG-enriched green tea and EGCG solutions, respectively. Surface active molecules of the particles were identified and analyzed using various liquid chromatography-tandem triple quadrupole mass spectrometry methods. ThT fluorescence assay, circular dichroism, and TEM were used to investigate the effect of synthesized particles on the inhibition of Aß42 aggregation. Results: EGCG as well as apigenin, quercetin, baicalin, and glutathione were identified as capping ligands stabilized on the surface of GT-Au NPs. They more or less inhibited Aß42 aggregation or promoted fibril disaggregation, with EGCG being the most effective, which bound to Aß42 through hydrogen bonding, hydrophobic interactions, etc. resulting in 39.86% and 88.50% inhibition of aggregation and disaggregation effects, respectively. EGCG-Au NPs were not as effective as free EGCG, whereas multiple thiols and polyphenols in green tea accelerated and optimized heavy metal detoxification. The synthesized GT-Au NPs conferred the efficacy of diverse ligands to the particles, with inhibition of aggregation and disaggregation effects of 54.69% and 88.75%, respectively, while increasing the yield, enhancing water solubility, and decreasing cost. Conclusion: Biosynthesis of nanoparticles using green tea is a promising simple and economical drug-carrying approach to confer multiple pharmacophore molecules to Au NPs. This could be used to design new drug candidates to treat Alzheimer's disease.


Assuntos
Peptídeos beta-Amiloides , Catequina , Ouro , Nanopartículas Metálicas , Simulação de Acoplamento Molecular , Fragmentos de Peptídeos , Chá , Peptídeos beta-Amiloides/antagonistas & inibidores , Peptídeos beta-Amiloides/metabolismo , Catequina/química , Catequina/farmacologia , Catequina/análogos & derivados , Chá/química , Nanopartículas Metálicas/química , Nanopartículas Metálicas/administração & dosagem , Ouro/química , Ligantes , Fragmentos de Peptídeos/química , Fragmentos de Peptídeos/antagonistas & inibidores , Humanos , Doença de Alzheimer/tratamento farmacológico , Doença de Alzheimer/metabolismo , Agregados Proteicos/efeitos dos fármacos
17.
Molecules ; 29(10)2024 May 16.
Artigo em Inglês | MEDLINE | ID: mdl-38792205

RESUMO

This research presents a new, eco-friendly, and swift method combining solid-phase extraction and hydrophobic deep eutectic solvents (DES) with high-performance liquid chromatography (SPE-DES-HPLC) for extracting and quantifying catechin and epicatechin in Shanxi aged vinegar (SAV). The parameters, such as the elution solvent type, the XAD-2 macroporous resin dosage, the DES ratio, the DES volume, the adsorption time, and the desorption time, were optimized via a one-way experiment. A central composite design using the Box-Behnken methodology was employed to investigate the effects of various factors, including 17 experimental runs and the construction of three-dimensional response surface plots to identify the optimal conditions. The results show that the optimal conditions were an HDES (tetraethylammonium chloride and octanoic acid) ratio of 1:3, an XAD-2 macroporous resin dosage of 188 mg, and an adsorption time of 11 min. Under these optimal conditions, the coefficients of determination of the method were greater than or equal to 0.9917, the precision was less than 5%, and the recoveries ranged from 98.8% to 118.8%. The environmentally friendly nature of the analytical process and sample preparation was assessed via the Analytical Eco-Scale and AGREE, demonstrating that this method is a practical and eco-friendly alternative to conventional determination techniques. In summary, this innovative approach offers a solid foundation for the assessment of flavanol compounds present in SAV samples.


Assuntos
Ácido Acético , Catequina , Solventes Eutéticos Profundos , Interações Hidrofóbicas e Hidrofílicas , Extração em Fase Sólida , Cromatografia Líquida de Alta Pressão/métodos , Extração em Fase Sólida/métodos , Ácido Acético/química , Catequina/química , Catequina/análise , Solventes Eutéticos Profundos/química , Adsorção
18.
Food Res Int ; 186: 114365, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38729700

RESUMO

This study aimed to investigate the interaction, structure, antioxidant, and emulsification properties of quinoa protein hydrolysate (QPH) complexes formed with (-)-epigallocatechin gallate (EGCG) at pH 3.0 and 7.0. Additionally, the effect of pH conditions and EGCG complexation on protein hydrolysate-lipid co-oxidation in QPH emulsions was explored. The results indicated that QPH primarily interacted with EGCG through hydrophobic interactions and hydrogen bonds. This interaction led to alterations in the secondary structure of QPH, as well as a decrease in surface hydrophobicity and free SH content. Notably, the binding affinity between QPH and EGCG was observed to be higher at pH 7.0 compared to pH 3.0. Consequently, QPH-EGCG complexes exhibited more significant enhancement in antioxidant and emulsification properties at pH 7.0 than pH 3.0. The pH level also influenced the droplet size, ζ-potential, and interfacial composition of emulsions formed by QPH and QPH-EGCG complexes. Compared to QPH stabilized emulsions, QPH-EGCG stabilized emulsions were more capable of mitigating destabilization during storage and displayed fewer lipid oxidation products, carbonyl generation, and sulfhydryl groups and fluorescence loss, which implied better oxidative stability of the emulsions. Furthermore, the QPH-EGCG complexes formed at pH 7.0 exhibited better inhibition of protein hydrolysate-lipid co-oxidation. Overall, these findings provide valuable insights into the potential application of QPH and its complexes with EGCG in food processing systems.


Assuntos
Antioxidantes , Catequina , Chenopodium quinoa , Emulsões , Interações Hidrofóbicas e Hidrofílicas , Oxirredução , Hidrolisados de Proteína , Chenopodium quinoa/química , Concentração de Íons de Hidrogênio , Emulsões/química , Hidrolisados de Proteína/química , Catequina/química , Catequina/análogos & derivados , Antioxidantes/química , Ligação de Hidrogênio , Proteínas de Plantas/química , Lipídeos/química
19.
Carbohydr Polym ; 338: 122205, 2024 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-38763727

RESUMO

Developing multifunctional films with antibacterial, antioxidant, and sustained-release properties is a robust strategy for preventing contamination of perishable fruits by foodborne microorganisms. This study engineered a sustained-release biodegradable antibacterial film loaded with EGCG (Pickering emulsion (PE)/α-Cyclodextrin (α-CD)/Konjac glucomannan (KGM)) through multi-strategy cross-linking for fruit preservation. EGCG is stabilized using PE and incorporated into the α-CD/KGM inclusion compound; the unique structure of α-CD enhances EGCG encapsulation, while KGM provides the film toughness and surface adhesion. The composite film's physicochemical properties, antioxidant, bacteriostatic and biodegradability were studied. Results showed that Pickering emulsions with 3 % oil phase exhibited excellent stability. Moreover, α-CD introduction increased the loading and sustained release of EGCG from the film, and its concentration significantly affected the light transmission, thermal stability, mechanical strength, mechanical characteristics and antioxidant capacity of the composite membrane. Antioxidant and antimicrobial activities of the composite film increased significantly with increasing α-CD concentration. Application of the film to tomatoes and strawberries effectively inhibited Escherichia coli and Staphylococcus aureus growth, prolonging the shelf-life of the fruits. Notably, the composite film exhibits superior biodegradability in soil. This EGCG-loaded PE/α-CD/KGM composite film is anticipated to be a multifunctional antimicrobial preservation material with sustained-release properties and biodegradable for perishable food applications.


Assuntos
Antibacterianos , Antioxidantes , Catequina , Emulsões , Escherichia coli , Frutas , Mananas , alfa-Ciclodextrinas , alfa-Ciclodextrinas/química , Catequina/análogos & derivados , Catequina/química , Catequina/farmacologia , Mananas/química , Mananas/farmacologia , Antibacterianos/farmacologia , Antibacterianos/química , Frutas/química , Emulsões/química , Antioxidantes/química , Antioxidantes/farmacologia , Escherichia coli/efeitos dos fármacos , Conservação de Alimentos/métodos , Staphylococcus aureus/efeitos dos fármacos , Embalagem de Alimentos/métodos , Testes de Sensibilidade Microbiana , Reagentes de Ligações Cruzadas/química , Liberação Controlada de Fármacos
20.
Food Chem ; 453: 139568, 2024 Sep 30.
Artigo em Inglês | MEDLINE | ID: mdl-38754353

RESUMO

Starch retrogradation is of great importance to the quality of starch-based food. This study investigated the effect of partial gelatinization (PG) synergizing with polyphenol (epicatechin, EC; epigallocatechin gallate, EGCG) on the multi-scale structure and short/long-term retrogradation of corn starch (CS). The PG synergizing with EC/EGCG substantially suppressed the short/long-term retrogradation properties of CS. These could be confirmed by the decreased storage modulus and viscosity, the relative crystallinity (1.54%, 3.56%), and the retrogradation degree (9.99%, 20.18%) of CS during storage for 1, 14 days after PG synergizing with EGCG and EC, respectively. This is because PG treatment promoted the hydrogen bond interaction between disordered starch molecules and EC/EGCG. These were proven by the larger aggregation, more and brighter fluorescents, and the reduced long/short-range order structures in CS after PG synergizing with EC/EGCG. This study is helpful for the development of foods with enhanced nutrition and low-retrogradation.


Assuntos
Catequina , Amido , Zea mays , Catequina/química , Catequina/análogos & derivados , Amido/química , Zea mays/química , Viscosidade
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