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1.
Int J Biol Macromol ; 267(Pt 1): 131185, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38565360

RESUMO

Sustainable poly(butylene succinate) (PBS) films incorporating lignin nanoparticles (LN) and trans-cinnamaldehyde (CN) have been developed to preserve mango freshness and provide food safety. PBS/LN, PBS/CN, and PBS/LN/CN composite films were produced by blown film melt extrusion. This study investigated the effect of CN-LN on the CN remaining content, thermal, mechanical, and barrier properties, diffusion coefficient, and antifungal activity of PBS films both in vitro and in vivo. Results showed that LN in the PBS/LN/CN composite film contained more CN than in the PBS/CN film. The compatibility of CN-LN with PBS produced homogeneous surfaces with enhanced barrier properties. PBS/LN/CN composite films demonstrated superior antifungal efficacy, inhibiting the growth of Colletotrichum gloeosporioides and preserving mango quality during storage. Results suggested that incorporating LN into PBS composite films prolonged the sustained release of antifungal agents, thereby inhibiting microbial growth and extending the shelf life of mangoes. Development of PBS/LN/CN composite films is a beneficial step toward reducing food waste and enhancing food safety.


Assuntos
Acroleína , Acroleína/análogos & derivados , Antifúngicos , Butileno Glicóis , Colletotrichum , Embalagem de Alimentos , Lignina , Mangifera , Nanopartículas , Antifúngicos/farmacologia , Antifúngicos/química , Acroleína/química , Acroleína/farmacologia , Mangifera/química , Lignina/química , Lignina/farmacologia , Embalagem de Alimentos/métodos , Colletotrichum/efeitos dos fármacos , Nanopartículas/química , Polímeros/química
2.
Biomater Adv ; 160: 213863, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38642516

RESUMO

To obtain the collaborative antifungal potential of nanocomposites conjugated with graphene oxide (GO), a combination of GO with chitosan (CS/GO) and GO with chitosan (CS) and polyaniline (PANI/CS/GO) was carried out. The synthesized GO-nanocomposites were recognized by several techniques. Vanillin (Van.) and cinnamaldehyde (Cinn.) were loaded on the prepared nanocomposites as antioxidants through a batch adsorption process. In vitro release study of Van. and Cinn. from the nanocomposites was accomplished at pH 7 and 25°C. The antimicrobial activity of GO, CS/GO, and PANI/CS/GO was studied against tomato Fusarium oxysporum (FOL) and Pythium debaryanum (PYD) pathogens. The loaded ternary composite PANI/CS/GO exhibited the best percent of reduction against the two pathogens in vitro studies. The Greenhouse experiment revealed that seedlings' treatment by CS/GO/Van. and PANI/CS/GO/Van significantly lowered both disease index and disease incidence. The loaded CS/GO and PANI/CS/GO nanocomposites had a positive effect on lengthening shoots. Additionally, when CS/GO/Cinn., CS/GO/Van. and PANI/CS/GO/Van. were used, tomato seedlings' photosynthetic pigments dramatically increased as compared to infected control. The results show that these bio-nanocomposites can be an efficient, sustainable, nontoxic, eco-friendly, and residue-free approach for fighting fungal pathogens and improving plant growth.


Assuntos
Acroleína/análogos & derivados , Antifúngicos , Benzaldeídos , Quitosana , Fusarium , Grafite , Nanocompostos , Solanum lycopersicum , Grafite/farmacologia , Grafite/química , Solanum lycopersicum/microbiologia , Nanocompostos/química , Antifúngicos/farmacologia , Antifúngicos/química , Fusarium/efeitos dos fármacos , Quitosana/farmacologia , Quitosana/química , Benzaldeídos/farmacologia , Benzaldeídos/química , Doenças das Plantas/microbiologia , Doenças das Plantas/prevenção & controle , Pythium/efeitos dos fármacos , Compostos de Anilina/farmacologia , Compostos de Anilina/química , Acroleína/farmacologia , Acroleína/química
3.
Biomater Adv ; 160: 213840, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38579520

RESUMO

Combating antimicrobial resistance is one of the biggest health challenges because of the ineffectiveness of standard biocide treatments. This challenge could be approached using natural products, which have demonstrated powerful therapeutics against multidrug-resistant microbes. In the present work, a nanodevice consisting of mesoporous silica nanoparticles loaded with an essential oil component (cinnamaldehyde) and functionalized with the polypeptide ε-poly-l-lysine is developed and used as an antimicrobial agent. In the presence of the corresponding stimuli (i.e., exogenous proteolytic enzymes from bacteria or fungi), the polypeptide is hydrolyzed, and the cinnamaldehyde delivery is enhanced. The nanodevice's release mechanism and efficacy are evaluated in vitro against the pathogenic microorganisms Escherichia coli, Staphylococcus aureus, and Candida albicans. The results demonstrate that the new device increases the delivery of the cinnamaldehyde via a biocontrolled uncapping mechanism triggered by proteolytic enzymes. Moreover, the nanodevice notably improves the antimicrobial efficacy of cinnamaldehyde when compared to the free compound, ca. 52-fold for E. coli, ca. 60-fold for S. aureus, and ca. 7-fold for C. albicans. The enhancement of the antimicrobial activity of the essential oil component is attributed to the decrease of its volatility due to its encapsulation in the porous silica matrix and the increase of its local concentration when released due to the presence of microorganisms.


Assuntos
Acroleína , Acroleína/análogos & derivados , Anti-Infecciosos , Candida albicans , Escherichia coli , Nanopartículas , Dióxido de Silício , Staphylococcus aureus , Acroleína/farmacologia , Acroleína/química , Nanopartículas/química , Escherichia coli/efeitos dos fármacos , Candida albicans/efeitos dos fármacos , Dióxido de Silício/química , Dióxido de Silício/farmacologia , Staphylococcus aureus/efeitos dos fármacos , Anti-Infecciosos/farmacologia , Anti-Infecciosos/química , Anti-Infecciosos/administração & dosagem , Porosidade , Testes de Sensibilidade Microbiana , Polilisina/química , Polilisina/farmacologia
4.
Int J Mol Sci ; 25(8)2024 Apr 19.
Artigo em Inglês | MEDLINE | ID: mdl-38674090

RESUMO

Cinnamic acid (CA) was successfully incorporated into Zn-Al layered double hydroxide (LDH) through coprecipitation. The CA moiety was stabilized in the interlayer space through not only electrostatic interaction but also intermolecular π-π interaction. It was noteworthy that the CA arrangement was fairly independent of the charge density of LDH, showing the important role of the layer-CA and CA-CA interactions in molecular stabilization. Computer simulations using the Monte Carlo method as well as analytical approaches including infrared, UV-vis spectroscopy, and differential scanning calorimetry showed the existence of intermolecular interaction. In order to reinforce molecular stabilization, a neutral derivative of CA, cinnamaldehyde (CAD), was additionally incorporated into LDH. It was clearly shown that CAD played a role as a π-π interaction mediator to enhance the stabilization of CA. The time-dependent release of CA from LDH was first governed by the layer charge density of LDH; however, the existence of CAD provided additional stabilization to the CA arrangement to slow down the release kinetics.


Assuntos
Acroleína/análogos & derivados , Cinamatos , Preparações de Ação Retardada , Hidróxidos , Cinamatos/química , Hidróxidos/química , Preparações de Ação Retardada/química , Acroleína/química , Cinética , Método de Monte Carlo , Varredura Diferencial de Calorimetria
5.
Food Chem ; 449: 139306, 2024 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-38615635

RESUMO

Cinnamaldehyde nanoemulsion (CNE) was obtained through ultrasonication, using Tween 80 as an emulsifier. The CNE was then applied to chilled pork in conjunction with a high-voltage electrostatic field (HVEF) to mitigate quality deterioration during refrigerated storage. The particle size of CNE ranged from 60 to 150 nm and was positively correlated with the amount of added cinnamaldehyde. The polydispersity index and zeta potential of CNE ranged from 0.25 to 0.30 and - 12 to -11 mV, respectively, indicating a narrow size distribution and stability. The CNE released the odor specific to cinnamaldehyde to pork in the first 4 days of chilling; however, it had little effect on the taste. HVEF pretreatment reduced the initial total viable count (TVC) in pork by 1.14 log cycle. The combination of CNE with HVEF successfully slowed down the loss of moisture, decrease in pH, and accumulation of total volatile basic nitrogen in pork during refrigeration. Furthermore, it mitigated the increase in TVC of pork. Therefore, this integrated method appears to be suitable for extending the shelf life of chilled pork.


Assuntos
Acroleína , Acroleína/análogos & derivados , Emulsões , Conservação de Alimentos , Eletricidade Estática , Acroleína/química , Animais , Suínos , Emulsões/química , Conservação de Alimentos/métodos , Conservação de Alimentos/instrumentação , Armazenamento de Alimentos , Paladar , Tamanho da Partícula , Humanos , Nanopartículas/química , Refrigeração
6.
Food Chem ; 449: 139305, 2024 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-38615636

RESUMO

The main objective of this study is to investigate the impact and mechanism of soy lecithin incorporation into the gelatin-cinnamaldehyde emulsion, focusing on how it influences emulsion stability during the electrospinning process. In this work, a cinnamaldehyde/gelatin/soy lecithin (CGS) fiber membrane with excellent antibacterial properties was successfully created. The addition of soy lecithin improves the stability of the emulsion and improves the loading performance and fiber morphology of the CGS fiber membrane. Fourier Transform infrared spectroscopy (FTIR) and urea addition confirmed that soy lecithin may strengthen the interface structure of gelatin in the oil and water phases through hydrogen bonds, thus enhancing the stability of the emulsion in electrospinning. The application tests also revealed that the CGS fiber membrane effectively preserved the sensory quality of beef. This study indicates that the vector construction method can extend the utilization of cinnamaldehyde in food industry.


Assuntos
Acroleína , Acroleína/análogos & derivados , Emulsões , Gelatina , Glycine max , Lecitinas , Nanofibras , Acroleína/química , Acroleína/farmacologia , Gelatina/química , Emulsões/química , Lecitinas/química , Nanofibras/química , Glycine max/química , Animais , Bovinos , Antibacterianos/química , Antibacterianos/farmacologia
7.
Int J Biol Macromol ; 266(Pt 1): 131061, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38521296

RESUMO

Edible films with modulated release of antimicrobial agents are important for food preservation. Herein, antimicrobial edible films were prepared using whey protein (WP) and hydroxypropyl methylcellulose (HM) as polymer matrix materials and cinnamaldehyde (CIN) as antimicrobial agent. The mass ratios of WP and HM were 100/0, 75/25, 50/50, 25/75 and 0/100. The release kinetics of CIN through the film was studied, applying the Fickian model, power law and Weibull model. The films were also characterized by physical and structural characteristics, and antibacterial activity. In comparison to other films, the CIN-loaded film with a WP/HM ratio of 50/50 had better moisture resistance, water vapor barrier properties and mechanical properties. High correlation factors were obtained by fitting the CIN release data with the power law (R2 > 0.96) and Weibull model (R2 > 0.97). The diffusion mechanism of CIN was pseudo-Fickian. The diffusion coefficients (D1 and D2) had a positive linear relationship with the HM ratio, suggesting that a high HM ratio was beneficial to the CIN release. Finally, the WH50-C film was successfully used to preserve Mongolian cheese. This research provides a new perspective on the design of active packaging film with sustained-release characteristics.


Assuntos
Acroleína , Acroleína/análogos & derivados , Queijo , Filmes Comestíveis , Derivados da Hipromelose , Proteínas do Soro do Leite , Proteínas do Soro do Leite/química , Acroleína/química , Cinética , Derivados da Hipromelose/química , Conservação de Alimentos/métodos , Antibacterianos/química , Antibacterianos/farmacologia , Embalagem de Alimentos/métodos
8.
Int J Biol Macromol ; 266(Pt 1): 131181, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38552702

RESUMO

Pickering emulsions were prepared by using zein/chitosan nanoparticles as stabilizer and then incorporated into chitosan coatings. To improve the stability and performances, tea polyphenol and cinnamaldehyde (CA) were used to modulate the formation and functionalities of Pickering emulsions. The oil phase in Pickering emulsions were set at 5 % and 20 % to alter the hydrophobicity of chitosan coatings. Physical, structural, antioxidant and antibacterial activities of chitosan coatings with Pickering emulsions were characterized. Tea polyphenol significantly enhanced antioxidant capacity of chitosan coatings from 2.09 % to 57.61 % of DPPH value and from 2.63 % to 38.85 % of ABTS value. CA effectively increased the antibacterial activity of chitosan coatings against S. aureus and E. coli. Under 20 % oil content, the inhibition zones on S. aureus and E. coli increased from 3.03 ± 0.23 mm to 18.39 ± 1.22 mm and 7.66 ± 1.61 mm to 15.70 ± 1.75 mm, respectively. The preservative effect of chitosan coatings on fresh pork was further confirmed that the shelf-life of fresh pork could be extended by >4 days. These results suggested a great potential application of Pickering emulsion-incorporated chitosan coatings in the preservation of fresh pork.


Assuntos
Acroleína , Acroleína/análogos & derivados , Antibacterianos , Antioxidantes , Quitosana , Emulsões , Escherichia coli , Nanopartículas , Polifenóis , Chá , Zeína , Quitosana/química , Acroleína/química , Acroleína/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Antibacterianos/farmacologia , Antibacterianos/química , Polifenóis/química , Zeína/química , Nanopartículas/química , Chá/química , Escherichia coli/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos , Animais , Testes de Sensibilidade Microbiana
9.
Adv Healthc Mater ; 13(12): e2303631, 2024 May.
Artigo em Inglês | MEDLINE | ID: mdl-38278138

RESUMO

Currently, the secondary development and modification of clinical drugs has become one of the research priorities. Researchers have developed a variety of TME-responsive nanomedicine carriers to solve certain clinical problems. Unfortunately, endogenous stimuli such as reactive oxygen species (ROS), as an important prerequisite for effective therapeutic efficacy, are not enough to achieve the expected drug release process, therefore, it is difficult to achieve a continuous and efficient treatment process. Herein, a self-supply ROS-responsive cascade polyprodrug (PMTO) is designed. The encapsulation of the chemotherapy drug mitoxantrone (MTO) in a polymer backbone could effectively reduce systemic toxicity when transported in vivo. After PMTO is degraded by endogenous ROS of the TME, another part of the polyprodrug backbone becomes cinnamaldehyde (CA), which can further enhance intracellular ROS, thereby achieving a sustained drug release process. Meanwhile, due to the disruption of the intracellular redox environment, the efficacy of chemotherapy drugs is enhanced. Finally, the anticancer treatment efficacy is further enhanced due to the mild hyperthermia effect of PMTO. In conclusion, the designed PMTO demonstrates remarkable antitumor efficacy, effectively addressing the limitations associated with MTO.


Assuntos
Acroleína/análogos & derivados , Mitoxantrona , Espécies Reativas de Oxigênio , Mitoxantrona/química , Mitoxantrona/farmacologia , Mitoxantrona/farmacocinética , Espécies Reativas de Oxigênio/metabolismo , Animais , Humanos , Camundongos , Antineoplásicos/química , Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Hipertermia Induzida/métodos , Pró-Fármacos/química , Pró-Fármacos/farmacologia , Acroleína/química , Acroleína/farmacologia , Camundongos Endogâmicos BALB C , Liberação Controlada de Fármacos , Feminino , Camundongos Nus , Portadores de Fármacos/química , Polímeros/química
10.
J Agric Food Chem ; 71(50): 20314-20324, 2023 Dec 20.
Artigo em Inglês | MEDLINE | ID: mdl-38078910

RESUMO

Acrolein (ACR) is a highly active, simple unsaturated aldehyde found in various high-temperature processed foods. Its long-term accumulation in the human body increases the risk of chronic diseases. Animal and plant foodstuffs are rich in disodium 5'-guanylate (GMP) and disodium 5'-inosinate (IMP), which are authorized flavor enhancers. Herein, we used liquid chromatography with tandem mass spectrometry to explore the reaction-active kinetics and pathway of the interaction between GMP/IMP and ACR and validated it in roasted pork patties. Our results suggested that GMP and IMP could efficiently eliminate ACR by forming ACR adducts (GMP-ACR, IMP-ACR). In addition, IMP exhibited a higher reaction rate, whereas GMP had a good trapping capacity at a later stage. As carriers of GMP and IMP, dried mushrooms and shrimp exhibited an effective ACR-trapping ability in the ACR model and roasted pork patty individually and in combination. Adding 10% of dried mushroom or shrimp alone or 5% of dried mushroom and shrimp in combination eliminated up to 53.9%, 55.8%, and 55.2% ACR in a roasted pork patty, respectively. This study proposed a novel strategy to eliminate the generation of ACR in roasted pork patties by adding foodstuffs rich in GMP and IMP.


Assuntos
Carne de Porco , Carne Vermelha , Animais , Humanos , Suínos , Acroleína/química , Temperatura , Aromatizantes
11.
Chem Commun (Camb) ; 59(57): 8854-8857, 2023 Jul 13.
Artigo em Inglês | MEDLINE | ID: mdl-37377033

RESUMO

Studying the modulation of nanoclusters at an atomic scale is essential to comprehend the connection between properties and catalytic performance. Herein, we synthesized and characterized Pdn (n = 2-5) nanoclusters coordinated with di-1-adamantylphosphine. Pd5 nanoclusters showed the best catalytic performance (conversion = 99.3%, selectivity = 95.3%) for the hydrogenation of cinnamaldehyde to hydrocinnamaldehyde, with XPS identifying Pdδ+ as the key active component. This work aimed to explore the relationship among the number of Pd atoms, their electronic structure and catalytic activity.


Assuntos
Acroleína , Hidrogenação , Acroleína/química , Catálise
12.
Food Funct ; 14(11): 5417-5428, 2023 Jun 06.
Artigo em Inglês | MEDLINE | ID: mdl-37222121

RESUMO

Acrolein (ACR) is a highly reactive α,ß-unsaturated aldehyde that plays a key role in the pathogenesis of human diseases, such as atherosclerosis and pulmonary, cardiovascular, and neurodegenerative disorders. We investigated the capture capacity of hesperidin (HES) and synephrine (SYN) on ACR by individual and combined means in vitro, in vivo (utilizing a mouse model), and via a human study. After proving that HES and SYN could efficiently capture ACR by generating ACR adducts in vitro, we further detected the adducts of SYN-2ACR, HES-ACR-1, and hesperetin (HESP)-ACR in mouse urine by ultraperformance liquid chromatography-tandem mass spectrometry. Quantitative assays revealed that adduct formation occurred in a dose-dependent manner, and that there was a synergistic effect of HES and SYN on capturing ACR in vivo. Moreover, quantitative analysis suggested that SYN-2ACR, HES-ACR-1, and HESP-ACR were formed and excreted through the urine of healthy volunteers consuming citrus. The maximum excretions of SYN-2ACR, HES-ACR-1, and HESP-ACR were at 2-4, 8-10, and 10-12 h, respectively, after dosing. Our findings propose a novel strategy for eliminating ACR from the human body via the simultaneous consumption of a flavonoid and an alkaloid.


Assuntos
Citrus , Hesperidina , Animais , Camundongos , Humanos , Acroleína/química , Hesperidina/química , Sinefrina , Citrus/química , Aldeídos
13.
Int J Mol Sci ; 24(7)2023 Mar 31.
Artigo em Inglês | MEDLINE | ID: mdl-37047550

RESUMO

Acrolein, a highly reactive α,ß-unsaturated aldehyde, is a compound involved in the pathogenesis of many diseases, including neurodegenerative diseases, cardiovascular and respiratory diseases, diabetes mellitus, and the development of cancers of various origins. In addition to environmental pollution (e.g., from car exhaust fumes) and tobacco smoke, a serious source of acrolein is our daily diet and improper thermal processing of animal and vegetable fats, carbohydrates, and amino acids. Dietary intake is one of the main routes of human exposure to acrolein, which is a major public health concern. This review focuses on the molecular mechanisms of acrolein activity in the context of its involvement in the pathogenesis of diseases related to the digestive system, including diabetes, alcoholic liver disease, and intestinal cancer.


Assuntos
Diabetes Mellitus , Doenças do Sistema Digestório , Animais , Humanos , Aldeídos/metabolismo , Acroleína/química , Dieta , Diabetes Mellitus/etiologia
14.
Chem Res Toxicol ; 36(2): 132-140, 2023 02 20.
Artigo em Inglês | MEDLINE | ID: mdl-36626705

RESUMO

Acrolein is a major component in cigarette smoke and a product of endogenous lipid peroxidation. It is difficult to distinguish human exposure to acrolein from exogenous sources versus endogenous causes, as components in cigarette smoke can stimulate lipid peroxidation in vivo. Therefore, analysis of acrolein-induced DNA and protein adducts by the highly accurate, sensitive, and specific mass spectrometry-based methods is vital to estimate the degree of damage by this IARC Group 2A carcinogen. This Perspective reviews the analyses of acrolein-induced DNA and protein adducts in humans by mass spectrometry focusing on samples accessible for biomonitoring, including DNA from leukocytes and oral cells and abundant proteins from blood, i.e., hemoglobin and serum albumin.


Assuntos
Acroleína , Fumar Cigarros , Adutos de DNA , Humanos , Acroleína/química , Biomarcadores , Fumar Cigarros/efeitos adversos , Fumar Cigarros/metabolismo , DNA/química , Adutos de DNA/química , Espectrometria de Massas , Proteínas/química , Nicotiana/metabolismo
15.
Chem Res Toxicol ; 36(2): 305-312, 2023 02 20.
Artigo em Inglês | MEDLINE | ID: mdl-36719849

RESUMO

We developed a liquid chromatography-nanoelectrospray ionization-high-resolution tandem mass spectrometry (LC-NSI-HRMS/MS) method for simultaneous quantitative analysis of 5 oral cell DNA adducts associated with cigarette smoking: (8R/S)-3-(2'-deoxyribos-1'-yl)-5,6,7,8-tetrahydro-8-hydroxypyrimido[1,2-a]purine-10(3H)-one (γ-OH-Acr-dGuo, 1) from acrolein; (6S,8S and 6R,8R)-3-(2'-deoxyribos-1'-yl)-5,6,7,8-tetrahydro-8-hydroxy-6-methylpyrimido[1,2-a]purine-10(3H)-one [(6S,8S)γ-OH-Cro-dGuo, 2; and (6R,8R)γ-OH-Cro-dGuo, 3] from crotonaldehyde; 1,N6-etheno-dAdo (4) from acrylonitrile, vinyl chloride, lipid peroxidation, and inflammation; and 8-oxo-dGuo (5) from oxidative damage. Oral cell DNA was isolated in the presence of glutathione to prevent artifact formation. Clear LC-NSI-HRMS/MS chromatograms were obtained allowing quantitation of each adduct using the appropriately labeled internal standards. The accuracy and precision of the method were validated, and the assay limit of quantitation was 5 fmol/µmol dGuo for adducts 1-4 and 20 fmol/µmol for adduct 5. The assay was applied to 80 buccal cell samples selected from those collected in the Shanghai Cohort Study: 40 from current smokers and 40 from never smokers. Significant differences were found in all adduct levels between smokers and nonsmokers. Levels of 8-oxo-dGuo (5) were at least 3000 times greater than those of the other adducts in both smokers and nonsmokers, and the difference between amounts of this adduct in smokers versus nonsmokers, while significant (P = 0.013), was not as great as the differences of the other DNA adducts between smokers and nonsmokers (P-values all less than 0.001). No significant relationship of adduct levels to risk of lung cancer incidence was found. This study provides a new LC-NSI-HRMS/MS methodology for the quantitation of diverse DNA adducts resulting from exposure to the α,ß-unsaturated aldehydes acrolein and crotonaldehyde, inflammation, and oxidative damage which are all associated with carcinogenesis. We anticipate application of this assay in ongoing studies of the molecular epidemiology of cancers of the lung and oral cavity related to cigarette smoking.


Assuntos
Fumar Cigarros , Adutos de DNA , Humanos , Espectrometria de Massas em Tandem , Acroleína/química , 8-Hidroxi-2'-Desoxiguanosina , Estudos de Coortes , Espectrometria de Massas por Ionização por Electrospray/métodos , China , Cromatografia Líquida , Purinas , Inflamação , Cromatografia Líquida de Alta Pressão/métodos
16.
Crit Rev Food Sci Nutr ; 63(15): 2521-2543, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-34515594

RESUMO

Cinnamaldehyde is an essential oil extracted from the leaves, bark, roots and flowers of cinnamon plants (genus Cinnamomum). Cinnamaldehyde has shown biological functions such as antioxidants, antimicrobials, anti-diabetic, anti-obesity and anti-cancer. However, poor solubility in water as well as molecular sensitivity to oxygen, light, and high temperature limit the direct application of cinnamaldehyde. Researchers are using different encapsulation techniques to maximize the potential biological functions of cinnamaldehyde. Different delivery systems such as liposomes, emulsions, biopolymer nanoparticles, complex coacervation, molecular inclusion, and spray drying have been developed for this purpose. The particle size and morphology, composition and physicochemical properties influence the performance of each delivery system. Consequently, the individual delivery system has its advantages and limitations for specific applications. Given the essential role of cinnamaldehyde in functional food and food preservation, appropriate approaches should be applied in the encapsulation and application of encapsulated cinnamaldehyde. This review systematically analyzes available encapsulation techniques for cinnamaldehyde in terms of their design, properties, advantages and limitations, and food application status. The information provided in this manuscript will assist in the development and widespread use of cinnamaldehyde-loaded particles in the food and beverage industries.


Assuntos
Anti-Infecciosos , Óleos Voláteis , Óleos Voláteis/química , Cinnamomum zeylanicum/química , Acroleína/química
17.
J Agric Food Chem ; 70(49): 15583-15592, 2022 Dec 14.
Artigo em Inglês | MEDLINE | ID: mdl-36459411

RESUMO

Acrolein (ACR) and formaldehyde (FA) are toxic aldehydes co-produced in foods. This work found that amino acids, the nucleophiles ubiquitously existing in foods, can react simultaneously with them. Six amino acids, including γ-aminobutyric acid (GABA), glycine, alanine, serine, threonine, and glutamine, can scavenge ACR and FA at 37, 85, and 160 °C. GABA had the highest scavenging capacity for ACR and FA, by 79 and 13% at 37 °C for 2 h, and 99 and 48% at 160 °C for 30 min, respectively. Moreover, a new type of compound with a basic structure of 5-formyl-3-methylene-3,6-dihydropyridin was identified in all reactions and formed by 1 molecule of FA and amino acid and 2 molecules of ACR. The content of this compound was higher than that of free ACR in typical thermally processed foods. Moreover, the compounds produced from different amino acids showed different cytotoxicity values. In gastric epithelial and human intestinal epithelial cell lines, the cytotoxicity values of serine-sourced and threonine-sourced products were lower than that of ACR but higher than that of FA, whereas others had less toxicity compared with the two aldehydes. Considering that the content of serine-sourced products was the highest in almost all tested foods, their safety needs to be evaluated.


Assuntos
Acroleína , Aminoácidos , Humanos , Acroleína/química , Formaldeído/toxicidade , Aldeídos/toxicidade , Aldeídos/metabolismo , Ácido gama-Aminobutírico , Serina , Treonina
18.
Chem Res Toxicol ; 35(12): 2260-2270, 2022 12 19.
Artigo em Inglês | MEDLINE | ID: mdl-36367988

RESUMO

Exposure to acrolein, the smallest α, ß-unsaturated aldehyde, in humans originates from cigarette smoking and other environmental sources, food cooking, and endogenous lipid peroxidation and metabolism. The protein modification caused by acrolein is associated with various diseases, including cancer, cardiovascular, and neurodegenerative diseases. In this study, acrolein-modified human hemoglobin was reduced by sodium borohydride. Thus, three types of modifications, that is, Schiff base, Michael addition, and formyl-dehydropiperidion adducts, were converted to the corresponding stable adducts, leading to mass increases of 40.0313, 58.0419, and 96.0575 Da, respectively. These stable acrolein-modified hemoglobin peptides were identified by nanoflow liquid chromatography coupled to a high-resolution nanoelectrospray ionization tandem mass spectrometry. Among the 26 different types and sites of modifications, 15 of them showed a dose-dependent increase with increasing concentrations of acrolein. To investigate the role of acrolein-induced modifications in smoking and oral cancer, the 15 dose-responsive acrolein-modified peptides, together with three ethylated peptides previously identified, were quantified in oral cancer patients, healthy smokers, and healthy nonsmokers. The results reveal that the relative extents of the Michael-type adduct at α-Lys-16, α-His-50, and ß-Lys-59 are significantly higher in smokers (oral cancer and healthy) than in nonsmokers. Areas under the receiver operating characteristic curve of these peptides range from 0.7500 to 0.9375, indicating the ability to discriminate smokers from nonsmokers. Additionally, these acrolein-modified peptides correlate with three ethylated peptides at the N-termini of α- and ß-globin, as well as ß-His-77, and with the number of cigarettes smoked per day. Therefore, measuring the reduced Michael adducts at α-Lys-16, α-His-50, and ß-Lys-59 of hemoglobin from one drop of blood by this sensitive and specific method may reflect the increase of acrolein exposure due to cigarette smoking.


Assuntos
Fumar Cigarros , Hemoglobinas , Neoplasias Bucais , Humanos , Acroleína/química , Fumar Cigarros/efeitos adversos , Hemoglobinas/química , Espectrometria de Massas , Peptídeos/química
19.
Chem Res Toxicol ; 35(10): 1914-1922, 2022 10 17.
Artigo em Inglês | MEDLINE | ID: mdl-35998368

RESUMO

The Multiethnic Cohort Study has demonstrated that the risk for lung cancer in cigarette smokers among three ethnic groups is highest in Native Hawaiians, intermediate in Whites, and lowest in Japanese Americans. We hypothesized that differences in levels of DNA adducts in oral cells of cigarette smokers would be related to these differing risks of lung cancer. Therefore, we used liquid chromatography-nanoelectrospray ionization-high resolution tandem mass spectrometry to quantify the acrolein-DNA adduct (8R/S)-3-(2'-deoxyribos-1'-yl)-5,6,7,8-tetrahydro-8-hydroxypyrimido[1,2-a]purine-10(3H)-one (γ-OH-Acr-dGuo, 1) and the lipid peroxidation-related DNA adduct 1,N6-etheno-dAdo (εdAdo, 2) in DNA obtained by oral rinse from 101 Native Hawaiians, 101 Whites, and 79 Japanese Americans. Levels of urinary biomarkers of nicotine, acrolein, acrylonitrile, and a mixture of crotonaldehyde, methyl vinyl ketone, and methacrolein were also quantified. Whites had significantly higher levels of γ-OH-Acr-dGuo than Japanese Americans and Native Hawaiians after adjusting for age and sex. There was no significant difference in levels of this DNA adduct between Japanese Americans and Native Hawaiians, which is not consistent with the high lung cancer risk of Native Hawaiians. Levels of εdAdo were modestly higher in Whites and Native Hawaiians than in Japanese Americans. The lower level of DNA adducts in the oral cells of Japanese American cigarette smokers than Whites is consistent with their lower risk for lung cancer. The higher levels of εdAdo, but not γ-OH-Acr-dGuo, in Native Hawaiian versus Japanese American cigarette smokers suggest that lipid peroxidation and related processes may be involved in their high risk for lung cancer, but further studies are required.


Assuntos
Acrilonitrila , Neoplasias Pulmonares , Produtos do Tabaco , Acroleína/química , Estudos de Coortes , DNA , Adutos de DNA , Etnicidade , Humanos , Peroxidação de Lipídeos , Neoplasias Pulmonares/urina , Nicotina/urina , Purinas , Fumantes , Fumar
20.
Food Funct ; 13(13): 7088-7097, 2022 Jul 04.
Artigo em Inglês | MEDLINE | ID: mdl-35697027

RESUMO

Acrolein (ACR) is frequently produced by the thermal degradation of carbohydrates and amino acids and lipid peroxidation in the thermal processing of food. Long-term exposure to ACR can cause various chronic diseases. Here, we screened two high-temperature-resistant ACR inhibitors, cardamonin (CAR) and alpinetin (ALP), which can interconvert without any loss at 100 °C, and were obtained from Alpinia katsumadai Hayata (AKH). They demonstrated the best activity among the six spices investigated and could scavenge ACR generated in roasted pork by forming adducts. After three ACR adducts were prepared, namely CAR-ACR-1, CAR-ACR-2 and ALP-ACR, quantitative analysis showed that the amount of CAR-ACR-1 generated in lean roasted pork with 2% AKH addition reached the minimal inhibitory concentration against Escherichia coli and Staphylococcus aureus, which was 20 times lower than that of CAR, and the higher the generation of ACR, the stronger its antibacterial activity. These results provided well-defined evidence to promote the application of AKH to ACR inhibitors in food processing.


Assuntos
Acroleína , Alpinia , Acroleína/química , Chalconas , Flavanonas , Carne , Especiarias
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