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1.
Food Chem ; 327: 127060, 2020 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-32454280

RESUMO

OBJECTIVES: This study set out to highlight the in vitro and in vivo antifungal activity of an Ethanolic Extract of Red Brazilian Propolis (EERBP) and identify bioactive fractions effective against Colletotrichum musae. METHODS: Active fractions were detected by the thin-layer chromatography-bioautography method and characterised by HPLC-MSn. RESULTS: The in vitro results showed that EERBP had strong antifungal properties againstC. musae (81 ± 1% inhibition at 1.6 g GAE L-1). Medicarpin, (3S)-vestitol and (3S)-neovestitol were the main compounds identified in the EERBP extract (45% of all detected peaks). Two isolated fractions displayed inhibition percentages of 35 ± 4 and 42 ± 1%, respectively, on C. musae mycelial growth compared to the EERBP extract. The biological activity of the two fractions displayed an additive effect. CONCLUSION: A further in vivo investigation revealed that EERBP is a potential natural alternative for controlling banana crown rot.


Assuntos
Antifúngicos/química , Extratos Vegetais/química , Própole/química , Antifúngicos/isolamento & purificação , Antifúngicos/farmacologia , Brasil , Cromatografia Líquida de Alta Pressão , Cromatografia em Camada Delgada , Colletotrichum/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Própole/metabolismo , Espectrometria de Massas por Ionização por Electrospray
2.
J Appl Microbiol ; 129(2): 296-310, 2020 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-32145138

RESUMO

AIMS: A multidisciplinary approach was used to compare phenolic composition, radical scavenging and antimicrobial activity of propolis samples from different geographical localities, and plant resin against various microorganisms. METHODS AND RESULTS: Using UHPLC-qqqMS quantitative analysis, 28 phenolic compounds were determined. Caffeic and p-coumaric acids were identified as main phenolic acids in poplar propolis samples, except samples from Russia (P6) and China (P7). Radical scavenging activity (applying DPPH spectrophotometric assay) showed the highest activity of Serbian (40·51%) and Chinese (53·21%) propolis samples. Broth microdilution method was used for the oral cavity, fungal phytopathogenic and human vaginal isolates which have been identified at a molecular level. The most sensitive bacterial isolates were Lactobacillus acidophilus (MIC of 0·03-0·13 mg ml-1 ) and the oral streptococci isolates (MIC values of 0·19-0·13 mg ml-1 ). The most sensitive fungal phytopathogenic isolate was Fusarium oxysporum (MIC 0·003 mg ml-1 ). All samples, except propolis from Serbia (P4) and Turkey (P5), showed a strong antifungal activity against Fusarium sporotrichioides, Fusarium subglutinans and Fusarium proliferatum. CONCLUSION: The results of various tests indicate good radical scavenging and antimicrobial activity against important human and plant pathogens. SIGNIFICANCE AND IMPACT OF THE STUDY: A detailed propolis analysis is important when proposing a preparation of new biological antimicrobial products which have a positive impact on human health and reduce antibacterial resistance.


Assuntos
Anti-Infecciosos/farmacologia , Depuradores de Radicais Livres/farmacologia , Fenóis/análise , Populus/química , Própole/química , Anti-Infecciosos/análise , Feminino , Depuradores de Radicais Livres/análise , Fusarium/efeitos dos fármacos , Humanos , Testes de Sensibilidade Microbiana , Microbiota/efeitos dos fármacos , Boca/microbiologia , Fenóis/farmacologia , Própole/farmacologia , Vagina/microbiologia
3.
Environ Toxicol ; 35(7): 768-773, 2020 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-32061154

RESUMO

Propolis is a natural resinous substance obtained from beehives, and emerging evidence supports that it has antitumor, antiinflammatory, antioxidant, and antimicrobial activities. The aim of the study is to examine the cytotoxic, antioxidant, and apoptotic features of ethanolic propolis extract (PE) on C6 glioma cells. The cells were treated with ethanolic PE at various concentrations for 24 hours, after which the total antioxidant status (TAS) and total oxidant status; malondialdehyde, protein carbonyl, 8-hydroxy-2'-deoxyguanosine, and glutathione (GSH) levels; Cu/Zn-superoxide dismutase (Cu/Zn-SOD) activity; and apoptotic markers were measured. Ethanolic PE at 100, 250, and 500 µg/mL concentrations showed optimal activity on C6 glioma cells. TAS and GSH levels were significantly increased in C6 glioma cells treated with 100 and 500 µg/mL PE compared to control cells (P < .05). Similarly, the activity of Cu/Zn-SOD was higher in C6 glioma cells treated with 250 or 500 µg/mL ethanolic PE compared to control cells (P < .05), as was the caspase-3 mRNA expression level. The highest levels of caspase-8 and -9 expression were in C6 glioma cells treated with 500 µg/mL PE. Collectively, our results indicate that ethanolic PE has cytotoxic and apoptotic effects on C6 glioma cells. Furthermore, it may provide a protective role in the antioxidant defense system. PE shows potential for development as a natural antioxidant and apoptotic agent for the treatment of brain tumors.


Assuntos
Antineoplásicos/farmacologia , Antioxidantes/farmacologia , Apoptose/efeitos dos fármacos , Neoplasias Encefálicas/patologia , Glioma/patologia , Própole/farmacologia , Animais , Antineoplásicos/química , Antioxidantes/química , Caspase 3/metabolismo , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Composição de Medicamentos , Etanol/química , Glutationa/metabolismo , Malondialdeído/metabolismo , Própole/química , Superóxido Dismutase/metabolismo
4.
AAPS PharmSciTech ; 21(2): 49, 2020 Jan 03.
Artigo em Inglês | MEDLINE | ID: mdl-31900606

RESUMO

Microbial biofilms, structured communities of microorganisms, have been often associated to the infection and bacterial multiresistance problem. Conventional treatment of infection involves the use of antibiotics, being an alternative approach is the use of red propolis, a natural product, to prepare polymer nanoparticles. The aim of the present study was to encapsulate red propolis extract in poly(lactic-co-glycolic acid) (PLGA) nanoparticles for destruction in vitro of pathogenic biofilms. Poly(lactic-co-glycolic acid) nanoparticles (PLGA NPs) containing red propolis hydroethanolic extract (2 mg/mL) were produced by emulsification solvent diffusion method. The extract and developed nanoparticles were analyzed for antimicrobial activity and inhibition of bacterial biofilm formation in vitro against Staphylococcus aureus and Pseudomonas aeruginosa. Transmission electron microscopy images confirmed spherical nanoparticles in the range size from 42.4 nm (PLGA NPs) to 69.2 nm (HERP PLGA NPs), with encapsulation efficiencies of 96.99%. The free extract and encapsulated in polymer nanoparticle presented antimicrobial potential, with a minimum inhibitory concentration from 15.6 to 125 µg mL-1 and from 100 to 1560 µg mL-1 to inhibit biofilm formation for the Staphylococcus aureus and Pseudomonas aeruginosa, respectively.


Assuntos
Biofilmes/efeitos dos fármacos , Nanopartículas/química , Copolímero de Ácido Poliláctico e Ácido Poliglicólico/química , Própole/química , Antibacterianos/farmacologia , Testes de Sensibilidade Microbiana , Própole/farmacologia , Pseudomonas aeruginosa/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos
5.
J Agric Food Chem ; 68(10): 2861-2871, 2020 Mar 11.
Artigo em Inglês | MEDLINE | ID: mdl-31369255

RESUMO

Brazilian organic propolis (BOP) is an unexplored Brazilian propolis that is produced organically and certified according to international legislation. Our results showed that BOP has strong anti-inflammatory effects and acts by reducing nuclear factor κB activation, tumor necrosis factor α release, and neutrophil migration. In addition, BOP6 exhibited antifungal activity on planktonic and biofilm cultures of Candida albicans, Candida glabrata, Candida tropicalis, Candida krusei, and Candida parapsisolis and reduced in vitro yeast cell adhesion to human keratinocytes at sub-inhibitory concentrations. BOP demonstrated significantly low toxicity in Galleria melonella larvae at antifungal doses. Lastly, a chemical analysis revealed the presence of caffeoyltartaric acid, 3,4-dicaffeoylquinic acid, quercetin, and gibberellins A7, A9, and A20, which may be responsible for the biological properties observed. Thus, our data indicate that BOP is a promising source of anti-inflammatory and antifungal molecules that may be used as a functional food.


Assuntos
Anti-Inflamatórios/farmacologia , Antifúngicos/farmacologia , Candida/efeitos dos fármacos , Alimento Funcional/análise , Própole/farmacologia , Animais , Anti-Inflamatórios/química , Antifúngicos/química , Biofilmes/efeitos dos fármacos , Brasil , Candida/fisiologia , Testes de Sensibilidade Microbiana , Mariposas/efeitos dos fármacos , Própole/química
6.
J Sci Food Agric ; 100(4): 1369-1382, 2020 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-31487405

RESUMO

Propolis is a resinous substance composed of a mixture of different plant parts and molecules secreted by bees. Chemically, it is defined as a complex matrix containing biologically active molecules with antibacterial, antifungal, antiviral, antiparasitic, hepatoprotective, and immunomodulatory activities. It is widely employed in cosmetic formulations and pharmaceutical products and is one of the most widely used natural products. However, the effects and strength of these biological activities depend on the chemical profile and composition of each propolis type. This composition is associated with the diversity of local flora, the place and period of collection, and the genetics of the bees. In this context, the objective of this review was to investigate the biological, chemical, and microbiological properties of propolis. A technological prospection was also performed on patents for products designed to be used in animal health. Our investigation shows that the literature contains diverse studies dedicated to comparing and describing the composition and therapeutic properties of propolis. These studies demonstrate the potential biological use of propolis in veterinary medicine, showing the applications of propolis extracts in different formulations. However, there are a low number of propolis-based veterinary products with a registered patent. Thus, the development of products based on propolis is a promising market to be exploited. © 2019 Society of Chemical Industry.


Assuntos
Própole/química , Medicina Veterinária , Animais , Anti-Infecciosos/análise , Anti-Infecciosos/farmacologia , Abelhas , Descoberta de Drogas , Humanos , Patentes como Assunto , Própole/farmacologia
7.
Sci Total Environ ; 704: 135312, 2020 Feb 20.
Artigo em Inglês | MEDLINE | ID: mdl-31780165

RESUMO

In order to assess bee and human exposure to residues of glyphosate-based herbicide (GBH) and its main degradation products aminomethylphosphonic acid (AMPA) and to characterise the risk posed by these substances, we analysed 3 different bee matrices; beebread (N = 81), wax (N = 100) and 10-paired samples of wax/honey collected in 2016/2017 from 379 Belgian apiaries. A high-performance liquid chromatography-electrospray ionisation tandem mass spectrometry (HPLC-ESI-MS-MS) was used as analytical method. Limit of quantification and detection (LOQ and LOD) for GBH residues and AMPA in the 3 matrices was respectively of 10 ng g-1 and 1 ng g-1. In beebread, 81.5% of the samples showed a residue concentration > LOQ and 9.9% of the samples a residue concentration < LOQ (detection without quantification); no significant difference in detection rate was found between the north and the south of the country. Glyphosate was detected in beeswax less frequently than in beebread (i.e. 26% >LOQ versus 81.5% >LOQ). The maximum GBH residues and AMPA concentration found in beebread (respectively 700 ng g-1 and 250 ng g-1) led to sub-lethal exposure to bees. The Hazard Quotient (HQ) for beebread and beeswax (7 and 3.2, respectively) were far below the "safety" oral and contact thresholds for bees. For human health, the highest exposure to GBH residues in pollen corresponded to 0.312% and 0.187% of the ADI and of the ARfD respectively and, to 0.002% and to 0.001% for beeswax. No transfer of glyphosate from wax to honey was detected. Considering our results and the available regulatory data on the glyphosate molecule considered solely, not including the adjuvants in GBH formulation, the consumption of these three contaminated matrices would not be a food safety issue. Nonetheless, caution should be taken in the interpretation of the results as new studies indicate possible glyphosate/GBH residues toxicity below regulatory limits and at chronic sub-lethal doses.


Assuntos
Exposição Dietética/estatística & dados numéricos , Monitoramento Ambiental , Glicina/análogos & derivados , Mel/análise , Resíduos de Praguicidas/análise , Própole/química , Ceras/química , Contaminação de Alimentos , Glicina/análise , Herbicidas
8.
Chem Biodivers ; 17(1): e1900489, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31663269

RESUMO

The chemical composition and in vitro antioxidant activity of the essential oil of propolis (EOP) collected from 25 locations in China was investigated. Steam-distillation extraction was used to extract the EOP, and chemical composition was identified by GC/MS. The antioxidant activities of EOP were also measured. The result showed that a total of 406 compounds were detected in EOP. The major compounds of Chinese EOP were cedrol, γ-eudesmol, benzyl alcohol, phenethyl alcohol, 2-methoxy-4-vinylphenol, 3,4-dimethoxystyrene and guaiol. Principal component analysis revealed the significant correlation between EOP compositions and their origins, and certain correlation was detected between EOP and their color. Linear discriminant analysis showed that 88 % and 84 % of the propolis samples were predicted correctly as the groupings identified by climatic zone and the color, respectively. Furthermore, the differences of antioxidant activities of EOP were significant. EOP of Shandong had the strongest antioxidant activities, whereas EOP of Guangdong, Yunnan and Hunan showed the poorest.


Assuntos
Antioxidantes/química , Antioxidantes/farmacologia , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Própole/química , Antioxidantes/isolamento & purificação , China , Óleos Voláteis/isolamento & purificação
9.
Pharm Dev Technol ; 25(1): 54-67, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31535923

RESUMO

This study aimed to prepare and characterize organogels containing microparticles of ascorbic acid (AA) obtained from propolis by-product. The formulations F1 (5% of microparticles) and F2 (10% of microparticles) were evaluated regarding rheological and textural properties, antioxidant and radical scavenging activity, in vitro release and cellular studies. The organogels showed plastic flow behavior and rheopexy. The textural parameters were within acceptable values for semisolid formulations. The antioxidant capacity of organogels F1 and F2 by the DPPH assay demonstrated IC50 ranging from 1523.59 to 1166.97 µg/mL, respectively. For the FRAP assay, the values found were 842.88 and 956.14 µmol of FSE/g formulation, respectively. Good scavenging activity against nitrogen species was observed. The concentration of 63 µg/mL did not present toxicity on HaCaT and HFF-1 cells. In vitro release profile of AA from organogels showed a slow pattern of drug release, mainly for F2. Therefore, the proposed organogel containing AA microparticles with propolis by-product matrix represents a promising platform for topical drug delivery with antioxidant effect.


Assuntos
Ácido Ascórbico/química , Géis/química , Própole/química , Antioxidantes/química , Química Farmacêutica/métodos , Sistemas de Liberação de Medicamentos/métodos , Liberação Controlada de Fármacos/efeitos dos fármacos , Viscosidade/efeitos dos fármacos
10.
J Pharm Biomed Anal ; 178: 112922, 2020 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-31679843

RESUMO

Brazilian Green Propolis (BGP) is an important bee product, which displays important biological activities, making it valuable in the international market. The major prenylated phenolic compound in BPG is (E)-artepillin C, along with its precursor (E)-p-coumaric acid, both contributing to the biological effects of BGP. Taking that into account, it was evaluated the effect of light, temperature and air oxygen in their content to establish the best storage and transport conditions for crude BGP and the pure compounds. For that, (E)-artepillin C and (E)-p-coumaric acid were initially submitted to degradation for five days under sunlight and high temperature (50 °C), furnishing three major (E)-Artepillin C isomers and one from (E)-p-coumaric acid. Then, it was developed and validated a Reverse Phase High Performance Liquid Chromatography (RP-HPLC) method for quantifying these compounds in crude BGP and in its extracts. In the stability studies, it was used a Full Factorial and Central Composite Design to establish the desirable storage conditions. (E)-Artepillin C, both pure and in BGP should be kept protected from light and storage below -2.5 °C. (E)-p-Coumaric acid can be stored at room temperature. Therefore, the best storage and transport conditions to keep the content of both compounds in BGP are protection from light at low temperatures.


Assuntos
Ácidos Cumáricos/química , Oxigênio/química , Fenilpropionatos/química , Própole/química , Brasil , Cromatografia Líquida de Alta Pressão/métodos , Luz , Temperatura
11.
J Chem Ecol ; 46(2): 150-162, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-31872313

RESUMO

The botanical source of Brazilian green propolis (BGP) is Baccharis dracunculifolia DC, which interacts not only with Apis mellifera, but also with galling insects. In the last decade, because of green propolis´ important biologic activities, the international demand for BGP overcame the production capacity, consequently, new approaches are required to increase this production. Hence, the understanding of the chemical ecology interactions of B. dracunculifolia with galls and bees in field conditions may provide insights to increase BGP's production. A "bee pasture" experiment aiming to better understand this plant-insect interaction was therefore performed. For that, 48 B. dracunculifolia individuals, being 24 females and 24 males, were cultivated and investigated for the following parameters: (1) phenolic and volatile compounds in both B. dracunculifolia leaves and green propolis, (2) environmental variables, (3) visiting rate by bees, (4) time of resin collection, and (5) number of galls. Regression analyses by independent linear mixed-effect models were run to correlate phenolic and volatile compounds concentration with the environmental and field variables. Significant differences in chemical profile and field variables were observed between male and female plants. Male plants showed higher infestation by galling insects while female plants showed higher number of visiting bees, time of resin collection and terpenes concentration, contributing to the differences observed in the field. The obtained results suggest that increasing the percentage of female B. dracunculifolia plants in the field may attract more bees and therefore enhance propolis production.


Assuntos
Baccharis/química , Abelhas/fisiologia , Própole/química , Animais , Baccharis/metabolismo , Comportamento Animal/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Feminino , Masculino , Espectrometria de Massas , Fenol/análise , Fenol/química , Fenol/farmacologia , Folhas de Planta/química , Folhas de Planta/metabolismo , Tumores de Planta/parasitologia , Própole/análise , Própole/farmacologia , Compostos Orgânicos Voláteis/análise , Compostos Orgânicos Voláteis/química , Compostos Orgânicos Voláteis/farmacologia
12.
Molecules ; 24(23)2019 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-31805752

RESUMO

Propolis is a natural product resulting from the mixing of bee secretions with botanical exudates. Since propolis is rich in flavonoids and cinnamic acid derivatives, the application of propolis extracts has been tried in therapies against cancer, inflammation, and metabolic diseases. As metabolic diseases develop relatively slowly in patients, the therapeutic effects of propolis in humans should be evaluated over long periods of time. Moreover, several factors such as medical history, genetic inheritance, and living environment should be taken into consideration in human studies. Animal models, especially mice and rats, have some advantages, as genetic and microbiological variables can be controlled. On the other hand, cellular models allow the investigation of detailed molecular events evoked by propolis and derivative compounds. Taking advantage of animal and cellular models, accumulating evidence suggests that propolis extracts have therapeutic effects on obesity by controlling adipogenesis, adipokine secretion, food intake, and energy expenditure. Studies in animal and cellular models have also indicated that propolis modulates oxidative stress, the accumulation of advanced glycation end products (AGEs), and adipose tissue inflammation, all of which contribute to insulin resistance or defects in insulin secretion. Consequently, propolis treatment may mitigate diabetic complications such as nephropathy, retinopathy, foot ulcers, and non-alcoholic fatty liver disease. This review describes the beneficial effects of propolis on metabolic disorders.


Assuntos
Diabetes Mellitus/tratamento farmacológico , Obesidade/tratamento farmacológico , Extratos Vegetais/uso terapêutico , Própole/química , Animais , Humanos , Estresse Oxidativo/efeitos dos fármacos
13.
J Food Sci ; 84(12): 3850-3865, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31750945

RESUMO

The influences of ultrasound-assisted, pharmacopeia, and supercritical fluid extraction methods on bioactive compounds and biological activities of propolis were evaluated. Results showed that propolis extracted by ultrasound-assisted method contained more phenolic compounds, and showed the highest total phenolic content (245.84 ± 6.41 mg GAE/g DW), total flavonoids content (198.82 ± 5.74 mg RE/g DW), and stronger in vitro antioxidant activity (DPPH·: 1.03 ± 0.04 mmol Trolox/g DW, ABTS+·: 2.19 ± 0.05 mmol Trolox/g DW, and FRAP: 1.48 ± 0.12 mmol FeSO4 /g DW) than those of pharmacopoeia and supercritical fluid methods. A total of 36 phenolic compounds were identified in propolis. Among them, quercetin, quercetin-3-methyl-ether, kaempferol, isorhamnetin, luteolin-methyl-ether, and quercetin-7-methyl-ether could only be found in ultrasound-assisted and pharmacopoeia methods. Moreover, the phenolic compounds had the similar metabolic pathways in rats and were mainly metabolized by sulfation and glucuronidation pathways. Additionally, ultrasonic-treated propolis have good in vivo antioxidant activity and could repair D-galactose-induced oxidative damage in rats. Therefore, ultrasound-assisted method could replace pharmacopeia method to be considered as bioactive compounds extraction from propolis, taking into consideration of yield, short extraction time, and high antioxidant activity.


Assuntos
Antioxidantes , Fenóis , Própole , Sonicação/métodos , Animais , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Estresse Oxidativo/efeitos dos fármacos , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , Própole/química , Própole/isolamento & purificação , Própole/farmacologia , Ratos
14.
J Food Sci ; 84(12): 3429-3436, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31751501

RESUMO

This study aimed to evaluate the quality parameters in probiotic yogurt produced with Brazilian red propolis to replace potassium sorbate used in conventional yogurt (CY). Microbiological stability and shelf life, physicochemical properties (pH, acidity, chemical composition, and fatty acids), and bioactive properties (phenolic compounds and antioxidant activity) were evaluated. The addition of red propolis (0.05%) to replace the potassium sorbate did not change the pH, acidity, fatty acid profile, chemical composition, or shelf life. Microbiological stability of at least 28 days was achieved, while a drastic reduction in the lactic acid bacteria content was observed in the CY during refrigeration storage. Phenolic total contents were higher than those of the control, and consequently, yogurt with red propolis showed higher antioxidant activity. PRACTICAL APPLICATION: The study indicates that Brazilian red propolis at 0.05% concentration to replace the potassium sorbate is an efficient alternative for use in yogurt production. The knowledge acquired about these types of Brazilian propolis provides an important contribution to food research in the discovery of new functional products to the market, seeking a healthier diet. Therefore, the produced yogurt proves to be an innovative product with functional and probiotic potential to be placed on the market.


Assuntos
Aditivos Alimentares/química , Probióticos/química , Própole/química , Iogurte/análise , Antioxidantes/análise , Brasil , Ácidos Graxos/química , Armazenamento de Alimentos , Concentração de Íons de Hidrogênio , Fenóis/análise
15.
Chem Biodivers ; 16(12): e1900492, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31642168

RESUMO

This study was undertaken to analyze the phenolic profiles of 19 propolis samples from Turkey by using a high-performance thin-layer chromatographic (HPTLC) method in order to identify their plant origins. Furthermore, their antioxidant and antimicrobial activity profiles were comparatively evaluated. For the appraisal of antioxidant potential, total phenolic (TPC) and total flavonoid contents (TFC) of propolis samples were firstly determined and then their effects on free radicals were evaluated by FRAP, ABTS.+ , CUPRAC, DPPH. and HPTLC-DPPH. methods. Antimicrobial activity of propolis samples against Staphylococcus aureus (ATCC 6538), Pseudomonas aeruginosa (ATCC 15442), Escherichia coli (ATCC 11229) and Candida albicans ATCC 10231 were determined by disc diffusion and broth dilution methods. HPTLC fingerprinting analyses revealed that O-type (botanical origin from Populus nigra L.) was the primarily available propolis type in Turkey. Moreover, 3-O-methylquercetin (3MQ) rich propolis was identified as a new propolis type for the first time. Principal component analysis (PCA) indicated that 3MQ-type propolis differs from the O-type. Antioxidant activity studies showed that O-type of propolis possesses higher antioxidant effect than the other tested propolis types. Quercetin, caffeic acid, caffeic acid phenethyl ester (CAPE) and galangin were determined to contribute significantly to the antioxidant potential of O-type propolis among others. Propolis extracts exerted moderate antimicrobial activity against the tested microorganisms with MIC values between the ranges of 128-512 µg/mL.


Assuntos
Anti-Infecciosos/química , Antioxidantes/química , Própole/química , Anti-Infecciosos/farmacologia , Candida albicans/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Escherichia coli/efeitos dos fármacos , Flavonoides/química , Testes de Sensibilidade Microbiana , Fenóis/química , Fenóis/farmacologia , Populus/química , Populus/metabolismo , Análise de Componente Principal , Própole/farmacologia , Staphylococcus aureus/efeitos dos fármacos , Turquia
16.
Prog Chem Org Nat Prod ; 109: 415-450, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31637531

RESUMO

Natural remedies have for centuries played a significant role in traditional medicine and continue to be a unique reservoir of new chemical entities in drug discovery and development research. Propolis is a natural substance, collected by bees mainly from plant resins, which has a long history of use as a folk remedy to treat a variety of ailments. The highly variable phytochemical composition of propolis is attributed to differences in plant diversity within the geographic regions from which it is collected. Despite the fact that the last five decades has seen significant advancements in the understanding of the chemistry and biological activity of propolis, a search of the literature has revealed that studies on African propolis to date are rather limited. The aim of this contribution is to report on the current body of knowledge of African propolis, with a particular emphasis on its chemistry and biological activity. As Africa is a continent with a rich flora and a vast diversity of ecosystems, there is a wide range of propolis phytochemicals that may be exploited in the development of new drug scaffolds.


Assuntos
Própole/química , África , Animais , Abelhas , Compostos Fitoquímicos/análise , Resinas Vegetais/química
17.
Molecules ; 24(19)2019 Oct 04.
Artigo em Inglês | MEDLINE | ID: mdl-31590214

RESUMO

The chemical compositions of ethanol extracts of propolis from China (EEP-C) and the United States (EEP-A) and their antifungal activity against Penicillium notatum were determined. The result showed that a total of 49 compounds were detected by UPLC-Q-TOF-MS, 30 of which were present in samples from two regions. The major compounds of EEP-C and EEP-A were similar, including pinocembrin, pinobanksin-3-O-acetate, galanin, chrysin, pinobanksin, and pinobanksin-methyl ether, and both of them showed antifungal activity against P. notatum with same minimum inhibitory concentration (MIC) value of 0.8 mg·mL-1. In the presence of propolis, the mycelial growth was inhibited, the hyphae became shriveled and wrinkled, the extracellular conductivities were increased, and the activities of succinate dehydrogenase (SDH) and malate dehydrogenase (MDH) were decreased. In addition, iTRAQ-based quantitative proteomic analysis of P. notatum in response to propolis revealed that a total of 341 proteins were differentially expressed, of which 88 (25.8%) were upregulated and 253 (74.2%) were downregulated. Meanwhile, the differentially expressed proteins (DEPs) involved in energy production and conversion, carbohydrate transport and metabolism, and the sterol biosynthetic pathway were identified. This study revealed that propolis could affect respiration, interfere with energy metabolism, and influence steroid biosynthesis to inhibit the growth of P. notatum.


Assuntos
Antifúngicos/química , Proteínas Fúngicas/metabolismo , Penicillium chrysogenum/efeitos dos fármacos , Própole/química , Antifúngicos/farmacologia , China , Regulação para Baixo , Regulação Fúngica da Expressão Gênica/efeitos dos fármacos , Malato Desidrogenase/metabolismo , Testes de Sensibilidade Microbiana , Micélio/efeitos dos fármacos , Penicillium chrysogenum/metabolismo , Própole/farmacologia , Proteômica , Succinato Desidrogenase/metabolismo , Estados Unidos
18.
J Agric Food Chem ; 67(44): 12303-12312, 2019 Nov 06.
Artigo em Inglês | MEDLINE | ID: mdl-31597041

RESUMO

A new cinnamic acid derivative, (E)-3-[4-hydroxy-3-((E)-3-formyl-2-butenyl)phenyl]-2- propenoic acid (20) has been isolated from the ethanol extract of Brazilian green propolis along with three known cinnamic acid derivatives, 3,4-dihydroxy-5-prenyl-(E)-cinnamic acid (4), capillartemisin A (6), and 2,2-dimethylchromene-6-(E)-propenoic acid (8), and a flavonoid, dihydrokaempferide (16) by liquid-liquid participation, a series of column chromatography and preparative HPLC. Their structures have been determined by spectroscopic analyses and chemical synthesis of compound 20. The simultaneous quantification of 20 constituents, including 10 cinnamic acid derivatives, 7 flavonoids, and 3 caffeoylquinic acid derivatives, has also been developed and validated using LC-MS/MS. The new compound 20 was shown to activate PPAR α but not PPAR ß or γ.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Cinamatos/química , Própole/química , Espectrometria de Massas em Tandem/métodos , Animais , Abelhas , Brasil , Cinamatos/síntese química , Cinamatos/isolamento & purificação
19.
BMC Complement Altern Med ; 19(1): 266, 2019 Oct 11.
Artigo em Inglês | MEDLINE | ID: mdl-31601198

RESUMO

BACKGROUND: Propolis is a natural bee product with a wide range of biological activities that are related to its chemical composition. The present study investigated the quantification of quercetin (Q) in Ardabil ethanol extract of propolis (AEEP), and then compared its anti-bacterial, anti- biofilm and cytotoxic effects on cancer and normal cell lines. METHOD: In the present study, the chemical composition of AEEP was determined through the high-performance liquid chromatography (HPLC). The AEEP and its main component, quercetin (Q), were evaluated in vitro against 57 oral streptococci by a broth micro-dilution method. The biofilm formation was assessed through the crystal violet staining and MTT assays. The impact of AEEP and Q anti-proliferative effect were evaluated on the fibroblast as normal and cancer cell lines (KB and A431). RESULTS: The Q concentration in the composition of AEEP was 6.9% of all its components. The findings indicated that the AEEP and Q were efficient against the cariogenic bacteria and were able to inhibit the S.mutans biofilm adherence at a sub-MIC concentration. Moreover, electron micrographs indicated the inhibition of biofilms compared to control biofilms. In addition, the AEEP and Q indicated a dose-dependent cytotoxic effect on A431 and KB cell lines. On the contrary, they had no cytotoxic effect on fibroblast cells. CONCLUSION: The results indicated that the synergistic impact of main components of AEEP was related to the inhibition of the cancer cell proliferation, cariogenic bacteria and oral biofilm formation. It may play a promising role in the complementary medicine and, it is suggested to be used as food additives.


Assuntos
Antibacterianos/farmacologia , Antineoplásicos/farmacologia , Neoplasias/fisiopatologia , Própole/química , Streptococcus/efeitos dos fármacos , Animais , Antibacterianos/análise , Antineoplásicos/análise , Abelhas , Biofilmes/efeitos dos fármacos , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Humanos , Irã (Geográfico) , Testes de Sensibilidade Microbiana , Boca/microbiologia , Neoplasias/tratamento farmacológico , Quercetina/análise , Quercetina/farmacologia , Streptococcus/crescimento & desenvolvimento
20.
Int J Biol Macromol ; 141: 401-409, 2019 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-31487519

RESUMO

The impact of dipping in combination of propolis extract (PE) and chitosan (CH) coating enriched with Zataria multiflora essential oil (ZEO) on chemical, microbial and organoleptic properties of poultry meat was determined at 4 °C. GC-MS analysis showed that the most components of PE were Dihydrochrysin (9.69%) and b- Pinostrobin (7.41%). The results of mesophilic total viable plate counts (TVC), lactic acid bacteria (LAB), Psychotropic bacteria and Pseudomonas spp. showed detectably lower (p < 0.05) microbial count in CH-PE 1%-Z 0.5% and CH-PE 1%-Z 1% samples at the last day of storage. The results of chemical characteristics (pH, total volatile base nitrogen (TVB-N), 2-thiobarbituric acid reactive substances (TBARS)) in all treated samples compared with the control, revealed that there is a synergistic effect between CH, PE and ZEO. In the sensorial assessment, treatments containing 1% PE- 0.5% ZEO and 1% PE- 1% ZEO were mostly acceptable by the sensory analyst. These results offer a successful approach that chitosan coating enriched with combination of ZEO and PE can be an improving method to reducing deterioration of fresh packed chicken meat.


Assuntos
Quitosana/química , Embalagem de Alimentos , Lamiaceae/química , Óleos Vegetais/química , Produtos Avícolas , Própole/química , Animais , Galinhas , Conservação de Alimentos
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