Similarity of Data from Bee Bread with the Same Taxa Collected in India and Romania.

Bee Bread samples from Romania and India were analysed by microscopy and High Performance Liquid Chromatography with Diode Array Detection (HPLC/DAD) and compared with pollen from the correspondent taxa. The quantification of sugars, fructose/glucose ratio, total phenolics and flavonoids was also carried out. From the results was possible to identify Brassica and Eucalyptus samples that present similar HPLC/DAD profiles with the respective ultraviolet (UV) identification of the main compounds as Kaempferol-3-O-glycosides and Hydrocinnamic acid derivatives. The Fructose/Glucose (F/G) ratio and the total amounts of phenolics and flavonoids was in line with the prevalence of the specie identified. These coincident fingerprints gave the identification of the samples, as was previously proposed for bee pollens. This paper relates for the first time the achievement on the taxon carried out previously only for bee pollens. It was reported for the first time that this phenolic profile remains unchanged in the case of floral pollen (hand collected), bee pollen and bee bread. Despite the biochemical transformation that occurs during the fermentation of bee bread, it seems that these phenolic compounds are not affected and remain unchanged. Also, variables such as soil and climate do not seem to influence these compounds for the kind of samples under study.

Characterisation of phenolic compounds by UPLC-QTOF-MS/MS of geopropolis from the stingless bee Melipona subnitida (jandaíra).

INTRODUCTION: Melipona subnitida Ducke (jandaíra) is a stingless bee native to north-eastern Brazil, which produces geopropolis, a mixture of beeswax, plant resins, pollens and earth that is used for sealing beehives. OBJECTIVE: To extend the knowledge on phenolic compounds in fractions obtained by C18-solid phase extraction (SPE) of nine geopropolis samples from Melipona subnitida collected at different times. METHODOLOGY: Chromatographic profiles of nine samples of geopropolis from jandaíra were analysed by ultra-performance liquid chromatography coupled with a diode array detector and quadrupole time-of-flight mass spectrometry (UPLC-DAD-QTOF-MS/MS) and combined with the use of data-independent acquisition (MSE) for the profiling and structural characterisation of the phenolic compounds. The isolated compound was identified by nuclear magnetic resonance of hydrogen and carbon (1 H- and 13 C-NMR). RESULTS: The present study with geopropolis of jandaíra resulted in the characterisation of 51 phenolics by UPLC-DAD-QTOF-MS/MS: four galloyl glucosides, one ellagic acid, 11 acyl-hexosides, 23 acyl-galloyl-hexosides and 12 flavonoids. The structures of two compounds (1,6-di-O-(E)-coumaroyl-2-O-galloyl-ß-d-glucopyranoside and 1-O-cinnamoyl-6-O-(E)-coumaroyl-2-O-galloyl-ß-d-glucopyranoside) were established by 1 H and the attached proton test (APT) experiments as well as high-resolution electrospray ionisation mass spectroscopy (HR-ESI-MS) analysis. CONCLUSION: The geopropolis of jandaíra showed phenolic compounds galloyl hexosides, ellagic acid, acyl-(cinnamoyl/coumaroyl)-hexosides, acyl-(cinnamoyl/coumaroyl)-galloyl-hexosides and flavonoids (aglycones and acylated-O-glycosides).

New propolis type from north-east Brazil: chemical composition, antioxidant activity and botanical origin.

BACKGROUND: Propolis is a bee product with wide diversity of biological activity. It has a complex composition, which is dependent on its botanical source. The present study aimed to determine the chemical profile, antioxidant activity and botanical origin of two samples of a propolis type from two locations of the state of Rio Grande do Norte (RN, north-east Brazil). RESULTS: The standard chemical characteristics of the RN propolis are similar or superior to the internationally marketed Brazilian green propolis. RN propolis from two locations have high antioxidant activity, corresponding to 10% (municipality of Afonso Bezerra) and 13% (municipality of Alto do Rodrigues) of quercetin activity by the 2,2-diphenyl-1-picrylhydrazyl method and to 15% (both locations) by the ß-carotene discoloration method. High-performance liquid chromatography with diode array detection (HPLC-DAD)-electrospray ionization-tandem mass spectrometry analyses revealed that most constituents of the RN propolis are flavonoids, mainly flavonols and chalcones. HPLC-DAD analysis of ethanol extracts revealed a great similarity between the chemical profile of RN propolis and shoot apices of 'jurema-preta' (Mimosa tenuiflora, Leguminosae, Mimosoideae). CONCLUSION: 'Jurema-preta' shoot apices are likely resin sources of RN propolis. The chemical characteristics and antioxidant property of RN propolis provide promising prospects for the introduction of this type of propolis into the apicultural market. © 2017 Society of Chemical Industry.

[In vitro antibacterial activity of Chilean propolis against Helicobacter pylori]. / Actividad antibacteriana in vitro de propóleos chilenos sobre Helicobacter pylori.

INTRODUCTION: Propolis is a natural product derived from beekeeping. It has anesthetic, anti-inflammatory, immune-stimulant and antibacterial properties on grampositive and gramnegative bacteria. However, little is known regarding its activity on Helicobacter pylori. This bacteria colonizes about half of the world's population and is associated with chronic gastritis, peptic ulcer and gastric cancer. OBJECTIVE: The aim of this study was to evaluate the inhibitory activity of 22 propolis extracts from nine of the 11 beekeeping Chilean regions on 10 strains of H. pylori isolated from gastric mucosa. METHODS: The antibacterial activity of the extracts was determined using the well diffusion method and diffusion disks. RESULTS: 100% of the extracts were active on the tested strains, showing inhibition halos equal to or greater than 15 mm by both methods. CONCLUSIONS: Our results show an effective anti H. pylori activity of propolis. However, additional microbiological studies are needed before a potential clinical utility of these natural products is warranted.

Determination of the Mineral Composition and Toxic Element Contents of Propolis by Near Infrared Spectroscopy.

The potential of near infrared spectroscopy (NIR) with remote reflectance fiber-optic probes for determining the mineral composition of propolis was evaluated. This technology allows direct measurements without prior sample treatment. Ninety one samples of propolis were collected in Chile (Bio-Bio region) and Spain (Castilla-León and Galicia regions). The minerals measured were aluminum, calcium, iron, potassium, magnesium, phosphorus, and some potentially toxic trace elements such as zinc, chromium, nickel, copper and lead. The modified partial least squares (MPLS) regression method was used to develop the NIR calibration model. The determination coefficient (R2) and root mean square error of prediction (RMSEP) obtained for aluminum (0.79, 53), calcium (0.83, 94), iron (0.69, 134) potassium (0.95, 117), magnesium (0.70, 99), phosphorus (0.94, 24) zinc (0.87, 10) chromium (0.48, 0.6) nickel (0.52, 0.7) copper (0.64, 0.9) and lead (0.70, 2) in ppm. The results demonstrated that the capacity for prediction can be considered good for wide ranges of potassium, phosphorus and zinc concentrations, and acceptable for aluminum, calcium, magnesium, iron and lead. This indicated that the NIR method is comparable to chemical methods. The method is of interest in the rapid prediction of potentially toxic elements in propolis before consumption.

Actividad antibacteriana in vitro de propóleos chilenos sobre Helicobacter pylori / In vitro antibacterial activity of Chilean propolis against Helicobacter pylori

Introduction: Propolis is a natural product derived from beekeeping. It has anesthetic, anti-inflammatory, immune-stimulant and antibacterial properties on grampositive and gramnegative bacteria. However, little is known regarding its activity on Helicobacter pylori. This bacteria colonizes about half of the world’s population and is associated with chronic gastritis, peptic ulcer and gastric cancer. Objective: The aim of this study was to evaluate the inhibitory activity of 22 propolis extracts from nine of the 11 beekeeping Chilean regions on 10 strains of H. pylori isolated from gastric mucosa. Methods: The antibacterial activity of the extracts was determined using the well diffusion method and diffusion disks. Results: 100% of the extracts were active on the tested strains, showing inhibition halos equal to or greater than 15 mm by both methods. Conclusions: our results show an effective anti H. pylori activity of propolis. However, additional microbiological studies are needed before a potential clinical utility of these natural products is warranted.

Introducción: El propóleos es un producto natural derivado de la apicultura que tiene propiedades anestésicas, anti-inflamatorias, inmuno-estimulantes y antibacterianas. Ejerce su acción sobre distintas bacterias grampositivas y gramnegativas. Sin embargo, es muy poco lo que se sabe en relación a su actividad sobre H. pylori, bacteria asociada con gastritis crónica, úlcera gastro-duodenal y cáncer gástrico y que coloniza a alrededor de la mitad de la población mundial. Objetivo: Evaluar la actividad inhibitoria de 22 extractos de propóleos de orígenes botánicos diferentes, provenientes de nueve de las once zonas mielíferas de Chile, en la época de otoño, sobre 10 cepas de H. pylori aisladas de mucosa gástrica. Metodología: La actividad antibacteriana de los extractos se determinó a través del método de difusión en pocillos y de difusión en discos. Resultados: 100% de los extractos fueron activos sobre las cepas ensayadas, observándose halos de inhibición iguales o mayores a 15 mm en ambos métodos. Conclusiones: Los datos obtenidos in vitro en el presente estudio muestran una efectiva actividad anti H. pylori de los propóleos chilenos, siendo necesario estudios microbiológicos y farmacológicos adicionales para avanzar en una posible utilidad clínica de estos productos naturales.

Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina).

The chemical characterization as well as the assessment of geographical origin of propolis from several areas of the Provincia de San Juan (Argentina) is reported. Chemical characterization of propolis was performed by measuring total phenolic (TP), total flavonoids (FL), free radical scavenging capacity (DPPH bleaching), and metal content in samples of six different districts. Methanolic propolis extracts (MEP) showed TP ranging from 25.7 to 39.3 g of gallic acid equivalents per 100 g of MEP, whereas flavonoids ranged from 6.6 to 13.3 g of quercetin equivalents per 100 g of MEP. Six main flavonoids were isolated and identified from the propolis samples, comprising the flavanones 7-hydroxy-8-methoxyflavanone (1), pinocembrin (2), and pinobanksin (3), the flavones chrysin (4) and tectochrysin (5), and the flavonol galangin (6). Compounds 1-6 were quantified by HPLC-PDA. Free radical scavenging activity, measured as percent DPPH bleaching, ranged from 46.6 to 89.5 at 10 mug/mL. Moreover, propolis samples presented high contents of Ca, K, Fe, Na, and Mg, but low amounts of Mn and Zn. Linear discriminant analysis affords eight descriptors, galangin, pinocembrin, pinobanksin, chrysin, tectochrysin, DPPH, K, and Na, allowing a clear distinction with 100% accuracy among different origins within the Provincia de San Juan. A direct relationship of DPPH free radical scavenging activity with TP or with compounds 1-6 was not found, showing the need of further evaluation on the origin of free radical activity in propolis samples.

[Quantitative analysis of galangin from propolis in different areas by HPLC].

OBJECTIVE: To establish an HPLC method for determination of galangin in propolis. METHODS: HPLC method was established. Diamonsil C18 column was used, CH3OH-4% H3PO4 solution (65:35) as mobile phase, at the flow rate of 1.0 ml/min and the UV detection wavelength at 256 nm. RESULTS: The linear of galangin was 0.00412 - 0.02472 mg/ml (r2 = 0. 9998). The content of galangin was the highest in the propolis from Shandong (11.7 mg/g). The content of galangin was higher in the propolis from Neimeng and Henan, respectively 10. 5 mg/g,10. 3 mg/g, the content of galangin was the lowest in the propolis from Gansu (9.8 mg/g). CONCLUSION: HPLC method is simple and reliable for determination of galangin in propolis.

Chemical characterization of Cuban propolis by HPLC-PDA, HPLC-MS, and NMR: the brown, red, and yellow Cuban varieties of propolis.

Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chromatographic profiles of all propolis extracts allowed the definition of three main types of Cuban propolis directly related to their secondary metabolite classes: brown Cuban propolis (BCP), rich in polyisoprenylated benzophenones, red Cuban propolis (RCP), containing isoflavonoids as the main constituents, and yellow Cuban propolis (YCP), probably with aliphatic compounds. Subsequently, the principal compounds of the brown and red types were characterized by HPLC-ESI/MS analysis. Instrumental techniques used are complementary; NMR was shown to be a quick and informative tool for the rapid analysis of crude propolis polar extracts and allowed the identification of the main class of secondary metabolites, while LC-PDA and LC-MS techniques were useful tools for qualitative and quantitative analysis of marker compounds of Cuban propolis.

Antioxidant activity of Argentine propolis extracts.

Propolis is used in Argentine folk medicine. We have examined its possible protective action against oxidative modification of lipid in unfractionated serum. The kinetics of copper-induced oxidation was continuously monitored by measuring the formation of conjugated dienes, as the increase in the absorbance at 234 nm. According to the kinetics of oxidation, the propolis were classified in three different groups. Group I (CE, CO, BO, MO, BE) inhibited lipid oxidation during the initiation and propagation phases even at low concentrations. Group II (SP, CA, AM) increased the lag-phase for conjugated diene formation. All propolis in groups I and II diminished the maximal rate of diene production and the maximal amount of dienes produced. Group III (PA, RA, FE, VR, TV) had no effect on the lipid oxidation. The extent of lipoprotein oxidation was measured by the thiobarbituric acid reactive substance assay. Generation of malondialdehyde-like substances was inhibited and delayed by the presence of propolis extracts from group I and II. Our results justify the use of propolis (groups I and II) as a source of natural antioxidants.

Propolis: Biological and pharmacological activies. Therapeutic uses of this bee-product

This review aims to present an update of propolis properties, with emphasis on Brazilian samples. It also brings attention to points, such as standardization protocols and scientific evidence, that needed to be further investigated in order to broaden the potential therapeutic use of this bee product. Propolis became a traditional remedy in folk medicine. In recent decades a great interest has arisen in more knowledge a out its composition and therapeutic activities. Its composition is very complex, varying with the geographic region, with more than 300 constituents having been identified to date. The biological activity of propolis is associated mainly with phenolic compounds such as flavonoids and derivatives of hydroxycinnamic acids. In recent years, Brazilian propolis became the subject of increasing interest, due to its unusual chemical composition when compared with samples from other contries. Several compounds isolated presented a variety of biological activities, such as microbicidal, antioxidant and antitumoral. Although there is a huge amount of information about the chemistry and biological activity of propolis, its application in human and veterinary therapies has hardly changed. Propolis is used both in human and veterinary clinics in Eastern Europe countries, Cuba and in Uruguay. Most of the therapeutic effect of this resin is associated with microbicidal properties and the ability to scavenge free radicals. A multidisciplinary study correlating chemical composition, basic plant sources in different geographic regions, as well as and biological and pharmacological activities, open the possibility of a classification of a limited number of "chemical types" of propolis which will be possible only with the combined effort of the national and international scientific communities.

The antibacterial activity of propolis produced by Apis mellifera L. and brazilian stingless bees

This study investigated the antibacterial activity of propolis produced by A. mellifera and Brazilian stingless bees, called "meliponíneos". Susceptibility tests to ethanolic extracts of propolis (EEP) were performed using bacterial strains (Staphylococcus aureus, Enterococcus sp, and Escherichia coli) isolated from human infections. Dilution of EEP in agar (per cent v/v) was used for determination of minimal inhibitory concentration (MIC). The stingless bee species (and common names) were: Nannotrigona testaceicornis ("Irai"), Tetragonisca angustula ("Jataí"), Trigona spinipes ("Arapuá"), Scaptotrigona sp ("Tiúba"), Partamona sp ("Cupira"), Melipona scutellaris ("Uruçu"), Melipona sp ("Manduri"), and Melipona mandaçaia ("Mandaçaia"). EEP inhibitory efficiencies according to bacterial strains were: S. aureus - "Cupira" > "Manduri" = A. mellifera > "Uruçu" > "Mandaçaia" > "Iraí" > "Tiúba" > "Jataí" > "Arapuá" = Ethanol; Enterococcus sp - "Cupira" > "Manduri" > A. mellifera > "Mandaçaia" > "Uruçu" > "Tiúba" > "Jataí" > "Arapuá" = Ethanol; E. coli - "Manduri" > "Jataí" > Ethanol > A.mellifera > "Uruçu" > "Cupira" > "Iraí". Propolis produced by "Cupira" and "Manduri" bees showed higher antibacterial activity than A. mellifera.

Caracterización de propóleos venezolanos / Characterization of venezuelan propolis

El propóleos es un producto de la colmena elaborado por las abejas a partir de exudados, gomas y resinas de las plantas, que cumple funciones antisépticas, de aislamiento térmico y de soporte como material de construcción. El hombre ha utilizado el propóleos como medicamento desde la antiguedad y si bien actualmente existen preparados artesanales a base de propóleos en el mercado nacional, su industrialización no ha sido posible porque no se dispone de los estándares necesarios para su control de calidad. En este trabajo se presentan escaleas hedónicas para la evaluación sensorial de los propóleos junto con el análisis químico de 38 muestras venezolanas. La comparación de los perfiles cromatográficos de los propóleos venezolanos con propóleos españoles, por HPLC-UV y por GC-MS, mostró una notable diferencia entre el contenido de flavonoides, derivados de ácidos fenólicos y sustancias altamente lipófilas aún no identificadas