Antibacterial activity and phytochemical evidence for the plant origin of Turkish propolis from different regions

Honeybees collect propolis from practically any abundant plant source in the neighborhood of the hive, be it populus, eucalyptus, pine, sugarcane, cashew nut or orange trees. We have described that the origin plants of Turkish propolis are Populus sp., Eucalyptus sp. and Castanea sativa. In our previous study, propolis samples from Middle Anatolia displayed the typical pattern of “poplar” propolis: they contained pinobanksin, caffeic and ferulic acids and their esters. The propolis samples examined in this study were shown not to contain polar phenolics. The main components of Eucalyptus propolis were aromatic acids, mainly cinnamic acid and its esters, that are usually found in Eucalyptus species resins. The second distinct sample originated from West Anatolia. Although it contained low amounts of phenolic substances and aromatic acids, its main components were sugars and glycosides. The study revealed that there was no significant difference between propolis samples in antibacterial activity, however the yeasts were shown to be more sensitive to eucalyptus-propolis. Gram negative bacteria were susceptible to none of the samples tested.     

Composition and functional properties of propolis (bee glue): A review

Propolis is a natural substance collected by honey bees from various plants such as, poplar, palm, pine, conifer secretions, gums, resins, mucilage and leaf buds. It is collected and brought very painstakingly by honey bees to be used for sealing cracks and crevices occurring in their hives. Originally, it as an antiseptic meant for preventing bee-hive from microbial infections along with preventing decomposition of intruders. Additionally, propolis has been used in folk medicine for centuries. The biological characteristics of propolis depend upon its chemical composition, plant sources, geographical zone and seasons. More than 300 compounds have been identified in propolis such as, phenolic compounds, aromatic acids, essential oils, waxes and amino acids. Many scientific articles are published every year in different international journals, and several groups of researchers have focused their attention on the chemical compounds and biological activity of propolis.     

Propolis from the Mediterranean region: chemical composition and antimicrobial activity

The chemical composition of propolis from Bulgaria, Turkey, Greece and Algeria was investigated by GC-MS. All of them contained mainly flavonoids and esters of caffeic and ferulic acids, which indicated that their main source are buds of poplars of the taxonomic section Aegieros. Some Turkish samples contained a low percent of diterpenic acids, while in Algerian samples significant amounts of a hydroxyditerpenic acid (M=322, its structure not determined by its MS) were found. All samples showed significant antibacterial and weak to moderate antifungal activity.     

Egyptian propolis: 2. Chemical composition,antiviral and antimicrobial activities of East Nile Delta propolis

Three propolis samples from East Nile Delta, Egypt were collected. Propolis samples were investigated by GC/MS,103 compounds were identified, 20 being new for propolis. Dakahlia propolis was a typical poplar propolis but it contained two new caffeate esters and two new triterpenoids. Ismailia propolis was characterized by the presence of new triterpenic acid methyl esters and it did not contain any aromatic acids, esters and flavonoids. Sharkia propolis was characterized by the presence of caffeate esters only, some di- and triterpenoids. The antiviral (Infectious Bursal Disease Virus and Reo-Virus) and antimicrobial (Staphylococcus aureus; Escherichia coli and Candida albicans) activities of propolis samples were investigated. Dakahlia propolis showed the highest antiviral activity against Infectious Bursal Disease Virus (IBDV) and the highest antibacterial activity against Escherichia coli and the highest antifungal activity against Candida albicans. While Ismailia propolis had the highest antiviral activity against Reo-virus. Sharkia propolis showed the highest antibacterial activity against Staphylococcus aureus and moderate antiviral activity against infectious bursal disease virus and reovirus.     

In vitro antimicrobial activity of propolis samples from different geographical origins against certain oral pathogens

Propolis is an agent having antimicrobial properties, however, its composition can vary depending on the area where it is collected. In the present study, the antimicrobial activity of five propolis samples, collected from four different regions in Turkey and from Brazil, against nine anaerobic strains was evaluated. Ethanol extracts of propolis (EEP) were prepared from propolis samples and we determined minimum inhibitory concentrations (MIC) and minimum bactericidal concentrations (MBC) of EEP on the growth of test microorganisms by using agar dilution method. All strains were susceptible and MIC values ranged from 4 to 512 microg/ml for propolis activity. Propolis from Kazan-Ankara showed most effective MIC values to the studied microorganisms. MBC values of Kazan-Ankara EEP samples were ranged from 8 to 512 microg/ml. Death was observed within 4 h of incubation for Peptostreptococcus anaerobius and micros and Lactobacillus acidophilus and Actinomyces naeslundii, while 8 h for Prevotella oralis and Prevotella melaninogenica and Porphyromonas gingivalis, 12 h for Fusobacterium nucleatum, 16 h for Veillonella parvula. It was shown that propolis samples were more effective against Gram positive anaerobic bacteria than Gram negative ones. The organic chemical compositions of EEPs were determined by high-resolution gas chromatography coupled to mass spectrometry (GC-MS). The main compounds of EEPs were flavonoids such as pinobanksin, quercetin, naringenin, galangine, chrysin and aromatic acids such as cafeic acid. Because of increased antimicrobial resistance, propolis may be kept in mind in the treatment of oral cavity diseases.     

Egyptian propolis: 3. Antioxidant,antimicrobial activities and chemical composition of propolis from reclaimed lands

The free radical scavenging effect of two propolis samples collected from reclaimed land, Egypt as well as of vitamin C and caffeic acid in 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical system was determined. The antimicrobial (Staphylococcus aureus; Escherichia coli and Candida albicans) activity was also investigated. The results of the free radical scavenging effect of El-Saff and Ismailia propolis showed a concentration-dependent activity. The antioxidant activity was varied according to the examined material. It was obvious that caffeic acid and vitamin C showed the highest activity if compared with the propolis samples. El- Saff propolis had a higher antioxidant activity than Ismailia propolis, it showed a higher antibacterial activity against Staphylococcus aureus and a higher anti-fungal activity against Candida albicans. While the Ismailia propolis had a higher antibacterial activity against Escherichia coli, than El-Saff propolis. The chemical composition of propolis samples was investigated by GC/MS, where 75 compounds were identified, 22 being new for propolis. The Ismailia propolis was characterized by the presence of a highly significant amount of aromatic acid esters (47.3%) and triterpenoids (17.3%), while El-Saff propolis contained 3% and 1.9% respectively. The new esters belonged to 4-methoxyhydrocinnamic acid, hydroferulic acid and ferulic acid. El-Saff propolis had a very high significant amount (27%) of 2,6-bis-(pentanyloxy)-4-pentanylphenethanol, which is also a new compound for propolis.     

Recent development of chemical components in propolis

Propolis is a resinous substance collected by honeybees from various plant sources. On account of its chemical composition, propolis possesses several biological and pharmacological properties. In recent years, many papers have provided information concerning its composition. This review compiles data from most studies of propolis, focusing on the chemical composition of ethanol extracts of propolis (EEP), water extracts of propolis (WEP), and volatile oils from propolis (VOP). The characteristic compounds of EEP are polyphenols including flavonoids and related phenolic acids, and flavonoids are the most abundant and effective parts. They are considered to contribute more to the antibacterial, antiviral, and antioxidant effects than the other constituents. The main flavonoids in EEP are pinocembrin, galangin, chrysin, quercetin, kaempferol, and naringenin. The constituents reported to be in WEP include phenolic acids, caffeoylquinic acid, 3-mono-O-caffeoylquinic acid, caffeic acid, flavonoids, etc. The propolis volatile compounds are benzyl alcohol, benzyl acetate, cinnamic alcohol, vanillin, eudensmol, cyclohexyl benzoate, and benzyl benzoate, which are responsible for several biological properties. As a natural mixture, propolis is widely used in medicine and cosmetics, as well as being a constituent of health foods. Since propolis has been used extensively, information on its composition is not only of interest to the academic field, but also to propolis users.     

Recent development of chemical components in propolis

Propolis is a resinous substance collected by honeybees from various plant sources. On account of its chemical composition, propolis possesses several biologi-cal and pharmacological properties. In recent years, many papers have provided information concerning its composi-tion. This review compiles data from most studies of propolis, focusing on the chemical composition of ethanol extracts of propolis (EEP), water extracts of propolis (WEP), and volatile oils from propolis (VOP). The characteristic compounds of EEP are polyphenols includ-ing flavonoids and related phenolic acids, and flavonoids are the most abundant and effective parts. They are considered to contribute more to the antibacterial, antiviral, and antioxidant effects than the other constituents. The main flavonoids in EEP are pinocembrin, galangin, chrysin, quercetin, kaempferol, and naringenin. The constituents reported to be in WEP include phenolic acids, caffeoylquinic acid, 3-mono-O-caffeoylquinie acid, caffeic acid, flavonoids, etc. The propolis volatile compounds are benzyl alcohol, benzyl acetate, cinnamic alcohol, vanillin, eudensmol, cyclohexyl benzoate, and benzyl benzoate, which are responsible for several biological properties. As a natural mixture, propolis is widely used in medicine and cosmetics, as well as being a constituent of health foods. Since propolis has been used extensively, information on its composition is not only of interest to the academic field, but also to propolis users.     

Insight on Propolis from Mediterranean Countries: Chemical Composition,Biological Activities and Application Fields

This review updates the information upon the chemical composition of propolis from all Mediterranean countries as well as their biological properties and applications. The non‐volatile fraction of propolis was characterized by the presence of phenolic acids and their esters and flavonoids. Nevertheless, in some countries, diterpenes were also present: Sicily (Italy), Croatia, Malta, Creta (Greece), Turkey, Cyprus, Egypt, Libya, Algeria and Morocco. The volatile fraction of propolis was characterized by the presence of benzoic acid and its esters, mono‐ and sesquiterpenes, being the oxygenated sesquiterpene β‐eudesmol characteristic of poplar propolis, whereas the hydrocarbon monoterpene α‐pinene has been related with the presence of conifers. Regardless the chemical composition, there are common biological properties attributed to propolis. Owing to these attributes, propolis has been target of study for applications in diverse areas, such as food, medicine and livestock.     

Bioactive Attributes and Analysis of Electronic Nose Feature Signals of Colombian Stingless Bees Propolis

The volatile and non-volatile chemical composition and bioactivity of propolis from the species Apis mellifera has been widely studied, but there is very little knowledge regarding propolis of other bee species, which ultimately hinders their differentiation and potential use. In this work, 53 propolis samples of A. mellifera and four stingless bee species (Frieseomielitta sp., Melipona eburnea, Melipona sp., and Trigona sp.) were collected in Colombia. An electronic nose with 10 metal oxide semiconductor sensors (MOS) was used to generate a pattern of the representative volatile compounds of the samples. Ethanolic extracts were obtained to assess their antioxidant activity towards DPPH radical and ABTS radical cation, total phenolics, and color (CIELAB space). The results showed an overall similarity of the aromatic profiles between species. The antioxidant activity of Frieseomielitta sp. propolis was higher than that of A. mellifera and the other species, in correspondence with a higher phenolic content. CIELAB color parameter b* was the most differentiating variable among samples, indicating a variation of propolis colors between red and yellow. By combining the data from physico-chemical analysis and aromatic profile, it was possible to differentiate the propolis from each bee species, with the exception of those from Melipona sp. and Trigona sp., indicating their similarity. These results have practical significance since they are a starting point to recognizing and valuing native stingless bee propolis and their bioactive potential, which, in addition to geographical differentiation and further quality parameters evaluation, will enhance their commercial exploitation.     

Chemical composition of European propolis: expected and unexpected results

Ten propolis samples from Bulgaria, Italy and Switzerland were analyzed by GC-MS. As expected, most samples displayed the typical chemical pattern of "poplar" propolis: they contained pinocembrin, pinobanksin and its 3-O-acetate, chrysin, galangin, prenyl esters of caffeic and ferulic acids. Two samples differed significantly: one from the Graubünden Alpine region, Switzerland, rich in phenolic glycerides, and one from Sicily which contained only a limited number of phenolics and was rich in diterpenic acids.     

Effect of Egyptian propolis on the susceptibility of LDL to oxidative modification and its antiviral activity with special emphasis on chemical composition

The antioxidant activity of eight Egyptian propolis samples from different localities was evaluated by the antioxidative potential and capacity of the DPPH-ESR signal, superoxide anion generated in the xanthine-xanthine oxidase (XOD) system and low density lipoprotein (LDL) peroxidation assay. As, F, Is and D samples showed the highest antioxidative capacity and potential, respectively. The El, IsR, Is, D and So samples exhibited highly significant antioxidant activity in the XOD system and in LDL peroxidation assays. The antiviral activity of propolis samples was investigated. They showed variations in their activity; sample D induced the highest antiviral activity against Newcastle disease virus and infectious bursal disease virus. 42 Polyphenolic compounds were identified by HPLC; 13 aromatic acids, esters and alcohols were present, 29 flavonoids were identified, 6 of them being new to propolis.     

Chemical profiling and chemometric analysis of South African propolis

UPLC-ESI-MS analysis of 39 South African propolis samples was undertaken to report on the chemical composition and variability of South African propolis and to compare the chemical profiles to Brazilian samples (n = 3). Chemo-geographical patterns within South African propolis were further analysed by chemometrics. South African propolis samples displayed typical UPLC-ESI-MS fingerprints, which were different from their Brazilian counterparts. UPLC-PDA-qTOF-MS/MS was used to identify marker compounds from representative groups and 15 major phenolic acids and flavonols from common South African propolis were identified. Chemometric analysis of the UPLC-ESI-MS data revealed two distinct clusters among the South African samples and also confirmed that the South African propolis was chemically distinct from the Brazilian propolis. The majority of the samples were phytochemically congruent with propolis from the temperate regions.     

Egyptian propolis: 1-antimicrobial activity and chemical composition of Upper Egypt propolis

The antimicrobial activity of four propolis samples collected from Upper Egypt against Staphylococcus aureus; Escherichia coli and Candida albicans was evaluated. There was a variation in the antimicrobial activity according to the propolis origin. Banisweif propolis showed the highest antimicrobial activity against Staphylococcus aureus, Escherichia coli and Candida albicans, but Fayoum propolis had moderate activity against all tested pathogens. Propolis collected from Assiut and Souhag gave lower antimicrobial activity. Propolis samples were investigated by GC/MS, 71 compounds were identified, 14 being new for propolis. Banisweif propolis is characterized by the presence of 7 caffeate esters and 4 triterpenoids. Fayoum propolis showed the highest amount of lactic acid and the presence of 3 chalcones. But Assiut propolis is characterized by the presence of 4 prenylated coumarates. Souhag propolis is characterized by the presence of 5 aliphatic dicarboxylic acids and some other new compounds to propolis.     

Antibacterial activity and chemical composition of Turkish propolis

The antibacterial activities of propolis samples have been examined in vitro, according to the principles accepted for the determination of a similar activity of antibiotics with the use of solid and liquid media. It has been found that propolis extracts showed antibacterial activity through a range of commonly encountered gram positive cocci (S. aureus, beta hem. Streptococus), but had weak activity against gram negative bacteria (E. coli, P. aeruginosa). GC/MS analysis showed that propolis samples contain a variety of chemical compounds including aromatic compounds, fatty acid esters and sesquiterpenes.     

Chemical composition and biological activity of propolis from Brazilian meliponinae

Twenty-one propolis samples produced by 12 different Meliponinae species were analyzed by GC-MS. Several chemical types of stingless bees' propolis could be grouped, according to the prevailing type of compounds like: 'gallic acid", "diterpenic" and "triterpenic" types. The results confirm that neither the bee species nor the geographical location determine the chemical composition of Meliponinae propolis and the choice of its plant source, respectively. This could be explained by the fact that Meliponinae forage over short distances (maximum 500 m) and thus use as propolis source the first plant exudate they encounter during their flights. The antibacterial, antifungal and cytotoxic activities of the samples were also investigated. Most samples had weak or no activity against E. coli, weak action against Candida albicans. Some of them showed significant activity against St. aureus., presumably connected to the high concentration of diterpenic acids. Samples rich in diterpenic acids possessed also high cytotoxic activity (Artemia salina test).     

Analysis of bioactive compounds and chemical composition of Malaysian stingless bee propolis water extracts

Propolis is a resinous substance collected by stingless bees containing bioactive compounds which exert various biological properties. The present study focused on the evaluation of chemical profiles produced by three Indo-Malayan stingless bee propolis extracted using water. Fresh propolis was collected from the same area and ecosystem conditions in Selangor, Malaysia, namely Tetrigona apicalis, Tetrigona binghami, and Heterotrigona fimbriata. The bioactive compounds and chemical composition of propolis extracts were then analyzed using gas chromatography–mass spectrometry (GC–MS). Results showed that propolis from the three different stingless bee species consisted of major groups such as sugar (31.4%), carboxylic acid (17.1%), terpenoid (14.3%), sugar alcohol (11.4%), hydrocarbon (5.7%), aldehyde (5.7%) amino acid (2.9%) and other constituents (11.4%). Heterotrigona fimbriata displayed the highest amount for both total phenolics (13.21 mg/mL) and flavonoids (34.53 mg/mL) compared to other propolis extracts. There is also no significant difference detected between all samples since p ≤ 0.05. In conclusion, this study shows that Malaysian stingless bee propolis contain bioactive components that have great potential to be used for their therapeutic and medicinal benefits. However, more investigations and analysis of stingless bee propolis need to be carried out in order to enhance the understanding and applications of propolis in the future.     

The anticarcinogenic effect of propolis in human lymphocytes culture

The in vitro anticarcinogenic potential of propolis in human lymphocytes was investigated. Blood samples were obtained from ten healthy males, non-smoking volunteers, which were incubated and exposed to increasing concentrations of propolis (0.01, 0.05, 0.1, 0.2, 0.5, 0.7 and 1.0 ml). The mean micronucleus rates were 1.47±0.38–4.02±0.64. Mitotic index rates were between 19.45±2.22 and 0.28±0.33. The differences between the control and exposed cells were statistically significant (p0.05). We conclude that exposure to different concentrations of propolis cannot produce a carcinogenic effect in peripheral human lymphocytes in vitro. However, increasing micronucleus (MN) rates showed that propolis could have a carcinogenic effect in high concentrations.

Also chemical analysis of propolis sample was evaluated by GC/MS. Propolis sample mainly contains flavonoids, fatty and aromatic acids and their esters.     

Chemical Composition of Essential Oils and Aromatic Waters from Different Italian Anthemis maritima Populations

The chemical composition of the essential oils and aromatic waters isolated from six Italian Anthemis maritima populations was determined by GC‐FID and GC/MS analyses. In total, 122 and 100 chemical compounds were identified in the essential oils and the aromatic waters, respectively. The main compound classes represented in the oils were monoterpene hydrocarbons, oxygenated monoterpenes, sesquiterpene hydrocarbons, oxygenated sesquiterpenes, and terpene esters. Multivariate chemometric techniques such as cluster analysis (CA) and principal coordinate analysis (PCO) were used to classify the samples according to the geographical origin. Statistical analysis allowed the attribution of the analyzed populations to different chemotype groups.     

Chilean propolis: antioxidant activity and antiproliferative action in human tumor cell lines

Propolis, a natural product derived from plant resins collected by honeybees, has been used for thousands of years in traditional medicine all over the world. The composition of the propolis depends upon the vegetation of the area from where it was collected and on the bee species. In this study, we investigated the antioxidant activity of a propolis sample, provided by NATURANDES-CHILE, collected in a temperate region of central Chile. In addition, this natural compound was tested for its antiproliferative capacity on KB (human mouth epidermoid carcinoma cells), Caco-2 (colon adenocarcinoma cells) and DU-145 (androgen-insensitive prostate cancer cells) human tumor cell lines. Results showed that this Chilean propolis sample exhibits interesting biological properties, correlated with its chemical composition and expressed by its capacity to scavenge free radicals and to inhibit tumor cell growth.