This is the first comparative study on antimicrobial activity of essential oils (EOs) of six Achillea species (A. crithmifolia, A. distans, A. grandifolia, A. millefolium, A. nobilis, and A. ...lingulata) against ATCC and clinical microbial strains isolated from human swabs and on their toxicological potential on crustaceans. Oxygenated monoterpenes represented the major compound class in all six EOs, ranging from around 50 % (A. millefolium, A. nobilis, and A. lingulata) up to over 80 % (A. crithmifolia and A. grandifolia). Specific phytochemical profiles of the major volatiles were determined for each species. Still, borneol was the dominant compound in EOs of three yarrow species: A. distans, A. lingulata, and A. millefolium. Other major compounds were 1,8‐cineole in A. crithmifolia, camphor in A. grandifolia, and artemisia ketone in A. nobilis EO. Antimicrobial activities of EOs were examined by a microdilution method revealing inhibitory action against all 15 studied strains in the range of 0.07–20.00 mg/mL (MICs). High toxicity (LC50 <100 μg/mL) in Artemia salina acute toxicity bioassay was a shared characteristic, appearing in five out of six tested EOs, i. e., those isolated from A. lingulata, A. millefolium, A. distans, A. nobilis, and A. grandifolia. In both types of biological tests, A. lingulata EO has shown the highest and A. crithmifolia EO the lowest potential. The strongest activities, recorded for EO of A. lingulata, which was the only studied species from the section Anthemoideae, may be explained by its somewhat unusual chemical composition. According to the obtained results, the second dominant compound of this EO is γ‐palmitolactone, which may be a significant agent regarding the antimicrobial activity and toxicity to crustaceans, either on its own or in union with other components, and it may be a suitable topic for further research.
Microbial infectious diseases continue to be one of the leading causes of morbidity and mortality. It has been estimated that microbial species comprise about 60% of the Earth's biomass. This, ...together with the fact that their genetic, metabolic and physiological diversity is extraordinary, makes them a major threat to the health and development of populations across the world. Widespread antibiotic resistance, the emergence of new pathogens in addition to the resurgence of old ones, and the lack of effective new therapeutics exacerbate the problems. Thus, the need to discover and develop new antimicrobial agents is critical to improve mankind's future health. Plant secondary metabolites (PSMs) offer particular promise in this sense. Plant Kingdom could be considered a rich source of the most diverse structures (e.g. there are more than 12,000 known alkaloids, more than 8,000 phenolic compounds and over 25,000 different terpenoids), many of which were proven to possess strong antimicrobial properties (e.g. thymol, eurabienol, etc.). In many instances, PSMs can be easily isolated from the plant matrix, either in pure state or in the form of mixtures of chemically related compounds. What is also important is that the development of bacterial resistance toward natural plant products (that are generally regarded as eco-friendly) has been thus far documented in a very limited number of cases (e.g. for reserpine). Having all of the mentioned advantages of PSMs as potential antimicrobials in mind, a major question arises: why is it that there are still no commercially available or commonly used antibiotics of plant origin? This review tries to give a critical answer to this question by considering potential mechanisms of antimicrobial action of PSMs (inhibition of cell wall or protein synthesis, inducing leakage from the cells by tampering with the function of the membranes, interfering with intermediary metabolisms or DNA/RNA synthesis/function), as well as their physical and chemical properties (e.g. hydrophilicity/lipophilicity, chemical stability). To address the possible synergistic/antagonistic effects between PSMs and with standard antibiotics, special attention has been given to the antimicrobial activity of PSM-mixtures (e.g. essential oils, plant extracts). Moreover, possible ways of overcoming some of PSMs molecular limitations in respect to their usage as potential antibiotics were also discussed (e.g. derivatization that would enable fine tuning of certain molecular characteristics).
The Balkan region is rich in limestone deposits, which have created one of the largest hotspots of subterranean biodiversity. This paper gives an overview of the diversity of subterranean terrestrial ...arthropods in Resava Cave in eastern Serbia. This cave is protected and has the status of a natural monument. At the same time, it is one of the most visited caves in Serbia and its surroundings. Our study comprises the results of three years of biospeleological investigations of the famous Serbian cave in combination with data from the few available literature sources on the arthropod fauna of the cave. The arthropod samples were collected both manually and with pitfall traps. A total of 107 arthropod species from the four major subphyla were registered in the cave: 66 species of Hexapoda, 27 species of Chelicerata, 11 species of Myriapoda and three species of Crustacea. For four troglobitic, 16 troglophilic and 87 trogloxenic species recorded in the cave, descriptions of their microhabitats and information on their distribution in the cave are given. Considering the medium size of Resava Cave and the lack of permanent water flow in the two main levels on the one hand, and the large number of arthropod species recorded on the other, the cave is relatively rich in hypogean terrestrial arthropod fauna compared to other caves in Serbia that have been biospeleologically studied so far.
•A new natural product 5-phenylpentyl isothiocyanate (PhPeITC) was found in horseradish.•The first direct proof of the existence of a 5-phenylpentyl glucosinolate in nature.•PhPeITC and four related ...isothiocyanates were synthesised and extensively tested.•PhPeITC possesses spasmolytic activity 100 times more potent than papaverine.•Horseradish constituents showed significant cytotoxicity and antimicrobial activity.
Detailed analyses of horseradish autolysates led to the identification of a new natural product, 5-phenylpentyl isothiocyanate (PhPeITC). The structural assignment was corroborated by synthesis, and the identity unequivocally established by spectral means. The occurrence of PhPeITC is the first direct proof of the existence of a 5-phenylpentyl glucosinolate in the aerial parts of this species as one of the possible “mustard oil” precursors. To verify its possible contribution to the horseradish functional food status, horseradish above- and underground autolysates, together with five ω-phenylalkyl isothiocyanates were tested for their spasmolytic, cytotoxic and antimicrobial activities. Specifically, the cytotoxic effect on Caco-2, HeLa (cancer) and MDCK (non-cancer) cell lines was established. Additionally, the five tested ITCs exerted significant spasmolytic activity (on rat distal colon), with PhPeITC being almost 100 times more potent than papaverine. A non-selective antimicrobial activity of all ITCs was revealed in the case of 6 bacterial and 2 fungal strains.
This study focused on the essential oils (EOs) isolated from needles with twigs of three indigenous Balkan Abies species (A. alba, A. × borisii‐regis and A. cephalonica) regarding their chemical ...composition, antimicrobial activity and toxicity toward crustaceans and insects. Even though distinct phytochemical profiles of dominant volatiles were revealed for each species, β‐pinene and α‐pinene represented the first two major volatiles in all three EOs. Antimicrobial activity of EOs has shown inhibitory effect against all 17 studied strains (ATCC and respiratory isolates) in the range of 0.62–20.00 mg/mL (MICs). Further, all three EOs exhibited strong toxicity (LC50<100 μg/mL) in Artemia salina lethality bioassay, but with significant differences that depended on the EO type. Additionally, tested EOs have shown a certain level of toxicity against Drosophila melanogaster, mostly at the highest tested concentration (3 %) which caused significant prolongation of developmental time, larvicidal effect and pupal mortality. In the three biological assays performed, there was no observed inhibitory effect or weakest activity for A. alba EO. Further, A. cephalonica EO has shown the highest levels of antimicrobial activity and toxicity toward A. salina, while in relation to the insecticidal potential, A. cephalonica and A. × borisii‐regis EOs exhibited similar level of toxicity against D. melanogaster.
•Small fish farms affected the ecological parameters and diversity of diatoms.•Chemical parameters in total explained the highest portion of variability.•Water quality, based on the majority of ...diatom indices, was assessed as good.•It is suggested to use the proposed TIDRS for running waters in Serbia.•Review of Serbian legislation regarding the ecological status is necessary.
The main aim of this study was to investigate the application of benthic diatoms and the efficiency of diatom indices in water ecological assessment of rivers in Serbia, as well as the influence of trout farms on rivers water quality. Research was conducted in one year period along the Crnica and Radovanska rivers (Eastern Serbia), in 11 sampling sites (taking into account the position of trout fish farms that are built on both rivers). Results showed that fish farms affect the physical and chemical parameters, as well as diversity of the epilithic diatom assemblage along the rivers. Canonical correspondence analysis (CCA) indicated that among tested physical and chemical parameters, conductivity “EC”, water hardness “WH”, sulfates “SO42-”, ionized ammonia fraction “NH4+”, nitrates “NO3–“, “pH”, mud, stone and depth were the most important variables affecting the distribution of diatom species. A total of 206 epilithic diatom taxa were recorded in the Radovanska and 170 in the Crnica River. Based on diatom indices, trout fish farms have no significant negative impact on the water quality of the investigated rivers (indices are not enough sensitive). Redundancy analysis (RDA) showed a high degree of correlation between the majority of indices which mostly indicated to good water quality of studied rivers. TID and TDI were the only two indices indicating moderate and poor water quality of both rivers. Water quality based on the TIDRS, the first proposed diatom index for Serbia was differ in two classes in most sites compairing with TID.
Motivated by the ethnopharmacological use of
, in the present study, the antimicrobial potential of the extracted essential oil was investigated against a panel of eighteen microorganism strains. ...Additionally, anti-acetylcholinesterase and antispasmodic (isolated rat distal colon) activities, general acute toxicity (
model), and immunomodulatory properties (cytotoxicity on isolated mouse macrophages) were studied. Detailed analyses of the essential oil led to the identification of 3-methoxycuminyl 2-methylbutanoate (a new natural product) and 3-methoxycuminyl 3-methylbutanoate (a rare natural product). The obtained esters and intermediates in the synthesis of the starting alcohol (3-methoxycuminol) were subjected to a battery of 1D- and 2D-NMR experiments. The synthesized esters were additionally characterized by GC-MS, IR, and UV-Vis. The synthesized compounds (ten in total) were biologically tested in the same way as the extracted
essential oil. The obtained low acute toxicity and promising antimicrobial potential suggest that the
essential oil might partially explain the ethnopharmacological application of
plant material for the treatment of gastrointestinal infections.
The activity of superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GSH-Px), glutathione reductase (GR), and glutathione S-transferase (GST), as well as the concentrations of ...sulfhydryl (SH) groups and glutathione (GSH) were analyzed in five age classes of the Mediterranean centipede
Scolopendra cingulata
as follows: embryo, adolescens, maturus junior, maturus, and maturus senior. The data obtained showed the presence of SOD, CAT, GSH-Px, GR, GST, and SH groups in embryos. The transition from embryo to adolescens was accompanied by an increase in the activities of all studied enzymes, in response to the increased production of ROS due to the increased metabolic activity of the centipede associated with growth and development. Our results show that trends in antioxidant enzyme (AOE) activities were not uniform among adult age classes, suggesting that maturus junior, maturus, and maturus senior differentially respond and/or have different susceptibility to ROS. On the other hand, GSH concentration in embryos was undetectable, highest in adolescens and decreased in the latter part of life. Pearson correlation analysis in embryos showed that the activities of the AOEs were strongly and positively correlated with each other but negatively correlated with GSH and SH groups. At later age classes, SOD, CAT, GSH-Px, GR, GSH, and SH groups were no longer significantly correlated with GST. In the discriminant analysis, the variables that separated the age classes were GR, GST, SH groups, and body length. Body length was directly related to the age of individuals, clearly indicating that development/aging affects the regulation of antioxidant defense in this species.
Immortelle (Helichrysum italicum, Asteraceae) essential oil has been widely used in alternative medicine to accelerate wound healing, as well as in cosmetic products to stimulate skin regeneration ...and to reduce the appearance of wrinkles. It is also considered a natural and safe culinary spice that could also be applied in the food industry as a preservative in the future. The therapeutic efficacy of this oil changes with the natural variability of the composition. Herein we tested and mutually compared the antimicrobial and anti-inflammatory activities of four commercial immortelle oils differing in the relative amounts of marker compounds, i.e. neryl esters, α-pinene, γ- and ar-curcumenes, and β-diketones. The anti-inflammatory effect of selected chromatographic fractions, enriched in the aforementioned constituents, was evaluated by studying toxicity toward rat peritoneal macrophages, their nitric oxide production, myeloperoxidase, and arginase activities. Subsequently, the compositional and activity data were subjected to a multivariate statistical treatment to reveal the possible correlation(s) between the percentage of essential-oil constituents and the observed activities. The obtained results imply that immortelle oil efficiency as an antimicrobial and/or anti-inflammatory agent is most plausibly a result of a synergistic action between its constituents, and/or, rather unexpectedly, the presence of some minor constituents.
•Helichrysum italicum essential oil (EO) is used to promote wound healing.•Variations in the EO composition apparently affect its toxicity/bioactivity.•The tested EOs displayed strong antimicrobial and anti-inflammatory effects.•Unexpected links between the constituent amount and the toxicity were established.•Minor constituent presence and synergistic action define the modus operandi.
Neurotoxic thujones (α- and β-diastereoisomers) are common constituents of plant essential oils. In this study, we employed a statistical approach to determine the contribution of thujones to the ...overall observed behaviour-modulating and toxic effects of essential oils (Salvia officinalis L., Artemisia absinthium L., Thuja occidentalis L. and Tanacetum vulgare L.) containing these monoterpene ketones. The data from three in vivo neuropharmacological tests on rats (open field, light-dark, and diazepam-induced sleep), and toxicity assays (brine shrimp, and antimicrobial activity against a panel of microorganisms), together with the data from detailed chemical analyses, were subjected to a multivariate statistical treatment to reveal the possible correlation(s) between the content of essential-oil constituents and the observed effects. The results strongly imply that the toxic and behaviour-modulating activity of the oils (hundreds of constituents) should not be associated exclusively with thujones. The statistical analyses pinpointed to a number of essential-oil constituents other than thujones that demonstrated a clear correlation with either the toxicity, antimicrobial effect or the activity on CNS. Thus, in addition to the thujone content, the amount and toxicity of other constituents should be taken into consideration when making risk assessment and determining the regulatory status of plants in food and medicines.
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•The presence of thujones in essential oils is the reason for long-lasting concerns regarding their safety.•The impact of thujone content in four common essential oils on various aspects of their toxicity was evaluated.•Statistical analyses of the compositional/toxicity data disclosed constituent(s) responsible for the observed toxic actions.•Many constituents contribute to the overall toxicity of these oils or even surpass thujones in their cyto- and neurotoxicity.
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