ABSTRACT
Brazil is renowned for its extensive plant biodiversity, with emphasis on Cymbopogon, C. citratus and C. nardus, with broad antimicrobial potential. Candidemias caused by Candida albicans are highly prevalent in immunosuppressed individuals and are associated with infections by biofilms on medical devices. The aim of this study was to evaluate the antimicrobial potential of essential oils C. citratus and C. nardus against C. albicans in planktonic and biofilm forms. Essential oils were obtained by hydrodistillation and chemical composition evaluated by GC-FID and GC-MS. The minimum inhibitory concentration was determined by the broth microdilution method and the synergy effect of essential oils and amphotericin B were evaluated by the checkerboard test. Biofilm activity was determined by the XTT assay. Cytotoxicity assays performed with VERO cells and molecular docking were performed to predict the effect of oil interaction on the SAP-5 enzyme site. The results showed activity of essential oils against planktonic cells and biofilm of C. albicans. Furthermore, the oils had a synergistic effect, and low cytotoxicity. Molecular docking showed interaction between Cadinene, Caryophyllen oxide, Germacrene D with SAP-5. The results indicate that Cymbopogon spp. studied are anti-Candida, with potential for further application in therapy against infections caused by C. albicans.
Subject(s)
Antifungal Agents , Biofilms , Candida albicans , Cymbopogon , Microbial Sensitivity Tests , Molecular Docking Simulation , Oils, Volatile , Cymbopogon/chemistry , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Candida albicans/drug effects , Biofilms/drug effects , Animals , Vero Cells , Chlorocebus aethiops , Gas Chromatography-Mass SpectrometryABSTRACT
Candida albicans is the main fungal species involved in oral candidiasis, and its increasing resistance to pharmacological treatment encourages the search for improved antifungal agents. Lavandula dentata L. essential oil (LD-EO) has been recognized for its antimicrobial activity, but little is known about its role against oral C. albicans. This study evaluated the antifungal and antibiofilm activities, mechanisms of action, and toxicity of LD-EO from Brazil against oral strains of C. albicans. Antifungal activity was assessed based on Minimum Inhibitory Concentration (MIC), Minimum Fungicidal Concentration (MFC), association study with miconazole (Checkerboard method), and sorbitol and ergosterol assays. Inhibition of biofilm formation and disruption of preformed biofilm were considered when studying the effects of the product. Additionally, the toxicity of LD-EO was evaluated by a hemolysis assay on human erythrocytes. Phytochemical analysis by gas chromatography-mass spectrometry identified eucalyptol (33.1%), camphor (18.3%), and fenchone (15.6%) as major constituents. The test substance showed mainly fungicidal activity (MIC100 = 8 µg/mL; MFC = 16 µg/mL), including against two miconazole-resistant isolates of C. albicans. The effects of LD-EO were synergistic with those of miconazole and appeared not to involve damage to the fungal cell wall or plasma membrane. Its effectiveness in inhibiting biofilm formation was higher than the effect of disrupting preformed biofilm. Finally, the product exhibited low hemolytic activity at MIC. Based on the favorable and novel results described here, LD-EO could constitute a promising therapeutic alternative for oral candidiasis, including miconazole-resistant cases.
Subject(s)
Antifungal Agents , Biofilms , Candida albicans , Lavandula , Microbial Sensitivity Tests , Oils, Volatile , Biofilms/drug effects , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Antifungal Agents/pharmacology , Candida albicans/drug effects , Candida albicans/physiology , Humans , Lavandula/chemistry , Gas Chromatography-Mass Spectrometry , Hemolysis/drug effectsABSTRACT
BACKGROUND: Chicken coccidiosis is an intracellular parasitic disease that presents major challenges to the development of the commercial poultry industry. Perennial drug selective pressure has led to the multi-drug resistance of chicken coccidia, which makes the prevention and control of chicken coccidiosis extremely difficult. In recent years, natural plant products have attracted the attention of researchers due to their inherent advantages, such as the absence of veterinary drug residues. The development of these natural products provides a new direction for the prevention and treatment of chicken coccidiosis. METHODS: The anticoccidial effect of a natural plant product combination formulation (eucalyptus oil + apigenin + eugenol essential oil) was tested against Eimeria tenella in broilers. To search for the optimal concentration of the combination formulation, we screened 120 broilers in a chicken cage trial in which 100 broilers were infected with 5 × 104 sporulated Eimeria tenella oocysts; broilers receiving a decoquinate solution was set up as a chemical control. The optimal anticoccidial concentration was determined by calculating the anticoccidial index (ACI), and the suitable concentration was used as the recommended dose for a series of safety dose assessment tests, such as feed conversion ratio (FCR), hematological indices and serum biochemical indices, as well as liver and kidney sections, at onefold (low dose), threefold (medium dose) and sixfold (high dose) the recommended dose (RD). RESULTS: The results showed that this combination formulation of three plant natural products had a better anticoccidial effect than formulations containing two plant natural products or a single one, with an ACI of 169.3. The dose gradient anticoccidial test revealed that the high-dose formulation group had a better anticoccidial effect (ACI = 169.2) than the medium- and low-dose groups. The safety evaluation test showed that concentrations of the formulation at one-, three- and sixfold the RD were non-toxic to Arbor Acres broilers, indicating the high safety of the combination formulation. CONCLUSIONS: The combination formulation showed not only a moderate anticoccidial effect but also had a high safety profile for broilers. The results of this study indicate a new alternative for the prevention and control of coccidiosis in broilers.
Subject(s)
Chickens , Coccidiosis , Coccidiostats , Eimeria tenella , Eucalyptus , Eugenol , Poultry Diseases , Animals , Chickens/parasitology , Eimeria tenella/drug effects , Coccidiosis/drug therapy , Coccidiosis/veterinary , Coccidiosis/parasitology , Poultry Diseases/drug therapy , Poultry Diseases/parasitology , Coccidiostats/pharmacology , Coccidiostats/therapeutic use , Coccidiostats/administration & dosage , Eugenol/pharmacology , Eugenol/administration & dosage , Eucalyptus/chemistry , Biological Products/pharmacology , Biological Products/administration & dosage , Oocysts/drug effects , Plant Extracts/pharmacology , Plant Extracts/chemistry , Plant Extracts/administration & dosage , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Oils, Volatile/administration & dosageABSTRACT
Coriander (Coriandrum sativum L.) is a member of the Umbelliferae/Apiaceae family and one of the well-known essential oil-containing plants, in which the seeds are used in traditional medicine, and as flavoring in food preparation. Knowing the diverse chemical components of different parts of the plant, this work aims to investigate the antioxidant, the anti-inflammatory, and the immunostimulatory modulator effects of the Jordanian C. sativum's seed extracted essential oil (JCEO). Coriander oil extract was prepared by hydro-distillation method using the Clevenger apparatus. Different concentrations of coriander oil were examined by using DPPH radical scavenging assay, MTT assay, pro-inflammatory cytokine (Tumor Necrosis Factor-TNF-alpha) production in RAW264.7 murine macrophages in addition, scratch-wound assessment, NO level examination, Th1/Th2 assay, phagocytosis assay, and fluorescence imaging using DAPI stain were conducted. JCEO had a potential metabolic enhancer effect at a concentration of 0.3 mg/mL on cell viability with anti-inflammatory activities via increasing cytokines like IL-10, IL-4, and limiting NO, INF-γ, and TNF-α release into cell supernatant. Antioxidant activity was seen significantly at higher concentrations of JCEO reaching 98.7% when using 100mg/mL and minimally reaching 50% at 12.5mg/mL of the essential oil. Treated macrophages were able to attain full scratch closure after 48-hrs at concentrations below 0.3mg/mL. The seed-extracted JCEO showed significant free radical scavenging activity even at lower dilutions. It also significantly induced an anti-inflammatory effect via an increase in the release of cytokines but reduced the LPS-induced NO and TNF-α production at 0.16-0.3mg/mL. In summary, coriander essential oil demonstrated antioxidant, anti-inflammatory, and immunostimulatory effects, showcasing its therapeutic potential at specific concentrations. The findings underscore its safety and metabolic enhancement properties, emphasizing its promising role in promoting cellular health.
Subject(s)
Anti-Inflammatory Agents , Antioxidants , Coriandrum , Macrophages , Oils, Volatile , Seeds , Animals , Mice , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Seeds/chemistry , Antioxidants/pharmacology , Coriandrum/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/chemistry , Macrophages/drug effects , Macrophages/metabolism , RAW 264.7 Cells , Tumor Necrosis Factor-alpha/metabolism , Cell Survival/drug effects , Nitric Oxide/metabolism , Phagocytosis/drug effects , Cytokines/metabolism , JordanABSTRACT
Here, we report for the first time on the mechanisms of action of the essential oil of Ruta graveolens (REO) against the plant pathogen Colletotrichum gloeosporioides. In particular, the presence of REO drastically affected the morphology of hyphae by inducing changes in the cytoplasmic membrane, such as depolarization and changes in the fatty acid profile where straight-chain fatty acids (SCFAs) increased by up to 92.1%. In addition, REO induced changes in fungal metabolism and triggered apoptosis-like responses to cell death, such as DNA fragmentation and the accumulation of reactive oxygen species (ROS). The production of essential enzymes involved in fungal metabolism, such as acid phosphatase, ß-galactosidase, ß-glucosidase, and N-acetyl-ß-glucosaminidase, was significantly reduced in the presence of REO. In addition, C. gloeosporioides activated naphthol-As-BI phosphohydrolase as a mechanism of response to REO stress. The data obtained here have shown that the essential oil of Ruta graveolens has a strong antifungal effect on C. gloeosporioides. Therefore, it has the potential to be used as a surface disinfectant and as a viable replacement for fungicides commonly used to treat anthracnose in the postharvest testing phase.
Subject(s)
Antifungal Agents , Colletotrichum , Oils, Volatile , Reactive Oxygen Species , Ruta , Colletotrichum/drug effects , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Ruta/chemistry , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Reactive Oxygen Species/metabolism , Plant Diseases/microbiology , Microbial Sensitivity Tests , DNA Fragmentation/drug effectsABSTRACT
Turmeric rhizomes (Curcuma longa) and black cumin seeds (Nigella sativa) are polyherbal ingredients used for the management of cancer and other chronic inflammatory diseases in Nigerian ethnomedicine. Previous studies have shown the antioxidant, anti-inflammatory, and anticancer activities of the individual plant extracts. However, the two spices have not been biologically potentiated in their combined form. Therefore, this study obtained essential oils (EOs) from the combined spices and evaluated their inhibitory effects on free radicals, protein denaturation, and cancer proliferation. The EOs were extracted by hydro-distillation (HD) and characterized by gas chromatography-mass spectrometry (GC-MS). In vitro antioxidant assessment was conducted based on DPPH, hydrogen peroxide (H2O2), nitric oxide (NO), and ferric ion (Fe3+) radical scavenging assays. The cytotoxicity of the oil against non-tumorigenic (HEK293) and cancerous (HepG2 and HeLa) cell lines was determined following the MTT cell viability assay. An in silico molecular docking analysis of the oil constituents was also performed. Six batches of EOs I-VI were afforded, comprising twenty-two major constituents, with aromatic Ar-turmerone being the most prominent compound. There was a marked improvement in the bioactivity of the oils upon repeated HD and as a combination. The batch VI oil exhibited the best activity, with a cytotoxicity (CC50) of 10.16 ± 1.69 µg/100 µL against the HepG2 cell line, which was comparable to 5-fluorouracil (standard, CC50 = 8.59 ± 1.33 µg/100 µL). In silico molecular docking suggested δ-curcumene, Ar-curcumene, Ar-turmerol, and Ar-turmerone among the promising compounds based on their high binding energy scores with NOX2, NF-κB, and mdm2 proteins. In conclusion, the oils from the turmeric-black cumin combined possess a considerable inhibition ability against free radicals, protein denaturation, and cancer proliferation. This study's findings further underscore the effectiveness of turmeric-black cumin as a polyherbal medicinal ingredient.
Subject(s)
Antioxidants , Cell Proliferation , Curcuma , Molecular Docking Simulation , Nigella sativa , Oils, Volatile , Humans , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Curcuma/chemistry , Cell Proliferation/drug effects , Nigella sativa/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Protein Denaturation , HeLa Cells , Free Radicals/chemistry , Hep G2 Cells , Plant Extracts/pharmacology , Plant Extracts/chemistry , HEK293 Cells , Cell Survival/drug effects , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistryABSTRACT
There is considerable interest in the use of essential oils for food preservation, but their effect on the aroma profile of a product is poorly understood. This study investigated the effect of thyme essential oil (EO) addition at increasing concentrations (0.005, 0.01, 0.02, and 0.03% v/w) on the volatile compound composition of vacuum-packed minced turkey meat after storage for 8 days at 1-2 °C. The aroma profile of the meat was determined using the HS-SPME/GCMS (headspace solid-phase microextraction/gas chromatography-mass spectrometry) method. The results were also analysed by PCA (principal component analysis). The addition of thyme EO had a modifying effect on the aroma profile of meat-derived components, e.g., the formation of benzeneacetaldehyde, benzyl alcohol, 4,7-dimethylbenzofuran, hexathiane, hexanal, and 1-hexanol was reduced and the appearance of 9-hexadecenoic acid was observed in the stored samples. The increase in EO concentration affected the levels of its individual components in the meat headspace in different ways. In terms of fat rancidity indices, even a 0.005% addition of this essential oil significantly reduced the peroxide value. Quantitative descriptive analysis (QDA) showed that the addition of thyme EO reduced or masked the intensity of unpleasant odours associated with meat spoilage. In the aroma analysis, the turkey with 0.02% v/w EO scored highest, and pleasant citrus notes were found.
Subject(s)
Food Preservation , Odorants , Oils, Volatile , Thymus Plant , Turkeys , Oils, Volatile/chemistry , Thymus Plant/chemistry , Animals , Vacuum , Odorants/analysis , Food Preservation/methods , Gas Chromatography-Mass Spectrometry , Solid Phase Microextraction , Volatile Organic Compounds/analysis , Volatile Organic Compounds/chemistry , Food Packaging , Meat/analysis , Food Storage/methodsABSTRACT
The objective of this study was to analyze the chemical composition and evaluate the biological capabilities of the essential oils (EOs) extracted from leaves and stems of wild Aeschynomene indica L. plants by the hydrodistillation method. By using GC-FID/MS, fifty-six and fifty-five compounds, representing 95.1 and 97.6% of the essential oils in the leaves and stems, respectively, were characterized. The predominant constituents of A. indica EOs were (E)-caryophyllene, linalool, viridiflorol, phytol, hexadecanoic acid, trans-verbenol, and α-guaiene. The antibacterial and synergistic activities of the EOs were assessed by microdilution and checkerboard assays. The results revealed a potent inhibition and bactericidal activity against Staphylococcus aureus and Bacillus subtilis with MICs of 0.312-0.625 mg/mL. When combined with traditional antibiotics, the essential oils of A. indica possessed excellent synergistic effects against all tested bacteria. Additionally, the EOs of A. indica leaves showed higher antioxidant activity (IC50 = 0.11 ± 0.01 µg/mL) compared to the stem oil (IC50 = 0.19 ± 0.01 µg/mL) using the ABTS radical scavenging assay. The in vitro cytotoxicity of EOs against human cancer cell lines HepG2, MCF-7, A-549, and HCT-116 was examined, and MTT assays showed that the EOs possessed a significant cytotoxic potential against MCF-7 breast cancer cells, with IC50 values of 10.04 ± 1.82 and 15.89 ± 1.66 µg/mL, and a moderate cytotoxic activity against other tested cells. In conclusion, the A. indica EOs could be considered a potential source of pharmacologically active compounds.
Subject(s)
Anti-Bacterial Agents , Antioxidants , Microbial Sensitivity Tests , Oils, Volatile , Plant Leaves , Plant Stems , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Plant Leaves/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Humans , Plant Stems/chemistry , Bacillus subtilis/drug effects , Cell Line, Tumor , Staphylococcus aureus/drug effects , Plant Extracts/pharmacology , Plant Extracts/chemistryABSTRACT
Citrus black spot (CBS) is a fungal disease caused by Phyllosticta citricarpa Kiely, (McAlpine Van der Aa), with most cultivars being susceptible to infection. Currently, disease control is based on the application of protective fungicides, which is restricted due to resistance, health and environmental concerns. Although using natural products for disease management is gaining momentum, more advances are required. This study obtained the metabolic profiles of the essential oil and cuticular waxes of two citrus cultivars with a varying susceptibility to CBS infection using gas chromatography-mass spectrometry. A multivariate data analysis identified possible biomarker compounds that contributed to the difference in susceptibility between the two cultivars. Several identified biomarkers were tested in vitro for their antifungal properties against P. citricarpa. Two biomarkers, propanoic acid and linalool, were able to completely inhibit pathogen growth at 750 mg/L and 2000 mg/L, respectively.
Subject(s)
Ascomycota , Biomarkers , Citrus , Oils, Volatile , Plant Diseases , Plant Diseases/microbiology , Citrus/chemistry , Citrus/microbiology , Ascomycota/chemistry , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Gas Chromatography-Mass Spectrometry , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Acyclic Monoterpenes/pharmacology , Acyclic Monoterpenes/chemistry , MetabolomeABSTRACT
Lippia alba (Mill.) N.E.Br. ex Britton and P. Wilson is used in folk medicine of Central and South America for its biological activities: i.e., antifungal, antibacterial, antiviral, and anti-inflammatory. Based on ethnopharmacological information and the increasing interest in this species, this work aimed to test a possible wide use of its essential oil (EO) in pharmaceutical and horticultural applications. Therefore, we focused the attention on the antioxidant activity of the oil as a possible tool to overcome the oxidative stress in both applications. For this purpose, we have chosen three aggressive breast cancer cell lines and two horticultural species (Solanum lycopersicum L. and Phaseolus acutifolius L.) that are very sensitive to salt stress. We determined the antioxidant activity of L. alba EO through the quantification of phenols and flavonoids. Regarding tomato and bean plants under salt stress, L. alba EO was used for the first time as a seed priming agent to enhance plant salt tolerance. In this case, the seed treatment enhanced the content of phenolic compounds, reduced power and scavenger activity, and decreased membrane lipid peroxidation, thus mitigating the oxidative stress induced by salt. While in breast cancer cells the EO treatment showed different responses according to the cell lines, i.e., in SUM149 and MDA-MB-231 the EO decreased proliferation and increased antioxidant activity and lipid peroxidation, showing high cytotoxic effects associated with the release of lactate dehydrogenase, vice versa no effect was observed in MDA-MB-468. Such antioxidant activity opens a new perspective about this essential oil as a possible tool to counteract proliferation in some cancer cell lines and in horticulture as a seed priming agent to protect from oxidative damage in crops sensitive to salinity.
Subject(s)
Antioxidants , Lippia , Oils, Volatile , Oxidative Stress , Lippia/chemistry , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Humans , Antioxidants/pharmacology , Antioxidants/chemistry , Oxidative Stress/drug effects , Cell Line, Tumor , Phenols/pharmacology , Solanum lycopersicum/chemistry , Flavonoids/pharmacology , Flavonoids/chemistry , Breast Neoplasms/drug therapy , Breast Neoplasms/metabolism , Breast Neoplasms/pathology , Seeds/chemistryABSTRACT
Traditional pressure-sensitive microcapsules used in textiles face challenges of insufficient environmental friendliness in the production process and uncontrollable fragrance release. To address this issue, this study utilized quaternary ammonium chitosan and silica as wall materials to develop a magnetic aromatic microcapsule. The microstructure of the microcapsules was controlled by magnetic field induction, and its evolution pattern was investigated. After magnetic field induction, the microcapsules exhibited a trend of evolving from spherical to asymmetrical shapes, accompanied by significant changes in mechanical properties. Asymmetrical microcapsules showed higher adhesion and lower stiffness. When applied to cotton textiles, the cotton textiles treated with asymmetrical microcapsules released 63.40 % of lavender essential oil after 200 friction cycles, representing an 11.3 % improvement in release efficiency compared to regular microcapsules, indicating better mechanical stimulus responsiveness. Additionally, in antibacterial tests, aromatic cotton exhibited a 96.52 % inhibition ratio against Escherichia coli. In summary, this study explores methods to adjust the mechanical properties of microcapsules and the relationship between mechanical properties and microstructure, providing a new approach for functional textiles.
Subject(s)
Anti-Bacterial Agents , Capsules , Chitosan , Escherichia coli , Quaternary Ammonium Compounds , Chitosan/chemistry , Quaternary Ammonium Compounds/chemistry , Escherichia coli/drug effects , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Magnetic Fields , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Odorants/analysis , Textiles , Silicon Dioxide/chemistry , Cotton FiberABSTRACT
Essential oils (EOs) are complex and susceptible to environmental conditions, they have a wide range of biological activities and are often used to differentiate between similar species. In this study, gas chromatography-mass spectrometry (GC-MS) coupled with chemometric analysis was applied to systematically analyse and evaluate EOs constituents and antioxidant activity of six Chinese Cupressaceae taxa (Platycladus orientalis Franco, P. orientalis Franco 'Sieboldii', P. orientalis Franco 'Aurea', Juniperus chinensis Roxb., J. chinensis Roxb. 'Kaizuca', and J. sabina L.) under identical conditions. The antioxidant activity of the EOs was evaluated using 2,2 -diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulphonic acid) (ABTS), and ferric reducing power (FRAP), and the total phenolic content (TPC) of the EOs was determined by Folin-Ciocalteau reagent. In total, seventy individual constituents were identified with the main components being α-pinene, sabinene, D-limonene, bornyl acetate, δ-3-carene and ß-myrcene. Principal component analysis (PCA) and hierarchal cluster analysis (HCA) successfully discriminated the six taxa into three chemotypes and the unique chemotype revealed that J. chinensis 'Kaizuca' may be a species rather than a cultivar of J. chinensis. The results of OPLS-DA analysis showed that the three compounds screened, namely, α-pinene, sabinene, and δ-3-carene, can completely distinguish Platycladus spp. from Juniperus spp. The DPPH assay results ranged from 576.14 (J. chinensis 'Kaizuca') to 1146.12 (J. sabina) µmol eq Trolox/mL EO, while the ABTS values ranged from 1579.62 (P. orientalis 'Aurea') to 5071.82 (J. sabina) µmol eq Trolox/mL. In the FRAP assay, the values ranged from 1086.50 (J. chinensis 'Kaizuca') to 1191.18 (J. sabina) µmol eq Trolox/ml and the TPC of the EOs studied ranged from 15.17 (J. chinensis 'Kaizuca') to 39.37 (J. sabina) mg GAE/mL EO. The results consistently showed that J. sabina possessed the strongest antioxidant activity and can be preferentially used as a rich source of potentially natural antioxidants.
Subject(s)
Antioxidants , Cupressaceae , Gas Chromatography-Mass Spectrometry , Oils, Volatile , Oils, Volatile/chemistry , Oils, Volatile/analysis , Antioxidants/chemistry , Antioxidants/analysis , Gas Chromatography-Mass Spectrometry/methods , Cupressaceae/chemistry , Principal Component Analysis , Chemometrics , Juniperus/chemistryABSTRACT
In recent years, there has been a need for environmentally friendly compounds for weed management in agriculture. This study is aimed to assess the phytotoxic constituents of oils obtained from oleoresins of seven Copaifera species (known as copaiba oils). Copaiba oils were separated from the resins by hydro-distillation, and the distillates were analyzed using gas chromatography-mass spectrometry (GC-MS) to characterize their chemical compositions. Multivariate analyses and molecular networking of GC-MS data were conducted to discern patterns in the chemical composition and phytotoxic activity of the oils, with the aim of identifying key compounds associated with phytotoxic activity. Seed germination bioassay revealed strong or complete germination inhibition against the monocot, Agrostis stolonifera but not the dicot Lactuca sativa. GC-MS analysis showed variations in composition among Copaifera species with some common compounds identified across multiple species. Caryophyllene oxide and junenol were associated with the observed phytotoxic effects. Automated flash chromatography was used to isolate the major compounds of the oils. Isolated compounds exhibited differing levels of phytotoxicity compared to the oils, suggesting the importance of interactions or synergism among oil components. These findings highlight the potential of copaiba oils as natural herbicidal agents and underscore the importance of considering species-specific responses in weed management strategies.
Subject(s)
Fabaceae , Gas Chromatography-Mass Spectrometry , Germination , Oils, Volatile , Seeds , Fabaceae/chemistry , Oils, Volatile/chemistry , Oils, Volatile/toxicity , Oils, Volatile/pharmacology , Seeds/chemistry , Seeds/drug effects , Seeds/growth & development , Germination/drug effects , Plant Oils/chemistry , Plant Oils/toxicity , Plant Oils/pharmacology , Lactuca/drug effects , Lactuca/growth & development , Herbicides/pharmacology , Herbicides/chemistry , Herbicides/toxicityABSTRACT
Piper gaudichaudianum Kunth essential oil (EO) is a natural source of bioactive components, having multiple therapeutic applications. Its chemical composition is highly variable, and strictly depends on abiotic factors, resulting in various biological activities. The present study details the utilization of multiple gas chromatographic techniques alongside nuclear magnetic resonance (NMR) spectroscopy to characterize the essential oil of Piper gaudichaudianum Kunth from Brazil. Seventy-six components were identified using GC-MS analysis, while enantioselective multidimensional gas chromatography elucidated the enantiomeric distribution of eight chiral components, for the first time in the literature. Following GC-MS analysis, an unidentified component, constituting approximately 27 % of the total oil, prompted an isolation step through preparative gas chromatography. Through the combined use of nuclear magnetic resonance, GC-Fourier transform infrared spectroscopy (FTIR), and mass spectrometry (MS), the unknown molecule was structurally identified as 4-[(3E)dec-3-en-1-yl]phenol. Remarkably, it was identified as a known molecule, gibbilimbol B, and not previously listed in any MS database. Subsequently, the spectrum was included in a commercial library, specifically the FFNSC 4.0 MS database, for the first time.
Subject(s)
Gas Chromatography-Mass Spectrometry , Magnetic Resonance Spectroscopy , Oils, Volatile , Piper , Piper/chemistry , Oils, Volatile/chemistry , Oils, Volatile/analysis , Brazil , Gas Chromatography-Mass Spectrometry/methods , Spectroscopy, Fourier Transform Infrared/methods , Plant Oils/chemistry , Chromatography, Gas/methodsABSTRACT
The current research was conducted to explore, for the first time, Tagetes erecta L. (family Asteraceae) fruits from northwest Iran in terms of the chemical composition of essential and fixed oils, their cytotoxic activities, and the inhibitory effect of essential oil on the PI3K/AKT/mTOR signaling pathway. The volatile oil was obtained through hydrodistillation (Clevenger apparatus). According to gas chromatography-mass spectrometry analysis, the essential oil was rich in cyclic monoterpenoids, 2-isopropyl-5-methyl-3-cyclohexen-1-one (19.99%), D-limonene (12.75%), terpinolene (11.64%) and also the saturated fatty acid palmitic acid (19.09%). Furthermore, the seeds of T. erecta were extracted using hexane by the maceration method. The analysis of fatty acid profile of the fixed oil by gas chromatography-flame ionization detector (GC-FID) demonstrated that the most predominant fatty acids in fixed oil were linoleic acid (59.53%), palmitic acid (13.70%), stearic acid (10.20%), and oleic acid (9.20%). The cytotoxic activity of essential oil, crude oil, and fraction A (obtained from fixed oil) were evaluated by using the MTT assay on MCF7 (human breast cancer cell line), PC3 (human prostate cancer cell line), and U87MG (human glioblastoma cell line). Finally, the effect of essential oil on inhibiting the PI3K/Akt/mTOR signaling pathway was evaluated using real-time PCR. The essential oil exhibited vigorous cytotoxic activity on the U87MG cell line, with an IC50 value of 32.65 µg/mL. Interestingly, the essential oil significantly inhibited the PI3K/AKT/mTOR cascade compared to the non-treated group. Our results suggest that the essential oil holds promise as an anticancer agent for glioblastoma cell lines. To the best of our knowledge, this study is the first to report on the profile of the essential oil of T. erecta fruits and its implications for targeting the PI3K/AKT/mTOR signaling pathway.
Subject(s)
Fruit , Oils, Volatile , Signal Transduction , Tagetes , Humans , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Signal Transduction/drug effects , Tagetes/chemistry , Fruit/chemistry , Cell Line, Tumor , Iran , Proto-Oncogene Proteins c-akt/metabolism , Plant Oils/pharmacology , Plant Oils/chemistry , TOR Serine-Threonine Kinases/metabolism , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Phosphatidylinositol 3-Kinases/metabolism , Gas Chromatography-Mass Spectrometry , Cell Proliferation/drug effectsABSTRACT
Encapsulation of essential oils (EOs) is an important strategy that can be applied to intensify the stability and efficiency of these compounds in integrated pest management. The present study aimed to investigate the sub-lethal activity of polymer-based EOs nanoparticles against red flour beetle, Tribolium castaneum adults as an important critical pest of stored products. Chitosan nanoparticles (CSNPs) containing garlic and cinnamon essential oils (GEO and CEO) prepared using the ionic cross-link technique. Stability of nano-formulations evaluated over temperature and storage time. The fumigant effect (LC10, LC20, LC30) and contact toxicity (LC10, LC15, LC25) determined. In addition, the contact toxicities of EOs and their nanoparticles on nutritional indices evaluated. An olfactometer used to assess the repellent activity of EOs and EOs loaded in CSNPs (EOs@CSNPs) in sub-lethal fumigant concentrations. Characterization results showed GEO loaded in CSNPs has particle size of 231.14 ± 7.55 nm, polydispersity index (PDI) value of 0.15 ± 0.02, encapsulation efficiency (EE) percentage of 76.77 ± 0.20 and zeta potential of - 18.82 ± 0.90 mV, in which these values for the CEO loaded in CSNPs (CEO@CSNPs) changed to 303.46 ± 0.00 nm, 0.20 ± 0.05, 86.81 ± 0.00% and - 20.16 ± 0.35 mV, respectively. A lower PDI value for both CSNPs showed an appropriate NPs size distribution. Furthermore, NPs size and encapsulation efficiency did not change in various temperatures and during four months which confirm good stability of the EOs@CSNPs. In LC30 of GEO@CSNPs, the maximum repellency was determined as 66.66 ± 3.33. Among nutritional indices, in LC25 of GEO@CSNPs, the relative growth rate (RGR) (0.011 ± 0.003 mg.mg-1.day-1), relative consumption rate (RCR) (0.075 ± 0.004 mg.mg-1.day-1) and feeding deterrence index (FDI) (54.662 ± 1.616%) were more affected, so GEO@CSNPs was more effective than CEO@CSNPs. The results of repellent and anti-dietary activities of EOs and EOs@CSNPs confirmed the higher repellency and adverse effectivity on nutritional indices of Tribolium castaneum pest treated with EOs@CSNPs compared to free EOs. In conclusion, the NPs form of GEO and CEO can be a novel and efficient carrier for improving the repellent and anti-nutritional activities of EOs.
Subject(s)
Insect Repellents , Nanoparticles , Oils, Volatile , Tribolium , Animals , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Nanoparticles/chemistry , Tribolium/drug effects , Insect Repellents/pharmacology , Insect Repellents/chemistry , Chitosan/chemistry , Chitosan/pharmacology , Cinnamomum zeylanicum/chemistry , Polymers/chemistry , Particle Size , Garlic/chemistry , Insecticides/pharmacology , Insecticides/chemistryABSTRACT
Antimicrobial resistance is a global health issue, in which microorganisms develop resistance to antimicrobial drugs, making infections more difficult to treat. This threatens the effectiveness of standard medical treatments and necessitates the urgent development of new strategies to combat resistant microbes. Studies have increasingly explored natural sources of new antimicrobial agents that harness the rich diversity of compounds found in plant species. This pursuit holds promise for the discovery of novel treatments for combating antimicrobial resistance. In this context, the chemical composition, antibacterial, and antibiofilm activities of the essential oil from Croton urticifolius Lam. leaves (CuEO) were evaluated. CuEO was extracted via hydrodistillation, and its chemical constituents were identified via gas chromatography-mass spectrometry (GC/MS). The antibacterial activity of CuEO was evaluated in a 96-well plate via the microdilution method, and the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values were determined. The effect of CuEO on biofilm formation was assessed by quantifying the biomass using crystal violet staining and viable cell counting. In addition, alterations in the cellular morphology of biofilms treated with CuEO were examined using scanning electron microscopy (SEM) and laser confocal microscopy. GC/MS analysis identified 26 compounds, with elemicine (39.72%); eucalyptol (19.03%), E-caryophyllene (5.36%), and methyleugenol (4.12%) as the major compounds. In terms of antibacterial activity, CuEO showed bacteriostatic effects against Staphylococcus aureus ATCC 700698, S. aureus ATCC 25923, Staphylococcus epidermidis ATCC 12228, and Escherichia coli ATCC 11303, and bactericidal activity against S. aureus ATCC 700698. In addition, CuEO significantly inhibited bacterial biofilm formation. Microscopic analysis showed that CuEO damaged the bacterial membrane by leaching out the cytoplasmic content. Therefore, the results of this study show that the essential oil of C. urticifolius may be a promising natural alternative for preventing infections caused by bacterial biofilms. This study is the first to report the antibiofilm activity of C. urticifolius essential oil.
Subject(s)
Anti-Bacterial Agents , Biofilms , Croton , Microbial Sensitivity Tests , Oils, Volatile , Plant Leaves , Biofilms/drug effects , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Croton/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Plant Leaves/chemistry , Staphylococcus aureus/drug effects , Staphylococcus aureus/physiology , Gas Chromatography-Mass Spectrometry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Cell Membrane/drug effectsABSTRACT
The aim of this work was to evaluate the influence of halloysite clay nanoparticles - unmodified (Hal) and organically modified (mHal) - and oregano essential oil (OEO), used as an antimicrobial agent in active packaging, on the biodegradation behavior of poly(hydroxybutyrate-co-hydroxyvalerate) (PHBV) films. Five samples were prepared by melt mixing using 3 wt% clay, and 8 wt% and 10.4 wt% OEO. PHBV compositions containing OEO presented the highest rate of biodegradation, achieving 46% of mass loss after aging for 12 weeks in simulated soil. The addition of clay nanoparticles reduced the polymer's biodegradation to 32%. The compositions containing OEO showed a rough and layered surface with visible cracks, indicating degradation occurring through layer-by-layer erosion from the surface. This degradation was confirmed by the chemical changes on the surface of all samples, with a slight decrease in molar masses. The composition containing 8 wt% OEO presented an increase in the crystallization degree as a result of the preferential consumption of amorphous phase, whereas for the compositions containing clay nanoparticles, both crystalline and amorphous regions were degraded at similar rates. Therefore, the combination of additives allows the biodegradation process of PHBV to be controlled for use in the production of active packaging.
Subject(s)
Biodegradation, Environmental , Clay , Oils, Volatile , Origanum , Polyesters , Soil , Polyesters/chemistry , Clay/chemistry , Soil/chemistry , Oils, Volatile/chemistry , Origanum/chemistry , Nanoparticles/chemistry , PolyhydroxybutyratesABSTRACT
Using existing adrentimicrobials with essential oil components to prevent antimicrobial resistance is an alternative strategy. This study aimed to evaluate the resistance status, synergistic combinations, and in vitro biofilm formation activities of clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA), Stenotrophomonas maltophilia and Candida albicans against antimicrobial agents and cinnamaldehyde, carvacrol, eugenol, limonene and eucalyptol. Antimicrobial activities were evaluated by microdilution, cytotoxicity by XTT, synergy by checkerboard and time-kill, and biofilm inhibition by microplate methods. Cinnamaldehyde and carvacrol showed strong antimicrobial activity. Synergistic effects were observed when using all essential oils with antimicrobials. Only two C. albicans isolates showed antagonism with cinnamaldehyde and fluconazole. The constituents showed cytotoxic effects in the L929 cell line (except limonene). A time-kill analysis revealed a bacteriostatic effect on S. maltophilia and MRSA isolates and a fungicidal effect on C. albicans isolates. These results are important for further research to improve antimicrobial efficacy or to develop new agents.
Subject(s)
Anti-Infective Agents , Biofilms , Candida albicans , Drug Synergism , Methicillin-Resistant Staphylococcus aureus , Microbial Sensitivity Tests , Oils, Volatile , Stenotrophomonas maltophilia , Biofilms/drug effects , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Methicillin-Resistant Staphylococcus aureus/drug effects , Methicillin-Resistant Staphylococcus aureus/physiology , Candida albicans/drug effects , Candida albicans/physiology , Stenotrophomonas maltophilia/drug effects , Stenotrophomonas maltophilia/physiology , Anti-Infective Agents/pharmacology , Limonene/pharmacology , Acrolein/analogs & derivatives , Acrolein/pharmacology , Cymenes/pharmacology , Cell Line , Monoterpenes/pharmacology , Anti-Bacterial Agents/pharmacology , Terpenes/pharmacology , Eucalyptol/pharmacology , Eugenol/pharmacology , Cyclohexenes/pharmacology , MiceABSTRACT
Rhinoviruses (RVs) cause upper respiratory tract infections and pneumonia in children and adults. These non-enveloped viruses contain viral coats of four capsid proteins: VP1, VP2, VP3, and VP4. The canyon on VP1 used cell surface receptor ICAM-1 as the site of attachment and for the internalization of viruses. To date, there has been no drug or vaccine available against RVs. In this study, bioactive natural compounds of rosemary (Salvia rosmarinus L.), which are known for their pharmacological potential, were considered to target the VP1 protein. A total of 30 bioactive natural compounds of rosemary were taken as ligands to target viral proteins. The PkCSM tool was used to detect their adherence to Lipinski's rule of five and the ADMET properties of the selected ligands. Further, the CB-Dock tool was used for molecular docking studies between the VP1 protein and ligands. Based on the molecular docking and ADMET profiling results, phenethyl amine (4 methoxy benzyl) was selected as the lead compound. A comparative study was performed between the lead compound and two antiviral drugs, Placonaril and Nitazoxanide, to investigate the higher potential of natural compounds over synthetic drugs. Placonaril also targets VP1 but failed in clinical trials while Nitazoxanide was examined in clinical trials against rhinoviruses. It was discovered from this study that the (4 methoxy benzyl) phenethyl amine exhibited less toxicity in comparison to other tested drugs against RVs. More research is needed to determine its potential and make it a good medication against RVs.