Phytochemical composition and in vitro screening of the antimicrobial activity of essential oils on oral pathogenic bacteria

In this study, the activity of essential oils (EOs) against microorganisms involved in oral diseases was evaluated. Fourteen EOs were selected and subjected to gas chromatographic analysis, including Illicium verum, Eucaliptus globulus, Eugenia caryophyllata, Leptospermum scoparium, Mentha arvensis, Mentha piperita, Myrtus communis, Salvia officinalis, Melaleuca alternifolia, Rosmarinus officinalis, Lavandula x intermedia, Thymus capitatus and Thymus vulgaris. These EOs were tested for their antimicrobial activity on Streptococcus mutans and Lactobacillus species clinically isolated from dental surgery patients. The antibacterial activity was evaluated by means of the disc diffusion and the minimum inhibitory concentration (MIC). Five EOs, having shown an interesting antimicrobial activity, were selected for a second screening in combination between them and with chlorhexidine. From the second assays, two EO–EO and three EO-chlorhexidine associations gave interesting results as potential constituents of mouthwashes, especially for the contribution of oxygenated monoterpenes, including menthol, thymol and carvacrol.     

Antioxidant activity of crude extracts and essential oils from flower buds and leaves of Cistus creticus and Cistus salviifolius

Volatile oils from flowers and leaves of C. creticus L. and C. salviifolius L. were extracted by two extraction methods; namely, hydrodistillation and solid-phase micro-extraction (SPME). The chemical composition of essential oils was analyzed by GC and GC–MS. The volatile extracted from leaves and flowers of C. criticus using SPME was dominated by monoterpenes and sesquiterpenes hydrocarbon with α-pinene, camphene and α-cubebene as major components. In hydrodistillation, the oil extracted from leaves was dominated by oxygenated diterpenes and diterpenes hydrocarbon with manoyl oxide and sclarene as major components, whereas, the oil extracted from flowers was dominated by oxygenated diterpenes and diterpenes hydrocarbon with manoyl oxide and abietatriene as major components. The volatile from flowers and leaves of C. salviifolius obtained by SPME were dominated by monoterpenes and sesquiterpenes with δ-3-carene, α-pinene, β-pinene, and E-caryophyllene as major constituents. On the other hand, the oils from flowers and leaves of C. salviifolius obtained by hydrodistillation were dominated by oxygenated diterpenes, diterpenes hydrocarbon and esters with dehydro abietol, abietol, manoyl oxide and methyl octadecenoate as major components. In the leaves, the major components of the oil were manoyl oxide, E-ethyl cinnamate, and Z-ethyl cinnamate. These oils showed weak antioxidant activity when compared to the positive controls α-tocopherol, ascorbic acid, and EDTA, while the crude extracts aq. MeOH, butanol, and water showed good antioxidant activity. Discriminating between the studied plants based on the extraction method was also possible upon applying Principle component analysis (PCA) to the obtained GC–MS data.     

Phytochemical profiling and antimicrobial activity of ginger (Zingiber officinale) essential oils against important phytopathogens

The objectives of this study were to profile ginger essential oils (EOs) phytochemical constituents and antimicrobial activity against important phytopathogens. Ginger EOs was extracted using a modified Clevenger-type apparatus by hydro-distillation then followed by GCMS and headspace analysis of its phytochemical constituents. The phytoconstituents identified were monoterpenes and sesquiterpene hydrocarbons. Food poisoned and disc diffusion techniques were applied to determine the percentage inhibition of fungal mycelial and bacterial growth respectively. The EOs produced mycelial growth inhibition in all the test fungal pathogens after five days of incubation. The MIC and MFC of the EOs on the tested fungi were in the range of 1 μl/ml and 5–6 μl/ml, respectively. The bacterial growth of all the tested isolates was also affected by EOs at 100–500 µl/ml, from weak to strong antibacterial activity. The EOs affected the Xanthomonas oryzae pv. oryzae-strain A isolate most at a higher concentration of 400–500 μl/ml with mean inhibition of 20.66 mm and 22.66 mm respectively, which are found to be effective. The MIC values on the bacterial pathogens were at100 μl/ml. The inhibition zone of positive control (streptomycin) at 15 µg/disc was 25.00 mm and appeared to be efficient. Metabolomics analysis to concurrently quantify variability among multiple compounds in the data sets and identify such compounds responsible for the X. oryzae pv. oryzae-strain-A inhibition were determined. The cross-validated PLS model has shown a strong correlation between ginger EOs and bioactivity. The action of ginger EOs on the cell structure was fully identified using SEM by observing the changes in morphology and integrity of X. oryzae pv. oryzae-strain-A cells. The DMSO treatment (control) showed a normal rod shape cell, while treatment with the ginger EOs showed irregular shape with sunken surfaces, and treatment with antibiotics display abnormal growth of the cells. These findings can, therefore, propose that the ginger EOs could be used as a new antimicrobial agent in suppressing the growth of phytopathogens and as possible new alternatives to synthetic fungicides and bactericides.     

Antimicrobial flavonoids isolated from Indian medicinal plant Scutellaria oblonga inhibit biofilms formed by common food pathogens

Scutellaria oblonga Benth., a hitherto phytochemically unexplored Indian medicinal folklore plant was extracted with acetone and subjected to chromatography to yield nine flavonoids, for the first time from this plant. Antimicrobial assays were performed against 11 foodborne pathogens, and three molecules (Techtochrysin, Negletein and Quercitin-3-glucoside) depicted significant activity. These molecules were assessed for their rate of antibacterial action using time–kill curves which depicted complete inhibition of most of the bacteria within 12–16 h. The significant biofilm-reducing capability exhibited by these three molecules formed a significant finding of the current study. In most of the experiments, a 90–95% reduction in biofilms was observed. Thus, flavonoids as natural molecules from S. oblonga could be further researched to be used as potent antimicrobial and antibiofilm agents.     

Chemical composition and antimicrobial activity of the essential oils of Artemisia absinthium,Artemisia scoparia,and Artemisia sieberi grown in Saudi Arabia

Essential oils (EOs) are one of the most significant products of plant metabolites, the current research work was performed to determine and compare the chemical compositions of the EOs extracted from three different species of Artemisia (absinthium, sieberi, and scoparia) growing in Saudi Arabia and to test their antimicrobial potential against different bacterial and fungal strains. The EOs were isolated by hydro-distillation and analyzed by combining a gas chromatography–flame ionization detector (GC–FID) with the gas chromatography–mass spectroscopy (GC–MS) technique. Chemical analysis revealed that the three species had four compounds in common, i.e., limonene, camphor, terpinen-4-ol, and ethyl 2-methylbutyrate, while the main components identified in the EOs of A. absinthium and A. sieberi were cis-davanone (34.7% and 36.1%, respectively) and camphor (16.2% and 24.1%, respectively). In contrast, the keto compounds dominated in the oil of A. scoparia with 2-nonanone (55%) and 2-undecanone (24.5%) representing more than 80% of the total oil content. In addition, the antimicrobial activity of the isolated oils was evaluated by the broth microdilution method, revealing that all the EOs isolated from the examined Artemisia species displayed growth inhibiting actions in a concentration-dependent manner on selected tested microorganism species. The findings of the study also suggested that the tested EOs could be used to develop effective natural antimicrobial remedies with potential application in the fields of cosmetic industry, food manufacturing and medicine.     

Analysis of essential oils from Voacanga africana seeds at different hydrodistillation extraction stages: chemical composition,antioxidant activity and antimicrobial activity

In this study, essential oils from Voacanga africana seeds at different extraction stages were investigated. In the chemical composition analysis, 27 compounds representing 86.69–95.03% of the total essential oils were identified and quantified. The main constituents in essential oils were terpenoids, alcohols and fatty acids accounting for 15.03–24.36%, 21.57–34.43% and 33.06–57.37%, respectively. Moreover, the analysis also revealed that essential oils from different extraction stages possessed different chemical compositions. In the antioxidant evaluation, all analysed oils showed similar antioxidant behaviours, and the concentrations of essential oils providing 50% inhibition of DPPH-scavenging activity (IC₅₀) were about 25 mg/mL. In the antimicrobial experiments, essential oils from different extraction stages exhibited different antimicrobial activities. The antimicrobial activity of oils was affected by extraction stages. By controlling extraction stages, it is promising to obtain essential oils with desired antimicrobial activities.     

Chemical composition,antibacterial and antioxidant activities of essential oils from leaves of three Melaleuca species of Pakistani flora

This study presents essential oil composition of three Melaleuca species namely, Melaleuca bracteata F. Muell, Melaleuca fulgens R. Br. subsp. steedmanii and Melaleuca leucadendron (L.) L. collected from different regions of Pakistan. The chemical composition of essential oils was analyzed by GC-FID and GC–MS. Eugenol methyl ether was identified as a principal component in M. bracteata (82.3%), M. fulgens (87.8%) and M. leucadendron (95.4%) oils. In vitro antibacterial studies were done by agar well diffusion and microdilution method and the tested essential oils exhibited bacteriostatic and bactericidal effects against the tested foodborne pathogens at 4–8 µg/ml. Time kill assay showed significant bactericidal effect of oils for four weeks. The antioxidant potential was assessed by free radical scavenging activity and reducing power assay. The oils showed strong antioxidant activity with approximately 89.0–89.5% inhibition of 2,2-diphenyl-1-picrylhydrazyl radical and ferric reducing power in the range of 1.94 ± 0.007–2.04 ± 0.04% at 100 µg/ml.     

Headspace single-drop microextraction of herbal essential oils

A method employing the headspace single-drop microextraction (HS-SDME) is presented for the determination of essential oils in dried herbal leaves. By optimising the key experimental parameters, a linear response for the individual target compounds was obtained in the concentration range from LOQ to 4 mg/mL (r(2) = 0.9912-0.9998), with LODs from 3.3 up to 20.5 microg per 100 g of dried leaves, and the repeatability within the RSD of 2.1-8.9%. The HS-SDME-based procedure, enabling a rapid and simple analysis of essential oils in herbs, was applied to selected real samples (nine essential oils in four different samples) in combination with GC-FID identification and quantification of the target volatiles.     

Analysis of bitter essential oils from orange and grapefruit by high-performance liquid chromatography with microbore columns

The analysis of bitter orange and grapefruit essential oils (non-volatile fraction) was carried out by HPLC in normal- and reversed-phase mode with UV detection. These oils were compared with the sweet orange and mandarin essential oils, analyzed previously. For the identification of chromatographic peaks, fractionation by RP-HPLC was carried out. The purified fractions were analyzed by GC-MS and LC-MS. Some new compounds were found, together with many others already identified in different citrus essential oils.     

Antimicrobial active packaging combining essential oils mixture: Migration and odor control study

Thymol is an essential oil (EO), known to have excellent antimicrobial (AM) properties and can potentially be used as an active agent in AM food packages. Mixing Thymol with other EOs may help to reduce the organoleptic impact of its strong odor. In the present study, the effect of thymol, carvacrol, citral, and eugenol binary mixtures on the AM activity, migration over time, and sensory properties of polypropylene (PP)/polyamide (PA)/nanoclays composite blends active package (AP) films was examined. The release of different EOs from the polymer film was found to have a direct correlation with the odor perception of thymol. Varied EOs bearing films have shown different capacity to inhibit bacterial growth over time (Escherichia coli). Lastly, the inhibition of fungal growth on food sample using EO‐loaded films was obtained for over 50 days, indicating the potential use of the developed films as active food packaging.     

Chemical composition of essential oils from different parts of Protium heptaphyllum (Aubl.) Marchand and their in vitro antibacterial activity

Abstract

In Brazilian folk medicine, Protium heptaphyllum is used to treat inflammatory conditions and to hasten wound repair. This paper aims to investigate the chemical composition and the in vitro antibacterial effects of the essential oils (EOs) obtained from P. heptaphyllum leaves and ripe and unripe fruits against a representative panel of oral pathogens. The GC-FID and GC-MS analysis revealed that the major components determined in P. heptaphyllum essential oils were myrcene (59.0%), β-elemene (17.2%), limonene (12.9%), spathulenol (12.6%), α-cubebene (11.6%), germacrene D (10.6%), trans-nerolidol (9.8%), and α-cadinol (8.8%). The essential oils of the ripe and unripe fruits showed the strongest antibacterial activity against the anaerobic bacteria Prevotella nigrescens (MIC?=?50?µg/mL). The leaf essential oil displayed very promising activity against Streptococcus mutans (MIC?=?50?µg/mL) and Streptococcus mitis (MIC?=?62.5?µg/mL). The antibacterial activity of EOs against oral pathogens is also described for the first time.

     

Effects of irradiation in combination with waxing on the essential oils in orange peel

The study evaluated the effects of waxing and irradiation dose on the essential oils in orange peel. Mature oranges (Maroc late) waxed or unwaxed were treated with 0–2 kGy radiation. Volatiles in the peel were extracted and analyzed by G.C. D-limonene was significantly lower (P0.05) in waxed oranges; levels in samples treated with 2 kGy were higher than those treated with 0 or 1 kGy. Linalool, methyl anthranilate and 3.7-dimethyl-2.6-octadienal decreased as the dose increased. The analysis of variance indicates that only linalool was influenced by post-irradiation storage time. The level of this compound increased with storage time.     

Comparative study of the chemical profiling,antioxidant and antimicrobial activities of essential oils of different parts of Thymus willdenowii Boiss & Reut

The analysis of Thymus willdenowii Boiss &; Reut essential oils (TW EOs) shows 33 components accounting for (96.3–97.7%) of all identified. The main constituents of TW EOs were thymol (35.5–47.3%), p-cymene (13.9–23.8%), γ-terpinene (8.9–20.3%). The antioxidant assays revealed that all TW EOs tested showed strong activities, the antimicrobial effect of TW EOs has been tested against isolated clinical strains of Proteus mirabilis (ATCC 35659), Escherichia coli (ATCC 25922), Candida albicans (ATCC 10231), Bacillus cereus (ATCC 10876), and Aspergillus brasilliensis (ATCC 16404). The antimicrobial test indicates that TW EOs show an inhibition effect against all the tested bacteria with a MIC of 6.9 to 27.6 μg/mL^?1. These results proving that the essential oils extracted from Thymus willdenowii Boiss &; Reut may be a new potential source of natural antimicrobial applied in pharmaceutical and food industries.     

Correlation between chemical composition and radical scavenging activity of 10 commercial essential oils: Impact of microencapsulation on functional properties of essential oils

A comparative study was carried out on the essential oils of 10 aromatic plants that are extensively used in Egypt for their distinctive aroma and functional properties. Each essential oil (EO) was characterized by means of gas chromatography-mass spectrometry (GC–MS) analysis and evaluated for its radical scavenging activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2-azinobis (2-ethyl-benzolhiaxoline-6-sulfonic acid)(ABTS) assays. The phenolic content of the 10 EOs was in the descending order: clove > thyme > majoram > basil > anise > chamomile > cinnamon > dill > ginger > rosemary. The radical scavenging activity of the EOs was correlated to the presence of phenolic compounds, such as eugenol, thymol, carvacrol and trans-anethol, or the synergism between the antioxidant activity of nonphenolic compounds such as terpinene-4-ol, α-terpinene, curcumene and chamazulene. Clove essential oil exhibited the highest oil content and radical scavenging activity so it was encapsulated, separately, in three coating materials. Sodium alginate showed the highest retention, encapsulation efficiency and loading capacity of clove EO. Microencapsulation in sodium alginate and chitosan improved the antioxidant activity and phenolic content of the encapsulated clove EO compared with carboxymethyl cellulose. The results support the possibility of using the encapsulated EOs as natural and easy handle antioxidants.     

Chemical composition,cytotoxicity, antimicrobial and antifungal activity of several essential oils

Essential oils (EOs) are known and used for their biological, antibacterial, antifungal and antioxidant properties. Numerous studies have shown that EOs exhibit a large spectrum of biological activities in vitro. The incidence of drug-resistant pathogens and the toxicity of antibiotics have drawn attention to the antimicrobial activity of natural products, encouraging the development of alternative treatments. The aim of this study was to analyse the phytochemical and the cytotoxic characteristic of 36 EOs; we then evaluated the antimicrobial activity of the less-toxic EOs on Gram-positive, Gram-negative and fungi strains. The results showed low cytotoxicity in seven EOs and good activity against Gram-negative and Candida spp. strains. Based on our results, EOs could be proposed as a novel group of therapeutic agents. Further experiments are necessary to confirm their pharmacological effectiveness, and to determine potential toxic effects and the mechanism of their activity in in vivo models.     

Influence of foliar spray of ethephon and water stress on the essential oil composition and impact on the cytotoxic activity of Thymus vulgaris aerial parts

Thymus vulgaris, (Lamiaceae), essential oils composition and yield, were found to be greatly influenced by water stress and growth enhancers. Therefore, three controlled cultivation conditions were applied to achieve the highest essential oil productivity of T. vulgaris. The essential oils obtained by hydro-distillation of the aerial parts were analyzed using (GC-MS). The tested plant subjected to drought showed a 66% increase in the essential oil yield, while those subjected to drought stress and foliar spray showed 57.1% increase and the regularly irrigated group with foliar spraying showed 23.8% increase relative to the control group. The cytotoxic activity of T. vulgaris essential oils was evaluated against lung (A-549), colon (HCT-116), intestinal (CACO₂) and breast (MCF-7) carcinoma using the cell viability assay. The lowest IC₅₀ values 0.44 and 0.33 μg/mL were seen against (HCT-116) and (CACO₂) cells respectively. These IC₅₀ values were lower than that of doxorubicin used as reference drug.     

SPE isolation of low‐molecular oxygen compounds from essential oils

Analytical procedures of complex mixtures frequently involve their initial pre‐fractionation to make the analysis easier or possible. Recently, SPE is frequently applied for this purpose. This article discusses the possibility of essential oil's fractionation using SPE with octadecyl modified silica. The presented results show that developed SPE with C‐18 sorbent allows for easy and total isolation (100% recovery) of low‐molecular oxygen compounds from the remaining compounds, for which the recovery exceeds 95%. The obtained recoveries are satisfactory for preliminary separation of essential oils for analytical and preparative purposes.     

On column injection-dual channel analysis of essential oils

A system to analyze a complex mixture simultaneously on two different columns after one single on-column injection is described. The splitting device, the possibilities of component identification by searching in a data base for Kovats indices on two different polarity stationary phases, and a practical example of an essential oil analysis are presented.     

Analysis of lemon and bergamot essential oils by HPLC with microbore columns

Summary Some citrus essential oils were analyzed by HPLC with both microbore and standard columns in reversed and normal phase. Volatile and non-volatile fraction were investigated. In the non-volatile fraction some coumarins have been identified. Fractions are detected spectrophotometrically at 220 nm and 320 nm before and after evaporation of samples. Some components were also identified by LC/MS.