Insecticidal activity against Bemisia tabaci biotype B of peel essential oil of Citrus sinensis var. pear and Citrus aurantium cultivated in northeast Brazil

The fumigant action of peel essential oils of Citrus sinensis var. pear (pear orange = PO) and C. aurantium (bitter orange = BO) from the northeast of Brazil were evaluated against Bemisia tabaci biotype B and compared with eugenol as a positive control. The oil concentration in the PO at 8.5 microL/L of air caused 97% mortality, while the oil concentration of BO at 9.5 microL/L of air caused 99% mortality. However, the LC50 estimates for both oils (LC50 = 3.80 microL/L of air for PO and LC50 = 5.80 microL/L of air for BO) did not differ from each other, but they did when compared with eugenol (LC50 = 0.20 microL/L of air). Regarding their effects on oviposition, the Citrus oils showed concentration-response dependence, reducing the number of eggs as the concentration increased, which was not observed for eugenol. The minimum concentrations of the oils that caused a significant reduction in the egg lay were 3.5 and 7.0 microL/L of air for BO and PO, respectively. These results suggest that oils from PO and BO peels may be promising as models to develop new insecticides that might be applied into the integrated management of whiteflies.     

Acaricidal activity against Tetranychus urticae and essential oil composition of four Croton species from Caatinga biome in northeastern Brazil

Volatile components of essential oils from the leaves and stems of Croton jacobinensis, C. rhamnifolius, C. muscicapa and C. micans, which are medicinal plants found in the Caatinga biome of northeastern Brazil, were analyzed using GC and GC/MS. The acaricidal activity of these oils against Tetranychus urticae was evaluated using the fumigation method. Oil yields from the Croton species ranged from 1.1 +/- 0.0 to 0.6 +/- 0.0%, w/w, for leaves and 0.7 +/- 0.0 to 0.1 +/- 0.0% for stems. Sesquiterpenoids were dominant in all oils, except the stem oil from C. rhamnifolius, which exhibited a high monoterpene content, and the leaf and stem oils from C. muscicapa, which were rich in phenylpropanoids. The major volatile components of the leaf and stem oils from C. jacobinensis were (Z)-alpha-atlantone (24.3 +/- 0.4%) and trans-isolongifolanone (22.8 +/- 0.5%), respectively. The most abundant constituents detected in C. rhamnifolius were alpha-cedrene epoxide (23.3 +/- 0.1%) and caryophyllene oxide (21.9 +/- 0.0%) in the leaf oil, and camphor (16.6 +/- 0.5%) and tricyclene (12.8 +/- 0.1%) in the stem oil. Foenicolin was the main compound identified in the leaf (50.6 +/- 0.2%) and stem (72.7 +/- 0.6%) oils of C. muscicapa, while alpha-bulnesene (32.9 +/- 0.2%) and guaiol (17.9 +/- 0.7%) were the principal components of C. micans oils. These oils exhibited a high degree of toxicity in the fumigation assay. The stem oils from C. jacobinensis and C. rhamnifolius exhibited high lethality rates, with LC50 values of 0.3 and 0.2 microL/L of air after 24 h, respectively. The results suggest the potential use of stem essential oil, especially from C. rhamnifolius and C. jacobinensis, for the integrated control of Tetranychus urticae.     

Chemical composition and insecticidal activity against Sitophilus zeamais of the essential oils derived from Artemisia giraldii and Artemisia subdigitata

The aim of this research was to determine the chemical composition and insecticidal activity of the essential oils derived from flowering aerial parts of Artemisia giraldii Pamp. and A. subdigitata Mattf. (Family: Asteraceae) against the maize weevil (Sitophilus zeamais Motsch.). Essential oils of aerial parts of A. giraldii and A. subdigitata were obtained from hydrodistillation and investigated by GC and GC-MS. A total of 48 and 33 components of the essential oils of A. giraldii and A. subdigitata were identified, respectively. The principal compounds in A. giraldii essential oil were β-pinene (13.18%), iso-elemicin (10.08%), germacrene D (5.68%), 4-terpineol (5.43%) and (Z)-β-ocimene (5.06%). 1,8-Cineole (12.26%) and α-curcumene (10.77%) were the two main components of the essential oil of A. subdigitata, followed by β-pinene (7.38%), borneol (6.23%) and eugenol (5.87%). The essential oils of A. giraldii and A. subdigitata possessed fumigant toxicity against the maize weevils with LC50 values of 6.29 and 17.01 mg/L air, respectively. The two essential oils of A. giraldii and A. subdigitata also exhibited contact toxicity against S. zeamais adults with LD50 values of 40.51 and 76.34 μg/adult, respectively. The results indicated that the two essential oils show potential in terms of fumigant and contact toxicity against grain storage insects.     

Chemical composition and insecticidal activity of the essential oil of Amethystea caerulea L

The essential oil of the aerial parts of Amethystea caerulea L. was obtained from steam distillation and investigated by GC and GC-MS. The main components of the essential oil were morrilol (25.1%), 4-vinylguaiacol (14.3%) and acetoanisole (14.3%), followed by linalool (6.6%), eugenol (5.8%) and α-caryophyllene (5.2%). The essential oil showed pronounced contact toxicity against Drosophila melanogaster L. and maize weevil, Sitophilus zeamais (Motsch.), with LD(50) values of 5.18 and 50.45?μg per adult, respectively. The essential oil also possessed strong fumigant toxicity against the maize weevils with an LC(50) value of 25.39?μg?mL(-1).     

Antifungal activity of essential oil from Asteriscus graveolens against postharvest phytopathogenic fungi in apples

The essential oils of the aerial parts of Asteriscus graveolens have been studied using GC and GC-MS. Twenty-eight compounds were identified in the essential oil amounting to 94.9% of the total oil. The aerial part oils showed similar chromatographic profiles and were characterized by having a high content of oxygenated sesquiterpenes with 6-oxocyclonerolidol (66.7% +/- 5.5) and 6-hydroxycyclonerolidol (8.8% +/-1.2) as the major components. The antifungal effect of the essential oil from A. graveolens leaves was evaluated in vitro against three phytopathogenic fungi of apples (Alternaria sp., Penicillium expansum, and Rhizopus stolonifer). The results suggest that this essential oil has fungicidal properties towards Alternaria sp. from direct contact assay at 0.2% (v/v) and to P. expansum from vapor assay tests at 80 microL.     

Components and insecticidal activity against the maize weevils of Zanthoxylum schinifolium fruits and leaves

In our screening program for new agrochemicals from Chinese medicinal herbs and wild plants, Zanthoxylum schinifolium essential oils were found to possess strong insecticidal activity against the maize weevil Sitophilus zeamais. The essential oils of Z. schinifolium fruits and leaves were extracted via hydrodistillation and investigated by GC and GC-MS. Estragole (69.52%) was the major compound of the essential oil of fresh fruits, followed by linalool (8.63%) and limonene (4.34%) and 94.33% of the total components were monoterpenoids. The main components of the essential oil of fresh leaves were linalool (12.94%), ar-tumerone (8.95%), limonene (6.45%) and elixene (5.43%) and only 50.62% were monoterpenoids. However, the essential oil from purchased fruits contained linalool (33.42%), limonene (13.66%) and sabinene (5.72%), followed by estragole (4.67%), nerol (4.56%) and 4-terpineol (4.27%). Estragole, linalool and sabinene were separated and purified by silica gel column chromatography and preparative thin layer chromatography, and further identified by means of physicochemical and spectrometric analysis. The essential oil from the fresh fruits (LD?? = 15.93 μg/adult) possessed two times more toxicity to the insects compared with that of fresh leaves (LD?? = 35.31 μg/adult). Estragole, linalool and sabinene exhibited contact activity against S. zeamais with LD?? values of 17.63, 13.90 and 23.98 μg/adult, respectively. The essential oils of Z. schinifolium possessed strong fumigant toxicity against S. zeamais adults with LC?? values of 13.19 mg/L (fresh fruits), 24.04 mg/L (fresh leaves) and 17.63 mg/L (purchased fruits). Estragole, linalool and sabinene also exhibited strong fumigant toxicity against the maize weevils with LC?? values of 14.10, 10.46 and 9.12 mg/L, respectively.     

Chemical constituents and larvicidal activity of Hymenaea courbaril fruit peel

The chemical compositions of the essential oils from the peel of ripe and unripe fruits of Hymenaea courbaril L., obtained by hydrodistillation, were analyzed by GC and GC-MS. The main constituents of the essential oil from the peel of the ripe fruits were the sesquiterpenes alpha-copaene (11.1%), spathulenol (10.1%) and beta-selinene (8.2%), while germacrene-D (31.9%), beta-caryophyllene (27.1%) and bicyclogermacrene (6.5%) were the major compounds in the oil from unripe fruits. The essential oils were tested against Aedes aegypti larvae and showed LC50 values of 14.8 +/- 0.4 microg/mL and 28.4 +/- 0.3 microg/mL for the ripe and unripe fruit peel oils, respectively. From the peel of the ripe fruits, the diterpenes zanzibaric acid and isoozic acid were isolated, along with the sesquiterpene caryolane-1,9beta-diol. To the best of our knowledge, this is the first report of this sesquiterpene in the genus. The structures of all compounds isolated were identified on the basis of their spectral data (IR, MS, 1D- and 2D-NMR) and by comparison with literature spectral data.     

Composition and antioxidant activity of essential oil of pimento (Pimenta dioica (L) Merr.) from Jamaica

The composition and antioxidant activity of the essential oil obtained through hydrodistillation of pimento berry [Pimenta dioica (L.) Merr] samples, namely P1 and P2, sourced from Jamaica, were studied. The chemical composition was analysed by GC and GC-MS methods. The antioxidant activities of the oils were evaluated in terms of their free-radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azinobis (3-ethylbenzothiazoline-6-sulphonic acid) diammonium salt (ABTS) radical cation and superoxide anion (?[image omitted]). Total phenolic content, total reducing power and metal-chelating capacity of the oils were also estimated. Forty-five constituents were identified. The major compound identified was eugenol (74.71%, 73.35%), followed by methyl eugenol (4.08%, 9.54%) and caryophyllene (4.90%, 3.30%). The antioxidant assays showed that the oils possess very high radical scavenging activities (DPPH IC(50) 4.82 ± 0.08, 5.14 ± 0.11 μg mL(-1), ABTS IC(50) 2.27 ± 0.16, 2.94 ± 0.03 μg mL(-1), superoxide IC(50) 17.78 ± 1.31, 20.65 ± 0.82 μg mL(-1)). The metal chelating capacities (IC(50) 83.62 ± 2.10, 101.77 ± 1.01 μg mL(-1)) and reducing power were also very high. The results show that the essential oils possess significant antioxidant activity which is comparable to that of pure eugenol. Therefore the oil can be utilised as a natural antioxidant which gives good flavour as well as health benefits.     

Essential Oil Composition and Stable Isotope Profile of Cultivated Ocimum campechianum Mill. (Lamiaceae) from Peru

Ocimum campechianum Mill. (Peruvian basil) is an essential oil-bearing plant of the Lamiaceae family. Volatile oil produced through steam distillation of Peruvian basil was examined to establish the aromatic and stable isotope profiles of samples (n = 9) from three different cultivated plots in Peru. The resulting essential oils were analyzed by GC/FID, GC/MS, and GC/IRMS. In accordance with findings from other researchers, multiple chemotypes, defined by the most abundant aromatic compounds, exist within these populations. Overall, 55% of samples are the eugenol chemotype (values ranging 15.4–30.2%), 33% are the methyl eugenol chemotype (values ranging 68.1–68.7%), and a single sample is a mixture of both chemotypes, containing high levels of both eugenol (38.1%) and methyl eugenol (8.6%). Stable isotope ratios, δ²H and δ¹³C, performed on prominent compounds provide supporting data for distinguishing chemotypes. Complete aromatic profiles, stable isotope ratios, and essential oil yield are established for each sample. This study confirms the existence of multiple chemotypes and, for the first time, to the author’s best knowledge, establishes stable isotope ratios for O. campechianum essential oil, which proves a useful tool in further investigating plant metabolism and determining essential oil authenticity.     

Activity of Schinus areira (Anacardiaceae) essential oils against the grain storage pest Tribolium castaneum

Essential oils extracted from leaves and fruits of Schinus areira (Anacardiaceae) were tested for their repellent, toxic and feeding deterrent properties against Tribolium castaneum (Coleoptera: Tenebrionidae) larvae and adults. A topical application assay was employed for the contact toxicity study and filter paper impregnation for the fumigant assay. A treated diet was also used to evaluate the repellent activity and a flour disk bioassay for the feeding deterrent action and nutritional index alteration. The essential oil of the leaves contained mainly monoterpenoids, with alpha-phellandrene, 3-carene and camphene predominant, whereas that from the fruits contained mainly alpha-phellandrene, 3-carene and beta-myrcene. The leaf essential oil showed repellent effects, whereas that from the fruit was an attractant. Both oils produced mortality against larvae in topical and fumigant bioassays, but fumigant toxicity was not found against adults. Moreover, both essential oils produced some alterations in nutritional index. These results show that the essential oils from S. areira could be applicable to the management of populations of Tribolium castaneum.     

Chemical and biological analyses of the essential oils and main constituents of Piper species

The essential oils obtained from leaves of Piper duckei and Piper demeraranum by hydrodistillation were analyzed by gas chromatography-mass spectrometry. The main constituents found in P. demeraranum oil were limonene (19.3%) and β-elemene (33.1%) and in P. duckei oil the major components found were germacrene D (14.7%) and trans-caryophyllene (27.1%). P. demeraranum and P. duckei oils exhibited biological activity, with IC(50) values between 15 to 76 μg mL(-1) against two Leishmania species, P. duckei oil being the most active. The cytotoxicity of the essential oils on mice peritoneal macrophage cells was insignificant, compared with the toxicity of pentamidine. The main mono- and sesquiterpene, limonene (IC(50) = 278 μM) and caryophyllene (IC(50) = 96 μM), were tested against the strains of Leishmania amazonensis, and the IC(50) values of these compounds were lower than those found for the essential oils of the Piper species. The HET-CAM test was used to evaluate the irritation potential of these oils as topical products, showing that these oils can be used as auxiliary medication in cases of cutaneous leishmaniasis, with less side effects and lower costs.     

Essential oil composition, cytotoxic and antibacterial activities of five Etlingera species from Borneo

Essential oils obtained by hydrodistillation from the rhizomes of Etlingera pyramidosphaera (K. Schum.) R. M. Sm, E. megalocheilos (Griff.) A.D. Poulsen, comb. nov., E. coccinea (Blume) S. Sakai & Nagam, E. elatior (Jack) R. M. Sm, and E. brevilabrum (Valeton) R. M. Sm were analyzed by GCMS. The highest oil yield was obtained from E. pyramidosphaera (0.45%), followed by E. elatior (0.38%), E. coccinea (0.30%), E. brevilabrum (0.28%) and E. megalocheilos (0.25%). The major constituents of the essential oils were oxygenated monoterpenes, followed by sesquiterpenes, oxygenated sesquiterpenes, oxygenated diterpenes and diterpenes. The essential oils from E. pyramidosphaera and E. brevilabrum exhibited the best cytotoxicity against MCF 7 (LC50: 7.5 +/- 0.5 mg mL(-1)) and HL 60 (LC50: 5.0 mg mL(-1)), respectively. Strong inhibition was also observed for the essential oils of E. coccinea and E. megalocheilos against Staphylococcus aureus (MIC: 8.0 +/- 0.5 mg mL(-1), and 5.0 +/- 0.5 mg mL(-1)) and Streptococcus pyrogenes (MIC: 6.0 +/- 0.5 mg mL(-1) and 8.0 +/- 0.5 mg mL(-1)).     

Antioxidant activity and chemical composition of essential oil from Atriplex undulata

The essential oil from aerial parts (stems and leaves) of Atriplex undulata (Moq) D. Dietr. (Chenopodiaceae) has been studied for its in vitro antioxidant activity. The chemical composition of the oil obtained by hydrodistillation was determined by GC and GC-MS. The major constituents were p-acetanisole (28.1%), beta-damascenone (9.3%), beta-ionone (5.1%), viridiflorene (4.7%) and 3-oxo-alpha-ionol (2.2%). The antioxidant activity of the oil was determined by two methods: Crocin bleaching inhibition (Krel = 0.72 +/- 0.15) and scavenging of the DPPH radical (IC50 = 36.2 +/- 1.6 microg/mL). The presence of active compounds like p-acetanisole, carvone, vanillin, 4-vinylguaiacol, guaiacol, terpinen-4-ol and alpha-terpineol could explain the antioxidant activity observed for this oil.     

Commercial Origanum compactum Benth. and Cinnamomum zeylanicum Blume essential oils against natural mycoflora in Valencia rice

Chemical composition of commercial Origanum compactum and Cinnamomum zeylanicum essential oils and the antifungal activity against pathogenic fungi isolated from Mediterranean rice grains have been investigated. Sixty-one compounds accounting for more than 99.5% of the total essential oil were identified by using gas chromatography (GC) and gas chromatography–mass spectrometry (GC–MS). Carvacrol (43.26%), thymol (21.64%) and their biogenetic precursors p-cymene (13.95%) and γ-terpinene (11.28%) were the main compounds in oregano essential oil, while the phenylpropanoids, eugenol (62.75%), eugenol acetate (16.36%) and (E)-cinnamyl acetate (6.65%) were found in cinnamon essential oil. Both essential oils at 300 μg/mL showed antifungal activity against all tested strains. O. compactum essential oil showed the best antifungal activity towards Fusarium species and Bipolaris oryzae with a total inhibition of the mycelial growth. In inoculated rice grains at lower doses (100 and 200 μg/mL) significantly reduced the fungal infection, so O. compactum essential oil could be used as ecofriendly preservative for field and stored Valencia rice.     

Acaricidal and repellent activity of terpenoids from seaweeds Collected in Pernambuco, Brazil

n-Hexane and dichloromethane extracts obtained from Laurencia dentroidea (Rhodophyta) and Canistrocarpus cervicornis (Phaeophyta) were investigated for their acaricidal and repellent properties against Tetranychus urticae under laboratory conditions. The two extracts displayed moderate toxicity and good repellent proprieties, and were significantly more toxic (36-fold) than the positive control (eugenol), whereas eugenol was tenfold more repellent than either seaweed extract. The sesquiterpenoid elatol (1) was isolated from L. dentroidea and the diterpenoid seco-dolastane (4R,9S,14S)-4alpha-acetoxy-9beta, 14alpha-dihydroxydolast-1(15),7-diene (2) from C. cervicornis, the chemical structures of which were characterized by NMR spectroscopic data (1H and 13C) and by comparison with literature data. These compounds exhibited moderate toxicity, but a high degree of repellent activity against T. urticae. The findings suggest that marine natural products, specifically terpenes, can be employed for the development of new pesticides and become prototype agrochemical agents.     

Chemical and biological evaluation of essential oils from two species of Myrtaceae - Eugenia uniflora L. and Plinia trunciflora (O. Berg) Kausel

The chemical composition and antimicrobial activity of essential oils obtained from leaves of two Myrtaceae species-Eugenia uniflora L. and Plinia trunciflora (O. Berg) Kausel-were determined. Analysis by GC/MS as well as determination of Kovatz indexes indicated atractylone (26.78%) and curzerene (17.96%) as major constituents of E. uniflora oil and α-cadinol (19.15%), apiole (11.15%) and cubenol (5.43%) as main components in P. trunciflora oil. Both essential oils were tested for antimicrobial activity against yeasts and bacteria. E. uniflora and P. trunciflora essential oils were active towards two Gram-positive bacteria, Streptococcus equi and Staphylococcus epidermis. In addition, biological activity of both essential oils was detected for pathogenic yeasts of the genus Candida and Cryptococcus. E. uniflora was active towards all yeast tested and exhibited interesting minimal inhibitory concentrations (0.11 to 3.75 mg/mL) across a broad spectrum of activity.     

Chemical composition and in vitro evaluation of antimicrobial and anti-acetylcholinesterase properties of the flower oil of Ferula lutea

The present work describes the chemical composition and evaluates the antimicrobial and the anti-acetylcholinesterase properties of the flower oil from the Tunisian Ferula lutea obtained by hydrodistillation and analyzed by combination of GC/FID and GC/MS. The chemical composition of the flower oil of this species is reported for the first time. Seventeen compounds were identified accounting for 94.3% of the total oil. The chemical composition of this essential oil was characterized by a high proportion of monoterpene hydrocarbons (80.4%) among which delta-3-carene (31.2%) and alpha-pinene (25.8%) were the predominant compounds. The oxygenated monoterpenes represent the second major fraction (12.0%), 2,3,6-trimethylbenzaldehyde (10.9%) being the predominant one. Furthermore, the isolated oil was tested for its antimicrobial activity using the disc-diffusion and the microdilution assays against six Gram-positive and five Gram-negative bacteria as well as towards eight Candida species. It was found that flower oil of F. lutea exhibited interesting antibacterial and anticandidal activity (MIC = 39 mcirog/mL against Escherichia coli, Staphylococcus aureus and S. epidermidis and MIC = 156 microg/mL against Candida albicans). The anti-acetylcholinesterase effect of this oil was also evaluated in this work. Results showed that this oil exhibits significant activity (IC50 =70.25 +/- 5.41 microg/mL).     

Chemical polymorphism of essential oils from populations of Laurus nobilis grown on Tunisia, Algeria and France

The compositions of the essential oils isolated from the aerial parts of tree Mediterranean populations of Laurus nobilis L. collected during the flowering phase on Tunisia, Algeria and France, were studied by GC and GC-MS. The analysis has allowed identifying 54 components. The main components were 1,8-cineole, alpha-terpinyl acetate (10-18.6%), methyl eugenol (10-22.1%), sabinene (1.2-8%), eugenol (1.2-11.7%) alpha-pinene (tr-4.5%) and beta-pinene (0.4-4.2%). The monoterpene fraction was dominant in all the oils analysed and consisted mainly of oxygenated monoterpenes. The oils from the tree populations studied showed a clear chemical polymorphism. The principal component and the hierarchical cluster analyses separated the Laurus nobilis leaf essential oils into three groups.     

Isolation of Crithmum maritimum L. volatile oil by supercritical carbon dioxide extraction and biological assays

The chemical composition of the volatile concentrate obtained by supercritical CO2 extraction of aerial parts of Crithmum maritimum L. growing spontaneously in one area of Mediterranean coast (Buggerru, Sardinia Island, Italy) and in two areas of the Atlantic coast (Figueira da Foz and S. Pedro de Moel, Portugal) was investigated by GC and GC-MS. The major oil components identified were p-cymene, beta-phellandrene, gamma-terpinene, thymol methyl ether and dillapiole. The results showed the presence of two chemotypes of C. maritimum with different dillapiole contents, ranging from 0.2 to 64.2% in Portuguese and Italian plants, respectively. The minimal inhibitory concentration (MIC) and the minimal lethal concentration (MLC) were used to evaluate the antifungal activity of the oils against yeasts and dermatophyte strains. All the oils exhibited significant antifungal activity against dermatophyte strains. The oil with the higher amount of dillapiole (64.2%) was the most active with MIC values ranging from 0.08-0.32 microL mL(-1).     

Chemical composition and insecticidal activity of the essential oil of Artemisia eriopoda against maize weevil, Sitophilus zeamais

In our screening program for new agrochemicals from local wild plants, Artemisia eriopoda was found to possess insecticidal activities against the maize weevil, Sitophilus zeamais. The essential oil of the aerial parts of A. eriopoda was obtained by hydrodistillation and investigated by GC and GC-MS. The main components of the essential oil are germacrene D (21.6%) and eucalyptol (14.2%). The essential oil possesses fumigant toxicity against S. zeamais adults with a LC50 value of 11.5 mg/L air and also shows contact toxicity against S. zeamais adults with a LD50 value of 24.8 microg/adult, respectively.