Evaluation of Fungal Volatile Organic Compounds for Control the Plant Parasitic Nematode Meloidogyne incognita.

Plant parasitic nematodes are a serious threat to crop production worldwide and their control is extremely challenging. Fungal volatile organic compounds (VOCs) provide an ecofriendly alternative to synthetic nematicides, many of which have been withdrawn due to the risks they pose to humans and the environment. This study investigated the biocidal properties of two fungal VOCs, 1-Octen-3-ol and 3-Octanone, against the widespread root-knot nematode Meloidogyne incognita. Both VOCs proved to be highly toxic to the infective second-stage juveniles (J2) and inhibited hatching. Toxicity was dependent on the dose and period of exposure. The LD50 of 1-Octen-3-ol and 3-Octanone was 3.2 and 4.6 µL, respectively. The LT50 of 1-Octen-3-ol and 3-Octanone was 71.2 and 147.1 min, respectively. Both VOCs were highly toxic but 1-Octen-3-ol was more effective than 3-Octanone. Exposure of M. incognita egg-masses for 48 h at two doses (0.8 and 3.2 µL) of these VOCs showed that 1-Octen-3-ol had significantly greater nematicidal activity (100%) than 3-Octanone (14.7%) and the nematicide metham sodium (6.1%). High levels of reactive oxygen species detected in J2 exposed to 1-Octen-3-ol and 3-Octanone suggest oxidative stress was one factor contributing to mortality and needs to be investigated further.

Potential of 3-octanone as a lure and kill agent for control of the Brown garden snail.

The brown garden snail (Cornu aspersum) is a major agricultural pest, causing damage to a wide range of economically important crops. Withdrawal or restricted use of pollutant molluscicides like metaldehyde has prompted a search for more benign control products. This study investigated the response of snails to 3-octanone; a volatile organic compound (VOCs) produced by the insect pathogenic fungus Metarhizium brunneum. Concentrations of 1 - 1000 ppm of 3-octanone were first assessed in laboratory choice assays to determine behavioural response. Repellent activity was found at 1000 ppm whereas attractance was found for the lower concentrations of 1, 10 and 100 ppm. These three concentrations of 3-octanone were carried forward in field evaluations to assess potential for use in "lure and kill" strategies. The highest concentration (100 ppm) was the most attractive to the snails but also the most lethal. Even at the lowest concentration this compound proved toxic effects making 3-octanone an excellent candidate for the development as a snail attractant and molluscicide.

Potential volatile markers of brown rice infested by the rice weevil, Sitophilus oryzae (L.) (Coleoptera: Curculionidae).

The rice weevil, Sitophilus oryzae (L.) (Coleoptera: Curculionidae) could cause significant grain loss by feeding internally on seeds. In this study, we tried to analyze the volatile compounds in non-infested and S. oryzae-infested brown rice during different storage periods to identify potential markers in S. oryzae-infested brown rice and facilitate pest monitoring during brown rice storage. Headspace solid-phase microextraction gas chromatography-mass spectrometry (HS-SPME-GC-MS) and headspace-gas chromatography-ion mobility spectrometry (HS-GC-IMS) were used to identify the volatile compounds. On the basis of GC-MS and GC-IMS data, a reliable method to distinguish between non-infested and S. oryzae-infested brown rice was discovered using partial least squares-discriminant analysis (PLS-DA). 1-Octen-3-ol, 1-hexanol and 3-octanone were co-selected as potential markers because their variable importance in projection (VIP) was greater than 1 in both models. The current study's findings lay a foundation for further research on the brown rice infestation mechanism and safe storage monitoring.

Metabolomics investigation on the volatile and non-volatile composition in enzymatic hydrolysates of Pacific oyster (Crassostrea gigas).

To investigate the differences of volatile and non-volatile metabolites between oyster enzymatic hydrolysates and boiling concentrates, molecular sensory analysis and untargeted metabolomics were employed. "Grassy," "fruity," "oily/fatty," "fishy," and "metallic" were identified as sensory attributes used to evaluate different processed oyster homogenates. Sixty-nine and 42 volatiles were identified by gas chromatography-ion mobility spectrometry and gas chromatography-mass spectrometry, respectively. Pentanal, 1-penten-3-ol, hexanal, (E)-2-pentenal, heptanal, (E)-2-hexenal, 4-octanone, (E)-4-heptenal, 3-octanone, octanal, nonanal, 1-octen-3-ol, benzaldehyde, (E)-2-nonenal, and (E, Z)-2,6-nonadienal were detected as the key odorants (OAV > 1) after enzymatic hydrolysis. Hexanal, (E)-4-heptenal, and (E)-2-pentenal were significantly associated with off-odor, and 177 differential metabolites were classified. Aspartate, glutamine, alanine, and arginine were the key precursors affecting the flavor profile. Linking sensory descriptors to volatile and nonvolatile components of different processed oyster homogenates will provide information for the process and quality improvement of oyster products.

Albizia lebbeck and Albizia zygia volatile oils exhibit anti-nociceptive and anti-inflammatory properties in pain models.

ETHNOPHARMACOLOGICAL RELEVANCE: Albizia lebbeck and Albizia zygia are used in Nigeria, South Africa and other countries for the treatment of flu, fever, pain, epilepsy, and inflammation. AIM OF THE STUDY: Application of plant essence for treating ailments is common among local communities. This research was designed to characterize the volatile compounds and evaluate the toxicity, anti-inflammatory and anti-nociceptive properties of this plant species. MATERIALS AND METHODS: The volatile oils were analysed comprehensively utilizing gas chromatography-flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS) using the HP-5 column. The toxicity was evaluated using the toxicity assay. The anti-nociceptive and anti-inflammatory assays were analysed by a hot plate, Formalin, and carrageenan-induced edema assays, respectively. RESULTS: The essential oils were obtained in a yield of 0.1% (v/w) calculated on a dry weight basis for both oils. The main compounds of A. lebbeck were 2-pentylfuran (16.4%), (E)-geranyl acetone (15.46%), (E)-α-ionone (15.45%) and 3-Octanone (11.61%), while the oil of A. zygia is mainly hexahydrofarnesyl acetone (33.14%), (E)-methyl isoeugenol (11.7%) and 2-methyl tetradecane (6.64%). The volatile oils are non-toxic to about 5000 mg/kg dose. Albizia zygia significantly (P < 0.001) suppressed the nociceptive afferent fibres in a non-dose dependent manner in comparison to A. lebbeck in the hot plate model. Both oils inhibited nociceptive mediators at both phases of the formalin-induced assay, with a maximum inhibition (100%) at the inflammatory stage. The volatile oils inhibited the Carrageenan-induced inflammation at all phases ranging from P < 0.05 to P < 0.001. The probable pro-inflammatory inhibitory mechanism might be the suppression of some pain biomarkers such as histamine, serotonin, bradykinin, and the Interleukins (ILs) induced by the edema. Volatile constituents such as ionones, eugenol derivatives and other compounds cause the anti-nociceptive and anti-inflammatory activities reported. CONCLUSION: This is the first report of the volatile oils and bioassays of Albizia zygia, while the study also confirms previous studies of A. lebbeck. Generally, the findings further prove the use of the plants as pain ameliorating agents.

Quantification of seven microbial volatile organic compounds in human serum by solid-phase microextraction gas chromatography-tandem mass spectrometry.

Microbial volatile organic compounds (MVOCs) are primary and secondary metabolites of fungal and bacterial growth. Changes in environmental conditions (e.g., humidity, light, oxygen, and carbon dioxide) influence microbial growth in indoor environments. Prolonged human exposure to MVOCs has been directly associated with sick building syndrome (SBS), respiratory irritation, and asthma-like symptoms. However, no method exists for assessing MVOC exposure by quantifying them in human serum. We developed a novel, high-throughput automated method for quantifying seven MVOCs (3-methylfuran, 2-hexanone, 2-heptanone, 3-octanone, 1-octen-3-ol, 2-ethyl-1-hexanol, and geosmin) in human serum. The method quantifies the target analytes using solid-phase microextraction gas chromatography-tandem mass spectrometry at low parts-per-billion levels. Limits of detection ranged from 0.076 to 2.77 µg/L. This method provides excellent linearity over the concentration range for the analytes, with coefficients of determination >0.992. Recovery in human serum was between 84.5% and 113%, and analyte precision ranged from 0.38% to 8.78%. The intra-day and inter-day reproducibility showed coefficients of variation ≤11% and ≤8%, respectively. Accurate and precise quantification of MVOCs is necessary for detecting and quantifying harmful human exposures in environments with active microbial growth. The method is well suited for high-throughput analysis to aid investigations of unhealthy exposures to microbial emissions.

Sensory approach and chiral analysis for determination of odour active compounds from feijoa (Acca sellowiana).

The odour-active compounds of feijoa (Acca sellowiana), were isolated by Solvent-Assisted Flavour Evaporation (SAFE). By application of GC-O and the aroma extract dilution analysis (AEDA), nineteen odorants were detected. Volatile compounds with highest flavour dilution (FD) factor were quantified by internal standard and relative response factor. On the basis of the quantitative data and odour thresholds in water, odour activity values (OAV) were calculated. High OAVs were determined for ethyl butanoate, Z-3-hexenal, linalool and methyl benzoate responsible for the fruity, green, flowery and medicinal notes. A recombination assay and omission tests, showed the relevance of Z-3-hexenal, linalool and methyl benzoate as odour active compounds in feijoa aroma. Headspace solid-phase microextraction (HS-SPME) was used in order to verified linalool enantiomeric distribution in two feijoa varieties. R-linalool was the major configuration in both varieties. Quimba variety showed an enantiomeric ratio 75:25 while for Mammoth variety, linalool enantiomeric ratio was 95:5 (R:S).

The Male-Produced Aggregation-Sex Pheromone of the Cerambycid Beetle Plagionotus detritus ssp. detritus.

The number of longhorn beetles with confirmed aggregation-sex pheromones has increased rapidly in recent years. However, the species that have been studied most intensively are pests, whereas much less is known about the pheromones of longhorn beetles that are rare or threatened. We studied the cerambycid beetle Plagionotus detritus ssp. detritus with the goal of confirming the presence and composition of an aggregation-sex pheromone. This species has suffered widespread population decline due to habitat loss in Western Europe, and it is now considered threatened and near extinction in several countries. Beetles from a captive breeding program in Sweden were used for headspace sampling. Gas chromatography-mass spectrometry revealed that collections from males contained large quantities of two compounds, identified as (R)-3-hydroxy-2-hexanone (major component) and (S)-2-hydroxy-3-octanone (minor component), in addition to smaller quantities of 2,3-hexanedione and 2,3-octanedione. None of the compounds was present in collections from females. When tested singly in a field bioassay, racemic 3-hydroxy-2-hexanone and 2-hydroxy-3-octanone were not attractive to P. detritus, whereas a 5:1 blend elicited significant attraction. Both compounds are known as components of the pheromones of conspecific beetles, but, to our knowledge, this is the first cerambycid shown to use two compounds with different chain lengths, in which the positions of the hydroxyl and carbonyl functions are interchanged between the two. The pheromone has potential as an efficient tool to detect and monitor populations of P. detritus, and may also be useful in more complex studies on the ecology and conservation requirements of this species.

1-Octanol, a self-inhibitor of spore germination in Penicillium camemberti.

Penicillium camemberti is a technologically relevant fungus used to manufacture mold-ripened cheeses. This fungal species produces many volatile organic compounds (VOCs) including ammonia, methyl-ketones, alcohols and esters. Although it is now well known that VOCs can act as signaling molecules, nothing is known about their involvement in P. camemberti lifecycle. In this study, spore germination was shown to be self-regulated by quorum sensing in P. camemberti. This phenomenon, also called "crowding effect", is population-dependent (i.e. observed at high population densities). After determining the volatile nature of the compounds involved in this process, 1-octanol was identified as the main compound produced at high-spore density using GC-MS. Its inhibitory effect was confirmed in vitro and 3 mM 1-octanol totally inhibited spore germination while 100 µM only transiently inhibited spore germination. This is the first time that self-inhibition of spore germination is demonstrated in P. camemberti. The obtained results provide interesting perspectives for better control of mold-ripened cheese processes.

Combining odours isolated from phylogenetically diverse sources yields a better lure for yellow jackets.

BACKGROUND: Invasive wasps have major impacts on bird populations and other biodiversity in New Zealand beech forests, and new solutions are needed for their management. Baits were combined from four phylogenetically diverse sources (protein and carbohydrate) to improve attraction to a level that could be used as the basis for more powerful attract-and-kill systems. Many compounds from honey, scale insect honeydew, fermenting brown sugar and green-lipped mussels were highly attractive and, when combined, outcompeted known attractants. RESULTS: The equivolumetric lure (equal parts of 3-methylbut-1-yl acetate, 2-ethyl-1-butanol, 1-octen-3-ol, 3-octanone, methyl phenylacetate and heptyl butanoate), gave a 5-10-fold improvement over the known attractant, octyl butanoate, and other previously patented lures. An economically optimised lure of the same compounds, but in a ratio of 2:1.6:1:1:2:2.4, was equally attractive as the equal-ratio lure. Pilot mass trapping attempts with this latter lure revealed that >400 wasps trap(-1) day(-1) could be caught at the peak of the season. CONCLUSION: The new lures are comprised of compounds from animals, plants and fungi, thus targeting the omnivorous behaviour of these wasps.

Olfactory Cues from Pathogenic Fungus Affect the Direction of Motion of Termites, Coptotermes formosanus.

Formosan subterranean termites, Coptotermes formosanus, tend to avoid pathogen odors when tested in Y-tube olfactometers, but approach and groom exposed nestmates to remove pathogens from their cuticle and maintain a healthy population. To better understand their differential reaction to pathogens and their odors, the relationship between odor cues and direction of motion was examined with the fungus Isaria fumosorosea K3 strain. The results indicate that nestmate odor was strongly attractive only in tests where fungal odors were present in both branches of the olfactometer. Termites generally avoid fungal odors when offered a choice without fungal odor. We also tested termite aversion to 3-octanone and 1-octen-3-ol, major surface chemical compounds of I. fumosorosea K3, and estimated the total mass of these compounds present on the conidial surface by direct extraction method. The total quantity of these chemicals on the surface of fungal conidia was estimated to be approximately 0.01 ng per 10(7) conidia. This study demonstrates a context dependent behavioral change in termites in response to the odors of pathogenic fungi.