3-Carene

Fumigant Toxicity and Oviposition Deterrent Activity of Volatile Constituents from Asari Radix et Rhizoma against Phthorimaea operculella (Lepidoptera: Gelechiidae).[Pubmed:33306098]

J Insect Sci. 2020 Nov 1;20(6). pii: 6030938.

Phthorimaea operculella (Zeller) is a worldwide pest of potato. Plant-borne chemicals would be potential alternatives of synthetic chemical fumigants against P. operculella in the storage. Asari Radix et Rhizoma is derived from the dry roots and rhizomes of Asarum heterotropoides Fr. Schmidt var. mandshuricum, A. sieboldii Miq. var. seoulense, or A. sieboldii. In this study, fumigant toxicity and oviposition deterrent of volatile constituents from ARR, delta-3-Carene, gamma-terpinene, terpinolene, eucarvone, 3,5-dimethoxytoluene, and methyleugenol were tested against P. operculella. The preliminary verification of preventive and control effects of eucarvone, 3,5-dimethoxytoluene and methyleugenol on P. operculella was carried out by simulating warehouse experiments. The results indicated that the six compounds above had fumigation toxic effects on the adults and eggs of P. operculella. Among them, delta-3-Carene, gamma-terpinene, and terpinolene had weaker fumigation effects than those of eucarvone, 3,5-dimethoxytoluene, and methyleugenol. The LC50 values of eucarvone, 3,5-dimethoxytoluene, and methyleugenol against adult P. operculella were 1.01, 1.78, 1.51 mg/liter air, respectively. The LC50 values against egg P. operculella were 1.09, 0.55, 0.30 mg/liter air, respectively. The oviposition deterrent experiment showed that only methyleugenol (at 5 and 1 mg/ml) and eucarvone (5 mg/ml) had a substantial oviposition deterrent effect. The simulated warehouse experiment verified that methyleugenol, eucarvone, and 3,5-dimethoxytoluene protected potatoes from P. operculella and demonstrated that methyleugenol had the best preventive and control effects. It was concluded that methyleugenol was the active ingredient with the most potential in the volatiles from ARR on P. operculella control and merit further study as botanic fumigant.

Variations of volatile flavour compounds in finger citron (Citrus medica L. var. sarcodactylis) pickling process revealed by E-nose, HS-SPME-GC-MS and HS-GC-IMS.[Pubmed:33292962]

Food Res Int. 2020 Dec;138(Pt A):109717.

The pickled products of finger citron are famous in southern China for their unique taste and flavor. Although pickling process involves complex treatments including salting, desalting, sugaring, cooking and drying, extended shelf-life up to ten years after pickling can be achieved. In this study, the variations of volatile flavour components in the pickling process of finger citron were investigated by electronic nose (E-nose), headspace solid phase microextraction-gas chromatography-mass spectrometry (HS-SPME-GC-MS) and headspace-gas chromatography-ion mobility spectrometry (HS-GC-IMS). HS-SPME-GC-MS identified 85 substances, and HS-GC-IMS identified 81 substances, including terpenoids (21), aromatic hydrocarbons (11), alcohols (11), aldehydes (10), esters (7), phenols (6), acids (5), ethers (2), ketones (2), and other species (10). Linalool, limonene, (E)-3,7-dimethyl-1,3,6-octatriene, myrcene, 3-Carene, beta-pinene, alpha-pinene, terpinolene, 1-methyl-4-(1-methylethyl)-1,4-cyclohexadiene, alpha-terpinene, (S)-beta-bisabolene, 1-isopropyl-2-methylbenzene and 1-methyl-4-(1-methylethenyl)-benzene were the stable substances at relatively high contents in finger citron at different pickling process. Salting and drying steps in the pickling process exerted greatest influence on the volatile components of finger citron. Salting promoted the generation of aldehydes, esters and acids, but led to the disappearance of alcohols, while drying promoted the generation of alcohols, phenols, aldehydes and acids at the expense of reduction in terpenoids. Our study revealed that the characteristic volatile compounds of finger citron pickled products was mainly formed by the biological reactions in the salting stage and thermal chemical transformations in the drying stage. This study also validated the suitability of E-nose combined with HS-SPME-GC-MS and HS-GC-IMS in tracking the changes of volatile components in finger citron during the pickling process.

Characterization and Analysis of Okoume and Aiele Essential Oils from Gabon by GC-MS, Electronic Nose, and Their Antibacterial Activity Assessment.[Pubmed:33255909]

Sensors (Basel). 2020 Nov 26;20(23). pii: s20236750.

Essential oil resins of Aucoumea klaineana (Okoume) and Canarium schweinfurthii (Aiele) species, of the Burseraceae family, were studied to investigate their bioactive constituents and their antibacterial activities. Aiele resin had a higher yield (6.86%) of essential oil than Okoume (3.62%). Twenty-one compounds for Okoume and eighteen for Aiele essential oil were identified using a gas chromatography-mass spectrometry (Gp-C-MS) technique. The main compounds identified in Okoume essential oil were benzenemethanol, alpha, alpha,4-trimethyl (28.85%), (+)-3-Carene (3,7,7-trimethyl bicyclo[4.1.0]hept-3-ene) (17.93%), D-Limonene ((4R)-1-methyl-4-prop-1-en-2-ylcyclohexene) (19.36%). With regard to the Aiele essential oil, we identified (1R,4S)-1-methyl-4-propan-2-ylcyclohex-2-en-1-ol (26.64%), and 1-methyl-4-propan-2-ylcyclohex-2-en-1-ol (26.83%). Two strains of bacteria, Escherichia coli and Staphylococcus aureus, were used in antibacterial tests. S. aureus was found to be more sensitive to Okoume and Aiele essential oils, with a high inhibition zone ranging from 20 to 16 mm. In comparison, the inhibition zone ranged from 6 to 12 mm for E. coli. An electronic nose (e-nose) combined with pattern analysis methods such as principal component analysis (PCA), discriminant function analysis (DFA), and hierarchical cluster analysis (HCA) were used to discriminate the essential oil samples. In summary, the e-nose and GC-MS allowed the identification of bioactive compounds in the essential oil samples, which have a strong antimicrobial activity, with satisfactory results.

Monoterpenes as therapeutic candidates to induce fetal hemoglobin synthesis and up-regulation of gamma-globin gene: An in vitro and in vivo investigation.[Pubmed:33137331]

Eur J Pharmacol. 2020 Nov 1:173700.

Pharmacologically induced production of fetal hemoglobin (HbF) is a pragmatic therapeutic strategy for the reduction of globin chain imbalance and improving the clinical severities of patients with beta-hemoglobinopathies. To identify highly desirable new therapeutic HbF-inducing agents, we screened functionally diverse ten monoterpenes, as molecular entities for their potent induction and erythroid differentiation ability in human erythroleukemia cell line (K562) and transgenic mice. Benzidine hemoglobin staining demonstrated six compounds to have significantly induced erythroid differentiation of K562 cells in a dose and time-dependent manner. This induction paralleled well with the optimal accumulated quantity of total hemoglobin in treated cultures. The cytotoxic studies revealed that three (carvacrol, 3-Carene, and 1,4-cineole) of the six compounds with their maximal erythroid expansion ability did not affect cell proliferation and were found non-toxic. Four compounds were found to have high potency, with 4-8-fold induction of HbF at both transcriptional and protein levels in vitro. Subsequently, an in vivo study with the three active non-cytotoxic compounds showed significant overexpression of the gamma-globin gene and HbF production. Carvacrol emerged as a lead HbF regulator suggested by the increase in expression of gamma-globin mRNA content (5.762 +/- 0.54-fold in K562 cells and 5.59 +/- 0.20-fold increase in transgenic mice), accompanied by an increase in fetal hemoglobin (F-cells) levels (83.47% in K562 cells and 79.6% in mice model). This study implicates monoterpenes as new HbF inducing candidates but warrants mechanistic elucidation to develop them into potential therapeutic drugs in beta-thalassemia and sickle cell anemia.

Toxicity and deleterious effects of Artemisia annua essential oil extracts on mulberry pyralid (Glyphodes pyloalis).[Pubmed:32980062]

Pestic Biochem Physiol. 2020 Nov;170:104702.

Botanical extracts are an important source of bio-pesticides and are generally considered safe to the environment. Artemisia annua L, a medicinal plant, well known for its antimalarial potential, was evaluated as a source of a type of essential oil collected during vegetative growth stage against Glyphodes pyloalis Walker. The main chemical components of the essential oil at vegetative stage of Artemisia annua was analyzed by GC- MS and contained 1,8-cineole (18.68%), Camphor (11.4%), alpha-Pinene (9.3%) and 3-Carene (6.3%). The LC50 of this plant oil was estimated to be 0.652% W/V and 2.585 muL/L air incorporated orally and fumigation, respectively. The digestive enzymes such as alpha-amylases, Proteases, Lipases and alpha- and beta-glucosidases were considereably inhibited in treated larvae compared with controls. Similarly, the amount of protein, glucose, and triglyceride were decreased in the treated larvae by methods used. The lower hemocyte numbers, nodule formation and activity of phenoloxidases after injection of Beauveria bassiana and latex beads showed its EO effect on immunity. The anatomy of the larval midgut after treatment showed degeneration in digestive cells. Emerging adult's ovaries showed significant changes in the ovarian sheath and lack of yolk spheres. The present investigation in accordance with our previous studies may ultimately lead to a formulation in controlling this notorious pest especially in mulberry orchards where the use of conventional chemicals is restricted.

Modulation of volatile release and antimicrobial properties of pink pepper essential oil by microencapsulation in single- and double-layer structured matrices.[Pubmed:32971300]

Int J Food Microbiol. 2020 Dec 16;335:108890.

The bioactivity of essential oils applied in foods to act as natural preservatives can be reduced due to interactions with other components of the food matrix. Microencapsulation can help to increase the functionality of these compounds. In addition, the electrostatic interaction between proteins and polysaccharides can result in double-layered encapsulating structures, ensuring greater protection to essential oils than using only protein as surface active agent. In this work, pink pepper essential oil was microencapsulated by spray drying of single-layer emulsions, stabilized by soy protein isolate (SPI), and of double-layer emulsions, stabilized by soy protein isolate/high methoxyl pectin (SPI/HMP). Pink pepper essential oil showed predominance of alpha-pinene, beta-pinene, beta-mircene, delta-3-Carene, d-limonene, and germacrene D. Compared to SPI microcapsules, SPI/HMP microcapsules better preserved the total volatile content identified in pure oil, showed less water adsorption during storage at relative humidity >/=75% and improved antimicrobial properties. When stored for 20 days (25 degrees C/RH = 52.8%), both microcapsules allowed more gradual release of volatiles compared with non-encapsulated oil. Microencapsulation by spray drying did not have negative effects on the antioxidant activity of the encapsulated oil, as the microcapsules showed similar results to the non-encapsulated oil, around 11 mug Trolox/mg of oil. After storage, however, the non-encapsulated oil showed greater losses of its antioxidant activity due to higher rates of volatile release. In the in vitro antimicrobial activity assay, both microcapsules inhibited growth of Staphylococcus aureus, Bacillus subtilis, Listeria monocytogenes and Listeria innocua, although no inhibition was observed against Gram-negative bacteria. When added in milk, both microcapsules reduced bacterial growth, whereas non-encapsulated oil showed no satisfactory inhibition. Faster reduction of microbial growth in milk was observed for SPI/HMP microcapsules. Inhibition results were better for skim milk than for whole milk, suggesting that the interaction of essential oil with other lipids present in milk decreased its bioactivity. Microencapsulation positively affected the functionality of pink pepper essential oil, highlighting its potential for application as a natural preservative in food products.

Quantification of Seven Terpenes in Human Serum by Headspace Solid-Phase Microextraction-Gas Chromatography-Tandem Mass Spectrometry.[Pubmed:32929965]

Environ Sci Technol. 2020 Nov 3;54(21):13861-13867.

Terpenes are a class of volatile organic hydrocarbons commonly produced by vegetation and released into the atmosphere. These compounds are responsible for the scents of pine forests, citrus fruits, and some flowers. Human terpene exposure can come from inhalation, diet, smoking, and more recently, using e-cigarettes. Terpenes are present in tobacco smoke and are used as flavor chemicals in e-liquids. The health effects of terpenes are not widely known, though several studies have suggested that they may prove useful in future medical applications. We have developed a novel, high-throughput method of quantifying seven terpenes (alpha-pinene, beta-pinene, beta-myrcene, 3-Carene, limonene, beta-caryophyllene, and alpha-humulene) in human serum to aid human-exposure investigations. This method employs headspace sampling using solid-phase microextraction (SPME) coupled to gas chromatography-tandem mass spectrometry to detect and quantify five monoterpenes and two sesquiterpenes in the low parts-per-trillion to low parts-per-billion range. The intraday and interday variability (percent error) of the method are

Using Medicinal Plants in Valmalenco (Italian Alps): From Tradition to Scientific Approaches.[Pubmed:32927742]

Molecules. 2020 Sep 10;25(18). pii: molecules25184144.

This ethnobotanical survey was carried out in Caspoggio (Valmalenco, SO, Italy) with the purpose of investigating the traditional uses of medicinal plants. Moreover, a bibliographic research meant to validate or refute the uses, focusing on the potentially responsible compounds, was performed. Fifty-nine species, attributable to 30 families (Asteraceae, Pinaceae, Malvaceae, and Lamiaceae the most cited), were mentioned. Arnica montana, anti-inflammatory for traumas and musculoskeletal pains; Pinus mugo, expectorant; Malva sylvestris, anti-inflammatory and soothing; Achillea moschata, digestive. The compounds, responsible for the therapeutic activities, are often polyphenols and terpenoids: helenanin in A. montana, alpha-pinene, delta-3-Carene, and limonene in P. mugo, gossypin and malvin in M. sylvestris, luteolin and apigenin in A. moschata. Scientific evidence for at least one of the traditional activities described was found for 50 species but only in 26 out of 196 works consulted, it is possible to make a comparison between investigated extracts and traditional preparations. This study is thus a stimulus to new phytochemical investigations, mimicking as much as possible the traditional preparations. This work is part of the European Interreg Italy-Switzerland B-ICE project, aimed at creating a management model for the ongoing climate change and searching for new sources of territory valorization as attractions for tourists.

Relationship between volatile compounds of Picea likiangensis var. linzhiensis cone and host selection of Dioryctria abietella.[Pubmed:32895979]

Arch Insect Biochem Physiol. 2020 Nov;105(3):e21733.

This study aimed to determine the relationship between volatile compounds of Picea likiangensis var. linzhiensis cone and host selection of Dioryctria abietella. During the infestation of P. likiangensis var. linzhiensis by D. abietella, their cones and branches emitted volatile compounds, which were extracted using CH2 Cl2 extraction and XAD2 adsorption methods, and were analyzed using gas chromatography-mass spectrometry. Before and after overwintering, D. abietella larva preferred annually infested cones and their extracts, and adult D. abietella preferred to lay eggs on annually infested cones and healthy cones of the year, and the oviposition rate of adult D. abietella was 72% on branches with healthy cones of the year, and no egg was laid on branches with annually healthy cones or branches without cones. The volatile compounds after infestation, alpha- and beta-pinene, were significantly higher in cones than those in other tissues; however, myrcene in cones was significantly lower than those in other tissues. The annually infested cones produced beta-caryophyllene and (1S)-(-)-beta-pinene, while the annually healthy cones and branches produced myrcene and 3-Carene. The annually infested cones and their extracts attracted D. abietella larvae, while that of healthy cones and annually infested cones attracted the adults, indicating that the terpene compounds: alpha-pinene, beta-pinene, (1S)-(-)-beta-pinene, limonene, and beta-caryophyllene are attractive to D. abietella, and the terpene compounds-myrcene and 3-Carene-from the branch tissues may be repulsive to D. abietella.

Grinding and Fractionation during Distillation Alter Hemp Essential Oil Profile and Its Antimicrobial Activity.[Pubmed:32872359]

Molecules. 2020 Aug 28;25(17). pii: molecules25173943.

The hypothesis of this study was that we can modify the essential oil (EO) profile of hemp (Cannabis sativa L.) and obtain fractions with differential composition and antimicrobial activity. Therefore, the objective was to evaluate the effects of grinding of hemp biomass before EO extraction and fractionation during distillation on EO profile and antimicrobial activity. The study generated a several EO fractions with a diversity of chemical profile and antimicrobial activity. The highest concentrations of beta-pinene and myrcene in the EO can be obtained in the 5-10 min distillation time (DT) of ground material or in the 80-120 min DT of nonground material. High delta-3-Carene and limonene EO can be obtained from 0-5 min DT fraction of nonground material. High eucalyptol EO can be sampled either in the 0-5 min DT of the ground material or in the 80-120 min of nonground material. Overall, the highest concentrations of beta-caryophyllene, alpha-(E)-bergamotene, (Z)-beta-farnesene, alpha-humulene, caryophyllenyl alcohol, germacrene D-4-ol, spathulenol, caryophyllene oxide, humulene epoxide 2, beta-bisabolol, alpha-bisabolol, sesquiterpenes, and cannabidiol (CBD) can be obtained when EO is sampled in the 80-120 min DT and the material is nonground. Monoterpenes in the hemp EO can be increased twofold to 85% by grinding the material prior to distillation and collecting the EO in the first 10 min. However, grinding resulted in a slight but significant decrease in the CBD concentration of the EO. CBD-rich oil can be produced by collecting at 120-180 min DT. Different EO fractions had differential antimicrobial activity. The highest antimicrobial activity of EO fraction was found against Staphylococcus aureus subsp. aureus. THC-free EO can be obtained if the EO distillation is limited to 120 min. The results can be utilized by the hemp processing industry and by companies developing new hemp EO-infused products, including perfumery, cosmetics, dietary supplements, food, and pharmaceutical industries.

Evaluation of the Insecticidal Activities of alpha-Pinene and 3-Carene on Sitophilus zeamais Motschulsky (Coleoptera: Curculionidae).[Pubmed:32824401]

Insects. 2020 Aug 17;11(8). pii: insects11080540.

Pest management in most sub-Saharan subsistence agriculture involves mainly the use of botanicals that are either applied as powders, solvent extracts, ash or essential oils. Two hydrogenated monoterpenes (alpha-pinene and 3-Carene) from Cupressus sempervirens were tested against Sitophilus zeamais in the laboratory to evaluate the contact and fumigation effects on the mortality of adult and immature weevils, progeny production, and grain damage. Contact toxicity of the terpenes was investigated at these concentrations: 0.08, 4, 8 and 12 ppm (terpene/maize), while fumigant action was studied at the following doses: 1, 2, 3, and 4 ppm. The results indicate that insecticidal effects were concentration-dependent since mortality increased with dosage and exposure periods. After a 14-day exposure period at the concentration of 12 ppm of alpha-pinene and 3-Carene/grain, more than 98% mortality of the mature weevils was observed at concentrations of 4.1333 and 1.642 ppm respectively and progeny production was reduced by 98% and 100%, respectively. When alpha-pinene and 3-Carene were applied as fumigants, LC50s (lethal concentrations that generate 50% mortality) of 1.402 and 0.610 ppm were obtained after 24 h of exposure, respectively. At concentrations above 3 ppm, both monoterpenes acted as repellents to weevils and reduced grain damage by 80%. Both monoterpenes inhibited the development of immature stages of the weevil and reduced progeny by up to 94%. These compounds are very promising and effective and could be exploited as novel phytoinsecticides against the maize weevil.

Design, Synthesis, and Biological Investigation of Novel Classes of 3-Carene-Derived Potent Inhibitors of TDP1.[Pubmed:32751997]

Molecules. 2020 Jul 31;25(15). pii: molecules25153496.

Two novel structural types of tyrosyl-DNA phosphodiesterase 1 (TDP1) inhibitors with hexahydroisobenzofuran 11 and 3-oxabicyclo [3.3.1]nonane 12 scaffolds were discovered. These monoterpene-derived compounds were synthesized through preliminary isomerization of (+)-3-Carene to (+)-2-carene followed by reaction with heteroaromatic aldehydes. All the compounds inhibit the TDP1 enzyme at micro- and submicromolar levels, with the most potent compound having an IC50 value of 0.65 muM. TDP1 is an important DNA repair enzyme and a promising target for the development of new chemosensitizing agents. A panel of isogenic clones of the HEK293FT cell line knockout for the TDP1 gene was created using the CRISPR-Cas9 system. Cytotoxic effects of topotecan (Tpc) and non-cytotoxic compounds of the new structures were investigated separately and jointly in the TDP1 gene knockout cells. For two TDP1 inhibitors, 11h and 12k, a synergistic effect was observed with Tpc in the HEK293FT cells but was not found in TDP1 -/- cells. Thus, it is likely that the synergistic effect is caused by inhibition of TDP1. Synergy was also found for 11h in other cancer cell lines. Thus, sensitizing cancer cells using a non-cytotoxic drug can enhance the efficacy of currently used pharmaceuticals and, concomitantly, reduce toxic side effects.

Red turpentine beetle primary attraction to (-)-beta-pinene+ethanol in US Pacific Northwest ponderosa pine forests.[Pubmed:32730348]

PLoS One. 2020 Jul 30;15(7):e0236276.

Red turpentine beetle, Dendroctonus valens (Coleoptera: Curculionidae: Scolytinae) is a non-aggressive pine bark beetle native to North America, and more aggressive invader in China. Dispersing pioneer beetles are attracted to potential host trees by oleoresin monoterpene kairomones, but respond more strongly to those combined with ethanol, a mixture often released from stressed, dying, or recently dead trees. (+)-3-Carene, usually the dominant or co-dominant monoterpene in ponderosa pine, Pinus ponderosa, is a stronger attractant than alpha-pinene or beta-pinene where tested over a large portion of the D. valens range, while (+)-3-Carene+ethanol was shown previously to attract twice the beetles of (+)-3-Carene. A field test comparing D. valens attraction among the three monoterpenes when all are released with ethanol has never been reported, and was our objective. In three US Pacific Northwestern pine forests, (-)-beta-pinene+ethanol lures attracted 1.4 to 1.9 times more beetles than (+)-3-Carene+ethanol. (+)- or (+/-)-alpha-pinene+ethanol lures were least attractive. A 1:1:1 monoterpene mixture+ethanol lure attracted more beetles than the 1:1:1 lure, but it was not statistically higher. Monoterpenes were dispensed from low density polyethylene bottles and their release rates monitored in laboratory and field tests. Under laboratory conditions (+)-3-Carene was released much more rapidly than (+)-alpha-pinene or (-)-beta-pinene when dispensed separately, or in a 1:1:1 mixture. (+)-3-Carene in the 1:1:1 mixture increased the release of both pinenes over their rates when dispensed separately. (-)-beta-Pinene+ethanol is currently the strongest kairomone lure for D. valens attraction in US northwest pine forests, and has value for beetle detection, monitoring, research, and management.

Decoupling vibration and electron energy dependencies in the photoelectron circular dichroism of a terpene, 3-carene.[Pubmed:32716160]

J Chem Phys. 2020 Jul 21;153(3):034302.

A fresh perspective on the interaction of electron and nuclear motions in photon induced dynamical processes can be provided by the coupling of photoelectron angular distributions and cation vibrational states in the photoionization of chiral molecules using circularly polarized radiation. The chiral contributions, manifesting as a forward-backward asymmetry in the photoemission, can be assessed using Photoelectron Circular Dichroism (PECD), which has revealed an enhanced vibrational influence exerted on the outgoing photoelectron. In this paper, we investigate the PECD of a rigid chiral monoterpene, 3-Carene, using single-photon vacuum ultraviolet ionization by polarized synchrotron radiation and selecting energies from the ionization threshold up to 19.0 eV. By judicious choice of these photon energies, two factors that influence PECD asymmetry values, electron kinetic energy and ion vibrational level, can be effectively isolated, allowing a clear demonstration of the very marked vibrational effects. A slow photoelectron spectrum is used to examine the vibrational structure of the isolated outermost valence (HOMO) photoelectron band, and peak assignments are made with the aid of a Franck-Condon simulation. Together, these provide an estimate of the adiabatic ionization energy as 8.385 eV. The reported chiral asymmetry from the randomly oriented 3-Carene enantiomers reaches a maximum of over 21%. Theoretical PECD calculations, made both for the fixed equilibrium molecular geometry and also modeling selected normal mode vibration effects, are presented to provide further insight.

[Electrophysiological and behavioral responses of gall midge, Jaapiella sp. to volatiles of host plant Lycium barbarum].[Pubmed:32715695]

Ying Yong Sheng Tai Xue Bao. 2020 Jul;31(7):2299-2306.

Plant-derived volatiles are important for guiding herbivorous insects to their host plants. Jaapiella sp. (Diptera: Cecidomyiidae) is the most serious pest of Lycium barbarum. The young flower buds of L. barbarum are attractive to females of Jaapiella sp. for oviposition in the field. In this study, we compared response of Jaapiella sp. to volatiles from flower buds of L. barbarum at different stages, and clarified the crucial semiochemicals attracting Jaapiella sp. to lay eggs. Volatiles from young and mature flower buds were collected using SPME, and then identified and quantified by gas chromatography-mass spectrometry (GC-MS). Both electrophysiological and behavior experiments were conducted to measure the attraction of eight synthetic compounds to females and screen the crucial components based on gas chromatography-electroantennogram detection (GC-EAD) and Y-tube bioassays, respectively. Results showed that qualitative and quantitative diffe-rences between two odor profiles. Consistent electroantennographic response was observed for eight compounds from headspace collections, of which five synthetic compounds (3-Carene, camphene, terpinolene, d-limonene, and (+)-pinene) were essential for significant preference or avoidance. Our results indicated that these compounds from L. barbarum flower buds could be effective candidates as oviposition attractant or repellents of Jaapiella sp., which would be helpful in the exploitation of new control agent to Jaapiella sp. in the field.