key: cord-0799829-tq0ri53y
authors: Chauhan, Nandita; Kashyap, Urvashi; Dolma, Shudh Kirti; Reddy, Sajjalavarahalli G. Eswara
title: Chemical Composition, Insecticidal, Persistence and Detoxification Enzyme Inhibition Activities of Essential Oil of Artemisia maritima against the Pulse Beetle
date: 2022-02-25
journal: Molecules
DOI: 10.3390/molecules27051547
sha: 5125bb5498c4c21ff848f8dc16ee5f26b656276e
doc_id: 799829
cord_uid: tq0ri53y

Pulse beetle is the major pests of pulses that cause significant loss to grains leads to unfit for consumption and marketing. Indiscriminate use of synthetic pesticides for the control of pulse beetle (Callosobruchus chinensis and Callosobruchus maculatus) led to insect resistance, pesticide residues on grains which affect consumer’s health and environment. Essential oils (EOs) are good alternatives to synthetics due to their safety to the environment and consumers’ health. The main objective of the present study was to explore the chemical composition, fumigant, repellency, ovipositional deterrence, persistence, and detoxification enzyme inhibition of Artemisia maritima essential oil against pulse beetle. Results showed that primary components of the EO were 1,8-Cineole and bornyl acetate. EO showed promising fumigant toxicity to C. chinensis and C. maculatus (LC(50) = 1.17 and 0.56 mg/L, respectively) after 48 h. In the repellent assay, EO at 8 mg/L showed 92–96% repellence after 1 h. In ovipositional deterrence assay, EO showed more ovipositional deterrence against C. chinensis (OD(50) = 3.30 mg/L) than C. maculatus (OD(50) = 4.01 mg/L). Higher concentrations of oil (8 and 6 mg/L) in C. maculatus showed significant inhibition of the glutathione-S-transferase enzyme (7.14 and 5.61 n mol/min/mL, respectively).

Infestation of bruchids and lepidopterans pests causes significant damage to grains and their products in storage. More than 500 species of the stored grains and cereal products are often infested by more than 600 species of coleopterans [1] causing 20-30% loss, affecting nutritional value and germination [2] . Bruchids, Callosobruchus chinensis and C. maculatus (Coleoptera: Bruchidae), are primary pests of pulses and cause 50% loss in storage after three to four months [3, 4] . The grub's bore into grains, feed internal contents, affecting nutritional quality [5] . In severe infestation, seeds become completely hollow and unsuitable for marketing [6] . The control of stored grain pests generally depends on synthetic insecticides, including fumigants [5, 7] . The use of synthetic insecticides resulted in several negative effects in the environment, natural enemies, human health, and resistance development in insects. Now the focus is shifted to search of potent insecticide from natural origin. Plant essential oils (EOs), its monoterpenoids and sesquiterpenoids are known to possess significant insecticidal activities against stored grain pests [8] [9] [10] The EOs are extracted from different parts (leaves/flowers/seeds/bark) of aromatic and medicinal plants. Nearly 10% of EOs used in aromatic, flavor and fragrance industries [11] .

Sea wormwood (Artemisia maritima L.) is an aromatic perennial herb distributed in the western Himalayas (Kashmir, Himachal Pradesh, and Uttarakhand [12] . Essential oil is used for antibacterial, antifungal, antispasmodic, antimalarial, and bronchodilatory activities [12] [13] [14] . Presently, EOs and their secondary metabolites of Artemisia spp. are extensively used in folk/modern medicine, cosmetics, food, forage, and pharmaceuticals for the control of malaria, hepatitis, cancer, inflammation, and infections caused by fungi/bacteria/viruses [14] [15] [16] [17] and treatment of COVID-19 [18] . The EO from A. annua, A. judaica, A. dracunculus, A. santonicum, A. spicigera, A. vulgaris, A. scoparia, and A. sieberi showed contact, fumigant, repellent, and ovipositional activities against pulse beetle [19] [20] [21] [22] [23] [24] and other pests [16, 25, 26] . Insecticidal activities of A. maritima oil are reported in some insect pests but no report on pulse beetle. In this study, the main objective of the investigation was to evaluate the A. maritima oil for fumigant, repellent, ovipositional, persistent activity, and detoxification enzyme inhibition against pulse beetle.

A total of 14 compounds-accounting for 98.51% of A. maritima were identified by GC and GC-MS. The oil was composed of 28.11% monoterpene hydrocarbons, 45.73% oxygenated monoterpene fraction, and 2.42% oxygenated sesquiterpene. The major components of the oil were 1, 8-cineole (41%) and bornyl acetate (18.10%) followed by myrcene (9.59%), sabinene (6.42%), camphene (3.74%), and β-phellandrene (3.68%). Other components included terpinolene, germacrene-D, santolina triene, chrysanthenyl acetate (Table 1) . 

Fumigant toxicity and persistence of A. maritima oil against pulse beetle were presented in Tables 2-4 . The oil showed more promising toxicity against C. maculatus (LC 50 = 1.91 and 0.56 mg/L) after 24, and 48 h of treatment respectively as compared to C. chinensis (LC 50 = 2.06 and 1.17 mg/L) ( Table 2 ). Based on persistence study, A. maritima oil showed significantly more promising in protecting the grains/seeds (Table 3) against C. chinensis (82% mortality) up to 10 days of storage (F 3,19 = 55.30; p < 0.0001) as compared to C. maculatus (44% mortality) (F 3,19 = 33.47; p < 0.0001). A. maritima oil showed moderate residual toxicity of 10-20 days only, later toxicity was gradually decreased and became 8 and 0% mortality, against C. chinensis and C. maculatus, respectively after 40 days of storage. A. maritima oil also showed residual toxicity with the lethal time taken to kill 50% of test insects was 4.49 days and 9.33 days for C. chinensis and C. maculatus, respectively ( Table 4 ). The seeds used for the persistence study also showed 100% germination within 24 h. 

Repellency of A. maritima oil against C. chinensis after 1, 2, 3, 4, and 5 h of after treatment was presented in Table 5 . Higher concentration (8 mg/L) of A. maritima oil showed significantly higher repellence (92%) after 1 h (F 4,24 = 11.97; p < 0.0001) and remain effective up to 5 h (88% repellence) and was at par with 6 mg/L (80% repellence) as compared to lower concentrations (12-36% repellence). Similarly, A. maritima oil at 8 mg/L showed significantly higher repellence (96%) against C. maculatus after 1 h (F 4,24 = 10.61; p < 0.0001) and was at par with 6 mg/L (76% repellence) as compared to lower concentrations (28-56% repellence). Based on the repellent index (Table S1 ), all the concentrations of the A. maritima oil showed indifferent (I). 

Results on ovipositional deterrence of A. maritima oil against C. chinensis and C. maculatus was presented in Table 6 and Tables S2 and S3. A. maritima oil was showed promising deterrence against C. chinensis (OD 50 = 2.3, 3.09 and 3.30 mg/L) after 24, 48, and 72 h of treatment, respectively (Table 6 ) as compared to C. maculatus (OD 50 = 2.89, 3.36 and 4.01 mg/L). With respect to percent deterrence against C. chinensis, the A. maritima oil at higher concentration (12 mg/L) reported 100% deterrence against C. chinensis at 24 h of treatment (F 4,24 = 16.08; p < 0.0001) and was at par with other concentrations (78.2 to 94.38% deterrence) except 2 and 1 mg/L. Similarly, 48 and 72 h after treatment, A. maritima oil at 12 mg/L showed higher deterrence (98.28-100%) and was at par with 8 mg/L (92.34 to 93.28% deterrence) and was followed by 4 and 2 mg/L which were at par as compared to lower concentration. Similarly, for C. maculatus, A. maritima oil at 8 mg/L showed 100% deterrence after 24 h against C. maculatus (F 4,24 = 30.38; p < 0.0001) and was at par with 4 mg/L (86.54%) followed by 2 mg/L (70%) as compared to lower concentrations. At 48 h after treatment same trend was observed as that of 24 h. At 72 h, A. maritima oil at 8 mg/L showed significantly higher deterrence (81.78%) (F 4,24 = 41.78; p < 0.0001) and was at par with all other concentrations except lower concentration. 

Detoxifying enzyme (AChE and GST) activities of A. maritima oil against C. chinensis and C. maculatus after 12 h of treatment is presented (Table S4 and Figure 1 ). Significant differences were not observed (p > 0.001) among the concentrations of oil (4 to 10 mg/L) in inhibiting the enzyme GST and AChE in C. chinensis. Similarly, higher concentrations of A. maritima oil at 6 and 8 mg/L significantly inhibited the GST (7.14 and 5.61 n mol/min/mL) (F 4,14 = 14.6; p < 0.003) and AChE (mU/mg) (F 4,14 = 8.14; p < 0.003) in C. maculatus and were at par as compared to lower concentrations and control. 

Detoxifying enzyme (AChE and GST) activities of A. maritima oil against C. chinensis and C. maculatus after 12 h of treatment is presented (Table S4 and Figure 1 ). Significant differences were not observed (p > 0.001) among the concentrations of oil (4 to 10 mg/L) in inhibiting the enzyme GST and AChE in C. chinensis. Similarly, higher concentrations of A. maritima oil at 6 and 8 mg/L significantly inhibited the GST (7.14 and 5.61 n mol/min/mL) (F4, 14 = 14.6; p < 0.003) and AChE (mU/mg) (F4, 14 = 8.14; p < 0.003) in C. maculatus and were at par as compared to lower concentrations and control. 

The chemical composition, insecticidal, and enzyme inhibition activities of A. maritima oil against C. chinensis and C. maculatus are discussed. Present results revealed that 

The chemical composition, insecticidal, and enzyme inhibition activities of A. maritima oil against C. chinensis and C. maculatus are discussed. Present results revealed that A. maritima oil is rich in oxygenated monoterpenes (45.73%) and monoterpene hydrocarbons (28.11%). The major constituents of the oil were 1,8-cineole, bornyl acetate, myrcene, and sabinene which account for more than 75.25% of the total oil. The earlier studies on Artemisia species also reported 1,8-cineole was the major compound (9.91, 12.96, and 19.59%) in the EO of A. sieberi, A. gmelinii, and A. herba alba, respectively [27] [28] [29] but lesser than the present study (41.14%). Similarly, 1,8-cineole present in A. maritima oil (23.6-25%) was also lesser [30] [31] [32] than in the present study. The β-myrcene (5.09-5.83%) in A. campestris and A. absinthium was also lesser [27, 33] than present study (9.59%). The variation in the chemical constituents might be due to environmental conditions (climate, season, and geographical variation), location/altitude, stage of the plant, time of collection, species/chemotype, and nutritional status of the plant [34] [35] [36] .

EO of different species of Artemisia showed biological activity to pests. As per the information, the current report is the earliest to disclose that the essential oil of A. maritima showed promising results in toxicity, repellent, and ovipositional deterrence against C. chinensis and C. maculatus adults. The previous studies also reported that the EO from other Artemisia species including A. annua [19] , A. judaica [20] , A. monosperma [37] , A. dracunculus, A. santonicum, A. spicigera [21] , A. herba-alba, A. campestris, and A. absinthium [27] , A. ordosica [38] , A. vulgaris [22] , A. scoparia [23] , A. sieberi [24] and A. annua [39] showed contact, fumigant, repellent, and ovipositional activities against pulse beetle. Insecticidal activities of the EO depend upon the major constituents, concentration, application method, stage, and type of insect. [28, 40, 41] In the present study, our results revealed that A. maritima oil showed fumigant toxicity against C. chinensis (LC 50 = 1.17-2.06 mg/L) and C. maculatus (0.56-1.91 mg/L) within 24-48 h as compared to A. herba alba, A. albsinthium and A. campestris (LC 50 = 8.3-30.5 µL/L air) against Bruchus rufimanus [27] . In a related study, A. dracunculus, A. santonicum, and A. spicigera (5 µL/L air) showed 88-95% mortality [21] and A. sieberi showed promising fumigant toxicity (LC 50 = 1.45 µL/L air) against C. maculutus [24] . Similarly, the EOs of Mentha spicata, M. piperita, and Tagetes minuta showed promising fumigant toxicity against adults of C. chinensis (LC 50 = 0.9-1.4 µL/mL) and C. maculatus (LC 50 = 1.1 to 2.0 µL/mL) [4] .

In the present study, the EO of A. maritima showed 84-96% repellence and ovipositional deterrence (OD 50 = 3.30-4.01 mg/L) against C. chinensis and C. maculatus. The present results are similar to the earlier studies, where EOs of M. spicata, M. piperita, and T. minuta showed 84 to 96% repellency [4] . In another study, the EO of Ocimum gratissimum exhibited 73-93% repellence against C. chinensis after 24 h [42] . Similarly, M. spicata and M. piperita oil at 12 µL/mL also showed 100% ovipositional inhibition against C. chinensis and C. maculatus [4] . The EOs of Lippia alba Mill. and Callistemon lanceolatus (Curtis) at 100 µL/L [43] reported 66-96% oviposition deterrent against pulse beetle; whereas the EOs of Illicium verum and Croton anisatum at 17.5 µL/L [44] also showed 100% oviposition deterrent against C. chinensis as compared to the present study.

The insecticidal activities of A. maritima oil against targeted insects in the present study may be due to the presence of major compounds including 1,8-cineole, bornyl acetate, myrcene, and sabinene. Current results also confirmed with the earlier studies in which insecticidal activities of oils are due to monoterpenoids and sesquiterpenoids which are volatile and rather lipophilic compounds that can penetrate insect cuticle and interfere with their physiological functions [45] [46] [47] . Du to th volatile nature of EOs, they act as a fumigant and kill the stored-grain insects by asphyxiation. The insecticidal activities also depend on nature and type of components, application dose/concentrations [48] [49] [50] .

Normally, insects utilize detoxification enzymes to metabolize xenobiotics [51] [52] [53] . However, enzymes can be induced by botanical and chemical insecticides which play a significant role in developing resistance to pests [54, 55] . GST enzyme involved in detoxification of insecticides of organophosphate, organochlorines, pyrethroids, carbamates, etc., [56, 57] .

The chemical constituents present in the EOs and their blends, inhibit the GST activity [58] [59] [60] . In the current studies, A. maritima oil was not significantly inhibiting GST/AChE enzyme in C. chinensis and AChE in C. maculatus. However, higher concentrations of A. maritima oil showed inhibition of GST enzyme in C. maculatus and these results confirm the findings of previous work in which A. brachyloba oil significantly inhibited the GST in T. castaneum after 24 h but the same oil also inhibit the AChE after 60 h of treatment [61] . In a similar study, eucalyptol and caryophyllene oxide isolated from EO of A. lavandulaefolia showed inhibition of GST and CarE in the larvae of Plutella xylostella after 24 h [26] . Based on insecticidal activities, A. maritima oil showed promising fumigant toxicity, repellence, ovipositional deterrence, and enzyme inhibition (GST and AChE) activities against C. chinensis and C. maculatus.

The plant material was collected from Keylong (Lahaul & Spiti District, H.P, India) (latitude 32.571 • N and longitude 77.041 • E) of Himachal Pradesh during September 2019. The specimens are authenticated by the Taxonomist, and a voucher specimen (PLP 17794) was deposited in the herbarium.

The whole plant (aerial parts) material of A. maritima was dried under shade for 10 days and chopped into small pieces. About 10 kg plant material was used for extraction of oil by hydro-distillation in Clevenger apparatus as per the method followed [16] . The yield obtained was 3.4 mL and was kept below 4 • C until further use.

The composition of EO determined by gas chromatography (GC) on a Shimadzu GC 2010 equipped with DB-5 (J & W Scientific, Folsom, CA, USA) fused silica capillary column (30 m × 0.25 mm i.d., 0.25 µm film thickness) with a flame ionization detector (FID) [16, 62] . The GC oven temperature programmed at 70 • C (initial temperature) held for 4 min and then increased at a rate of 4 • C/min to 220 • C and held for 5 min. The injector temperature was 240 • C, the detector temperature, 260 • C, and the samples were injected in split mode. The carrier gas was nitrogen at a column flow rate of 1.05 mL/min (100 kPa). The sample's retention indices (RI) were determined based on homologous n-alkane hydrocarbons under the same conditions.

C. chinensis and C. maculatus were maintained on green gram seeds in plastic jars under controlled conditions (27-28 • C and 60 ± 5% humidity) in the Entomology laboratory, Agrotechnology Division, CSIR-IHBT, Palampur for >50 generations. The newly emerged adults (2-3 days old) were used for the study.

Five different concentrations of A. maritima oil for C. chinensis (10, 8, 6, 4 , and 2 mg/L) and C. maculatus (8, 4, 2, 1, and 0.5 mg/L) were prepared based on preliminary evaluation for dose-response bioassay against pulse beetle adults. The fumigant toxicity assay was studied on glass desiccators (2.5 L capacity). Five grams of green gram were taken in a glass Petri dish and kept at the bottom of the desiccators in which 10 adults are released. In another Petri dish, Whatman No. 9 filter paper was placed and kept at the top of the desiccators. Five concentrations of A. maritima oil were applied on the filter paper separately by using a micropipette and then the lid of the desiccators was closed to make it airtight. The desiccators were kept in the controlled laboratory conditions for recording the mortality at 24 h intervals. There are five treatments/concentrations, and each treatment was replicated thrice.

The persistence of A. maritima oil was carried out as per the standard method followed by Nenaah [8] . Higher concentrations (4 and 8 mg/L) of oil were used against C. chinensis and C. maculatus, respectively. Briefly, sterilized green gram seeds were treated with two concentrations of EO and seeds were vigorously hand-shaken for 20-30 s for thorough coating. After evaporation of the solvent, the treated grains were packed in jute sacks (20-30 cm) and stored in dark conditions. Samples of treated seeds (20 g) were withdrawn after 10, 20, 30, and 40 days of treatment and then 10 adults (1 day old) are released in the Petri-dish (9 cm diameter). The same no. was also used for the control treated with 0.05% of Triton-X 100 LR water. Each treatment was replicated five times. The insects were exposed to treated seeds were continued for 48 h and then mortality was recorded. For germination study, the treated green gram seeds with A. maritima oil were placed on moistened cotton in a Petri dish and incubated under laboratory conditions. Observations on the number of seeds germinated were recorded after 24 and 48 h.

Repellent activity of A. maritima oil was tested against C. chinensis and C. maculatus as per the method followed by Eccles et al. [63] . Briefly, five concentrations (8, 6, 4, 2, 1 mg/L) were prepared from stock solutions. The Whatman No. 9 filter paper (diameter 9 cm) was cut and marked with a pencil into two halves and each labeled as treated (T) and untreated (UT). Filter papers were transferred to Petri plates (diameter 9 cm) and treated with required concentrations of EOs and then allowed to air dry for 15 min. Ten adults (3-4 days old) were released in the center of the filter paper containing ten grains, and the plates were sealed with parafilm to prevent the escape of adults. The dispersal of the beetles on each side of the filter paper was recorded after treatment. Observation on repellency was recorded at 1, 2, 3, 4, and 5 h after treatment. In this study, there were five treatments, and each treatment was replicated five times. About 250 insects were used in different treatments (5 treatments × 50 insects = 250 insects). The Percent repellency (PR) [64] was calculated based on the formula: PR = [(Nc − Nt)/(Nc + Nt)] × 100. Where Nc = number of insects on control half of filter paper after required exposure interval; Nt = number of insects on treated half of filter paper after required exposure interval.

The Repellent Index (RI) [65] was calculated based on the formula; RI = 2G/G+P. Where G = number of adults on the treated side and P = number of adults on the untreated side. The repellent index of EOs is considered as repellent, attractant, or indifferent based on the mean value of RI and its respective standard deviation (SD). If the mean RI is higher than 1 + SD, the oil is an attractant, while if the mean RI is less than 1-SD, the oil is repellent, and for the mean RI in between 1 − SD and 1 + SD, the oil is indifferent.

The ovipositional deterrent of A. maritima oil against C. chinensis and C. maculatus was studied as per the method followed by Eccles et al. [63] . Briefly, five concentrations (12, 8, 4 , 2, 1 mg/L) for C. chinensis and C. maculatus (8, 6, 4, 2, 1 mg/L) were prepared from stock solutions by mixing EOs in acetone. Seeds (30 no./plate) dipped in different concentrations for 10s, then removed and placed on filter paper to air dry for 15 min. Treated seeds were placed in a Petri plate (diameter 9 cm) and then ten adults (5 male and 5 female) of one day old were released. Petri plates were sealed with parafilm to prevent the escape of the adults. For the control, seeds were treated with acetone only. There were five treatments, and each treatment was replicated five times. The number of eggs laid on seeds of green gram was observed from 24 to 72 h. The percentage of oviposition inhibition was calculated by using the formula [45] . Detoxification enzyme (Glutathione-S-Transferase and Acetylcholinesterae) inhibition activities were performed as per the standard methods [60, 66, 67] . Four different concentrations of A. maritima oil (4, 6, 8, and 10 mg/L for C. chinensis and 2, 4, 6, and 8 mg/L for C. maculatus) were chosen for detoxification enzyme inhibition activity based on fumigant toxicity assay described in Section 4.5. The adults who survived after 12 h of treatment (7-8 adults weighing 20 mg/concentration) were collected for enzyme assay. The adults in each test concentration were transferred to a centrifuge tube and homogenized in 0.1 M phosphate buffer (pH 7.4) in a ratio of 1:9. The weight of an adult (mg): the volume of buffer (mL) was kept in a ratio of 1:9. The adults were then homogenized with a homogenizer (Tarsons Micro Pestle). The homogenate was transferred immediately under ice bath conditions and then centrifuged at 12,000 rpm and 4 • C for 30 min. The supernatant was taken into a new centrifuge tube for protein estimation by Bradford assay [68] for all the concentrations before proceeding for enzyme assays. The same assay was repeated thrice for separate homogenates and then average values were taken for protein estimation.

Protein estimation was done using the Bradford method [68] by adding 2 µL of homogenate, 38 µL of MilliQ to 160 µL of Bradford reagent in triplicates. After incubation of the mixture for 15 min at room temperature, the absorbance was measured at 595 nm. Absorbance was converted into protein concentrations and dilutions were made with respect to lower concentrations for the AChE assay.

The diluted 25 µL homogenates in triplicates were incubated for 30 min at room temperature with 25 µL of the reaction mixture (50 µL of DTNB, 50 µL of Acetothiocholine, 900 µL of assay buffer). The AChE activity was spectrophotometrically measured at 410 nm in a microplate reader (Biotek SYNERGY H1 Microplate Spectrophotometer). The enzyme activities were expressed as micromolar per milligram protein per minute (µmol/min/mg). For the determination of AChE, the Acetylcholinesterase Assay Kit was procured from Abcam, UK.

The reaction contains 1000 µL of the solution, in which 75 µL of Assay buffer, 10 µL of the homogenized sample, 10 µL of glutathione were added. To initiate the reactions, 5 µL CDNB was added to each well in triplicates to microplate at room temperature. To measure the enzyme kinetics, a 96 well microplate was loaded with reaction solution and shaken for 10 s. After 60 s of lag time, the absorbance was read at 340 nm and the homogenates were read for 20 min at 37 • C with a microplate reader. The GST activity was determined from the extinction coefficient of 0.0096 µM −1 cm −1 for CDNB. The enzyme activities were expressed as micromolar per milligram protein per minute (µmol/min/mg protein). For the determination of GST and AChE enzyme, the Glutathione-S-Transferase Assay Kit was procured from Cayman Chemical, 1180 E, Ellsworth Road, Ann Arbor, MI, USA.

The data on fumigant toxicity, ovipositional deterrent, and persistence of A. maritima oil was compiled. Lethal concentration (LC 50 ), lethal time (LT 50 ), and ovipositional deterrence (OD 50 ) values were calculated by Probit analysis [69] using SPSS software v. 16 .0. The data on repellency, ovipositional deterrence, persistence, and enzyme inhibition were subjected to one-way ANOVA by SPSS software, and means were compared by Tukey's post hoc test to know the significant differences between treatments. The assumptions of normality and homogeneity of variance test for different parameters/variables and no data transformations were required.

A. maritima oil showed promising fumigant toxicity (LC 50 = 0.56 to 1.17 mg/L) against pulse beetle after 48 h of treatment. Higher concentrations of oil (6 and 8 mg/L) significantly inhibited the GST enzyme in C. maculatus. However, the EO of A. maritima may be recommended for the control of pulse beetle particularly grains stored in bins based on a safe waiting period, persistence studies, and economics.

Supplementary Materials: The following are available online. Table S1 : Repellent index of A. maritima oil against C. chinensis and C. maculatus. Table S2 : Ovipositional inhibition of A. maritima oil against C. chinensis. Table S3 : Ovipositional inhibition (deterrence) of A. maritima oil against C. maculatus. Table S4 : Enzyme inhibition activity of A. maritima oil in C. chinensis and C. maculatus adults. 

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Composition of the essential oil from the root of Artemisia annua

Fumigant toxicity of volatile natural products from Korean spices and medicinal plants towards the rice weevil, Sitophilus oryzae (L.)

Toxicity, feeding deterrence, and effect of activity of 1,8-cineole from Artemisia annua on progeny production of Tribolium castanaeum (Coleoptera: Tenebrionidae)

Bioactivity of Ocimum gratissimum L. oil and two of its constituents against five insect pests attacking stored food products

Efficacy of essential oils of Lippia alba (Mill.) N.E. Brown and Callistemon lanceolatus (Sm.) Sweet and their major constituents on mortality, oviposition and feeding behaviour of pulse beetle, Callosobruchus chinensis L

Essential oils from selected wooden species and their major components as repellents and oviposition deterrents of Callosobruchus chinensis (L.)

Plant essential oils for pest and disease management

Biological effects of essential oils: A review

Natural product-based biopesticides for insect

Chemical variability of Artemisia herba-alba Asso essential oils from East Morocco

Insecticidal activity ofessential oil of Artemisia herba alba against three stored product beetles

Chemical composition and insecticidal activity of essential oil of Artemisia frigida Willd (Compositae) against two grain storage insects

The evolution of new enzyme function: Lessons from xenobiotic metabolizing bacteria versus insecticide-resistant insects

Comparative analysis of detoxification enzymes in Acyrthosiphon pisum and Myzus persicae

Molecular mechanisms of metabolic resistance to synthetic and natural xenobiotics

Induction of detoxification enzymes in phytophagous insects: Role of insecticide synergists, larval age, and species

Insecticidal effects of Moroccan plant extracts on development, energy reserves and enzymatic activities of Plodia interpunctella

Insecticide metabolism by multiple glutathione S-transferases in two strains of the house fly, Musca domestica (L.). Pestic

Biochemical mechanism of chlorantraniliprole resistance in the diamondback moth, Plutella xylostella Linnaeus

Metabolism of citral, the major constituent of lemongrass oil, in the cabbage looper, Trichoplusia ni, and effects of enzyme inhibitors on toxicity and metabolism. Pestic

Insect Adaptation to Plant Allele Chemicals Based on Detoxification: Helicoverpa armigera as an Example

Ginsenosides from the stems and leaves of Panax ginseng show antifeedant activity against Plutella xylostella (Linnaeus)

Chemical composition and biological activity against Tribolium castaneum (Coleoptera: Tenebrionidae) of Artemisia brachyloba essential oil

Chemical composition and insecticidal activities of essential oils against diamondback moth, Plutella xylostella (L.) (Lepidoptera: Yponomeutidae)

Efficacy of Artocarpus altilis (Parkinson) Fosberg extracts on contact mortality, repellency, oviposition deterrency and fumigant toxicity of Callosobruchus maculatus (F.) (Coleoptera: Bruchidae)

Repellent activity of essential oils from seven aromatic plants grown in Colombia against Sitophilus zeamais Motschulsky (Coleoptera)

The Host-Plant Range of Lema trilineatadaturaphila (Coleoptera: Chrysomelidae)

A new and rapid colorimetric determination of acetylcholinesterase activity

The biological activity of α-Mangostin, a larvicidal botanic mosquito sterol carrier protein-2 inhibitor

A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding

Probit Analysis