Azadirachtin-A and tetrahydroazadirachtin-A concentrates: preparation, LC-MS characterization and insect antifeedant/IGR activity against Helicoverpa armigera (Hübner)

A 60% azadirachtin-A concentrate has been obtained through repeated precipitation with hexane from a methanolic solution of a 20% concentrate. Azadirachtin-A (90%) has been obtained by medium-pressure liquid chromatography of the 60% concentrate with an RP-18 column and a methanol + water (1 + 1 by volume) solvent system. Catalytic hydrogenation of the 60 and 90% azadirachtin concentrates yielded the corresponding tetrahydroazadirachtin concentrates. Dihydroazadirachtin and tetrahydroazadirachtin formed during the first 5 h of hydrogenation were identified by LC-ESI-MS on the basis of their unique mass fragmentation pattern. The efficacy of tetrahydroazadirachtin concentrates in inhibiting the feeding and growth of Helicoverpa armigera (Hübner) larvae has been compared with that of azadirachtin concentrates. They were in general more active and deterred larvae from feeding at all concentrations. Tetrahydroazadirachtin-A (90%) and azadirachtin-A (90%) with respective IC(50) values of 280 and 390 mg L(-1) were effective as insect growth regulators, while tetrahydroazadirachtin-A (90%) displayed higher antifeedant activity (AI(50) 14 mg L(-1)) against the test insect.     

两种(口恶)二唑类化合物对蔬菜害虫的生物活性研究

对两种新型噁二唑类化合物2-叔丁基-4-氯-5-[5-(4-氯苯基)-2-(1,3,4-噁二唑)-甲氧基]-3(2H)哒嗪酮(HL-19)和2,5-二(5-氟-2,4-二氯苯基)-1,3,4噁二唑(HL-25)对蔬菜害虫的生物活性以及作用方式的差异性进行了室内比较和田间药效试验.HL-19主要抑制菜青虫Pieris rapae等6种鳞翅目害虫幼虫的生长发育,几乎不杀死试虫,其中粘虫Mythimna separata对其最敏感,IC50为0.11mmol/L;HL-19还具有一定的拒食作用,但拒食活性随试虫龄期的增大而降低,且都稍低于同浓度印楝素,对粘虫和菜青虫的非选择性拒食活性达65%以上,对2龄粘虫的选择性拒食活性为2.43 μg/cm^2.HL-25能够杀死试虫,但作用速度亦较慢,无拒食活性,粘虫对其亦最敏感,LC50为0.06mmol/L.HL-19和HL-25对豆蚜Aphis craccivora成虫的LC50分别为0.13 mmol/L和0.24mmol/L.田间试验表明,HL-19和HL-25对菜青虫的防治效果可达86.4%和74.6%.HL-19和HL-25对害虫具有不同的作用特性.     

两种噁二唑类化合物对蔬菜害虫的生物活性研究

对两种新型     

Bacillus thuringiensis vegetative insecticidal protein family Vip3A and mode of action against pest Lepidoptera

Vip3A proteins are widely used for controlling pest Lepidoptera. Different binding sites with different receptors in the insect midgut membrane and lack of cross‐resistance with crystal (Cry) proteins enhance their applicability, as both single proteins and proteins pyramided with Cry proteins in transgenic Bt crops. Vip3A proteins are effective but there is relatively little information about their structure, function, activation, specificity, and mode of action. In addition, the mechanism of insect resistance to these proteins is unknown. Phylogenetic analysis and multiple sequence alignment showed that Vip3A proteins are genetically distant from Cry proteins. The mode of action and insecticidal activity of Vip3A proteins are discussed in this review. This review also provides detailed information about the Vip3A protein family that may aid in the design of more efficient pest management strategies in response to insect resistance to insecticidal proteins. © 2020 Society of Chemical Industry     

Evaluation of lufenuron as a chemosterilant against fruit flies of the genus Anastrepha (Diptera: Tephritidae)

BACKGROUND: Chemosterilisation with lufenuron bait stations is a recently developed technique that is being implemented for Ceratitis capitata Wiedemann control. The aim of this work was to evaluate the chemosterilising effect of lufenuron against four economically important Latin American fruit flies species: Anastrepha ludens (Loew.), A. obliqua Macquart, A. serpentina Wiedemann and A. striata Schiner (Diptera: Tephritidae) in order to design a similar strategy for their control. RESULTS: Sexually mature adults were treated by ingestion with concentrations ranging from 0.1 to 30.0 mg g^?1 of lufenuron in the diet. In addition, conspecific crosses with only one of the sexes being treated (30.0 mg g^?1) were performed in order to appraise the contribution of each sex to the sterilising effect. In all cases, fecundity was not affected by the treatments, as opposed to fertility where all Anastrepha species studied were significantly affected, although to different extents. The conspecific crosses showed that treated males of A. ludens, A. obliqua and A. serpentina were not able to transmit the sterility to their respective untreated females. Only in the case of A. striata did crossing treated males with untreated females significantly reduced egg hatch. CONCLUSION: Although further investigations are required, the present results demonstrate that the use of lufenuron for controlling A. striata could be potentially viable. Copyright © 2010 Society of Chemical Industry     

Insect growth regulator effects of azadirachtin and neem oil on survivorship, development and fecundity of Aphis glycines (Homoptera: Aphididae) and its predator, Harmonia axyridis (Coleoptera: Coccinellidae)

BACKGROUND: Aphis glycines Matsumura, an invasive insect pest in North American soybeans, is fed upon by a key biological control agent, Harmonia axyridis Pallas. Although biological control is preferentially relied upon to suppress insect pests in organic agriculture, approved insecticides, such as neem, are periodically utilized to reduce damaging pest populations. The authors evaluated direct spray treatments of two neem formulations, azadirachtin and neem seed oil, under controlled conditions for effects on survivorship, development time and fecundity in A. glycines and H. axyridis. RESULTS: Both azadirachtin and neem seed oil significantly increased aphid nymphal mortality (80 and 77% respectively) while significantly increasing development time of those surviving to adulthood. First-instar H. axyridis survival to adulthood was also significantly reduced by both neem formulations, while only azadirachtin reduced third-instar survivorship. Azadirachtin increased H. axyridis development time to adult when applied to both instars, while neem oil only increased time to adult when applied to first instar. Neither neem formulation affected the fecundity of either insect. CONCLUSIONS: Results are discussed within the context of future laboratory and field studies aimed at clarifying if neem-derived insecticides can be effectively integrated with biological control for soybean aphid management in organic soybeans.     

新化合物HNPC-A8008对鳞翅目害虫的作用方式和作用特性

为系统评价新型吡唑类杀虫剂HNPC-A8008对鳞翅目害虫的生物活性、作用方式及环境因素对其应用效能的影响,通过叶片夹毒法、点滴法和根部内吸法测定了其胃毒活性、触杀活性和内吸活性,采用Potter喷雾法测定了温度、龄期对其生物活性的影响及对3龄粘虫幼虫的持效性,并应用浸渍法测定了其对粘虫卵的活性。结果表明,HNPC-A8008对粘虫表现出很好的胃毒毒力,且具有一定的触杀活性,但内吸活性较弱,药后24 h和72 h对粘虫触杀LD50和胃毒毒力LC50值分别为221.38μg/头和0.73 mg/L;2 000 mg/L浓度下,粘虫的内吸死亡率为56.67%;对1~4龄粘虫幼虫的的毒力分别为5.33、12.21、32.05和39.60 mg/L,对4龄的毒力最低;400 mg/L药液对粘虫卵的孵化抑制率为88.00%,初孵幼虫的死亡率为61.93%。温度对HNPC-A8008毒力发挥有显著影响,从15℃升至35℃,毒力增强了3.47倍,属正温度系数类杀虫剂。HNPC-A8008具有较长的持效期,药后0~14 d对3龄粘虫的LC50值在30.55~48.35 mg/L之间。     

Direct and indirect efficacy of truck-mounted applications of s-methoprene against Aedes albopictus (Diptera: Culicidae)

Aedes albopictus (Skuse) is a globally significant vector that complexifies management programs already contending with Aedes aegypti (L.). The Ae. albopictus mosquito is a daytime biting, container breeding, anthropophilic mosquito that is generally considered unresponsive to operational larviciding that does not also incorporate source reduction. S-methoprene is a readily available juvenile hormone mimic common to pest management. This 14-week study examines direct and indirect treatment efficacy using s-methoprene as an ultra-low volume (ULV) truck spray in area-wide operations against Ae. albopictus in the southeastern United States. An overall 63.3% reduction of Ae. albopictus adults and 47.8% reduction of deposited eggs in treatment areas were observed compared with control. Indirect plots saw reduction in Ae. albopictus adults by 32.7% and eggs by 32.3%. Using insect growth regulator bioassays, truck-mounted ULV application of s-methoprene was effective to an inhibition of emergence (IE) of ≥92% within directly treated (sprayed) areas and >65% IE among containers placed up to 90 m away. S-methoprene could still benefit urban vector management programs when applied at an operational scale.     

Comparison of the activity of non‐steroidal ecdysone agonists between dipteran and lepidopteran insects,using cell‐based EcR reporter assays

BACKGROUND: Diacylhydrazine (DAH) analogues have been developed successfully as a new group of insect growth regulators, called ecdysone agonists or moulting accelerating compounds. These DAHs have been shown to manifest their toxicity via interaction with the ecdysone receptor (EcR) in susceptible insects, as does the natural insect moulting hormone 20‐hydroxyecdysone (20E). A notable feature is their high activity and specificity, particularly against lepidopteran insects, raising the question as to whether non‐lepidopteran‐specific analogues can be isolated. However, for the discovery of ecdysone agonists that target other important insect groups such as Diptera, efficient screening systems that are based on the activation of the EcR are needed. RESULTS: In this study, a dipteran‐specific reporter‐based screening system with transfected S2 cells of Drosophila melanogaster Meig. was developed in order to discover and evaluate compounds that have ecdysone agonistic or antagonistic activity. A library of non‐steroidal ecdysone agonists containing different mother structures with DAH and other related analogues such as acylaminoketone (AAK) and tetrahydroquinoline (THQ) was tested. None of the compounds tested was as active as 20E. This is in contrast to the very high activity of several DAH and AAK congeners in lepidopteran cells (Bombyx mori L.‐derived Bm5 cells). The latter agrees with a successful docking of a DAH, tebufenozide, in the binding pocket of the lepidopteran EcR (B. mori), while this was not the case with the dipteran EcR (D. melanogaster). Of note was the identification of two THQ compounds with activity in S2 but not in Bm5 cells. Although marked differences in activity exist with respect to the activation of EcR between dipterans and lepidopterans, there exists a positive correlation (R = 0.724) between the pLC₅₀ values in S2 and Bm5 cells. In addition, it was found through protein modelling that a second lobe was present in the ligand‐binding pocket of lepidopteran BmEcR but was lacking in the dipteran DmEcR protein, suggesting that this difference in structure of the binding pocket is a major factor for preferential activation of the lepidopteran over the dipteran receptors by DAH ligands. CONCLUSIONS: The present study confirmed the marked specificity of DAH and AAK analogues towards EcRs from lepidopteran insects. THQ compounds did not show this specificity, indicating that dipteran‐specific ecdysone‐agonist‐based insecticides based on the THQ mother structure can be developed. The differences in activity of ecdysone agonists in dipteran and lepidopteran ecdysone‐reporter‐based screening systems are discussed. Copyright © 2010 Society of Chemical Industry     

Efficacy of lufenuron as chemosterilant against Ceratitis capitata in field trials

Two field trials in citrus orchards in Turis (Valencia, Spain) and Denia (Alicante, Spain) were performed in order to test the sterilant effect of the insect growth regulator lufenuron against wild medfly Ceratitis capitata (Wiedemann) populations. Two application methods for lufenuron were tested: spraying, in spots, an emulsion of lufenuron in a protein bait, and hanging delta traps that contained a proteinaceous gel with lufenuron (solid bait). The sterilant effect was measured as medfly population reduction, reduction of fruit damage in treated fields, and the number of eggs hatching in punctured fruits. In order to assess the efficacy of lufenuron treatments, we recorded results obtained from two different zones in both trial fields: an outer zone, close to untreated fields, and an inner zone, in the centre of lufenuron treated fields. We observed a minimum sterilant effect in the outer zone and a maximum sterilant effect in the inner one. The maximum sterilant effect was in the inner zone, where a reduction of medfly population of 80.4% in the sprayed field and a reduction of 77.6% in the solid bait field was observed. In addition, the greater the distance from the untreated zones of the treated orchard (inwards), the lower the fruit damage and medfly population level. In this inner zone, fruit punctured by medfly developed significantly fewer larvae (38.8%) than punctured fruits from the outer zone (68.6%). In addition, we recorded the decline in the activity of the lufenuron treatments with time. Lufenuron activity persisted in field for at least 2 weeks with spray applications, and for 3 months with bait gels.     

Antifeedant effect of commercial chemicals and plant extracts against Schistocerca americana (Orthoptera: Acrididae) and Diaprepes abbreviatus (Coleoptera: Curculionidae)

BACKGROUND: The deterrent effect of seven commercial compounds against Schistocerca americana (Drury) nymphs and Diaprepes abbreviatus L. adults, two important citrus pests, was investigated. Extracts of three Florida local plants were also tested as deterrents. Antifeedant activity was assayed using a leaf‐disk bioassay in choice and no‐choice tests. The residual activity of the commercial compounds that significantly deterred the insects was assayed by applying them to foliage of citrus plants exposed to three time intervals of sunlight. RESULTS: Sabadilla, azadirachtin and ryanodine effectively deterred S. americana, whereas rotenone, sabadilla and ryanodine reduced the feeding activity of D. abbreviatus. Methanol and methylene chloride extracts of Ceratiola ericoides Michaux deterred D. abbreviatus, but only methylene chloride extract dissuaded S. americana. Methanol extract of Ardisia crenata Sims functioned as a feeding deterrent against both S. americana and D. abbreviatus, but only the latter species was deterred by methylene chloride extract of A. crenata. Extracts of Illicium parviflorum Michaux ex Ventetat only dissuaded the insects in choice bioassays. Rapid loss of effectiveness was observed under field conditions. Sabadilla was the only compound that maintained its antifeedant properties in the field, but only against S. americana. CONCLUSION: Based on their deterrency, some of the commercial products and plant extracts have potential for use as substitute crop protectants against the pest species tested. Copyright © 2011 Society of Chemical Industry     

Acaricidal effects of cardiac glycosides, azadirachtin and neem oil against the camel tick, Hyalomma dromedarii (Acari: Ixodidae)

The cardiac glycoside, digitoxin, from Digitalis purpurea L (Scrophulariaceae), a cardiac glycosidal (cardenolide) extract from Calotropis procera (Ait) R Br (Asclepiadaceae), azadirachtin and neem oil from Azadirachta indica A Juss (Meliaceae) were tested for their effects against larvae and adult stages of the camel tick, Hyalomma dromedarii Koch (Acari: Ixodidae). The contact LC50 values of the first three materials against adults were 4.08, 9.63 and >40.7 microg cm(-2), respectively, whereas the dipping LC50 values of the four materials were 409.9, 1096, >5000 and >5000 mg litre(-1), respectively. Contact and dipping LC50 values of the extract and azadirachtin against larvae were 6.16, >20.3 microg cm(-2) and 587.7 and >2500 mg litre(-1), respectively. Azadirachtin had no effects on egg production or feeding of adults up to 5000 mg litre(-1); however at 2500 mg litre(-1), it caused significant reduction in feeding activity of larve, prolonged the period for moulting to nymphal stage, and caused 60% reduction in moultability. Results of the two cardiac glycoside materials are comparable with those of several commercial acaricides. The risks and benefits associated with the use of cardiac glycosides are considered.     

Comparative laboratory evaluation of the acute and chronic toxicology of diflubenzuron,hexaflumuron and teflubenzuron against II instar desert locust (Schistocerca gregaria) (Orthoptera: Acrididae)

The acute and chronic toxicities of three benzoylphenyl ureas, diflubenzuron, hexaflumuron and teflubenzuron were assessed under laboratory conditions against two-day-old second (II) instar Desert Locust, Schistocerca gregaria (ForskÅl) nymphs. Following exposure by ingestion of a single precise dose applied to short pieces of spring barley, nymphs were monitored for two moults until the fourth (IV) instar. Analysis of acute response data gave three significantly different LD₅₀ statistics (P < 0·05), 68·0, 26·6 and 0·71 μg per nymph respectively for diflubenzuron, hexaflumuron and teflubenzuron. The probit regression slopes also differed significantly, indicating distinct tolerance distributions for the three compounds, the narrowest response being to diflubenzuron and the widest range of response being to teflubenzuron. The timing of death was found to vary between the compounds; most nymphs died during the first moult following treatment with either hexaflumuron or teflubenzuron. However, the majority of nymphs that died after exposure to diflubenzuron did so after completing the first moult after treatment, but before the second. The mean development times of nymphs during the II and especially third (III) instars were significantly longer (P < 0·05) than those of the controls following exposure to diflubenzuron and hexaflumuron. Teflubenzuron had no significant effect (P < 0·05) on the duration of the II instar. The potential of the three compounds to control S. gregaria populations in the field is discussed with particular reference to the timing and nature of acute and chronic responses.     

Effects of a juvenile hormone analog,pyriproxyfen, on Thrips tabaci (Thysanoptera: Thripidae)

Effects of a juvenile hormone analog, pyriproxyfen, on various developmental stadia of the onion thrips, Thrips tabaci Lindeman, were determined on cabbage leaves in the laboratory. Pyriproxyfen was applied at 0.064 or 0.128 g AI liter(-1) on leaves (residual contact-ingestion), thrips (direct contact) and leaf-thrips (residue contact-ingestion-direct contact). Pyriproxyfen did not have any significant lethal effects on thrips pupae in any treatment. Lethal effects on thrips larvae varied depending on application method and dosage. In the leaf and the leaf-thrips treatments, few larvae and pre-pupae molted to the next stage, and none developed to adults. In contrast, in the thrips-only treatment, pyriproxyfen did not show any significant lethal effects. The developmental times of larvae and pre-pupae were prolonged when larvae were treated with pyriproxyfen, and those of pre-pupae and pupae were shortened when pre-pupae and pupae were treated. The longevity and survival rates of thrips adults were generally shorter when they contacted and ingested pyriproxyfen-treated leaves than those in water control. Significantly fewer progeny (0.22-1.15 larvae per female) were produced by females that had fed on and been in contact with the pyriproxyfen-treated leaves than by those in the water control (11.94 larvae per female). However, the number of progeny produced by the thrips females increased significantly (3.32-7.28 larvae per female) when the females were transferred to untreated leaves after feeding on treated leaves for 5 days; the daily larval hatching pattern was similar to those in water control, indicating that female adults were able to produce viable eggs when untreated food was offered.     

Cold plasma: a potential new method to manage postharvest diseases caused by fungal plant pathogens

Development of alternative, chemical‐free approaches for control of postharvest fungi on a commercial scale has become a challenge for plant pathologists in recent years. Although there are several established techniques such as heat that are used as postharvest treatments, they often have disadvantages, including alteration of food quality due to physiological responses to the treatment, or environmental pollution. A promising new postharvest treatment is cold plasma, which is a gas‐derived mix of atoms, excited molecules and charged particles. Cold plasma has no known adverse effects on fresh produce or the environment. It is an established technology in the medical field and has been demonstrated to successfully control bacterial pathogens that cause food safety issues. This review focuses on the potential of cold plasma technology for postharvest disease control, especially those caused by fungi. An overview of plasma generation systems is provided, and in vivo and in vitro research is reviewed to consider benefits, limitations and research gaps in the context of cold plasma as a potential method for controlling postharvest fungal pathogens. Finally, recommendations are provided for the application of this technology in commercial facilities.     

Benzpyrimoxan: Design,synthesis, and biological activity of a novel insecticide

Benzpyrimoxan (5-(1,3-dioxan-2-yl)-4-{[4-(trifluoromethyl)phenyl]methoxy}pyrimidine, NNI-1501) was discovered as a novel insecticide structurally characterized by a pyrimidine derivative substituted with 1,3-dioxanyl and 4-trifluoromethylbenzyloxy groups. The compound showed remarkable activity against nymphs of rice planthoppers, including strains resistant to existing insecticides. Furthermore, benzpyrimoxan had low adverse effects on pollinators and beneficial arthropods. Because of these features, benzpyrimoxan is expected to be a suitable part of an integrated pest management strategy. In this report, the history of the discovery to reach benzpyrimoxan and details of the structure–activity relationships are described.     

Reduced viability of Colorado potato beetle, Leptinotarsa decemlineata, eggs exposed to novaluron

BACKGROUND: Novaluron is a benzoylphenyl urea chitin synthesis inhibitor that combines good activity against larval stages of the Colorado potato beetle, Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae), with low mammalian toxicity. Previous studies suggest that it has deleterious sublethal effects on adults. RESULTS: Continuous exposure of adult Colorado potato beetles to novaluron-treated foliage as both ovipositional and feeding substrate did not affect their survivorship or the number of eggs produced, but viable larvae hatched only from the eggs that were laid on the first day of the experiment. Viability was restored after adult beetles spent 48-96 hours on untreated leaves. In a separate experiment, direct exposure to novaluron of eggs laid by unexposed beetles also reduced the number of larvae hatching. CONCLUSIONS: Results confirm a negative effect of novaluron on the number of progeny produced by the Colorado potato beetle. Direct toxicity did not explain all of the reduction in egg hatch observed, suggesting that novaluron probably acted on reproductive adults as well as on eggs after they were deposited.     

RNAi as a management tool for the western corn rootworm,Diabrotica virgifera virgifera

The western corn rootworm (WCR), Diabrotica virgifera virgifera, is the most important pest of corn in the US Corn Belt. Economic estimates indicate that costs of control and yield loss associated with WCR damage exceed $US 1 billion annually. Historically, corn rootworm management has been extremely difficult because of its ability to evolve resistance to both chemical insecticides and cultural control practices. Since 2003, the only novel commercialized developments in rootworm management have been transgenic plants expressing Bt insecticidal proteins. Four transgenic insecticidal proteins are currently registered for rootworm management, and field resistance to proteins from the Cry3 family highlights the importance of developing traits with new modes of action. One of the newest approaches for controlling rootworm pests involves RNA interference (RNAi). This review describes the current understanding of the RNAi mechanisms in WCR and the use of this technology for WCR management. Further, the review addresses ecological risk assessment of RNAi and insect resistance management of RNAi for corn rootworm. © 2016 Society of Chemical Industry