多杀菌素微球制备关键工艺研究:Ⅰ

采用乳化-溶剂挥发法,以聚乳酸(PLA)为成球材料制备了多杀菌素微球。研究了分散剂、自然光照、明胶质量浓度和反应温度对多杀菌素微球质量的影响规律。结果表明,以12.5 mg/mL的明胶水溶液作为反应体系的分散剂,在避光30~35 ℃下可制得粒径小且分布均匀、包封率高(＞98%)的多杀菌素微球。     

多杀菌素微球制备关键工艺研究:Ⅱ

采用乳化-溶剂挥发法,以聚乳酸(PLA)为成球材料(壁材)制备了多杀菌素微球。研究了PLA浓度和油/水相体积比对多杀菌素微球制备的影响规律,确定了制备多杀菌素微球的优选配方及工艺条件。制备得到中位径(D50)为12.73 μm、跨距为1.4811、载药量在31%左右、包封率为100.2%、包封产率为89.4%的多杀菌素微球,重复性良好。扫描电镜(SEM)观察结果表明,所得微球为表面较光滑的实心小圆球。差示扫描量热(DSC)分析结果证实,多杀菌素和PLA的确形成了载药微球。室内毒力测定结果表明,自制5%多杀菌素微球悬浮剂与市售2.5%多杀菌素悬浮 剂(菜喜)对小菜蛾Plutella xylostella 2龄幼虫的毒力基本相同,LC50值分别为0.40和0.38 μg/mL。     

多杀菌素防治储粮害虫的研究进展

多杀菌素广谱高效、低残留、对非靶标动物安全,同时杀虫机理独特,与现有储粮害虫防治药剂不存在交叉抗性,是一种极具应用前景的微生物源绿色储粮防护剂。本文简单介绍了多杀菌素结构和作用机理,重点讲述了其防治储粮害虫的功效和粮库应用试验,并提出以＂预防为主,综合治理＂的原则来使用多杀菌素防治储粮害虫。     

植物油对刺糖多孢菌生长及其合成多杀菌素能力的影响

为研究不同种类植物油对刺糖多孢菌生长及其合成多杀菌素能力的影响,探索提高多杀菌素产量的方法,在发酵培养基中分别添加葵花油、花生油、大豆油、芝麻油、橄榄油和菜籽油,研究了其对菌体生长、脂肪酶活性和多杀菌素产量的影响,并利用RT-PCR对脂肪酶基因及多杀菌素合成相关基因的转录水平进行分析。结果表明:6种供试植物油对菌体生长和多杀菌素产量的影响程度不同,依次为菜籽油橄榄油花生油芝麻油葵花油大豆油,其中菜籽油有利于诱导脂肪酶的表达、延缓菌体的衰亡和延长产素期,脂肪酶活力、菌体生物量和多杀菌素产量分别提高310.09%、8.97%和33.94%;脂肪酶基因和多杀菌素合成基因的转录强度也有明显提高。因此,菜籽油是其最佳的辅助性脂类碳源。     

多杀菌素对不同发育阶段甜菜夜蛾的毒力及其体内超氧化物歧化酶、过氧化氢酶和过氧化物酶的影响

对甜菜夜蛾的毒力测定结果表明,多杀菌素能显著降低其初孵幼虫的存活率、成虫的产卵量和成虫寿命。经6.25 μg/mL药液处理的卵,其初孵幼虫存活率仅为7.48％,而对照则为76.72％;取食12.50 μg/L药液的成虫,其产卵量和成虫寿命仅为取食蜂蜜水的1/6和1/2.5。随虫龄的增加,甜菜夜蛾幼虫对多杀菌素的敏感性显著降低,3龄、4龄幼虫的敏感性仅为2龄幼虫的1/9和1/16,且增效剂氧化胡椒基丁醚(PBO)与磷酸三苯酯(TPP)表皮点滴处理不表现增效作用。多杀菌素对甜菜夜蛾卵的孵化率、蛹重以及蛹的羽化率没有明显影响。亚致死剂量处理3龄幼虫后,其体内超氧化物歧化酶、过氧化氢酶和过氧化物酶等主要保护酶系的活性在处理后0~24 h与对照差异不明显,保护酶系与甜菜夜蛾对多杀菌素敏感性之间没有明显关系。     

多杀菌素低剂量处理西花蓟马对药剂敏感性的影响

用低剂量多杀菌素继代处理西花蓟马(Frankliniella occidentalis)40多代后,测定了处理种群对其他5种不同类型杀虫剂的敏感性。结果表明,西花蓟马用多杀菌素LC25的浓度继代处理,对多杀菌素的敏感性逐渐下降。处理47代后,该种群的LC50是敏感种群的6.7倍,达到了低水平抗性。在第41代,当处理种群对多杀菌素的敏感性下降为敏感种群的5.19倍时,对阿维菌素和甲氨基阿维菌素苯甲酸盐的敏感性也下降,分别为敏感种群的2.68倍和2.92倍。     

多杀菌素类杀虫剂的环境降解及抗性机制研究进展

多杀菌素类杀虫剂具有高效低毒、杀虫谱广及环境友好等优点,在害虫综合防治中具有很好的应用前景。近年的研究明确了多杀菌素和乙基多杀菌素的环境/农作物的降解代谢物及降解动力学,重点阐明了多杀菌素和乙基多杀菌素的代谢及靶标抗性机制,对多杀菌素类杀虫剂的合理使用和抗性治理提供了科学依据。同时,在杀虫活性更好、防治谱更广的乙基多杀菌素的开发过程中,计算建模、生物路径调控及化学合成等技术的综合应用发挥了巨大作用,为进行天然产物结构改造、开发新型杀虫剂提供了重要参考。本文论述了多杀菌素和乙基多杀菌素的结构特点及环境降解特性,综述了多杀菌素和乙基多杀菌素抗性机制的研究进展。     

生物杀虫剂多杀菌素的中毒症状和作用机理

生物杀虫剂多杀菌素是一类全新的杀虫剂，它具有神经毒剂特有的中毒症状，表现为身体的上升，非功能性肌肉收缩和震颤，最终衰竭，瘫痪。其作用机制是通过激活烟碱型受体使昆虫神经细胞去极化，引起中央神经系统广泛的超活化。多杀菌素也通过抑制γ-氨基丁酸受体而使神经细胞超活化。本文就是对多杀菌素中毒症状和作用机理的研究进展作一综述。     

多杀菌素对甜菜夜蛾多酚氧化酶和羧酸酯酶的影响

报道了多杀菌素对甜菜夜蛾Spodopetera exigua(Hübner)多酚氧化酶(PPO)和羧酸酯酶(CarE)的影响, 多杀菌素对甜菜夜蛾表现了很高的毒力,对三龄幼虫的LC50值为0.80 mg/L。离体条件下,1.0×10-3~0.5 mg/L多杀菌素对甜菜夜蛾多酚氧化酶的抑制率超过50％,且表现为随药剂浓度的增加抑制能力增强的趋势。活体条件下,0.1~0.8 mg/L多杀菌素在处理的早期诱导虫体内多酚氧化酶的活性增加,但12 h后却显著抑制多酚氧化酶的活性。1.0×10-3~1.0 mg/L多杀菌素在离体条件下对羧酸酯酶不表现任何抑制作用,但活体条件下同样能诱导虫体内羧酸酯酶活性增强。     

室内药剂交替使用对西花蓟马抗药性发展的影响

分别单独使用毒死蜱、多杀菌素和两种农药交替使用连续处理西花蓟马(Frankliniella occidentalis)18代,采用浸渍法从第6至第18代每隔2世代测定3个汰选种群对毒死蜱和多杀菌素的敏感性.结果表明,毒死蜱和多杀菌素交替汰选种群比单一药剂连续汰选种群抗性上升趋势缓慢,F18代时交替使用汰选种群对毒死蜱和多杀菌素的抗性倍数分别为10.89倍和17.19倍,而毒死蜱单一汰选种群对毒死蜱的抗性倍数达到24.19倍,多杀菌素单一汰选种群对多杀菌素的抗性倍数达到20.78倍.因此,交替或轮换使用药剂可以延缓西花蓟马抗药性的发展.     

Mechanism of resistance to spinosyn in the tobacco budworm, Heliothis virescens

Topical laboratory selection of tobacco budworm larvae, Heliothis virescens, with technical spinosad for multiple generations resulted in larvae 1068-fold resistant to topical applications of the insecticide and 316.6-fold resistant to insecticide treated diet as compared to the parental strain. The penetration of 2′-O-methyl[¹⁴C]spinosyn A across the cuticle of the susceptible (parental) and selected (resistant) tobacco budworms increased with time 3-12 h after application. A trend of reduced penetration in the resistant strain was found but the differences were not statistically significant. 2′-O-methyl[¹⁴C]spinosyn A when injected into the hemocoel was not metabolized 96 h after treatment in both the susceptible and resistant strain, suggesting that a change in metabolism was not the mechanism of resistance. Electrophysiological studies indicated that dose-dependent spinosyn A-induced currents occurred in neurons from spinosyn resistant and susceptible (adult) tobacco budworms. At both 10 and 100 nM spinosyn A, however, the amplitude of these currents in the resistant insects was significantly smaller than the amplitude of currents observed from neurons from susceptible tobacco budworm adults. This suggests that neurons from resistant insects have decreased sensitivity to spinosyn A. However, the reduced inward currents in the resistant strain may or may not be related to the mode of action of the spinosyns. No statistically significant cross-resistance was noted for the spinosad resistant tobacco budworms for topical applications of permethrin (Pounce^®), profenofos (Curacron^®), emamectin benzoate (Denim^®), or indoxacarb (Steward^®). A statistically significant reduction in susceptibility to acetamiprid (Mospilan^®) in artificial diet as determined from a resistance ratio of 0.482 was found.     

Novel mode of action of spinosad: Receptor binding studies demonstrating lack of interaction with known insecticidal target sites

The ability of spinosyn A to either enhance or displace binding to selected insecticidally-relevant receptors was investigated using a number of radioligands including, [³H]imidacloprid and [³H]ivermectin in tissues from the ventral nerve cord (VNC) membranes of the American cockroach, Periplaneta americana and head membranes from the housefly, Musca domestica. In these insect neural tissues, spinosyn A does not appear to alter the binding of a number of radioligands suggesting that spinosyn A does not interact directly with a variety of known receptors, including nicotinic or γ-aminobutyric acid (GABA)-based insecticidal target sites. However, available data are consistent with spinosyn A interacting with a site distinct from currently known insecticidal target sites, thus supporting a novel insecticidal mechanism of action for the spinosyns.     

Discovery of highly insecticidal synthetic spinosyn mimics – CAMD enabled de novo design simplifying a complex natural product

Simplifying complex natural products: Computer modeling‐based design leads to highly insecticidal, chemically simpler synthetic mimics of the spinosyn natural products that are active in the field. © 2018 Society of Chemical Industry     

The influence of post-exposure temperature on the toxicity of insecticides to Ostrinia nubilalis (Lepidoptera: Crambidae)

The influence of post-treatment temperature on the toxicities of two pyrethroids (lambda-cyhalothrin and bifenthrin), a carbamate (methomyl) and a spinosyn (spinosad) to Ostrinia nubilalis (Hubner) larvae was evaluated in laboratory assays. From 24 to 35 degrees C, the toxicities of the pyrethroids decreased 9.5- and 13.6-fold while spinosad toxicity decreased 3.8-fold. The toxicity of methomyl did not change significantly. The results demonstrate that the most effective insecticide against a pest may vary with environmental conditions. In situations where comparable products from multiple insecticide classes are available, temperature should be included as a factor in the decision-making process.     

单嘧磺酯钠盐的合成及除草活性

单嘧磺酯是新型超高效磺酰脲类除草剂,为了寻找生物活性与之相当、环境友好的同类药剂,室温条件下用单嘧磺酯与氢氧化钠在水中反应合成了单嘧磺酯钠盐,其结构经核磁共振氢谱、红外、质谱及元素分析确认。室内生物测定结果显示,单嘧磺酯钠盐与其母体单嘧磺酯对马唐Digitaria ciliaris、稗草Echinochloa crusgalli、苋菜Amaranthus retroflexus和藜Chenopodium aldum的除草活性基本相当。     

甜菜夜蛾敏感品系的获得及其对12种杀虫剂的敏感基线

以高效氯氰菊酯为筛选药剂,通过室内单对汰选获得了甜菜夜蛾敏感品系,并采用浸叶法和点滴法测定该敏感品系对甲氨基阿维菌素苯甲酸盐、氯虫苯甲酰胺等12种常用药剂的敏感基线。浸叶法测得该品系对供试药剂的敏感性由高到低依次为:甲氨基阿维菌素苯甲酸盐(LC50为0.0340 mg/L)、茚虫威、氟啶脲、甲氧虫酰肼、氯虫苯甲酰胺、氟虫双酰胺、高效氯氰菊酯、虫酰肼、多杀菌素、毒死蜱、虫螨腈、灭多威(124.0482mg/L)。点滴法测得12种杀虫剂LD50由小到大依次为:高效氯氰菊酯、茚虫威、甲氧虫酰肼、甲氨基阿维菌素苯甲酸盐、虫酰肼、毒死蜱、多杀菌素、氯虫苯甲酰胺、虫螨腈、氟虫双酰胺、灭多威、氟啶脲。结果表明,该敏感基线可用于甜菜夜蛾的抗药性监测。     

Plant growth inhibitors in turmeric (Curcuma longa) and their effects on Bidens pilosa

Turmeric (Curcuma spp.) has numerous biological activities, including anticancer, antibacterial, antifungal and insecticidal properties. Here, we evaluated the plant growth‐inhibitory activities of two cultivars of Curcuma longa (C. longa ; Ryudai gold and Okinawa ukon) against radish, cress, lettuce and Bidens pilosa (B. pilosa ). The methanol extracts of both turmeric varieties inhibited the seed germination and seedling growth of all the tested plants. Ryudai gold had a significantly higher inhibitory effect on the seed germination and root and shoot growth of the plants than Okinawa ukon. Therefore, Ryudai gold was chosen for the isolation of plant growth‐inhibitory compounds using a silica gel column and high‐performance liquid chromatography. The structural identification of the compounds was carried out using ¹H NMR, ¹³C NMR and liquid chromatography–tandem mass spectrometry. The growth inhibitors were identified as four curcuminoids; dihydrobisdemethoxycurcumin ( 1 ), bisdemethoxycurcumin ( 2 ), demethoxycurcumin ( 3 ) and curcumin ( 4 ). The IC₅₀ of the curcuminoids against the root and shoot growth of B. pilosa ranged from 8.7 ± 1.7 to 12.9 ± 1.8 and from 15.5 ± 1.8 to 38.9 ± 2.8 μmol L^?1, respectively. Compound 1 showed the lowest IC₅₀ against the root and shoot growth of B. pilosa . These results suggested that Ryudai gold has a potential growth‐inhibitory effect against B. pilosa .     

Lethal and sublethal side-effect assessment supports a more benign profile of spinetoram compared with spinosad in the bumblebee Bombus terrestris

BACKGROUND: This study was undertaken to identify the potential side effects of the novel naturalyte insecticide spinetoram in comparison with spinosad on the bumblebee Bombus terrestris L. The potential lethal effects together with the ecologically relevant sublethal effects on aspects of bumblebee reproduction and foraging behaviour were evaluated. Bumblebee workers were exposed via direct contact with wet and dry residues under laboratory conditions to spinetoram at different concentrations, starting from the maximum field recommended concentration (MFRC) and then different dilutions (1/10, 1/100, 1/1000 and 1/10 000 of the MFRC), and compared with spinosad. In addition, the side effects via oral exposure in supplemented sugar water were assessed. RESULTS: Direct contact of B. terrestris workers with wet residues of spinosad and spinetoram showed spinetoram to be approximately 52 times less toxic than spinosad, while exposure to dry residues of spinetoram was about 8 times less toxic than exposure to those of spinosad. Oral treatment for 72 h (acute) indicated that spinetoram is about 4 times less toxic to B. terrestris workers compared with spinosad, while exposure for a longer period (i.e. 11 weeks) showed spinetoram to be 24 times less toxic. In addition, oral exposure to the two spinosyns resulted in detrimental sublethal effects on bumblebee reproduction. The no observed effect concentration (NOEC) for spinosad was 1/1000 of the MFRC, and 1/100 of the MFRC for spinetoram. Comparison between the chronic exposure bioassays assessing the sublethal effects on nest reproduction, with and without allowing for foraging behaviour, showed that the respective NOEC values for spinosad and spinetoram were similar over the two bioassays, indicating that there were no adverse effects by either spinosyn on the foraging of B. terrestris workers. CONCLUSION: Overall, the present results indicate that the use of spinetoram is safer for bumblebees by direct contact and oral exposure than the use of spinosad, and therefore it can be applied safely in combination with B. terrestris. Another important conclusion is that the present data provide strong evidence that neither spinosyn has a negative effect on the foraging behaviour of these beneficial insects. However, before drawing final conclusions, spinetoram and spinosad should also be evaluated in more realistic field‐related situations for the assessment of potentially deleterious effects on foraging behaviour with the use of queenright colonies of B. terrestris. Copyright © 2011 Society of Chemical Industry     

含1,3,4-噻二唑的吡啶联吡唑乙酰胺类化合物的合成及除草活性

以乙酰丙酮、溴乙酸乙酯和2,6-二氯吡啶为起始原料,经取代、肼基化、环合、水解、酸化及缩合等反应,得到9个未见文献报道的吡啶联吡唑乙酰基类化合物 B1~B9 。其结构均经核磁共振氢谱和质谱表征。初步生物活性测定表明:在150 g/hm2的处理剂量下,大部分目标化合物表现出一定的除草活性,其中化合物 B2、B3、B6 和 B8 对苘麻Abutilon theophrasti Medicus、反枝苋Amaranthus retroflexus和凹头苋Amaranthus lividus L.生长的抑制率接近100%。     

Sodium Alginate as an Adjuvant of an Antagonistic Bacterium, Pseudomonas fluorescens Strain A11RN, to Enhance Biocontrol of Turfgrass Snow Mold Caused by Typhula ishikariensis

Pretreatment with sodium alginate (20 g/m²) prior to application of a biocontrol agent, Pseudomonas fluorescens strain A11RN, enhanced the control turfgrass snow mold caused by Typhula ishikariensis biotype B. Disease severities in two fields relative to untreated control plots were 53% and 61% in plots treated with both the strain and sodium alginate, which were significantly lower than 69% and 77% in plots treated only with the strain. The antagonist population remained above the threshold for effective control (ca. 1×10⁷ cfu/cm³) at least for the first month under snow in pretreatment with sodium alginate. The population of the biocontrol agent after snowmelt on turfgrass was five times higher in sodium alginate-amended plots than in unamended plots. Sodium alginate alone did not reduce disease severity. Sodium alginate might have supported the survival of the applied strain. Received 7 June 1999/ Accepted in revised form 20 December 1999