小菜蛾化学生态学研究现状与展望

本文综述了几种植物吸引或阻抑小菜蛾成虫产卵或幼虫取食的效应。完整的、机械损伤的和菜粉蝶为害的甘蓝类蔬菜释放出数十种醇、醛、酯、酮、硫化物、羧酸类、异硫氰酸酯类和萜烯类挥发性化合物。机械损伤的甘蓝和小菜蛾、菜粉蝶及蜗牛为害的甘蓝释放的挥发物引诱菜粉蝶绒茧蜂。小菜蛾为害甘蓝释放的挥发物引诱菜蛾绒茧蜂。小菜蛾性信息素基本成分是顺 -1 1 -十六碳烯醛和顺 -1 1 -十六碳烯乙酸酯。当顺 -1 1 -十六碳烯醛、顺 -1 1 -十六碳烯乙酸酯和顺 -1 1 -十六碳烯醇以 5∶5∶0 1或顺 -1 1 -十六碳烯醛、顺 -1 1 -十六碳烯乙酸酯、顺 -1 1 -十六碳烯醇和顺 -9-十四碳烯乙酸酯按70∶3 0∶1∶0 0 1比例制成的诱芯诱蛾效果较好。宜深入探究寄主植物—小菜蛾—菜蛾绒茧蜂间的通讯机制 ,开发高效诱芯。     

棉铃虫性外激素成分的化学分析和田间试验

利用毛细柱的气相色谱和质谱对棉铃虫（鳞翅目：夜蛾科）雌蛾腺体提取物的分析,鉴定出了他和十六碳醛、顺－9－十六碳烯醛、顺－11－十六碳烯醛、饱和十六碳醇和顺－11－十六碳烯醇,其相对比例为6．1：4．5：100：3．5：8．8。在山东、山西省的田间试验中,2mg的顺－11－十六碳烯醛和顺－9－十六碳烯醛（97：3）置橡胶塞上能有效地引诱棉铃虫雄蛾。增加4％－7％他和十六碳醛到二元混合物中诱蛾量超过二元混合物。增加1％顺－11－十六碳烯醇到二元或三元混合物中减少诱蛾量,当增加5％顺－11－十六碳醇时诱蛾量大量减少。     

合成性信息素对柑桔潜叶蛾的田间引诱作用

目前柑桔潜叶蛾的防治主要依赖化学农药, 而且生产中缺少有效测报技术。为此, 我们于2009年6月30日至10月6日在浙江宁波通过有机合成柑桔潜叶蛾Phyllocnistis citrella（鳞翅目, 细蛾科）的3种性信息素化合物顺7, 顺11, 反13-十六碳三烯醛、顺7, 顺11-十六碳二烯醛和顺7-十六碳烯醛, 配制成不同浓度比例的混合物, 进行田间试验比较其引诱活性。结果表明, 单一的顺7, 顺11, 反13-十六碳三烯醛对柑桔潜叶蛾雄蛾就可以显示较强的引诱作用, 而顺7, 顺11-十六碳二烯醛单一成分没有引诱活性, 顺7, 顺11, 反13-十六碳三烯醛与顺7, 顺11-十六碳二烯醛的二元混合物30∶1~3∶1之间活性较强, 而在30∶1的质量比例时诱虫量最高。含顺7-十六碳烯醛的三元混合物, 当顺7, 顺11, 反13-十六碳三烯醛∶顺7, 顺11-十六碳二烯醛∶顺7-十六碳烯醛三者比例为100∶10∶3时有显著增效作用。剂量与诱捕活性试验显示每枚诱芯1 mg顺7, 顺11, 反13-十六碳三烯醛的剂量引诱作用最强, 随浓度降低, 引诱作用下降。诱捕器在0.8~1.5 m之间的不同悬挂高度对诱捕数量无显著影响。结果说明, 顺7, 顺11, 反13-十六碳三烯醛、顺7, 顺11-十六碳二烯醛和顺7-十六碳烯醛组成的三元混合物诱芯可以作为柑桔潜叶蛾的诱杀技术并应用于其生物防治和预测测报。     

二点螟性外激素的化学结构及田间诱蛾效果

应用触角电位(EAG)技术,从70种合成的标样化合物中,确定顺-11-十六碳烯醇(Z11-16:OH)、顺-11-十六碳烯醛(z11-16:ALD)为二点螟性外激素的候选化合物。借助气相色谱(GC)、薄层色谱(TLC)和酯化反应,对此虫雌蛾腹尖提取物分析,显示出仅有与烯醇相同保留时间的活性峰,排除了烯醛存在的可能性,用田间诱蛾试验验证室内分析的结果证明:烯醇张烯醛以不同的比例混合后,随着烯醛在混合物中的比例增加,诱蛾活性也越来越低,只有烯醇单独存在时,才具有最高的诱蛾活性,而且高于一头未交配的活雌蛾诱蛾活性。用气相色谱一质谱(GC—MS)对雌蛾腹尖提取物进行分折,也证实了二点螟的性外激素成分是Z11-16:OH。     

不同配方信息素诱芯对二化螟的诱捕效果比较研究

2004年和2005年夏季在江淮稻区二化螟Chilo suppressalis性诱剂诱捕的结果表明：一种新型诱芯（其中顺-11-十六碳烯醛∶顺-9-十六碳烯醛为2∶1）对第1代二化螟的日平均诱捕量相当于二化螟标准诱芯的5倍左右,而在越冬代和第2代成虫发生期则分别相当于后者的1.5839倍和1.7474倍。二化螟诱捕量取决于顺-11-十六碳烯醛和顺-9-十六碳烯醛的比例,而与其各自的剂量或信息素总剂量无明显关系,且它们的最佳配比可能因世代夜间温度的不同而不同,二化螟标准诱芯在第1代诱捕效果下降的原因可能是两种不饱和十六醛比例不适。     

中国印度谷螟性信息素次级组份的研究

印度谷螟是我国危害性较严重的仓储害虫之一,食性很广,几乎危害每一种植物性仓储物.印度谷螟雌虫性信息素主要成份顺9,反12-十四碳二烯醇醋酸酯(TDA)早已被鉴定,并利用TDA单一组份诱捕印度谷螟雄蛾也较为有效,但该虫的完整信息素系统尚不清楚.本研究采用单个雌蛾性信息素腺体抽提技术,利用毛细管气相色谱GC保留时间定性方法和气质联用GC-MS分析鉴定技术,从印度谷螟雌虫腺体提取物中鉴定了顺9,反12-十四碳二烯醇醋酸酯(A),顺9,反12-十四碳二烯醇(B),顺9,反12-十四碳二烯醛(C)和顺9-十四碳醋酸醋(D)4种主要信息素成份,其比例为A∶B∶C∶D=100∶22∶12∶9.风洞试验结果表明,以该4种主要成分按A∶B∶C∶D=8∶2∶1∶0.8比例配制成的诱芯,其引诱雄蛾的活性接近于雌蛾腺体提取物.     

棉铃虫雄蛾触角的毛形感器对其性信息素组分及类似物的反应

本文用单细胞电反应的记录方法,测定了棉铃虫Heliothis armigera Hubner雄蛾触角的毛形感器对其性信息素组分及雌蛾腹部提取物的反应,发现顺-11-十六碳烯醛和顺-9-十六碳烯醛能引起反应。对前者发放大脉冲,对后者发放小脉冲,对雌蛾腹部提取物发放大、小两种脉冲,但以大脉冲为主。     

烟青虫(Helicoverpa assulta Guenée)信息素的结构鉴定及田间试验(英语)

北京地区的烟青虫(Helicover Pa asslta Cucn(?)e)的性信息素腺体提取物经毛细管柱气相色谱分析及GC MS分析,鉴定了6种组分.这6种组分为:十六醛(16:Ald)、顺 9—十六烯醛(Z9—16:Ald)、顺11—十六烯醛(Zll 16:Ald)、顺9—十六烯醇(Z9-16:OH)、顺11—十六烯醇(Zll-16:OH)、顺9—十六烯基乙酸酯(Z9 16:OAc),比例为10.9:58.7:3.9:14.7:1.1:10.7.田间试验表明,只有16:Ald、Z9 16:Ald和Zll 16:Ald(比例为15.3:79.2:5.5)组成的三组分诱芯和Z9—16:Ald和Zll—16:Ald(比例为93.4:6.6)组成的两组分诱芯对于雄蛾有强烈的引诱活性.在3种醛为组分的诱芯中加入Z9 16:OH明显地降低引诱活性.     

几种橡胶载体对马尾松毛虫性信息素几何构型异构化的影响

马尾松毛虫Dendrolimus punctatus Walker性信息素的主要活性组分为顺5,反7-十二碳二烯醇、顺5,反7-十二碳二烯基乙酸酯、顺5,反7-十二碳二烯基丙酸酯,在橡胶塞诱芯载体上很快发生异构化。半月后以顺反式为主的三组分已改变为以反反式为主体,反顺式和顺顺式也增加了。因而,此类材料不宜作为共轭二烯类信息素的载体。本文报告了一种硅橡胶材料对共轭双键具有相当小的影响,并可望成为含有共轭双键结构的昆虫信息素的载体材料。     

马尾松毛虫性信息素在不同类型诱芯中的稳定性

顺5,反7-十二碳二烯醇、顺5,反7-十二碳二烯乙酸酯和顺5,反7-十二碳二烯丙酸酯是马尾松毛虫Dendrolimus punctatus性信息素的主要成分。为研究如何减少上述共轭二烯信息素成分中的几何构型异构化和氧化的发生,作者制备了几种不同剂型的诱芯并进行了田间诱蛾试验。与常用的天然橡胶诱芯相比,诱芯中加入抗氧化剂（topanol CA）、提高性信息素的纯度、每5天重新更换诱芯及将载体换为硅橡胶等处理均不能明显提高诱芯的诱蛾效果,然而载体为复合橡胶（氯化丁基橡胶和天然橡胶的混合体）的诱芯诱蛾效率比天然橡胶诱芯提高了1倍以上。田间试验后,用毛细柱气相色谱对不同类型诱芯中残留的信息素及其异构体的分析结果显示：复合橡胶诱芯中只有12%～16%的不同信息素成分发生了异构化,而在天然橡胶诱芯中此值高达69%～87%。而且前者中信息素及其异构体的剩余量是后者的4倍。这些结果表明,复合橡胶诱芯之所以具有较高的诱效,主要由于在这种诱芯中,共轭二烯信息素更稳定,释放速率较为缓慢且均匀。     

SEX PHEROMONE COMPONENTS OF THE OREIENTAL TOBACCO BUDWORM, HELICOVERPA ASSULTA GUENÉE: IDENTIFICATION AND FIELD TRIALS

Abstract  The sex pheromone gland extracts of the Oriental tobacco budworm, Helicover assulta Guenée, collected from North China in Beijing area, were analyzed by capillary gas chromatograph(GC) and 6 components from the extracts were identified by capillary GC—MS as hexadecanal (16:Ald), (Z)9-hexadecenal (Z9–16:Ald), (Z)-11-hexadecenal (Z11–16:Ald), (Z)-9-hexadecen-1-ol (Z9–16:OH), Z11-hexadecen-1-ol (Z11–16:OH), Z-9-hexadecenylacetate (Z9–16:OAc) at a ratio of 10. 9: 58. 7: 3. 9: 14. 7: 1.1: 10. 7. Field studies indicated that an optimum blend of Z9–16:Ald and Z11–16:Ald was 100: 7. Addition of 16: Ald or Z9–16:Ac to the two aldehyde blend showed no significant effect on attractiveness. However presence of Z9–16:OH in the blends significantly reduced male captures.     

Field evaluation of female sex pheromone components of the cotton bollworm,Heliothis armigera

(Z)-11-hexadecenal and (Z)-9-hexadecenal were ineffective lures forH. armigera males unless combined. Attraction depended upon perception of a 90%–99% combination of (Z)-11-hexadecenal with 1%–10% (Z)-9-hexadecenal. Increasing the level of (Z)-9-hexadecenal in the mixture to 26.2% reduced catches. Adding 2.3% (Z)-7-hexadecenal to the mixture did not enhance or reduce attraction, while adding 8.7% (Z)-11-hexadecenol significantly reduced male catches. The combination of (Z)-11-hexadecenal and (Z)-9-hexadecenal was effective only when released from rubber dispensers but not from polyethylene vials. A load of 2 mg of the mixture on rubber dispensers effectively attracted males for at least 31 days. TheH. zea lure which contained all the pheromonal components of that species was also effective in attractingH. armigera males. TheH. virescens lure attracted significantly fewerH. armigera males than theH. zea lure.

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Résumé Les (Z)-11-hexadecenal et (Z)-9-hexadecenal sont des attractifs sexuels in efficaces pour les mâles deH. armigera. L'attraction dépend de la perception d'un mélange de 90 à 99% de (Z)-11-hexadecenal avec 1 à 10% (Z)-9-hexadecenal, L'augmentation jusqu'à 26,2% de la teneur en (Z)-9-hexadecenal réduit les captures. L'addition de 2,3% de (Z)-7-hexadecenal au mélange ne modifie pas l'attractivité, tandis que celle de 8,7% de (Z)-11-hexadecenol, réduit significativement les captures de mâles. Le mêlange de (Z)-11-hexadecenal et de (Z)-9-hexadecenal n'a été efficace qu'avec des diffuseurs en caoutchouc, par contre il a été sans effet à partir de récipients de polyéthylène. Une charge de 2 mg de mélange dans des diffuseurs en caoutchouc attire effectivement les mâles pendant ou moins 31 jours. L'attractif sexuel deH. zea qui contient tous les constituants de la phéromone de cette espèce attire aussi efficacement les mâles deH. armigera. Celui deH. virescens attire significativement moins de mâles deH. armigera que l'attractif sexuel deH. zea.

     

Comparative study of sex pheromone composition and biosynthesis in Helicoverpa armigera, H. assulta and their hybrid

Two Helicoverpa species, H. armigera and H. assulta use (Z)-11-hexadecenal and (Z)-9-hexadecenal as their sex attractant pheromone components but in opposite ratios. Since both female and male interspecific hybrids produced by female H. assulta and male H. armigera have been obtained in our laboratory, we can make a comparative study of sex pheromone composition and biosynthesis in the two species and their hybrid. With GC and GC-MS analyses using single gland extracts, the ratio of (Z)-9-hexadecenal to (Z)-11-hexadecenal was determined as 2.1:100 in H. armigera, and 1739:100 in H. assulta. The hybrid has a ratio of 4.0: 100, which is closer to that of H. armigera, but significantly different from H. armigera. We investigated pheromone biosynthesis with labeling experiments, using various fatty acid precursors in H. armigera, H. assulta and the hybrid. In H. armigera, (Z)-11-hexadecenal is produced by delta11 desaturation of palmitic acid, followed by reduction and terminal oxidation; (Z)-9-hexadecenal results from delta11 desaturation of stearic acid, followed by one cycle of chain shortening, reduction and terminal oxidation. delta11 desaturase is the unique desaturase for the production of the two pheromone components. In our Chinese strain of H. assulta, palmitic acid is used as the substrate to form both the major pheromone component, (Z)-9-hexadecenal and the minor one, (Z)-11-hexadecenal. Our data suggest that delta9 desaturase is the major desaturase, and delta11 desaturase is responsible for the minor component in H. assulta, which is consistent with previous work. However, the weak chain shortening acting on (Z)-9 and (Z)-11-octadecenoic acid, which is present in the pheromone glands, does occur in this species to produce (Z)-7 and (Z)-9-hexadecenoic acid. In the hybrid, the major pheromone component, (Z)-11-hexadecenal is produced by delta11 desaturation of palmitic acid, followed by reduction and terminal oxidation. The direct fatty acid precursor of the minor component, (Z)-9-hexadecenoic acid is mainly produced by delta9 desaturation of palmitic acid, but also by delta11 desaturation of stearic acid and one cycle of chain shortening. The greater relative amounts of (Z)-9-hexadecenal in the hybrid are due to the fact that both palmitic and stearic acids are used as substrates, whereas only stearic acid is used as substrate in H. armigera. The evolutionary relationships between the desaturases in several Helicoverpa species are also discussed in this paper.     

珠江三角洲小菜蛾区域性引诱剂的研制及诱集效应研究

小菜蛾Plutella xylostella L.是为害十字花科蔬菜的世界性大害虫。小菜蛾的综合防治技术中,昆虫信息素技术因其安全无污染的特点受到人们的关注,但由于市售性诱剂在不同蔬菜种植区的诱蛾效果存在明显差异,严重制约了该技术的推广和应用。因此,本研究开展珠江三角洲区域针对性小菜蛾引诱剂研制及田间诱集效应的研究。研究结果表明,小菜蛾合成性信息素组分顺-11-十六碳烯醛(Z11-16:Ald),顺-11-十六碳烯乙酸酯(Z11-16:Ac)与顺-11-十六碳烯醇(Z11-16:OH)均能引起小菜蛾雄成虫触角产生电生理反应。田间诱集效应试验表明,小菜蛾合成性信息素组分Z11-16:Ald,Z11-16:Ac和Z11-16:OH在诱芯中比例为30∶70∶0.1,剂量为100.1μg时的田间诱蛾效果最好,与已报道性诱剂配方50∶50以及70∶30∶1相比较,诱蛾效果增加了28%-38.1%和65.1%-66.9%,明显提高了小菜蛾引诱剂的田间诱蛾效果。适用于珠三角地区的区域性小菜蛾引诱剂的研制与应用,有望在小菜蛾地区针对性害虫生态调控技术中发挥重要作用。     

Sex pheromone components ofHeliothis maritima: chemical identification, flight tunnel and field tests

Three sex pheromonal components, (Z)-11-hexadecenal (Z11–16:Ald), (Z)-11-hexadecenol (Z11–16:OH), and hexadecanal (16:Ald), in a ratio of 88.0∶7.2∶4.8, were identified from ovipositor extracts of the fulvous clover moth,Heliothis maritima Grasl. (Lepidoptera: Noctuidae) by gas chromatographymass spectrometry. In addition, trace amounts of (Z)-9-hexadecenal (Z9–16:Ald) were detected in the extracts by GC. A blend of Z11–16:Ald, Z11–16:OH and 16:Ald in a ratio of 100∶6∶3, as well as in combination with 0.1 or 1 part Z9–16:Ald was tested at 0.01, 0.1, 1.0 and 10.0 μg doses in a flight tunnel. In flight tunnel tests male behavioral responses elicited by 0.1 or 1.0 μg doses of the 100∶6∶3∶1 blend were similar to those elicited by an ovipositor extract at 2 female equivalents. Deletion of Z9–16:Ald from the blend at 0.1 μg dose caused a decrease in the male response. In the field test, however, presence or absence of Z9–16:Ald did not significantly influence the number of males trapped in sticky traps with rubber septa containing 100 μg of the respective blends.     

An overlooked component: (Z)-9-tetradecenal as a sex pheromone in Helicoverpa armigera

The sex pheromone blend of Helicoverpa armigera (Hübner) (Lepidoptera: Noctuidae) is a multi-component system, as is that of many other moths, and (Z)-11-hexadecenal 90-99%+(Z)-9-hexadecenal 10-1% was recommended as a standard blend for attracting the species. However, this fails to account for the significance of other compounds that exist in the sex gland. The aim of the present study was to investigate the function of other compounds present in the female sex gland of H. armigera. Extract of female sex glands were analysed by GC-MS combined with GC-EAD. Total 10 compounds were identified, which two novel were reported in female sex gland: heptanal and nonanal, and some previously identified compounds were confirmed. We developed bioassays to evaluate the potential roles of these 10 compounds. In Y-tube bioassays, the gland constituents hexadecanal, (Z)-7-hexadecenal and (Z)-9-tetradecenal increased male attractiveness when added as a three-compound admixture to the standard blend. Field trapping tests showed that (Z)-9-tetradecenal doubled trap catch in comparison with the standard blend, but that the addition of (Z)-7-hexadecenal and hexadecanal did not significantly increase trap catch. These results indicated that while (Z)-7-hexadecenal and hexadecanal function well only at short range, (Z)-9-tetradecenal plays a very important role at both short and long ranges. We suggest that that (Z)-9-tetradecenal as a previously overlooked sex pheromone component of H. armigera, it should be added to sex pheromone lure formulations to improve pheromone trap sensitivity and the efficacy of commercial mating disruption.     

桃蛀螟,Dichocrocis punctiferalis Guenée,性信息素的微量组分的鉴定及田间试验(英文)

除主组分反-10-十六烯醛(E10-16:Ald)外,还鉴定了桃蛀螟.Dichocrocis punctiferalis Guenée.性信息素的两种微量组分:顺-10-十六烯醛(Z10-16:Ald)和十六醛(16:Ald)。采用单腺体提取、毛细管柱气相色谱分析的方法测定16:Ald,E10-16:Ald和Z-16:Ald的相对比例为13.0:80.4:6.6。田间试验表明,16:Ald和Z10-16:Ald单个组分诱不到雄蛾.引诱力强的是三组分诱芯(16:Ald:E-10:Ald:Z-Ald为16:100:8)和两组分的诱芯(E-10:Ald:Z-10:Ald为100:8)。