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1.
The adults of the leaf beetle Platyphora kollari (Chrysomelidae) are able to metabolise the oleanane triterpene β-amyrin (1) into the glycoside 3-O-β-d-glucopyranosyl-(1→4)-β-d-glucuronopyranosyl-hederagenin (2) that is stored in their defensive glands. The aim of this study was to test the hypothesis that oleanolic acid (3) is an intermediate in the conversion of 1 into 2 and to check whether the sequestration of pentacyclic triterpenes is selective in favour of β-amyrin (1). To this end, adults of P. kollari were fed with Ipomoea batatas leaf disks painted with a solution of [2,2,3-2H3]oleanolic acid or [2,2,3-2H3]α-amyrin and the secretion of their defensive glands analysed by HPLC–ESIMS. The data presented in this work indicated that the first step of the transformation of β-amyrin (1) into the sequestered glycoside 2 is its oxidation into oleanolic acid (3) and that this conversion is selective but not specific in favour of β-amyrin (1).  相似文献   

2.
3.
 Volatiles from leaves or bark of nonhost birch (Betula pendula) and Norway spruce (Picea abies) dramatically reduced the attraction of the bark beetle, Pityogenes bidentatus (Coleoptera: Scolytidae), to their aggregation pheromone components (cis-verbenol and grandisol) in the field. In addition, odors from both the needles and bark of the host Scots pine (Pinus sylvestris) similarly inhibited attraction. Monoterpenes of pine and spruce (α-pinene, β-pinene, terpinolene, and 3-carene) as well as ethanol, chalcogran and some nonhost green leaf alcohols [(Z)-3-hexen-1-ol, (E)-2-hexen-1-ol, and 1-hexanol], also reduced catches. Collections of volatiles from the field-tested plant tissues indicated they released monoterpenes in amounts similar to the synthetics that inhibited responses. The various plant and insect sources of these inhibitory compounds indicate that P. bidentatus bark beetles have evolved several strategies to increase their fitness by avoiding nonhost and unsuitable host trees in a complex olfactory landscape. Received: 6 June 2000 / Accepted in revised form: 25 September 2000  相似文献   

4.
Most species of the rove beetle genus Stenus employ the spreading alkaloid stenusine as an escape mechanism on water surfaces. In the case of danger, they emit stenusine from their pygidial glands, and it propels them over the water very quickly. Stenusine is a chiral molecule with four stereoisomers: (2′R,3R)-, (2′S,3R)-, (2′S,3S)-, and (2′R,3S)-stenusine. The percentile ratio of these four isomers is only known for the most common species of the genus: Stenus comma. With the intention of determining the stereoisomer ratios of five additional species from the two subgenera, Stenus and Hypostenus, we used GC/mass spectrometry measurements with a chiral phase. The results showed that the ratio differs among the genus. These findings can be a basis for chemotaxonomy. It is also possible that the biological function of stenusine, e.g., as antibiotic or fungicide, varies with changing stereoisomer composition.
Inka LusebrinkEmail:
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5.
Host plant odours attract gravid insect females for oviposition. The identification of these plant volatile compounds is essential for our understanding of plant–insect relationships and contributes to plant breeding for improved resistance against insects. Chemical analysis of grape headspace and subsequent behavioural studies in the wind tunnel show that host finding in grapevine moth Lobesia botrana is encoded by a ratio-specific blend of three ubiquitous plant volatiles. The odour signal that attracts mated females to grape consists of the terpenoids (E)-β-caryophyllene, (E)-β-farnesene and (E)-4,8-dimethyl-1,3,7-nonatriene. These compounds represent only a fraction of the volatiles released by grapes, and they are widespread compounds known throughout the plant kingdom. Specificity may be achieved by the blend ratio, which was 100:78:9 in grape headspace. This blend elicited anemotactic behaviour in moths at remarkably small amounts. Females were attracted at release rates of only a few nanograms per minute, at levels nearly as low as those known for the attraction of male moths to the female sex pheromones.  相似文献   

6.
渭河陕西段浮游植物群落结构时空变化与影响因子分析   总被引:1,自引:0,他引:1  
浮游植物是水生态系统的初级生产者,其群落结构与水环境密切相关.为了解渭河陕西段浮游植物群落结构时空格局及其与环境因子的关系,更好地进行水资源和水生态保护,于2017年9月—2018年4月在丰水期和枯水期对该河段设定的9个研究断面,27个采样点位进行浮游植物群落结构和水环境因子调查监测,共检出浮游植物8门69种,群落结构分析表明,枯水期浮游植物种类数高于丰水期.浮游植物细胞密度和生物量变化分别为84.9×104~3868.3×104 cells·L-1、0.268~20.978 mg·L-1,丰水期平均密度(1490.0×104 cells·L-1)和平均生物量(7.864 mg·L-1)显著大于枯水期(354.8×104 cells·L-1、1.152 mg·L-1).优势种分别为6种和8种,主要以绿藻门和硅藻门为主.浮游植物Shannon-Wiener指数(H'')、Pielou均匀度指数(J)、Margalef丰富度指数(d)均表明丰水期浮游植物多样性高于枯水期,9个采样断面的水质总体评价呈现出无污染或轻度污染至中轻污染状态.典范对应分析(CCA)排序结果表明,影响枯水期浮游植物群落结构的主要环境因子为总磷(TP)、pH和总溶解性固体(TDS),TP和高锰酸盐指数(CODMn)是影响丰水期浮游植物群落结构的主要环境因子.  相似文献   

7.
 The defensive secretions of two tropical species of millipedes (the spirostreptid Telodeinopus aoutii and a species of Harpagophoridae) contain a complex mixture of closely related benzoquinones and hydroquinones. The major compounds are toluquinone and 2-methoxy-3-methylbenzoquinone, accompanied by the minor components, 2,3-dimethoxybenzoquinone and toluhydroquinone. Because of the large size and the geographic separation of the test animals a common defensive strategy of tropical, large millipedes against predation by vertebrates is assumed. Received: 30 August 1999 / Accepted in revised form: 20 October 1999  相似文献   

8.
分别在2014年春季和夏季三峡库区水华高发期,在库区北岸最大支流澎溪河流域从其河口处逆流而上至回水末端共布置8个采样点,对浮游藻类和环境因子进行了监测,运用数理统计分析手段,对浮游藻类的群落结构及其与环境因子的关系进行了分析.结果表明在4月中旬,除河口样点外,其他采样点水体出现分层,但断面多只有温跃层和滞温层,而没有混合层;上游水体层次间温差高于下游水体;各采样点的水深以及表层水体(水面向下至0.5 m深的水层)的水温、浊度、p H、电导率、溶解氧、叶绿素a、总氮和总磷的空间分布差异显著(ANOVA,P0.05);共检测到浮游藻类25种(属),丰度在(2.76~145.8)×10~4cell·L~(-1)之间,以角甲藻(Ceratium hirundinella)为主要优势藻,鱼腥藻(Anabaena sp.)为次优势藻;上游接近支流来水的样点S7(63.4×10~4cell·L~(-1))和S8(145.8×10~4cell·L~(-1))水华最为严重;硝酸盐氮、水温、p H、电导率和溶解氧是藻类生长的决定因子.在7月下旬,水体分层,趋势与春季相似;各采样点深度和0~0.5 m水层的水温、浊度、氧化还原电位、p H、电导率、叶绿素a、氨氮、硝酸盐氮、总氮和总磷的空间分布仍然差异显著(ANOVA,P0.05);共检测到浮游藻类46种(属),丰度在(9.56~278.88)×10~4cell·L~(-1)之间,总体以席藻(Phormidium sp.)为主要优势藻,鱼腥藻(Anabaena sp.)为次优势藻;下游接近澎溪河河口的样点S2(216.44×10~4cell·L~(-1))、S3(278.88×10~4cell·L~(-1))和S4(108.12×10~4cell·L~(-1))水华严重;浊度、水深、总氮、氧化还原电位、电导率和溶解氧是藻类生长的决定因子.水体分层与水华形成有重要关系.  相似文献   

9.
铜陵市河流沉积物中硝化和反硝化微生物分布特征   总被引:8,自引:8,他引:0  
程建华  窦智勇  孙庆业 《环境科学》2016,37(4):1362-1370
矿区河流不仅受到矿业活动带来污染物的影响,还受到区域内生活污水及农田退水中氮、磷和有机物的污染.本研究以铜陵市河流表层沉积物为研究对象,采用荧光定量PCR技术分析季节和污染类型对沉积物样品中硝化(amo A)和反硝化(nir S和nir K)功能基因丰度的影响.结果表明,沉积物样品中氨氧化古菌(AOA)和细菌(AOB)基因丰度变化范围分别为1.74×105~1.45×108copies·g-1和1.39×105~3.39×107copies·g-1,AOA平均丰度是AOB的4.39倍;反硝化基因(nir S和nir K基因)丰度变化范围分别为1.69×107~8.55×109copies·g-1和4.45×106~1.51×108copies·g-1,nir S基因平均丰度为nir K基因的28.35倍.沉积物AOA丰度呈现春季和秋季较高,夏季和冬季较低的趋势,而AOB在春季和冬季沉积物中的丰度高于夏季和秋季;反硝化基因丰度则表现为春季(nir S)/秋季(nir K)夏季冬季秋季(nir S)/春季(nir K).矿区周围以重金属为主要污染物的河流沉积物中两种amo A和nir S基因的丰度高于毗邻农田区域主要受到氮、磷及有机物污染的河流,后者的nir K基因丰度更高.  相似文献   

10.
The elm spanworm, Ennomos subsignaria (Hübner), occurs throughout Canada and the eastern United States and can be a destructive forest pest on a wide range of deciduous trees. Gas chromatography/mass spectrometry (GC/MS) and coupled gas chromatographic–electroantennographic detection (GC/EAD) analysis of pheromone gland extracts, in combination with chemical synthesis and field trapping studies have identified (2S, 3R)-2-((Z)-oct-2′-enyl)-3-nonyl oxirane (hereafter Z6-9S, 10R-epoxy-19:H) as the female-produced sex pheromone. Significantly more male moths were captured between 1–100 μg loadings of this compound on red rubber septa in sticky traps compared to blank (unbaited) traps; catches then declined at higher dosages (500–1000 μg). The other isomeric enantiomer, (2R, 3S)-2-[(Z)-oct-2′-enyl]-3-nonyl oxirane (Z6-9R, 10S-epoxy-19:H), at a 10-μg dosage did not elicit trap capture. The likely precursor to the active epoxide, (Z, Z)-6, 9-nonadecadiene ((Z, Z)-6, 9-19:H), identified in virgin female sex pheromone glands, did not elicit trap capture either, and inhibited trap capture when combined with the active epoxide. Racemic 2-((Z)-oct-2′-enyl)-3-nonyl oxirane showed no significant difference in trap capture compared with Z6-9S, 10R-epoxy-19:H, indicating that the opposite enantiomer was not antagonistic. The addition of the EAD-active diene epoxide enantiomers (2S, 3R)-2-[(Z, Z)-octa-2′, 5′-dienyl]-3-nonyl oxirane or (2R, 3S)-2-[(Z, Z)-octa-2′, 5′-dienyl]-3-nonyl oxirane in admixture with Z6-9S, 10R-epoxy-19:H (at 10% of the latter) did not enhance or decrease trap capture compared to Z6-9S, 10R-epoxy-19:H oxirane alone, so they are not likely pheromone components. This pheromone, impregnated in rubber septa at less than 100-μg dosage, can now be used as a trap bait to develop detection and monitoring strategies for this insect.  相似文献   

11.
Density and nutritional condition of the five carabid beetle species Agonum mülleri, Anchomenus dorsalis, Anisodactylus binotatus, Pterostichus vernalis and Poecilus cupreus was studied. Carabids were caught in sixteen 1–4-year-old wildflower areas, identified and counted, their nutritional condition was calculated and calculations were related to habitat parameters (i.e. wildflower area age, vegetation cover, soil water content, habitat size, surrounding landscape composition) and sex.Whereas the number of Anisodactylus binotatus caught responded positively to succession in wildflower areas, A. mülleri numbers tended to decrease and the other three species were unaffected. In a stepwise multiple regression species affiliation, sex and age of wildflower area explained together 98.5% of the variance in the pooled nutritional condition of Anchomenus dorsalis, Anisodactylus binotatus, A. mülleri and P. vernalis. Age of wildflower area alone explained 61.7% of the variance and age increased the nutritional condition of carabids. Correspondingly, nutritional condition of Poecilus cupreus was positively correlated with the age of wildflower area. Overall, the nutritional condition of the carabid assemblage studied increased from the first to the second year and then remained stable. To keep the proportion of 1-year-old wildflower areas low, wildflower areas should therefore be maintained for several years to improve the life conditions of carabid beetles and to enhance their beneficial effects in agroecosystems.  相似文献   

12.
Several species of Doryphorina leaf beetles from Central- and South America produce oleanane triterpene glycosides in their defensive glands. The presence of pentacyclic triterpenes in insects is intriguing since they lack the key enzymes necessary to synthesize these compounds. Since -amyrin is a common constituent of leaf waxes, we hypothesized that these leaf beetles use this compound as a precursor to their oleanane glycosides. To test this hypothesis we first confirmed the presence of -amyrin in Ipomoea batatas, the food plant of Platyphora kollari. Next, adults of P. kollari were fed for 10 days with I. batatas leaf disks painted with a solution of [2,2,3-2H3]-amyrin ([2,2,3-2H3]-1). The secretion from their defensive glands was collected and analyzed by HPLC-ESIMS. The results demonstrated that the secretion of beetles fed with an amount of [2,2,3-2H3]-amyrin corresponding to the quantity of unlabeled (natural) -amyrin present in the leaf disks contained on average 5.1% of [2,2,3-2H3]-3-O--d-glucopyranosyl-(1-->4)--d-glucuronopyranosyl-hederagenin ([2,2,3-2H3]-2), whereas the secretions of beetles fed with 10 times this amount of [2,2,3-2H3]-amyrin contained on average 23.9% of [2,2,3-2H3]-2. In both series of experiments, the percentage of labeled versus unlabeled triterpene glycoside in the secretion was positively correlated with the amount of deuterated -amyrin ingested. These results demonstrate for the first time that some leaf beetles are able to metabolize a widespread triterpenic constituent of leaf wax into more complex glycosides that are stored in their defensive glands.  相似文献   

13.
重庆市北碚城区大气中VOCs组成特征研究   总被引:7,自引:4,他引:7  
2012年3月~2013年2月,使用特制的不锈钢钢瓶采集重庆市北碚城区大气样品,并采用三步预浓缩-气相色谱/质谱法对所采集的气体样品进行检测.本研究共检出78种挥发性有机物(volatile organic compounds,VOCs),其中烷烃25种,烯烃15种,芳香烃28种,卤代烃10种.结果表明,重庆市北碚大气中年均浓度最高的前7种VOCs分别为:二氯甲烷(3.08×10-9,体积分数,下同)、苯(2.09×10-9)、异戊烷(1.85×10-9)、甲苯(1.51×10-9)、丙烷(1.51×10-9)、间/对-二甲苯(1.43×10-9)、苯乙烯(1.39×10-9).北碚大气中总挥发性有机物(total volatile organic compounds,TVOCs)浓度为33.89×10-9,季节变化表现为:春季(42.57×10-9)>秋季(33.89×10-9)>冬季(31.91×10-9)>夏季(27.04×10-9).从组成来看,烷烃和芳香烃对TVOCs贡献最大,分别达到31.5%和30.7%;其次是卤代烃类,占27.4%;含量最少的组分是烯烃,所占比例仅为10.4%.采用臭氧生成潜势对VOCs组分活性分析结果表明,烯烃类和芳香烃类化合物是对北碚大气O3生成贡献最大的物质.利用主成分分析法对大气样品中VOCs来源进行分析,发现北碚大气VOCs主要源于机动车尾气排放,贡献比为50.41%.北碚大气中T/B年均值为0.73,表明大气中的苯类物质主要来源于机动车的尾气排放,受溶剂挥发的影响较小.  相似文献   

14.
为探讨不同腐殖质组分团聚体对苯酚封存能力的影响,应用国际腐殖酸协会推荐的方法提取腐殖质,以Ca2+、Al3+、Fe3+为桥键离子,制备了高岭石、蒙脱石不同腐殖质组分团聚体,并采用平衡吸附/解吸试验、应用饱和吸附量与最大解吸量差减法研究了不同腐殖质组分团聚体对苯酚的封存特征.结果表明,团聚体对苯酚的吸附等温线可用Freundlich吸附/解吸方程(R2=0.991~0.998)和Langmuir吸附/解吸方程(R2=0.993~0.999)描述.高岭石不同腐殖质组分团聚体对苯酚的封存量(Qmirr)排序为:富里酸团聚体((133.71±6.14)mg·kg-1) > 胡敏酸团聚体((49.59±8.93)mg·kg-1) > 胡敏素团聚体((21.68±2.95)mg·kg-1);封存系数(SR)排序为:富里酸团聚体(0.53±0.04) > 胡敏酸团聚体(0.27±0.05) > 胡敏素团聚体(0.18±0.03);蒙脱石不同腐殖质组分团聚体对苯酚的封存量(Qmirr)排序为:富里酸团聚体((319.44±8.95)mg·kg-1) > 胡敏酸团聚体((92.96±22.10)mg·kg-1) > 胡敏素团聚体((36.22±6.36)mg·kg-1);封存系数(SR)排序为:富里酸团聚体(0.76±0.02) > 胡敏酸团聚体(0.32±0.09) > 胡敏素团聚体(0.23±0.05).考查腐殖质团聚体对苯酚的封存能力时不但要考虑腐殖质的含量,更要考虑腐殖质的赋存形态,它也是影响团聚体对苯酚封存能力的重要因素.富里酸、胡敏酸和胡敏素与黏土矿物结合形成有机矿质复合体后,对苯酚的封存能力发生了显著改变,团聚体对苯酚的封存系数与团聚体有机碳含量和内表面积呈显著正相关(p<0.01),团聚体对苯酚的吸附/解吸分配系数(k/kd)与团聚体有机碳含量和内表面积呈显著正相关(p<0.01),土壤/沉积物团聚体的有机碳含量和内表面积是影响对苯酚封存特征的重要因素.研究显示,不同腐殖质组分团聚体对苯酚的封存能力排序为:富里酸团聚体 > 胡敏酸团聚体 > 胡敏素团聚体.  相似文献   

15.
2015年南京市城区挥发性有机物组成特征及大气反应活性   总被引:2,自引:2,他引:0  
乔月珍  陈凤  赵秋月  刘倩 《环境科学》2019,40(5):2062-2068
采用GC-FID自动在线监测系统对南京市2015年环境大气中56种VOCs开展了为期1a的连续观测.结果表明,南京市城区大气VOCs小时平均体积分数为(17.49±11.35)×10-9,其中4月最高(22.21×10-9),7月最低(12.39×10-9),日均体积分数变化特征不明显.烷烃、烯烃、芳香烃和乙炔占比分别为56.51%、11.06%、24.62%和7.81%,丙烷(15.26%)、乙烷(14.14%)、乙炔(7.81%)、甲苯(6.97%)、正丁烷(6.23%)、乙烯(5.23%)、异丁烷(4.34%)、丙烯(4.13%)、异戊烷(4.12%)和间/对-二甲苯(4.06%)是含量最丰富的VOCs物种.T/B(甲苯/苯)均值为2.02,表明南京市城区大气VOCs主要受机动车尤其是汽油车排放的影响.E/E(乙烷/乙炔)均值为2.24,表明观测站点区域大气老化程度较严重.利用·OH消耗速率(L·OH)和臭氧生成潜势(OFP)评估了大气VOCs的反应活性.南京市城区大气VOCs冬春季大气反应活性较夏秋季强.芳香烃和烯烃的活性最高,对L·OH和OFP的贡献依次为46.96%和41.58%、33.73%和39.86%,丙烯、乙烯和二甲苯等苯系物是活性最高的VOCs物种.  相似文献   

16.
黄禹  陈曦  王迎红  刘子锐  唐贵谦  李杏茹 《环境科学》2021,42(10):4602-4610
为了解华北区域光化学污染特征,于2018年5月至2019年4月在石家庄和兴隆地区利用2,4-二硝基苯肼(DNPH)对空气中的羰基化合物进行采样,并利用高效液相色谱对采集样品进行分析,以了解该区域羰基化合物的组成、体积分数、来源、·OH损耗速率和臭氧生成潜势.本研究共测定了13种含羰基的挥发性有机物,其中体积分数最高的3种物质为丙酮、甲醛和乙醛[石家庄地区:(6.46±5.25)×10-9、(3.76±2.29)×10-9和(2.65±1.74)×10-9;兴隆地区:(1.85±1.27)×10-9、(1.29±1.02)×10-9和(0.72±0.48)×10-9];C1/C2和C2/C3值表明石家庄地区工业化水平较高,受机动车尾气和化石燃料燃烧等人为排放影响较明显;兴隆地区采样点处于背景区域,受自然源影响较大;石家庄地区对L·OH贡献最大的3种物质分别为乙醛(1.77 s-1)、甲醛(1.57 s-1)和丁醛(0.42 s-1);兴隆地区对L·OH贡献最大的3种物质为分别为甲醛(0.53 s-1)、乙醛(0.47 s-1)和丁醛(0.12 s-1);对O3生成贡献最大的羰基化合物物种为甲醛和乙醛[石家庄地区:34.61×10-9(以O3计,下同)和16.73×10-9;兴隆地区:11.77×10-9和4.47×10-9],且甲醛的最大臭氧生成潜势估算(OFP)远高于乙醛.  相似文献   

17.
Pheromone extract of female pink gypsy moth, Lymantria mathura, was analyzed by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometry (MS), employing fused silica columns coated with DB-5, DB-210, or DB-23 and a custom-made GC column that separated enantiomers of unsaturated epoxides. These analyses revealed (9R,10S)-cis–9,10-epoxy-Z3,Z6-nonadecadiene [termed here (+)-mathuralure] and (9S,10R)-cis–9,10-epoxy-Z3,Z6-nonadecadiene [termed here (–)-mathuralure] at a 1 : 4 ratio as major candidate pheromone components. In field experiments in northern Japan (Morioka, Iwate Prefecture and Bibai, Hokkaido Prefecture), (+)- and (–)-mathuralure at a ratio of 1 : 4, but not 1 : 1 or singly, were attractive to male L. mathura. This is the first demonstration that attraction of male moths required the very same ratio of pheromone enantiomers as produced by conspecific females. Whether L. mathura employ different blend ratios in different geographic areas, and the role of five additional candidate pheromone components identified in this study remains to be investigated. Received: 29 October 1998 / Accepted in revised form: 29 December 1998  相似文献   

18.
Coatis (Nasua spp.), gregarious, omnivorous carnivores that range in forests from the southwestern USA to south America, dispatch millipedes by rolling them on the ground using rapid, alternating movements of their forepaws. Prey rolling of millipedes is thought to stimulate the depletion of their defensive secretions and to wipe off secretions before millipedes are consumed. We report that prey-rolling behavior in Nasua spp. is elicited by 1,4-benzoquinone; 2-methyl-1,4-benzoquinone; and 2-methoxy-3-methyl-1,4-benzoquinone, the chief components of the defensive secretions of julidan, spirobolidan, and spirostreptidan millipedes. Chemicals elaborated for defense sometimes evolutionarily “backfire,” providing cues to predators on the presence or identity of prey. The elicitation of prey-rolling behavior in Nasua spp. by benzoquinones illustrates this effect for millipedes (and possibly other arthropods) that defensively discharge these compounds.  相似文献   

19.
以江苏省里下河腹部地区38个典型湖泊湖荡为研究对象,分析了春季浮游植物群落结构特征及其与环境因子的关系,运用了基于理化指标的综合营养状态指数(TLI)评价方法和基于浮游植物群落结构分析的生物指标(Shannon-Wiener多样性指数H′和Pielou均匀度指数J)评价方法,评价了湖泊湖荡营养状态.结果显示共采集到里下河腹部地区湖泊湖荡浮游植物7门50属89种,主要隶属于绿藻门(Chlorophyta)和硅藻门(Bacillariophyta);浮游植物细胞丰度介于2.3×10~5~3.7×10~7 cells·L~(-1),生物量介于0.05~15.02 mg·L~(-1),绿藻门与隐藻门(Cryptophyta)在细胞丰度上占优势,隐藻门在生物量上占优势;梅尼小环藻(Cyclotella meneghiniana)、啮蚀隐藻(Cryptomonas erosa)、尖尾蓝隐藻(Chroomonas acuta)、四尾栅藻(Scenedesmus guadricauda)为主要优势种;生物指标评价方法的结果显示湖泊湖荡总体为轻度富营养,与TLI评价方法的结果有较好一致性,表明两类评价方法在里下河腹部地区具有较强内在关联性.  相似文献   

20.
We report that the abdominal epidermis and associated tissues are the predominant sources of male-produced pheromones in the red flour beetle, Tribolium castaneum and, for the first time, describe the stereoisomeric composition of the natural blend of isomers of the aggregation pheromone 4,8-dimethyldecanal (DMD) in this important pest species. Quantitative analyses via gas chromatography–mass spectrometry showed that the average amount of DMD released daily by single feeding males of T. castaneum was 878 ± 72 ng (SE). Analysis of different body parts identified the abdominal epidermis as the major source of aggregation pheromone; the thorax was a minor source, while no DMD was detectable in the head. No internal organs or obvious male-specific glands were associated with pheromone deposition. Complete separation of all four stereoisomers of DMD was achieved following oxidation to the corresponding acid, derivatization with (1R, 2R)- and (1S, 2S)-2-(anthracene-2,3-dicarboximido)cyclohexanol to diastereomeric esters, and their separation on reversed-phase high-performance liquid chromatography at −54°C. Analysis of the hexane eluate from Porapak-Q-collected volatiles from feeding males revealed the presence of all four isomers (4R,8R)/(4R,8S)/(4S,8R)/(4S,8S) at a ratio of approximately 4:4:1:1. A walking orientation bioassay in a wind tunnel with various blends of the four synthetic isomers further indicated that the attractive potency of the reconstituted natural blend of 4:4:1:1 was equivalent to that of the natural pheromone and greater than that of the 1:1 blend of (4R,8R)/(4R,8S) used in commercial lures.  相似文献   

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