(+)-(10R)-Germacrene A synthase from goldenrod,Solidago canadensis; cDNA isolation,bacterial expression and functional analysis

Profiling of sesquiterpene hydrocarbons in extracts of goldenrod, Solidago canadensis, by GC-MS revealed the presence of both enantiomers of germacrene D and lesser amounts of germacrene A, alpha-humulene, and beta-caryophyllene. A similarity-based cloning strategy using degenerate oligonucleotide primers, based on conserved amino acid sequences in known plant sesquiterpene synthases and RT-PCR, resulted in the isolation of a full length sesquiterpene synthase cDNA. Functional expression of the cDNA in E. coli, as an N-terminal thioredoxin fusion protein using the pET32b vector yielded an enzyme that was readily purified by nickel-chelate affinity chromatography. Chiral GC-MS analysis of products from of (3)H- and (2)H-labelled farnesyl diphosphate identified the enzyme as (+)-(10R)-germacrene A synthase. Sequence analysis and molecular modelling was used to compare this enzyme with the mechanistically related epi-aristolochene synthase from tobacco.     

Sphingolipids from Conyza canadensis

Sphingolipid 1 and its corresponding beta-D-glucopyranoside derivative 2 have been isolated from the ethylacetate fraction of Conyza canadensis along with beta-sitosterol 3, stigmasterol 4, beta-sitosterol 3-O-beta-D-glucoside 5 and harmine 6, reported for the first time from this species. The structures of 1 and 2 were elucidated through spectroscopy including two-dimensional NMR.     

Biosynthesis of the sesquiterpene germacrene D in Solidago canadensis: 13C and (2)H labeling studies

The biogenetic origin of the isoprenoid building blocks of the sesquiterpene germacrene D was studied in Solidago canadensis. Feeding experiments were carried out with 1-[5,5-D(2)]deoxy-D-xylulose-5-phosphate (D(2)-DOXP), [5-13C]mevalonolactone (13C-MVL) and [1-13C]-D-glucose. The hydrodistillate of a cut shoot fed with D(2)-DOXP was investigated by enantio-MDGC-MS and the volatile fraction of a shoot supplied with 13C-MVL was examined by GC-C-IRMS. The incorporation of [1-13C]-D-glucose was analyzed by quantitative 13C NMR spectroscopy after isolation of germacrene D from the essential oil. Our labeling studies revealed that the biosynthesis of the C-15 skeleton of sesquiterpene germacrene D in Solidago canadensis proceeds predominantly via the methylerythritol phosphate pathway.     

Response of Solidago canadensis clones to competition

Summary Transplants of ten Solidago canadensis clones were grown under high and low competition in the field to determine whether clones differed in survival, growth, and reproduction under natural conditions. Transplants had higher probability of survival and flowering and were larger in all measures of size when competition was experimentally reduced. Clones differed in almost all these measures of success, but only when variance among transplants within clones was reduced by excluding transplants that experienced heavy herbivore damage. Differences among clones were more apparent under low competition than under high competition, despite higher coefficients of variation within clones under low competition. Adjusting transplant size for initial size (parent ramet rhizome mass) did not change these results, although clones did differ in parent rhizome mass. All of these results suggest that there is little potential for selection to discriminate among these clones. Despite the strong differences in transplant performance between the competition treatments and among clones, the clones did not differ in competitive ability-almost none of the clone x competition interactions were significant. In addition, the measures of success of each clone were usually positively correlated between the high and low competition treatments, suggesting there were no tradeoffs between performance under high and low competition for these clones.     

加拿大一枝黄花的入侵机理研究进展

我国是世界上遭受外来生物入侵最为严重的国家之一。加拿大一枝黄花(Solidago canadensis L.)是一种世界性的入侵植物,侵入我国已有70多年的历史,目前国内外对其入侵机理已有许多研究。结合近年来的研究热点和重要进展,从加拿大一枝黄花的生物学特点、入侵地环境的可入侵性、化感效应以及植物与土壤的反馈作用等4个方面综述了其成功入侵的机理,分析和评价了各种机理之间的内在联系。认为生物入侵是一个涉及多个营养级的复杂生物学过程,是多种机制综合作用的结果,人类活动的干扰是入侵事件频发的深层次原因。加拿大一枝黄花强大的入侵能力、高度的抗逆性、对本地植物和土传病原菌的化感抑制、入侵地环境的脆弱性以及菌根真菌等有益微生物的协助在入侵过程中起着关键作用,但天敌释放并未使其获得更大竞争优势。     

加拿大一枝黄花入侵的细胞学机制

对入侵植物加拿大一枝黄花(Solidago canadensis L.)和同属土著种一枝黄花(Solidago decurrens Lour.)的染色体计数,并对核型进行了分析.实验结果:加拿大一枝黄花染色体数目为2n=54,核型公式为k(2n)=6x=54＝46m 8sm(0-6SAT),核型类型为2A型;一枝黄花染色体数目为2n=18,核型公式为k(2n)=2x=18=16m 2sm(0-2SAT),核型类型为1A型.通过对一枝黄花属(Solidago L.)植物染色体数目的统计分析,判断该属的染色体基数为9.通过对多倍体基因表达导致植物适应进化的讨论得出:多倍体是入侵植物特征,可能是植物入侵的内在机制.     

加拿大一枝黄花入侵对土壤动物群落结构的影响

外来植物对入侵地土壤动物群落及理化性质影响的研究不仅有助于评估入侵植物对生态系统的影响,而且对探索外来植物入侵的土壤动物学响应机制尤为重要。为了了解加拿大一枝黄花对入侵地土壤动物的群落结构及理化性质的影响,本文分季节分层次对加拿大一枝黄花不同程度的入侵地进行取样,获得土壤动物9900个,隶属3门11纲14目,弹尾目和蜱螨类均为优势类群。入侵程度不同的样地中土壤动物个体数量和类群组成不同。土壤动物个体数量和类群数量表现为轻度入侵区＞中度入侵区＞重度入侵区;多样性指数和均匀性指数表现为轻度入侵区＜中度入侵区＜重度入侵区,优势度指数表现与前两指数相反。加拿大一枝黄花的入侵没有改变土壤动物表聚性特点。非度量多维标度排序分析表明,不同入侵程度下的土壤动物分为3类,即轻度入侵类、中度入侵类、重度入侵类。不同入侵区域土壤的pH、有机质含量、铵态氮、速效钾和速效磷差异显著(P＜0.05),土壤的含水量和温度差异不显著(P＞0.05)。灰色关联分析表明,入侵区域土壤铵态氮对土壤动物关联最大,有机质含量次之,再次是速效磷和pH,土壤含水量的影响最小。因而,加拿大一枝黄花的入侵,改变了入侵地土壤理化性质(尤其是对铵态氮的调控),进而改变了土壤动物的群落结构,创造了利于自身生长、竞争有利的土壤环境。     

Taxanes with C-5-amino-side chains from the needles of Taxus canadensis

Five taxanes with an amino-side chain on C-5 were identified for the first time in the needles of the Canadian yew, Taxus canadensis. Their structures were characterized as 2alpha,7beta,9alpha,10beta,13-pentaacetoxy-11beta-hydroxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),12-diene (1), 2alpha,9alpha-dihydroxy-10beta,13alpha-diacetoxy-5alpha-(3'-methylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (2), 2alpha17-dihydroxy-9alpha,10beta,13alpha-triacetoxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (3), 2alpha-hydroxy-7beta,9alpha,10beta,13alpha-tetraacetoxy-5alpha-(2'-hydroxy-3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (4), and 9alpha-hydroxy-2alpha,10beta,13alpha-triacetoxy-5alpha-(3'-N,N-dimethylamino-3'-phenyl)-propionyloxytaxa-4(20),11-diene (5) on the basis of 1D-, 2D-NMR spectroscopic data and high-resolution fast atom bombardment MS analyses. Metabolite (1) was isolated from the needles of the Canadian yew for the first time but had previously been detected in the stems of the Japanese yew, whereas taxanes (2-5) are only now reported. Metabolite (3) is the first reported nitrogen-containing taxane with a 17-hydroxyl substitution.     

基于MAXENT和ZONATION的加拿大一枝黄花入侵重点监控区确定

外来入侵植物对本地生态系统及其生物多样性构成严重的威胁,要有效地控制外来植物入侵,首先应该明确植物入侵的高度风险区.以加拿大一枝黄花(Solidago canadensis)为对象,以其广泛发生的安徽、江苏、浙江和上海华东3省1市为研究区域,综合考虑了土地利用变化、人类活动干扰、土壤性质、气候和地形等影响因子,采用MAXENT模型预测其潜在分布及其对主要影响因子的响应,并结合空间优化软件ZONATION识别出需要重点布控的入侵风险区。结果表明:1)影响加拿大一枝黄花分布的主要环境因子及其百分比贡献率分别为:距主要道路距离(29.4%)、土地利用变化(16.9%)、降水的季节性变异(15.9%)、人口密度(9.5%)与最干季均温(6.2%)。2)从影响因子的响应曲线分析得出,加拿大一枝黄花的发生概率随着距主要道路距离的增大而迅速减小;在耕地转化成的城乡居民点及工矿用地、水域转化成的草地、城乡居民点及工矿用地转化成的林地、草地与城乡居民点及工矿用地相互转换频繁的区域和城乡居民点及工矿用地保持不变的区域,其发生概率明显较高;其发生概率随着降水季节性变异的增大而快速减小至0.4,之后缓慢减小;随着人口密度的增大,其发生概率起初急剧升高,人口密度超过4千人/km~2后又缓慢地小幅下降;随着最干季均温的增大,其发生概率逐渐减小,在2.4℃附近达最小,之后逐渐增大。3)加拿大一枝黄花的入侵风险区面积为130433 km~2。其中,一级风险区主要分布在太湖流域、沿杭州湾地区、浙江沿海以及内陆地势较低的耕地及居民点区域;二级风险区主要分布在一级风险区的外缘,尤其是江苏南部的长江沿岸地区。三级风险区则广泛分布在江苏的南部和东部,安徽的中东部,浙江的北部和东部。     

入侵杂草加拿大一枝黄花的化感作用

测定了加拿大一枝黄花水浸提液对辣椒、番茄、萝卜、长梗白菜和小麦等五种经济作物种子萌发和生长的影响。结果表明:(1)高浓度的加拿大一枝黄花水浸提液对几种作物种子萌发和生长有明显的抑制作用,而低浓度下则对萝卜、长梗白菜和番茄的种子生长有一定的促进作用;(2)加拿大一枝黄花茎叶部分水浸提液的抑制作用要强于地下部分。     

A new quinoline derivative with cytotoxic activity from Streptomyces sp. neau50

A new quinoline derivative, methyl 8-(3-methoxy-3-methylbutyl)-2-methylquinoline-4-carboxylate (1), was isolated from the endophytic strain Streptomyces sp. neau50, and the structure was elucidated by extensive spectroscopic analysis. Compound 1 showed cytotoxicity against human lung adenocarcinoma cell line A549 with an IC₅₀ value of 29.3 μg mL⁻¹.     

Volatile emissions of eastern hemlock,Tsuga canadensis,and the influence of hemlock woolly adelgid

The volatile emissions of eastern hemlock, Tsuga canadensis Carriere, were identified and quantified using standard and chiral gas chromatography and mass spectrometry. All of the identified compounds were monoterpenes, and included alpha-pinene, myrcene, tricyclene, camphene, alpha-phellandrene, beta-pinene, limonene, beta-phellandrene, terpinolene, and bornyl acetate. alpha-Pinene, myrcene, and camphene comprised greater than 75% by mass of the total release. Infestation by the exotic insect, hemlock woolly adelgid (HWA, Adelges tsugae Annand), resulted in an increased release rate of monoterpenes from branch tips. Release rate was negatively correlated to the amount of the branch tip sample that was new growth, suggesting that release rate is greater from previous-year foliage. Additionally the percent composition of the volatile profile is slightly altered by infestation, with alpha-pinene comprising 57% of volatiles from infested foliage and 66% from uninfested foliage.     

加拿大一枝黄花在中国的潜在入侵区预测

加拿大一枝黄花Solidago canadensis是原产于北美的菊科Asteraceae多年生草本植物, 上世纪30年代引入我国, 现广泛分布于我国东部地区的部分省市, 并已成为该区域的农业和环境杂草。为了预测加拿大一枝黄花在我国的潜在分布区, 本研究采用相同气候方法对其进行了估测。我们用加拿大一枝黄花的原产地——美国的气候参数作为参照, 将其与我国各地气象站的气候数据进行匹配。结果表明, 加拿大一枝黄花在我国的潜在分布区的纬度跨度为25°–50°, 所以其潜在的入侵区将远大于目前的实际分布区, 甚至东北的部分地区也将适宜于该物种的生长。据此, 我们建议相关管理部门应加强该物种的监测工作, 以防其进一步向目前入侵区以外的周边地区蔓延。     

Sesquiterpene constituents from the essential oils of the liverworts Mylia taylorii and Mylia nuda

The essential oils and extracts of Mylia taylorii and M. nuda were investigated by gas chromatography, mass spectrometry, NMR spectroscopy and chemical correlations. Beside several known compounds 13 new constituents including three new carbon skeletons could be identified. Four hydrocarbons with a molecular formula of C₁₅H₂₂ (m/z 202) were identified as myli-4(15)-ene (1), aromadendra-1(10),4(15)-diene (19), aromadendra-4,10(14)-diene (20) and aromadendra-4,9-diene (21). Three oxaspiro-compounds were identified as 7-epi-bourbon-3-en-5,11-oxide (22), guai-3,10(14)-dien-5,11-oxide (23) and guai-3,9-dien-5,11-oxide (24). The absolute configuration of myli-4(15)-en-3-one (5) could be established by chemical correlation. Together with α-taylorione (7) the corresponding 6,11-seco-compound taylopyran (25) with a new carbon skeleton was identified which serves as a precursor to taylocyclane (26) and taylofuran (27). Taynudol (28) contains a new carbon skeleton with a cyclobutenyl structure.     

Factors influencing the nonrandom abscission of Solidago canadensis seeds

 为揭示加拿大一枝黄花(Solidago canadensis)种群扩散机制, 明确种子的脱落及风传扩散在其种群蔓延中的作用, 在人工环境下测定了不同湍流强度、风速和湿度处理下种子脱落的差异, 并对脱落种子与未脱落种子进行形态学特征对比。结果表明: 加拿大一枝黄花的种子脱落受湍流、风速和湿度等因素的共同影响。水平气流下种子的脱落阈值为5.1 m·s^–1, 并随着风速增加, 种子的脱落率增加。与模拟水平气流相比, 模拟垂直气流下种子的脱落阈值显著偏小。相对于层流状态, 湍流的存在显著提高了种子的脱落率, 平均增幅超过300%; 但单纯提高湍流强度对种子脱落率的影响不显著。增加湿度则显著降低种子的脱落率。种子形态学特征对比结果表明, 脱落种子的冠毛数量和冠毛夹角显著高于未脱落种子。该研究结果为研究加拿大一枝黄花种子脱落规律和风传扩散机制提供了科学依据, 也为其他入侵性杂草种子的扩散机制及入侵过程提供了借鉴。     

Steroids from the leaves of Chinese Melia azedarach and their cytotoxic effects on human cancer cell lines

Three new (1-3) and several known (4-6) steroids were isolated from the leaves of Chinese Melia azedarach. The structures of the new compounds were elucidated by means of spectroscopic methods including 2D NMR techniques and mass spectrometry to be (20S)-5,24(28)-ergostadiene-3β,7α,16β,20-tetrol (1), (20S)-5-ergostene-3β,7α,16β,20-tetrol (2), and 2α,3β-dihydro-5-pregnen-16-one (3). The cytotoxicities of the isolated compounds against three human cancer cell lines (A549, H460, U251) were evaluated; only compounds 1, 2, and (20S)-5-stigmastene-3β,7α,20-triol (4) were found to show significant cyctotoxic effects with IC₅₀s from 12.0 to 30.1 μg/mL.     

Triterpenoidal lupin saponins from the Chilean legume Lupinus oreophilus Phil

Two lupin saponins, 3beta,21alpha,22beta,24-tetrahydroxyolean-12-en-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-arabinopyranoside and 3beta,21alpha,22beta,24-tetrahydroxyolean-12-en-3-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21-O-alpha-L-rhamnopyranoside, along with eight other saponins and one triterpene previously reported from other legumes, were isolated from the aerial parts of Lupinus oreophilus collected in northern Chile. The structures of the isolated compounds were established with the help of extensive spectroscopic techniques.     

外来杂草加拿大一枝黄花对入侵地植物的化感效应

采用人工气候箱培养试验,初步研究了入侵杂草加拿大一枝黄花对本地植物的化感作用.测定了根系和根状茎的不同浓度浸提液对白三叶发芽率和幼苗生长的影响;不同播种密度下根系1:60提取浓度对白三叶种子萌发和幼苗生长的影响;根状茎1:60提取浓度对白三叶、红三叶、天蓝苜蓿、黑麦草、北美车前、鸡眼草、苇状羊茅、胜红蓟、马齿苋、碱蓬和刺苋的种子萌发和幼苗生长的影响.结果表明,加拿大一枝黄花根系和根状茎的化感抑制作用均随浓度的升高而增强,且根状茎提取物的抑制效应高于根系提取物的效应;在1:60低浓度根系浸提液作用下,不同密度的白三叶幼苗萌发率和幼根、幼芽长度差异不显著;1:60低浓度根状茎提取物对11个物种的种子萌发均有显著抑制作用,但对不同物种的抑制程度有差异,对禾本科植物的抑制作用大于非禾本科和豆科;1:60低浓度根状茎提取物对10个物种的幼根影响与对萌发率的影响相似,但在对幼芽的影响上,仅对鸡眼草、刺苋和苇状羊茅起抑制作用,而对其他植物无显著抑制(黑麦草、北美车前、胜红蓟、马齿苋和刺苋)或起促进作用(白三叶、红三叶、天蓝苜蓿).     

Lignan derivatives from the liverwort Bazzania trilobata

Eight lignan derivatives trilobatin D-K, as well as jamesopyrone were isolated from the liverwort Bazzania trilobata. Their structures have been elucidated based on extensive NMR spectral evidence.