Studies of the metabolism of 3-phenoxybenzoic acid in plants

The metabolism of ¹⁴C-labeled 3-phenoxybenzoic acid, PBA, has been studied in cotton, vine, broad bean, soya bean, pea, lettuce, and tomato, using abscised leaves. PBA was converted into a range of polar products by esterification with glucose (in cotton and other species) and with glucosylarabinose and glucosylxylose (especially in vine leaves). Uptake of the glucose ester itself by cotton leaves also led to conversion into a more polar conjugate, probably the glucosylarabinose ester, which was not detectable following uptake of PBA. When PBA was applied to the surface of intact cotton leaves, it was slowly converted into products similar to those above.     

Metabolism in rats of 3-phenoxybenzyl alcohol and 3-phenoxybenzoic acid glucoside conjugates formed in plants

Upon single oral administration to rats, the mono-, di- and tri-glucose conjugates of [¹⁴C]-3-phenoxybenzyl alcohol ( I ) or the mono-glucose conjugate of [¹⁴C]-3-phenoxybenzoic acid ( II ) were rapidly hydrolysed and extensively eliminated in the urine mostly as the sulphate conjugate of 3-(4-hydroxyphenoxy)benzoic acid ( X ). The faecal elimination was a minor route, whereas the biliary excretion was about 42% of the dose and the glucuronide conjugates of I , II and X were common major metabolites. The biliary glucuronides were cleaved in the small intestine to the respective aglycones, which were reabsorbed, metabolised further, and excreted in the urine as the sulphate conjugate of X . Although small amounts of the mono-, di-and tri-glucosides were found in the 0.5-h blood and liver samples following oral administration of the tri-glucoside of I , they were not detected in the urine, bile or faeces. Similarly the sulphate conjugate was one of the major urinary metabolites of germ-free rats, dosed with the ¹⁴C-glucosides via the oral or the intraperitoneal route, although they were excreted unchanged in certain amounts in the urine and faeces. The glucose conjugates were cleaved in vitro by gut microflora and in various rat tissues, including blood, liver, small intestine and small intestinal mucosa. The tissue enzymes showed a different substrate specificity in hydrolysis of the glucosides. However, they were not cleaved in gastric juice, bile, pancreatic juice or urine.     

Distribution of tridemorph and its metabolites in barley plants grown to maturity

The distribution of tridemorph residues in previously treated mature barley plants has been determined using a specific g.l.c. method. Tridemorph residues were found in grain, awns, leaves, rachis and stems, the amount of residue in the grain appearing to be variety-specific.     

Residues of aldicarb and its main metabolites in the leaves of sugar beet plants

The residues of aldicarb and of its main metabolites (aldoxycarb, 2-mesyl-2-methylpropionitrile, and 2-mesyl-2-methylpropan-1-ol) were measured, by a gas-liquid chromatographic procedure, in the leaves of ripe sugar beet plants from cultures made by several farmers. The sugar beet plants had been grown in normal fields and treated at sowing with aldicarb at the usual rate of 1 kg ha^?1 in the form of ‘Temik’, the commercial formulation of aldicarb which contains 10% by weight of aldicarb. The samples of sugar beet plants were taken from three fields of different soil types. The residue concentrations, ranged in order of soil type, were: sandy loam > silt loam > clay.     

New diseases of ornamental plants in Brunei Darussalam

During a recent survey, 21 new diseases were recorded for the first time on ornamental plants in Brunei Darussalam. These include two new species: a new variety and a new combination. In most cases, the pathogens were isolated from disease specimens, and Koch's postulates for pathogenicity were established.     

茉莉酸对苹果幼树抗旱效应的研究

苹果幼苗经50mg/LJA处理4d后用PEG6000进行干旱胁迫。在胁迫的6h内，叶片气孔导度表现出“快—慢—快—慢”的降低趋势，相同浓度的JA与ABA使受旱植株叶片脯氨酸含量分别提高0.85mg/gFW～1.30mg/gFW和0.64mg/gFW～0.99mg/gFW，SOD活性分别提高1.08unit/(mg蛋白*min)～1.78unit/(mg蛋白*min)和0.89unit/(mg蛋白*min)～1.56unit/(mg蛋白*min)。相同浓度的JA的处理效应大于ABA。ABA预处理没有改变胁迫时叶片的MDA和内源ABA含量，而JA则使MDA含量降低0.01μmol/gFW～4.03μmol/gFW，ABA含量提高29ng/gFW～217ng/gFW。升高或降低的曲线均以4h为转折点。推测JA通过促进ABA合成而增强苹果对干旱的适应能力。     

Serological detection and identification of bacteria from plants by the conjugated Staphylococcus aureus slide agglutination test

A rapid slide agglutination test using polyclonal antisera conjugated to protein A-rich whole-cell Staphylococcus aureus was developed for the detection and identification of bacteria from plants. The specificity and sensitivity of the technique was evaluated in 18 antibody/antigen combinations, representing six bacterial genera ( Erwinia, Lactobacillus, Pseudomonas, Rhizobium, Rhodococcus and Xanthomonas ). For two pathovars of Pseudomonas syringae the specificity of the technique was increased by the use of antisera prepared to somatic extracts.
The advantages of the Staphylococcus aureus agglutination technique include speed, simplicity and the ability to identify organisms directly from infected plant tissues. It was applied to the detection of Pseudomonas syringae pv. phaseolicola and pv. pisi in lesions on bean and pea, respectively, to P. gladioli pv. alliicola and Lactobacillus sp. from rotted onion bulbs and specific strains of Rhizobium phaseoli in bean root nodules.     

Metabolism of radioactively labeled quinic acid and shikimic acid in healthy and Fusarium-infected tomato plants

Radioactivity from quinic acid-U-¹⁴C was readily incorporated into chlorogenic acid and shikimic acid in healthy andFusarium-infected tomato plants of two varieties, Bonner Beste (susceptible) and Moneymaker (resistant); radioactively labeled shikimic acid, on the other hand, was converted neither to quinic acid nor to chlorogenic acid.Infection led to increased incorporation of¹⁴C inton-butanol extractives, and alcohol-soluble and insoluble esters, except in the resistant variety after feeding of shikimic acid-U-¹⁴C. After infection incorporation into the non-hydrolyzable fraction—which a.o. contains lignin—decreased in the susceptible variety, but it increased in the resistant variety, particularly after administration of shikimic acid-U-¹⁴C.Samenvatting Radioactief kinazuur werd in gezonde en metFusarium geïnfecteerde tomateplanten behorende tot twee variëteiten, Bonner Beste (vatbaar) en Moneymaker (resistent), in chlorogeenzuur en shikimizuur omgezet; laatstgenoemde verbinding werd echter noch in kinazuur, noch in chlorogeenzuur omgezet.Infectie leidde tot een toegenomen incorporatie van¹⁴C in metn-butanol extraheerbare verbindingen, en in alcohol-oplosbare en onoplosbare esters, behalve na toediening van radioactief shikimizuur in de resistente variëteit. Incorporatie in de zg. niethydrolyseerbare fractie, die o.a. lignine bevat, bleek in de vatbare variëteit na infectie geringer te zijn, maar in de resistente variëteit na infectie toe te nemen, vooral na toediening van shikimizuur.     

Absence of 3-(2,4-dichlorophenoxy)propionic acid in plants treated with 2,4-dichlorophenoxyacetic acid‡

Experiments were conducted to establish if the formation of 2.4-dichlorophenol (DCP) from 2.4-dichlorophenoxyacetic acid (2,4-D) in plants proceeds via 3-(2,4-dichtorophenoxy) propionic acid (2,4-DP) as an intermediate. Soybean (Glycine max (L.) Merr.), kidney bean (Phaseolus vtitgaris L.), pea (Pisum. sativum L.), smooth bromegrass (Bromus inermis Leyss.), wild oat (Avena fatua L.), yellow foxtail (Setaria glauca(L.) Beauv.), barley (Hordeum vulgare L.), timothy (Phleum pratense L.). and orchardgrass (Dactylis glomerata L.) were treated with equal weights of 2,4-D and 2,4-DP. After 3 days, all plants contained DCP; however, amounts were larger in plants treated with 2.4-DP than in those treated with 2,4-D. The 2.4-DP was absorbed from the leaf surface more efficiently than 2,4-D. No evidence was found for formation of 2,4-DP from 2,4-D in any of the plant species studied. L'absence de l'acide3-(2,4 dichlorophénoxy) propionique dans les plantes traitées avec I'acide 2,4-dichlorophénoxyacétique Des experiences ont été effectuées pour rechercher si la formation de 2,4-dichlorophénoI (DCP) dans les plantes, à partir de l'acide 2.4-dichlorophénoxy acétique (2,4-D) se produit par l'intermêdiaire de l'acide 3-(2,4-dichlorophenoxy) propionique. Le soja (Glycine max(L.) Merr.). le haricot (Phaseolus vuigaris L.), Ic pois (Pisum sativum L.), le brome (Bromus inermis Leyss.), la folle avoine (Avena fatua L.), la sétaire (Setaria glauca(L.) Beauv.). I'orge (Hordeum vulgare L.), la fléole (Phleum pratense L.) et le dactyle (Dactylis ghmerata L.) ont été traités par des poids égaux de 2.4-D et de 2,4-DP. Trois jours aprés, les plantes contenaient du DCP; toutefois, les quantités trouviés furent plus importantes dans les plantes traitées avec le 2,4-DP que dans celles traitées avec le 2,4-D. Le 2,4-DP a été absorbéà partir de la surface foliaire plus efficacement que le 2,4-D. La formation du 2,4-DP à partir du 2,4-D n'a pu être prouvée dans aucune des plantes étudiécs. Die Abwesenheit von 3-(2,4′Dichlorphenaxy)-propionsäure irt mil 2,4-Dichlorphenoxytesäure behandelten Pflanzen Es wurden Versuche durchgeführt um herauszufinden. ob die Bildung von 2,4-Dichlorphenol (DCP) aus 2.4-Dichlor-phenoxyessigsäure (2,4-D) in Pflanzen über 3-(2,4-Dichlor-phenoxy)-propionsaure (2,4-DP) als Zwischcnprodukt ver-läufl. Sojabohnen (Glycine max(L.) Merr.), Gartenbohnen (Phaseolus vutgaris L.), Erbsen (Pisum sativum L.), Wehrlose Trcspe (Bromus inermis Leyss.), Flughafer (Avena fama L.), Gelbe Borsienhirse (Setaria glauca(L.) Beauv.), Gerste (Hordetim vidgarc L.), Wiesenlieschgras (Phleum pratense L.) und Knaulgras (Dactylis ghmerata L.) wurden mit gleichen Mengen an 2,4-D und 2,4-DP behandelt. Nach drei Tagen enthielten alle PHanzen DCP; aber die Menge an DCP war in den mit 2,4-DP behandelten Pflanzen grosser als in den mit 2,4-D behandelten. 2,4-DP wurde von der Blatt-oberflache besser absorbiert als 2.4-D. In keiner der untersuchten Pflanzenarten konnte ein Hinweis für die Bildung von 2,4-DP aus 2,4-D gefunden werden.     

Secondary plant metabolites as targets for genetic modification of crop plants for pest resistance

Three genetic manipulation strategies are described for enhancing the effectiveness of secondary metabolites of crop plants in reducing pest and disease damage. Targets for gene transfer studies are secondary metabolites of oilseed rape, lepidopteran sex pheromones and drimane anti-feedants. Initial work towards isolation of genes for the biosynthesis of drimane anti-feedants is described.     

Movement of phorate and metabolites from treated leaflets to aphid colonies on broad bean plants

Aphid colonies were established on one second-node leaflet of young broad bean plants and sublethal treatments of ¹⁴C-labelled phorate were applied to the adjacent leaflets. After 3 days, the amounts of toxic and non-toxic ¹⁴C-labelled compounds in the aphids, their honeydew and the untreated foliage were determined. There were no significant differences between the amounts in leaves at the same level on the plant when infested and aphid-free plants were compared, but the aphids and their honey-dew contained two and 23 times as much of the toxic and non-toxic ¹⁴C-compounds, respectively, found in the host leaflets. Following translocation to aphids on leaves above or below treated leaflets, the aphid colonies again contained more labelled compounds than the host-plant leaves. The movement of non-toxic compounds into the roots was reduced when the aphid colonies were situated on foliage between the site of treatment and the roots. More of the toxic and the non-toxic fractions were translocated downwards from the third to the second leaf than in the reverse direction.     

The uptake of metabolites of permethrin by plants grown in soil treated with [14C]permethrin

Sugar beet, wheat, lettuce and cotton were grown in soil treated with [¹⁴C]permethrin, the crops being sown at intervals of 30, 60 and 120 days after treatment of the soil. The uptake of radioactive residues into these crops was measured. Low radioactive residues (up to 0.86 μg g^?1) were detected in the mature plants sown 30 days after soil treatment, and this uptake declined significantly as the interval between soil treatment and sowing increased. Metabolites derived from the acid moiety of the permethrin molecule were shown to constitute the greater part of the residue transferring from the soil to the crops. (1RS)-cis- and (1RS)-trans-3-(2,2-dichlorovinyl)- 2,2-dimethylcyclopropanecarboxylic acid and 3-(2,2-dichlorovinyl)-1-methylcyclopropane-1,2-dicarboxylic acid were identified as the major acidic metabolites. The latter compound is a metabolite of permethrin which has not previously been identified in soil or plants.     

New developments in the systemic combat of fungal diseases of plants

Summary A survey is given of some recent developments in the field of the systemic combat of fungus diseases of plants. The stage of practical application has not yet been reached.Several examples are given of compounds which act by direct fungitoxic activity and of compounds which act by increasing host resistance.Samenvatting Er wordt een overzicht gegeven van enkele nieuwe ontwikkelingen op het gebied van de bestrijding van schimmelziekten bij planten met systemisch werkzame middelen. Het stadium van praktische toepassing van dergelijke middelen is nog niet bereikt.Verschillende voorbeelden worden gegeven van stoffen die hun activiteit ontlenen aan directe fungitoxische werking en ook van stoffen die werkzaam zijn doordat zij de resistentie van de gastheer verhogen.After a lecture held at the IXth International Botanical Congress at Montreal in 1959.     

Suppressive effect of abscisic acid on systemic acquired resistance in tobacco plants

Recent studies have indicated that the phytohormone abscisic acid (ABA), induced in response to a variety of environmental stresses, plays an important role in modulating diverse plant–pathogen interactions. In Arabidopsis thaliana, we previously clarified that ABA suppressed the induction of systemic acquired resistance (SAR), a plant defense system induced by pathogen infection through salicylic acid (SA) accumulation. We investigated the generality of this suppressive effect by ABA on SAR using tobacco plants. For SAR induction, we used 1,2-benzisothiazole-3(2H)-one 1,1-dioxide (BIT) and benzo(1,2,3)thiadiazole-7-carbothioic acid S-methyl ester (BTH) that activate upstream and downstream of SA in the SAR signaling pathway, respectively. Wild-type tobacco plants treated with BIT or BTH exhibited enhanced disease resistance against Tobacco mosaic virus (TMV) and tobacco wildfire bacterium, Pseudomonas syringae pv. tabaci (Pst), however, which was suppressed by pretreatment of plants with ABA. Pretreatment with ABA also suppressed the expression of SAR-marker genes by BIT and BTH, indicating that ABA suppressed the induction of SAR. ABA suppressed BTH-induced disease resistance and pathogenesis-related (PR) gene expression in NahG-transgenic plants that are unable to accumulate SA. The accumulation of SA in wild-type plants after BIT treatment was also suppressed by pretreatment with ABA. These data suggest that ABA suppresses both upstream and downstream of SA in the SAR signaling pathway in tobacco.     

The metabolism of fenvalerate in plants: The conjugation of the acid moiety

The metabolism of the pyrethroid insecticide fenvalerate [(RS)-α-cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate] ( I ), and of its most insecticidal (αS,2S) isomer ( II ), has been examined in cabbage plants grown and treated under laboratory conditions with [¹⁴C]chlorophenyl- and [ring-¹⁴C]benzyllabelled preparations of the two compounds. Both insecticides disappeared from the treated leaves with similar half-lives of approximately 12–14 days; they underwent ester cleavage to a significant extent, together with some hydroxylation at the 2- or 4-position of the phenoxy ring, and hydrolysis of the nitrile group to amide and carboxyl groups. Most of the carboxylic acids and phenols thus produced occurred as glycoside conjugates. In separate experiments, the uptake and metabolism of 2-(4-chlorophenyl)-3-methylbutyric acid ( X ), the acidic half of the molecule, were examined in the laboratory, using abscised leaves of kidney bean, cabbage, cotton, cucumber and tomato plants. The acid X was found to be readily converted, mainly into glucose and 6-O-malonylglucose esters in kidney bean, cabbage and cucumber plants, into glucosylxylose, sophorose and gentiobiose esters in cotton, and into two types of triglucose esters with differing isomerism in tomato. One of the acetyl derivatives of the trisaccharide conjugates was identical with the synthetic deca-acetyl derivative of the [1 → 6]-triglucose ester.     

The occurrence of acid hydrolyzable phenolics in relation toFusarium wilt disease in tomato plants

Infection of a susceptible tomato variety led to an accumulation of acid hydrolyzable phenolic acids. This accumulation doesn't support the view in which the phenolic acids are hold to be responsible for the resistance against the wilting disease.Samenvatting Infectie van een voorFusarium vatbare tomatevariëteit leidde tot een vermeerdering van in zuur hydrolyseerbare fenolzuren. Deze vermeerdering ondersteunt de mening niet, dat juist de fenolzuren verantwoordelijk zijn voor de resistentie tegen de verwelkingsziekte.     

三种基质中15种农药及其代谢物的不确定度评估

依据GB 23200.113—2018《食品安全国家标准植物源性食品中208种农药及其代谢物残留量的测定气相色谱-质谱联用法》中的QuEChERS方法,建立了一种气相色谱-串联质谱法(GC-MS/MS)测定茶叶、普通白菜和苹果3种基质中15种农药及其代谢物残留量的数学模型,通过分析测定过程的主要不确定度来源,对各个分量进行评估。结果表明：工作曲线拟合和回收率所引入的不确定度较大,其次为标准溶液配制和样品制备,而测量重复性和仪器引入的不确定度相对较小;不同基质对工作曲线拟合、回收率和测量重复性所引入的不确定度存在一定差异;不匹配基质校正曲线会对部分农药造成一定程度的基质增强或抑制效应。该方法适用于GC-MS/MS法测定植物源性食品中农药残留量的不确定度评估,可为农药残留测量结果的准确性提供科学可靠的依据。     

Induced resistance againstPhytophthora capsici in pepper plants in response to DL-β-amino-n-butyric acid

Treatment of pepper plants with the nonprotein amino acid, DL-ß-amino-n-butyric acid (BABA) induced resistance to subsequent infection byPhytophthora capsici. In contrast, theα-, andγ-isomers of aminobutyric acid were ineffective as inducers of resistance. A relatively high concentration of BABA at 1,000μg ml^?1, which had no antifungal activityin vitro againstP. capsici, was required to induce resistance against Phytophthora blight with a foliar and stem spray, thus leading to complete control of the disease. About 1 day interval between BABA-treatment and challenge inoculation was sufficient to induce resistance in pepper plants. High inoculum levels ofP. capsici caused Phytophthora development slowly in pepper stems treated with BABA, especially at early plant growth stage, which suggests that the induced resistance in pepper plants may be more quantitative rather than qualitative. BABA applied to the root system also protected pepper stems fromP. capsici infection.