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1.
BACKGROUND: The 2,4‐D degradation ability of the microbiota of three arable Mediterranean soils was estimated. The impact of soil moisture and temperature on 2,4‐D degradation was investigated. RESULTS: The microbiota of the three soils regularly exposed to 2,4‐D were able rapidly to mineralise this herbicide. The half‐life of 2,4‐D ranged from 8 to 30 days, and maximum mineralisation of 14C‐2,4‐D ranged from 57 to 71%. Extractable 14C‐2,4‐D and 14C‐bound residues accounted for less than 1 and 15% respectively of the 14C‐2,4‐D initially added. The highest amounts of 14C‐2,4‐D bound residues were recorded in the soil with the lowest 2,4‐D‐mineralising ability. Although all three soils were able to mineralise 2,4‐D, multivariate analysis revealed that performance of this degrading microbial activity was dependent on clay content and magnesium oxide. Soil temperature affected the global structure of soil microbial community, but it had only a moderate effect on 2,4‐D‐mineralising ability. 2,4‐D‐mineralising ability was positively correlated with soil moisture content. Negligible 2,4‐D mineralisation occurred in all three soils when incubated at 10 or 15% soil moisture content, i.e. within the range naturally occurring under the Mediterranean climate of Algeria. CONCLUSION: This study shows that, although soil microbiota can adapt to rapid mineralisation of 2,4‐D, this microbial activity is strongly dependent on climatic parameters. It suggests that only limited pesticide biodegradation occurs under Mediterranean climate, and that arable Mediterranean soils are therefore fragile and likely to accumulate pesticide residues. Copyright © 2009 Society of Chemical Industry  相似文献   

2.
Adsorption–desorption characteristics of 2,4-dichlorophenoxyacetic acid (2,4-D) on pure montmorillonite and synthetic chlorite-like complexes [Al(OH)x-montmorillonite complexes, obtained by coating montmorillonite surfaces with different amounts of Al(OH)x] were investigated. The equilibrium adsorption of 2,4-D was described by both Langmuir and Freundlich type isotherms. The extent of adsorption as well as the type of interaction between adsorbate and adsorbent was affected by the nature of incubation buffer and the charge characteristics of supports. At pH 5·6 and in acetate buffer, 2,4-D was negatively adsorbed by montmorillonite and herbicide adsorption capacity increased with increasing amounts of Al(OH)x species loaded on montmorillonite surfaces. When adsorption experiments were performed at the same pH but in phosphate buffer, strong reductions of both the amount of adsorbed pesticide and its affinity for the adsorbents were measured. Evidently, phosphate anions competed strongly with 2,4-D anions for the sorption site on chlorite-like complexes. Furthermore, desorption tests revealed that a large amount (about 60%) of the pesticide was firmly bound to the clay and was not removed even after repeated washings or 24 h exposure to desorption solution. Both electrostatic interactions between the negative COO- moieties of 2,4-D and the positive sites on clays, and ligand exchanges of COO- groups with -OH or water at the clay surface were probably involved in the adsorption process. ©1997 SCI  相似文献   

3.
The issue of cross‐ or multiple resistance to acetolactate synthase (ALS) inhibitors and the auxinic herbicide 2,4‐D was investigated in Papaver rhoeas L., a common and troublesome weed in winter cereals, in a broad‐scale study across four European countries. A combination of herbicide sensitivity bioassays and molecular assays targeting mutations involved in resistance was conducted on 27 populations of P. rhoeas originating from Greece (9), Italy (5), France (10) and Spain (3). Plants resistant to the field rate of 2,4‐D were observed in 25 of the 27 populations assayed, in frequencies ranging from 5% to 85%. Plants resistant to ALS‐inhibiting herbicides (sulfonylureas) were present in 24 of the 27 populations, in frequencies ranging from 4% to 100%. Plants resistant to 2,4‐D co‐occurred with plants resistant to sulfonylureas in 23 populations. In four of these, the probability of presence of plants with cross‐ or multiple resistance to 2,4‐D and sulfonylureas was higher than 0.5. ALS genotyping of plants from the field populations or of their progenies, identified ALS alleles carrying a mutation at codon Pro197 or Trp574 in 2,4‐D‐sensitive and in 2,4‐D‐resistant plants. The latter case confirmed multiple resistance to 2,4‐D and ALS inhibitors at the level of individual plants in all four countries investigated. This study is the first to identify individual plants with multiple resistance in P. rhoeas, an attribute rarely assessed in other weed species, but one with significant implications in designing chemical control strategies.  相似文献   

4.
A route for the immobilization of 2,4‐dichlorophenoxyacetic acid (2,4‐D) on silica gel has been developed. In the first step the precursor was prepared by reacting the silylating agent 3‐(trimethoxysilyl)propylamine with silica gel. Nitrogen analysis of this anchored compound showed the presence of 1.16 mmol of amine groups per gram of support. The herbicide was covalently bonded to the amine groups previously anchored onto silica gel. Infrared, [13C] and [29Si] NMR spectra supported the reaction between the nitrogen of the amine group of the anchored silica with the carbon on the para‐position of the aromatic ring of 2,4‐D. The reaction yield, 90.3%, was confirmed through elemental analysis. © 2000 Society of Chemical Industry  相似文献   

5.
Waterhemp (Amaranthus tuberculatus) is a common and troublesome weed in cropping systems throughout the United States. With the potential for future periods of low rainfall or drought, the need for improved weed control under drought stress is necessary. Drought stress typically reduces herbicide efficacy by reducing the foliar uptake of herbicides and their translocation. The objectives of this research were to determine the efficacy of 2,4‐dichlorophenoxyacetic acid (2,4‐D) and glyphosate, applied alone or when tank‐mixed, on waterhemp under varying levels of drought stress, the effect of the timing of drought stress in relation to herbicide application and the absorption and translocation of each herbicide in drought‐stressed waterhemp. At reduced herbicide rates, 2,4‐D had a greater level of control of waterhemp under drought stress, compared to glyphosate. The level of herbicide efficacy was lower when the amount of water that was applied to the plants was reduced. The level of waterhemp control was greatest when drought stress occurred before the herbicide application and when the plants were watered to saturation after the application, compared to when drought stress occurred after the herbicide application or restricted watering levels occurred throughout the entire study. Glyphosate absorption and translocation were reduced in the drought‐stressed plants, but 2,4‐D absorption and translocation were not altered. The absence of a reduction in 2,4‐D translocation in the drought‐stressed weeds has not been previously reported. Applying herbicides prior to a rainfall event could increase the weed control level, even if the weed is stressed. Determining how and why 2,4‐D absorption and translocation levels, compared to those of glyphosate, are unaffected by drought stress in waterhemp can aid in improving the control of drought‐stressed weeds with other postemergence herbicides.  相似文献   

6.
The inhibition of alkaline hydrolysis of organophosphorothioate pesticides such as parathion, parathion-methyl and fenitrothion by the formation of inclusion complexes with β-cyclodextrin and its methylated derivatives was investigated. The inclusion complex/pesticide stability relationship with the series of pesticides and β-cyclodextrins is discussed in connection with the inclusion geometrical parameters, such as those relating to the inclusion orientation and depth of the 4-nitrophenoxy moiety of the included pesticide. These parameters were estimated from the induced circular dichroism of the inclusion complexes by means of the rotational-strength analysis method.  相似文献   

7.
BACKGROUND: Triterpenic saponins from Sapindus mukorossi Gaertn. and Diploknema butyracea JF Gmelin were evaluated for in vitro antifungal activity against four phytopathogenic fungi. The study of the structure–antifungal activity relationships of protobassic acid saponins was widened by including semi‐synthetic derivatives. RESULTS: Diploknema butyracea saponins exhibited significant antifungal activity against three fungi (ED50 230–455 µg mL?1), whereas S. mukorossi saponin was effective against two fungi (ED50 181–407 µg mL?1). The n‐butanol extract after preparative HPLC separation provided two saponins from D. butyracea saponin mixture: 3‐O‐[β‐D ‐glucopyarnosyl‐β‐D ‐glucopyranosyl]‐16‐α‐hydroxyprotobassic acid‐28‐O‐[arabinopyranosyl‐glucopyranosyl‐xylopyranosyl]‐arabinopyranoside (MI‐I), and 3‐O‐β‐D ‐glucopyranosyl‐glucopyranosyl‐glucopyranosyl‐16‐α‐hydroxyprotobassic acid‐28‐O‐[arabinopyranosyl‐xylopyranosyl‐arabinopyranosyl]‐apiofuranoside (MI‐III). The single saponin extracted from S. mukorossi saponin mixture was identified as 3‐O‐[O‐acetyl‐β‐D ‐xylopyranosyl‐β‐D ‐arabinopyranosyl‐β‐D ‐rhamnopyranosyl] hederagenin‐28‐O[β‐D ‐glucopyranosyl‐β‐D ‐glucopyranosyl‐β‐D ‐rhamnopyranosyl] ester (SM‐I). Monodesmosides resulting from the partial degradation of hederagenin and hydroxyprotobassic acid bisdesmosides exhibited significant reduction in antifungal effect. Further removal of sugar moiety yielded complete loss in activity. The antifungal activity of the triterpenic saponins was associated with their aglycone moieties, and esterification of the hydroxyl group led to change in antifungal activity. CONCLUSION: Sapindus mukorossi saponin, which is effective against Rhizoctonia bataticola (Taub.) Briton Jones and Sclerotium rolfsii Sacc., can be exploited for the development of a natural fungicide. A sugar moiety is a prerequisite for the antifungal activity of triterpenic saponin. Copyright © 2010 Society of Chemical Industry  相似文献   

8.
Cyclization of 3‐aryl‐1‐(2‐hydroxyphenyl)prop‐2‐en‐1‐ones with hydrazine hydrate in refluxing formic acid afforded the title ligands, 5‐aryl‐1‐formyl‐4,5‐dihydro‐3‐(2‐hydroxyphenyl)‐1H‐pyrazoles (HL1–HL4, Ar = Ph, 4‐CH3O‐C6H4‐, 2‐furyl, 2‐thienyl). Reaction of HL1–HL4 with the divalent metal ions, Mn2+, Co2+, Ni2+, Cu2+, and Zn2+, afforded novel complexes of the type [ML2] (M = metal ion; L = deprotonated ligand) which were characterized by elemental analyses, molecular weight determinations, molar conductances, magnetic moments and electronic and infrared spectral data. The ligands behaved as tridentate, coordinating through the phenolic oxygen after deprotonation, N‐2 of the pyrazole ring and oxygen of the 1‐formyl group. The ligands and their complexes were evaluated for growth‐inhibiting activity against four phytopathogenic fungi. Macrophomina phaseoli was generally most sensitive followed by Alternaria alternata and Colletotrichum falcatum while Fusarium oxysporum was least sensitive to the tested compounds. The ligand HL1 and its complexes showed the best activity against the fungi tested. © 2000 Society of Chemical Industry  相似文献   

9.
Solid Phase Micro‐Extraction (SPME) is a new analytical technique, based on capturing the analytes by adsorption onto an organic phase coating a glass fibre, and subsequent direct desorption into the injector of a gas chromatograph. This technique has been successfully applied in the analysis of organic contaminants in water, giving linear responses and, in some cases, high sensitivities. The present paper reports data about the application of SPME to the analysis of pesticide residues in a vegetable matrix, testing over nearly one hundred active compounds, with two types of adsorbent phase (polydimethylsiloxane and Carbowax/divinylbenzene). A vegetable matrix spiked with pesticides was analyzed by SPME and by a traditional multi‐residue method; recoveries were determined and compared for the two cases. The behaviour of the analytical response by SPME was studied in the range 0.01–1 mg kg−1 by adding increasing amounts of given pesticide mixtures to the vegetable matrix. The procedure was further tested by analyzing real samples, and gave some difficulties in recovering the whole amount of some of the residues present (in comparison with the traditional method). The SPME method was then improved by pre‐extracting with acetone and sonicating before the extraction/adsorption step. The results obtained were satisfactory (some certified matrices were also tested) with good accordance between the two methods. Nevertheless some active compounds showed very low responses or remained undetectable by SPME in our experimental conditions. © 2000 Society of Chemical Industry  相似文献   

10.
The potential to mineralize 2,4‐dichlorophenoxyacetic acid (2,4‐D), mecoprop, isoproturon and terbuthylazine was studied in soil and aquifer chalk sampled at an agricultural field near Aalborg, Denmark. Laboratory microcosms were incubated for 258 days under aerobic conditions at 10 °C with soil and chalk from 0.15–4.45 m below the surface. The [ring‐U‐14C]‐labeled herbicides were added to obtain a concentration of 6 µg kg?1 and mineralization was measured as evolved [14C]carbon dioxide. The herbicides were readily mineralized in soil from the plough layer, except for terbuthylazine, which was mineralized only to a limited extent. In the chalk, lag periods of at least 40 days were observed, and a maximum of 51%, 33% and 6% of the added 2,4‐D, mecoprop and isoproturon, respectively, were recovered as [14C]carbon dioxide. Large variations in both rate and extent of mineralization were observed within replicates in chalk. No mineralization of terbuthylazine in chalk was observed. As a measure of the general metabolic activity towards aromatic compounds, [ring‐U‐14C]‐benzoic acid was included. It was readily mineralized at all depths. © 2000 Society of Chemical Industry  相似文献   

11.
A field study was conducted to determine the response of two awnless barley genotypes (JF//Barsoy/Ri and VA 92‐42‐46) to hand weeding (practised monthly during the growing seasons) and 2,4‐D application at different growth stages during the rainy seasons of 1999 and 2000 at Houfa in northern Jordan. JF//Barsoy/Ri gave significantly higher grain yield than VA 92‐42‐46; 820 and 923 kg ha?1 during 1999 and 2000, respectively. Differences in weed number and fresh weight were significant among various treatments in both seasons. In both growing seasons, yield reductions occurred when 2,4‐D was applied to barley at the stage 11–18 of BBCH scale (leaves 1 to 8 unfolded) and the stage 22–28 (2–8 tillers detectable). Hand weeding proved the best weed control and was more effective than 2,4‐D applications.  相似文献   

12.
BACKGROUND: Pesticide degradation and adsorption in soils are key processes determining whether pesticide use will have any impact on environmental quality. Pesticide degradation in soil generally results in a reduction in toxicity, but some pesticides have breakdown products that are more toxic than the parent compound. Adsorption to soil particles ensures that herbicide is retained in the place where its biological activity is expressed and also determines potential for transportation away from the site of action. Degradation and adsorption are complex processes, and shortcomings in understanding them still restrict the ability to predict the fate and behaviour of ionisable pesticides. This paper reports the sorption and degradation behaviour of four acidic pesticides in five soils from southern Spain. Results are used to investigate the influence of soil and pesticide properties on adsorption and degradation as well as the potential link between the two processes. RESULTS: Adsorption and degradation of four acidic pesticides were measured in four soils from Spain characterised by small organic matter (OM) contents (0.3-1.0%) and varying clay contents (3-66%). In general, sorption increased in the order dicamba < metsulfuron-methyl < 2,4-D < flupyrsulfuron-methyl-sodium. Both OM and clay content were found to be important in determining adsorption, but relative differences in clay content between soils were much larger than those in OM content, and therefore clay content was the main property determining the extent of herbicide adsorption for these soils. pH was negatively correlated with adsorption for all compounds apart from metsulfuron-methyl. A clear positive correlation was observed for degradation rate with clay and OM content (P < 0.01), and a negative correlation was observed with pH (P < 0.01). The exception was metsulfuron-methyl, for which degradation was found to be significantly correlated only with soil bioactivity (P < 0.05). CONCLUSIONS: Both OM and clay content were found to be important in determining adsorption, but relative differences in clay content between soils were much larger than those in OM content, and therefore clay content was the main property determining the extent of herbicide adsorption for soils of this type. pH was negatively correlated with adsorption for all compounds apart from metsulfuron-methyl. The contrasting behaviour shown for these four acidic pesticides indicates that chemical degradation in soil is more difficult to predict than adsorption. Most of the variables measured were interrelated, and different behaviours were observed even for compounds from the same chemical class and with similar structures.  相似文献   

13.
BACKGROUND: Sorption‐desorption processes govern the movement of pesticides in soil. These processes determine the potential hazard of the pesticide in a given environment for groundwater contamination and need to be investigated. RESULTS: In the present study, sorption‐desorption processes of benfuracarb were investigated using a batch method in two mollisols. The kinetics of benfuracarb sorption in mollisols conformed to two‐compartment (1 + 1) first‐order kinetics. The fast sorption rate constant was about 3 times higher for silt loam than for loam soil. However, the slow sorption rate constants were statistically similar for both soils. The concentration‐dependent sorption‐desorption isotherms of benfuracarb could not closely conform to the Freundlich isotherm in mollisols of high organic C content. The computed values of both the sorption (log K) and desorption (log K′) capacities were higher for silt loam than for loam soil. The desorption index (n′/n) values in the range 30.0–41.3 indicated poor reversibility of sorbed benfuracarb in mollisols. CONCLUSION: In view of the strong sorption of benfuracarb in mollisols with only partial desorption, the possibility of the leaching of soil‐applied benfuracarb to contaminate groundwaters appears to be low. Copyright © 2010 Society of Chemical Industry  相似文献   

14.
UV irradiation of metoxuron in aerated aqueous solution at 254 nm or between 300 and 450 nm led initially to an almost specific photohydrolysis of the C–Cl bond, resulting in the formation of 3‐(3‐hydroxy‐4‐methoxyphenyl)‐1,1‐dimethylurea (MX3) and hydrogen chloride. The quantum yield was determined to be 0.020 (±0.005) in solutions irradiated at 254 nm. Five minor photoproducts were also identified, in particular the dihydroxydimethoxybiphenyl derivatives resulting from the phototransformation of MX3. Irradiation increased the toxicity of an aqueous solution of metoxuron to the marine bacterium Vibrio fischeri. © 2001 Society of Chemical Industry  相似文献   

15.
The plant cuticle is a highly complex membrane which forms the outer surface of the aerial portion of plants. The nature of the plant cuticle is reviewed with particular regard to its action as a potential barrier to the penetration of pesticide molecules; the role of the cuticular waxes is highlighted. The physicochemical properties of the cuticle influence the behaviour of spray droplets and, in turn, may affect the rate and efficiency of cuticle penetration. The permeation of active ingredients is influenced by their solubility characteristics as indicated by octanol/water (log Kow) and cuticle/water (Kcw) partition coefficients. Penetration of hydrophilic compounds (low log Kow) may be enhanced by hydration of the cuticle, while transcuticular transport of non-polar solutes (high log Kow) is increased by factors which reduce wax viscosity. The use of in-vitro models involving isolated cuticle membranes, isolated cuticle waxes, or isolated leaves has helped to focus on the activities of the cuticle in the absence of other physiological factors. Using these systems, the role of the waxes as a transport-limiting barrier has been identified and the factors influencing sorption, permeance and desorption examined. The action of surfactants, in vitro and in vivo, has been briefly addressed in regard to their role in facilitating cuticle penetration; other steps involving surfactant/solute/cuticle are complex, and synergy appears to depend on a number of factors including test species, concentration of active ingredient, surfactant type and concentration. Adjuvants may greatly influence the surface properties of the droplet, predispose the cuticle to solute transport, and enhance pesticide activity. The nature of these complex inter-relationships is discussed. © 1999 Society of Chemical Industry  相似文献   

16.
BACKGROUND: The aim of the present work was to synthesise novel amphiphilic chitosan–co‐(D,L‐lactide) (chitosan–PLA) copolymers and to study the formation of pesticide‐loaded polymeric submicron particles. These copolymeric submicron particle systems are expected to be potential candidates for applications in pesticide delivery. RESULTS: The chemical structures of the copolymers were confirmed by Fourier transform infrared spectroscopy (FT‐IR), 1H nuclear magnetic resonance (1H NMR) and thermogravimetric analysis (TGA). Imidacloprid as a lipophilic model pesticide can be incorporated into chitosan–PLA submicron particles by nanoprecipitation and the emulsion/solvent evaporation method. Size, the size distribution, the imidacloprid loading content (LC) and the imidacloprid release behaviour were investigated. CONCLUSION: Conjugation of PLA to chitosan was shown to be an available method for the preparation of submicron particles for lipophilic pesticide delivery. The imidacloprid‐loaded submicron particles showed a sustained release process. As the mass ratio of copolymer to imidacloprid increased, the submicron particles size and LC decreased. The chitosan–PLA submicron particles could be useful as pesticide carriers for imidacloprid delivery systems. Copyright © 2011 Society of Chemical Industry  相似文献   

17.
This paper presents a discussion on residue behaviour of 17 pesticides on tea, on the basis of the research conducted during the last 20 years. Sunlight photolysis and growth dilution were the most important factors affecting pesticide persistence in the growing tea plant, while vapour pressure played an important role in loss of pesticide residues during tea processing. The percentage of pesticide extracted during the tea infusion process was highly related to water solubility. It is suggested that in studies on pesticide residue behaviour on tea, all the four factors should be considered integrally.  相似文献   

18.
A series of novel types of 7‐(4,6‐dimethoxypyrimidin‐2‐yl)oxy ‐ and ‐thio‐3‐methyl‐1 (3H)‐isobenzofuranones were discovered at Dr R Maag AG. From the thio‐isobenzofuranyl series, CGA 279 233—BSI‐proposed common name pyriftalid—was chosen for further development as a grass herbicide for use in rice. General synthetic approaches to these new phthalic acid‐derived compounds are given, with emphasis on the synthesis of pyriftalid and its physico‐chemical behaviour. © 2001 Society of Chemical Industry  相似文献   

19.
BACKGROUND: Fifteen novel derivatives of D‐DIBOA, including aromatic ring modifications and the addition of side chains in positions C‐2 and N‐4, had previously been synthesised and their phytotoxicity on standard target species (STS) evaluated. This strategy combined steric, electronic, solubility and lipophilicity requirements to achieve the maximum phytotoxic activity. An evaluation of the bioactivity of these compounds on the systems Oryza sativa–Echinochloa crus‐galli and Triticum aestivum–Avena fatua is reported here. RESULTS: All compounds showed inhibition profiles on the two species Echinochloa crus‐galli (L.) Beauv. and Avena fatua L. The most marked effects were caused by 6F‐4Pr‐D‐DIBOA, 6F‐4Val‐D‐DIBOA, 6Cl‐4Pr‐D‐DIBOA and 6Cl‐4Val‐D‐DIBOA. The IC50 values for the systems Echinochloa crus‐galli–Oryza sativa and Avena fatua–Triticum aestivum for all compounds were compared. The compound that showed the greatest selectivity for the system Echinochloa crus‐galli–Oryza sativa was 8Cl‐4Pr‐D‐DIBOA, which was 15 times more selective than the commercial herbicide propanil (Cotanil‐35). With regard to the system Avena fatua–Triticum aestivum, the compounds that showed the highest selectivities were 8Cl‐4Val‐D‐DIBOA and 6F‐4Pr‐D‐DIBOA. The results obtained for 6F‐4Pr‐D‐DIBOA are of great interest because of the high phytotoxicity to Avena fatua (IC50 = 6 µM , r2 = 0.9616). CONCLUSION: The in vitro phytotoxicity profiles and selectivities shown by the compounds described here make them candidates for higher‐level studies. 8Cl‐4Pr‐D‐DIBOA for the system Echinochloa crus‐galli‐Oryza sativa and 6F‐4Pr‐D‐DIBOA for Avena fatua‐Triticum aestivum were the most interesting compounds. Copyright © 2010 Society of Chemical Industry  相似文献   

20.
Dressing seeds with pesticides to control pests is a widespread practice with important advantages. Recent incidents of bee losses, however, have directed attention to the emission of abraded pesticide‐coated seed particles to the environment during sowing. This phenomenon of drift of pesticide dust can lead to pesticide contamination of air, water and other natural resources in crop‐growing areas. This review article presents the state of the art of the phenomenon of dust emission and drift from pesticide seed dressing during sowing and its consequences. Firstly, pesticide seed treatment is defined and its pros and cons are set out, with the focus on dust, dust emission and dust drift from pesticide‐coated seed. The factors affecting emission of pesticide dust (e.g. seed treatment quality, seed drilling technology and environmental conditions) are considered, along with its possible effects. The measuring techniques and protocols and models currently in use for calculating the behaviour of dust are reviewed, together with their features and limitations. Finally, possible mitigation measures are discussed, such as improving the seed quality and the use of modified seed drilling technology, and an overview of regulations and stewardship activities is given. © 2013 Society of Chemical Industry  相似文献   

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