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Fungicidal property of active component derived from Acorus gramineus rhizome against phytopathogenic fungi.

The fungicidal property of Acorus gramineus rhizome-derived materials against Botrytis cineria, Erysiphe graminis, Phytophthora infestans, Puccinia recondita, Pyricularia grisea, and Rhizoctonia solani was tested using a whole plant method in vivo, and was compared with a synthetic fungicide and seven commercially available A. gramineus rhizome-derived components. The responses varied according to the plant pathogen tested. At 2000 mg/l, the hexane fraction of A. gramineus rhizomes showed strong fungicidal activities against R. solani and P. infestans. The results indicated at least one of the fungicidal actions of alpha-asarone and asaronaldehyde derived from A. gramineus rhizomes.

Acorus↗

Effects of fungicide residues on the physico-chemical characteristics of soils of a major cocoa-producing area of Nigeria.

The effects of copper-based fungicide residues on some physico-chemical properties of soils in some cocoa-producing areas of Nigeria were investigated. The results show that the fungicide residues cause significant increases in the soil pH, organic matter and copper concentrations while lowering the concentrations of inorganic nitrogen, available phosphorus, exchangeable potassium and sodium. Slight increases were also observed for the cation exchange capacity (CEC) and exchangeable Ca2+ and Mg2+ but there are no significant changes in the Zn, Fe and Mn concentrations with fungicide treatment. It is concluded that the copper-based fungicide residues predispose the soils to nitrogen, phosphorus and potassium (N, P and K) deficiencies and perhaps copper toxicity if not properly managed.

Cacao↗

Oxidative damages in isolated rat hepatocytes treated with the organochlorine fungicides captan, dichlofluanid and chlorothalonil.

The cytotoxicity and lipid peroxidative potency of the organochlorine fungicides captan (N-(trichloromethylthio)-4-cyclohexene-1,2-dicarboximide), dichlofluanid (N-dichlorofluoromethylthio-N'N'-dimethyl-N-phenylsulfamide) and chlorothalonil (2,4,5,6-tetrachloro-isophthalonitrile) were studied in isolated rat hepatocytes. These fungicides induced cytotoxicity and lipid peroxidation in a dose- and time-dependent manner. Considerable cytotoxicity and lipid peroxidation occurred after cells were treated with 25 microM and more of fungicide. The phosphatidylcholine hydroperoxide (PCOOH) content increased more than 300 times by captan (250-1000 microM), 400 times by dichlofluanid (250-1000 microM) and 20 times by chlorothalonil (25-1000 microM) after 1h of incubation, as compared with untreated control. Significant cytotoxicity occurred after 20 min (captan), 30 min (dichlofluanid) and 60 min (chlorothalonil) of incubation and lipid peroxidation was induced prior to cytotoxicity. The antioxidant alpha-tocopherol and cytochrome P450 inhibitor SKF-525A effectively prevented cytotoxicity and lipid peroxidation. Our results suggest that metabolites of these fungicides produced by the microsomal cytochrome P450 system, induced membrane phospholipid peroxidation that caused cytotoxicity.

Aniline Compounds↗

Comparison of the activity of antifungal hexapeptides and the fungicides thiabendazole and imazalil against postharvest fungal pathogens.

In this study, we evaluated the activity of short antimicrobial peptides against different fungal isolates that cause postharvest decay of fresh fruits. The previously identified hexapeptides PAF19, PAF26 and LfcinB4-9 inhibited the in vitro growth of isolates from Penicillium digitatum and P. italicum, and from Alternaria and Geotrichum genera, being no active against Rhizopus, Mucor and Aspergillus. The results extend our previous observations on the specific and distinct activity profiles of this class of antifungal peptides. In addition, peptide activities were compared with that of two fungicides used for citrus fruit preservation, thiabendazole (TBZ) and imazalil (IMZ). We observed a lack of correlation between peptide and fungicide sensitivity among different species. Importantly, P. digitatum and P. italicum isolates resistant to fungicides were susceptible to peptides and our data suggest that common multiple drug resistance mechanisms are not active against this class of peptides. The in vitro peptide inhibition was correlated with a retard of the decay caused by Penicillium on citrus fruits, and this effect was comparable for both fungicide-resistant and -sensitive isolates. Comparison of PAF26 and TBZ in vitro minimum inhibitory concentration (MIC) values and their in vivo effect on citrus decay indicated that PAF26 performed in vivo better than TBZ.

Citrus↗

Significance of soil properties in the adsorption and mobility of the fungicide metalaxyl in vineyard soils.

Adsorption and mobility of the fungicide metalaxyl were studied in 16 vineyard soils from the La Rioja region (Spain), with organic matter (OM) contents in the 0.31--1.37% range, and in 7 natural soils with OM contents in the 3.30--8.24% range. Adsorption isotherms were obtained using the batch equilibrium technique, and mobility was studied by soil thin-layer chromatography (soil-TLC). In all cases, the adsorption isotherms fit the Freundlich equation. The values of the K(f) constants were low in the vineyard soils (0.01--0.64) and increased in the natural soils (1.05--2.83). The n(f) values were in general lower than unity. K(f) constants were significantly correlated (p < 0.001) with the OM content when all of the soils were considered. According to the determination coefficient, r(2), OM would account for 88% of the variance in adsorption. When the vineyard soils alone were considered, a significant correlation was seen between K(f) and the OM and clay contents; both parameters, varying simultaneously, explain 80% of the variance in adsorption. Study of the mobility of metalaxyl with soil-TLC indicated that in vineyard soils the fungicide has the potential for being highly mobile in 19% of the soils and mobile in 81% of them. In natural soils, the fungicide has the potential for being moderately mobile or mobile in 86 and 14% of the soils, respectively. This type of behavior of metalaxyl indicates that in vineyards soils of the La Rioja region (Spain) with low OM contents, where application of the compound is continuous, a leaching of the fungicide from the soil to groundwaters could potentially occur. These results should be borne in mind when metalaxyl is to be used in the soils of this region.

Absorption↗

Complexation of several benzimidazole-type fungicides with alpha- and beta-cyclodextrins.

The potential increase in water solubility of three benzimidazole-type fungicides (thiabendazole, carbendazim, and fuberidazole) due to complexation with alpha- and beta-cyclodextrins was investigated. Fluorescence emission spectra of the fungicides in the presence of different concentrations of the cyclodextrins were measured. Analysis of these spectra by the method of principal components global analysis (PCGA) yielded precise values for the association constants and the emission spectra of the fungicide-cyclodextrin inclusion complexes. Phase-solubility diagrams confirmed the formation of inclusion complexes between each of the fungicides and beta-cyclodextrin and showed significant increases of their solubilities due to complexation.

Benzimidazoles↗

Parameters affecting extraction of selected fungicides from vineyard soils.

This paper describes a sensitive method for the simultaneous quantification of eight commonly used grapevine fungicides in vineyard soils: cyprodinil, fludioxonil, metalaxyl, penconazole, pyrimethanil, procymidone, tebuconazole, and vinclozolin. The fungicides are extracted from the soil sample by sonication with water followed by shaking with ethyl acetate and are quantified by gas chromatography with mass spectrometry. Average extraction efficiencies in a sample of seven spiked, previously fungicide-free soils were > or =79% for all of the analytes, method precisions were > or =17%, and quantification limits were < or =50 microg/kg. However, because recoveries varied considerably from soil to soil, there is a need to control for soil matrix differences (mainly soil pH and exchangeable calcium content); as a consequence, soil fungicide contents must be quantified by the standard additions method. When the method was applied in this way to soil samples from vineyards belonging to the specified wine-growing region of Rias Baixas (Galicia, northwestern Spain) taken at the beginning of October (1 month after the crop's final treatment), levels of fludioxonil as high as 991 microg/kg were found, but at the start of the season (9 months after the previous crop's final treatment) only fludioxonil was detected at levels higher than its limit of quantification (45 and 52 microg/kg).

Dioxoles↗

Effects of clarification and filtration processes on the removal of fungicide residues in red wines (var. Monastrell).

The effects of six clarification agents (egg albumin, blood albumin, bentonite plus gelatin, charcoal, PVPP, and silica gel) on the removal of residues of four fungicides (cyprodinil, fludioxonil, pyrimethanil, and quinoxyfen) applied directly to a racked red wine, elaborated from Monastrell variety grapes from the D.O. region of Jumilla (Murcia, Spain), are studied. The clarified wines were filtered with 0.45 microm nylon filters to determine the influence of this winemaking process in the disappearance of fungicide residues. Analytical determination of cyprodinil, fludioxonil and pyrimethanil was performed by gas chromatography with an alkaline thermoionic detector (NPD), whereas that of quinoxyfen using an electron captor detector (ECD). In general, and for all of the fungicides except quinoxyfen, blood albumin has proved to be the most effective clarifying agent in the removal of residues, whereas silica gel proved to be ineffective against all of the pesticides with the exception of fludioxonil. Quinoxyfen is the least persistent fungicide in the clarified wines and that which appears with highest frequency in the lees. In general, filtration is not an effective step in the elimination of wine residues. The greatest elimination after filtration is obtained in wines clarified with charcoal and the lowest in those clarified with PVPP.

Charcoal↗

The effect of fungicidal treatment on selected quality parameters of barley and malt.

Protection of barley grain against contamination by fungi such as Fusarium spp., particularly by those producing mycotoxins, secondary metabolites with adverse health effects, is of principal importance. Fungicides applied immediately after full heading of spring barley is one method of direct protection. In this work, extensive two-year field experiments combined with a detailed chemical laboratory analysis (barley and malt) were performed with the aim to study the effect of previous crops, different fungicides, and other conditions on the selected barley and malt quality parameters (content of beta-glucans, pentosans, oxalic acid, deoxynivalenol, and gushing), while the main task was to follow the effect of the fungicide (used as a treatment to protect against pathogens, mostly Fusarium) on changes of the chemical composition in barley and malt, and gushing. It was found that the relationship between the studied factors and the parameters usually applied to the evaluation of barley and malt quality is quite complex and not straightforward. The responses show typical features of a multifactorial influence with both positive and negative correlations resulting in a decrease or increase in grain quality (concentrations of beta-glucans, pentosans, deoxynivalenol, and other studied parameters). The role of previous crops was also found to be important. The fungicides should be applied at the time of heading but not at the very beginning of this period.

Edible Grain↗

Strategies for determining occupational exposures in risk assessments: a review and a proposal for assessing fungicide exposures in the lumber industry.

To select an exposure monitoring protocol for assessing the occupational risk of fungicides in the lumber industry, the main strategies for determining exposures for risk assessment were reviewed. A survey of lumber industry work sites using fungicides observed the methods of application and opportunities for exposure. In addition, a review of existing measurement data was done. These investigations indicated that fungicide application techniques and process locations were varied from site to site, such that it would be extremely difficult to select a few representative locations for quasi-experimental studies, as is usually done in agricultural pesticide exposure assessment. Existing measurement data mainly describe exposures to fungicides no longer in use, and do not cover the range of application techniques or process technology observed in the survey. A probability sample of the exposed population was therefore proposed.

Environmental Monitoring↗

Bcmfs1, a novel major facilitator superfamily transporter from Botrytis cinerea, provides tolerance towards the natural toxic compounds camptothecin and cercosporin and towards fungicides.

Bcmfs1, a novel major facilitator superfamily gene from Botrytis cinerea, was cloned, and replacement and overexpression mutants were constructed to study its function. Replacement mutants showed increased sensitivity to the natural toxic compounds camptothecin and cercosporin, produced by the plant Camptotheca acuminata and the plant pathogenic fungus Cercospora kikuchii, respectively. Overexpression mutants displayed decreased sensitivity to these compounds and to structurally unrelated fungicides, such as sterol demethylation inhibitors (DMIs). A double-replacement mutant of Bcmfs1 and the ATP-binding cassette (ABC) transporter gene BcatrD was more sensitive to DMI fungicides than a single-replacement mutant of BcatrD, known to encode an important ABC transporter of DMIs. The sensitivity of the wild-type strain and mutants to DMI fungicides correlated with Bcmfs1 expression levels and with the initial accumulation of oxpoconazole by germlings of these isolates. The results indicate that Bcmfs1 is a major facilitator superfamily multidrug transporter involved in protection against natural toxins and fungicides and has a substrate specificity that overlaps with the ABC transporter BcatrD. Bcmfs1 may be involved in protection of B. cinerea against plant defense compounds during the pathogenic phase of growth on host plants and against fungitoxic antimicrobial metabolites during its saprophytic phase of growth.

ATP-Binding Cassette Transporters↗

Rhizobial survival and nodulation of chickpea as influenced by fungicide seed treatment.

The survival of Rhizobium ciceri on chickpea (Cicer arietinum cv. Myles) seed, treated separately with 1 of 4 commercial fungicides, i.e., Apron, Arrest 75W, Crown, or Captan, was examined under laboratory conditions using standard serial dilution and plate count techniques. The resulting effects of fungicide-Rhizobium interactions on nodulation, N2 fixation, and plant growth were assessed in a controlled environment. Fungicide treatment decreased the number of viable rhizobia on the seed. In general, the toxicity of the fungicides in terms of rhizobial viability increased in the following order: Control = Crown < Arrest = Apron < Captan. Although Crown had no effect on rhizobial viability assessed under laboratory conditions, it significantly reduced nodulation, percent N derived from the atmosphere (%Ndfa), and shoot dry matter. Seed treated with Arrest and Captan decreased nodule dry weight and %Ndfa, but only Arrest reduced dry matter yield. Apron had no effect on any of the parameters measured at the early pod-filling stage and was compatible with the chickpea inoculum used in this study.

Cicer↗

Survival of adult Tiphia vernalis (Hymenoptera: Tiphiidae) after insecticide, fungicide, and herbicide exposure in laboratory bioassays.

Tiphia vernalis Rohwer is a hymenopteran ectoparasitoid of Japanese beetle, Popillia japonica Newman, larvae. The adult wasps feed on nectar or honeydew between mid-April and late June. Adults may contact pesticides when landing on foliage or when females hunt for grubs in the soil. The lethal effect of nursery, turf, and landscape pesticides was determined by exposing wasps to treated foliage in the laboratory. Pesticides tested at labeled rates were the insecticides bifenthrin, carbaryl, chlorpyrifos, halofenozide, and imidacloprid; the herbicides oryzalin, pendimethalin, and a combination product with 2,4-D, dicamba, and mecoprop (multiherbicide); and the fungicides chlorothalonil and thiophanate-methyl. During 2001 and 2002, male and female T. vernalis were exposed to pesticides by using turf cores. For both years, bifenthrin, chlorpyrifos, and imidacloprid treatments lowered adult survival relative to the control, but halofenozide had minimal effect on mortality of males and females. More males than females died after exposure to carbaryl treatments. Survival of females was not reduced by exposure to herbicides or fungicides. Females were apparently more tolerant of pesticides than males. Mortality of males in response to herbicides and fungicides was more variable than for females; in 2002 trials, male mortality was higher after exposure to multiherbicide, oryzalin, pendimethalin, and thiophanate-methyl than the control. The fungicide chlorothalonil did not increase mortality of males or females in either year. Sublethal effects were not evaluated. The study indicates the choice of pesticide may be important for conserving T. vernalis in nursery, landscape, and turf settings.

Animals↗

The metabolism of fungicides.

Of the three main groups of pesticides (insecticides, fungicides and herbicides), fungicides have probably the longest history, dating back to the accidental discovery in 1882 of Bordeaux mixture and the value of copper-based preparations for the control of vine downy mildew disease. In more recent times a wide range of fungicides have become available, including compounds with not only protectant but systemic activity, and total world-wide sales in 1983 were estimated at 2.8 billion dollars. This review attempts to summarize the current state of knowledge as it relates to the metabolism in animals and plants of examples of several of the major fungicide groups. Specifically the metabolism of maneb, mancozeb, zineb, captan, chlorothalonil, benomyl, triadimefon, triadimenol and cymoxanil are discussed.

Animals↗

Determination of fungicide residues in white grapes for winemaking by gas chromatography with mass spectrometric detection and assessment of matrix effects.

A new analytical method, based on organic solvent extraction with dichloromethane-acetone (75 + 25, v/v) followed by gas chromatography with mass spectrometric detection, is presented for the determination of residues of 10 fungicides in white grapes for vinification. Some of them (cyprodinil, fludioxonil, and pyrimethanil) have been used for only 2-3 years and, therefore, no methods are available in the scientific literature for such a screening. Quality parameters yielded good precision (relative standard deviation of <10%) and detection limits (ranging between 1 and 18 microg/kg) that are lower than the maximum residue limits (MRLs) set by the 76/895/European Economic Community (EEC) and 90/642/EEC Directives. The applicability of the method was evaluated by analysis of 5 different white grapes produced in the Rías Baixas area in Galicia (northwestern Spain) for vinification. The method showed good performance in analyses of real samples to determine whether the concentrations of the fungicides used exceeded their MRLs. The method of standard additions was found to be necessary to avoid matrix effects in the quantification of fungicide residues. Results showed that concentrations of the fungicides identified in grapes were lower than the MRLs established by the European legislation.

Acetone↗

Embryonic toxicity of a mancozeb containing fungicide formulation and Cu-sulphate in pheasant after individual or combined administration.

Cu-sulphate and a 80% mancozeb containing fungicide formulation (Dithane M-45) were studied in pheasants after administration as single compounds or in combination. The test materials were injected directly into the air-chamber of eggs on day 12 of the hatching period and evaulation was carried out on day 23 of incubation. The pheasant embryos were examined for the following: rate of embryo mortality, body mass, type of developmental anomalies, light microscopic examination. After the administration of copper-sulphate on day 12 of incubation, the average body weight of pheasant embryos significantly did not decrease as compared to the control. The embryonic mortality was 68%. After the administration of a mancozeb containing fungicide formulation (Dithane M-45) on day 12 of incubation, the average body weight of embryos did not decrease as compared to the control. The embryonic mortality was 50%. After the individual administration of pesticide, the incidence of developmental anomalies was very high. After the combined administration of copper-sulphate and the 80% mancozeb containing fungicide formulation (Dithane M-45) on day 12 of incubation the embryonic mortality markedly increased. The rate of embryo mortality was 93%. We did not find any degenerative change in the liver tissue in either the control group or the treated groups by light microscopic examination. In summary, it can be established that the simultaneous administration of Cu-sulphate and mancozeb containing fungicide formulation caused high toxicity compared with the individual toxicity of test materials.

Animals↗

Signum, a new fungicide with interesting properties in resistance management of fungal diseases in strawberries.

Signum, a new fungicide developed by BASF, was applied during 6 successive years against fungal diseases in strawberries. The product is formulated as a water dispersible granule, containing 6.7 % pyraclostrobin and 26.7 % boscalid. Pyraclostrobin is similar in chemistry to other strobilurin fungicides like kresoxim-methyl and trifloxystrobin, registered for fruit disease control. Boscalid belongs to the class of carboxyanilides. Both components in the premix formulation combine two different biochemical modes of action in the fungal cell respiration. Therefore, this co-formulation gives a broad-spectrum activity and also a reduced resistance risk for different target pathogens. Botrytis cinerea is the most important disease on strawberry-fruits and thus the control of fruit rot is mainly focused on this fungus. In average over 6 years, Signum has not only given a very good control against Botrytis fruit rot, but it has also shown a high performance in the control of Colletotrichum. Besides, Signum provides good control of powdery mildew (Podosphaera aphanis) and limits the shift to other fruit rots like leather rot (Phytophthora cactorum and leak (Rhizopus, Mucor). The availability of several categories of fungicide families with a different mode of action gives opportunities in alternating different fungicides and is the best guarantee for a sustainable control of fruit rot in all kinds of strawberry production methods. Signum should be integrated in an overall disease management program. Trials, in which the applications of Signum were timed on disease forecasting, based on environmental factors favorable for Botrytis development, were very promising. This tool can also help in establishing the IPM-concept in the production of strawberries.

Fragaria↗

[An experimental study of the effect of different biologically active substances on the susceptibility of mosquitoes to the causative agent of malaria. 2. Herbicides and fungicides].

The feasibility was determined of influencing Ae. aegypti sensitivity to bird malaria agent P. gallinaceum by sublethal concentrations of herbicides (ordram and propanide) and fungicides (fundozol and blue vitriol) introduced into the larvae habitation medium or into the imago feed. No stable changes in the infectivity of test female individuals, as compared to the control, have been observed. Specific action of the group of preparations under study has been noted. It has been shown that the use of herbicides causes a decrease in some parameters of the vector potential (survival and aggressiveness) of the survived insects, however, it is accompanied by a tendency towards enhanced invasion by malaria plasmodia. The treatment of larvae with fungicides has less effect on the viability of the imago and their reaction to the prey, however, unlike herbicides, fungicides are associated with a tendency towards reduced Ae. aegypti sensitivity to P. gallinaceum. When fungicides are added to the imago feed the indexes of test female individuals infectivity do not differ from the control ones.

Aedes↗