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Determination of fungicide kresoxim-methyl residues in cucumber and soil by capillary gas chromatography with nitrogen-phosphorus detection.

The method of residue analysis of kresoxim-methyl and its dissipation rate in cucumber and soil in a greenhouse were studied. Residues of kresoxim-methyl were extracted from cucumber and soil matrices with acetone, purified by liquid-liquid extraction and Florisil cartridges, and then determined by GC with NP-detector. The limit of detection was estimated to be 9 x 10-12 g, and the minimum determination concentration of kresoxim-methyl in the samples was 0.005 mg kg-1. The average recoveries ranged from 89.4 to 100.2% with a coefficient variation between 2.4 and 8.9%. Dissipation study showed that the half-lives of kresoxim-methyl in cucumber were approximately 6.5 days at both the recommended and double the recommended dosage. Half-lives for both the treatments were approximately 8 days in soil. The present study revealed that the residues in cucumber were below the MRL (0.05 mg kg-1, fixed by EU) after 7 days for both treatments.

Chromatography, Gas↗

Control of bacterial speck of tomato by copper and ethylenebisdithiocarbamate fungicides: their efficacy and residues on leaves.

Field studies were conducted to determine the synergism, persistence, and efficacy of a tank-mix spray of cupric hydroxide and mancozeb for control of bacterial speck of tomato. The increased efficacy of the cupric hydroxide-mancozeb mixture could not be attributed to the formation of a bacteriostatic compound in the tank mixture nor to a greater persistence of the mixture on the tomato foliage.

Bacteria↗

Microbial conversion of fungicide vinclozolin.

An ecological safety study of using vinclozolin in field and laboratory experiments showed that the effect of the preparation led to a decrease in the abundance of actinomycetes and mycelial fungi and an enhancement of nitrification. The residual amounts of vinclozolin in soil after 12 months were 6-12% of the dose introduced. The persistent chlorinated derivatives of the toxicant were found. Microbial strains pertaining to the genera Pseudomonas and Bacillus were isolated that utilized vinclozolin as the sole source of carbon and energy.

Actinomycetales↗

Azole and fungicide resistance in clinical and environmental Aspergillus fumigatus isolates.

Aspergillus fumigatus is a human pathogen but it is also a widespread filamentous fungus in the environment. A. fumigatus can therefore be exposed to antifungals used in medical and agricultural environments. Only the class of azoles is used in both of these environments (i.e. voriconazole and itraconazole in medicine; prochloraz, propiconazole or imazalil in agriculture). Exposure to azoles provides the potential for the development of resistance. Several clinical itraconazole-resistant isolates have been reported in A. fumigatus and their resistance mechanisms have been partially resolved. Since limited data exist on the susceptibility of A. fumigatus to both medical and agricultural antifungals, we undertook a drug susceptibility study including clinical (400) and agricultural (150) A. fumigatus isolates (Swiss origin). We tested azoles and also compounds of major antifungal classes used in agriculture (i.e. azoxystrobin, iprodione, benalaxyl or cyprodinil). The results showed that all A. fumigatus isolates were intrinsically resistant to iprodione, benalaxyl or cyprodinil (MIC90 > 32 microg x ml(-1)) and that azoxystrobin minimal inhibitory concentrations (MICs) showed a wide range (0.06 to 32 microg x ml(-1)). MIC ranges of azoles were compound-dependent. MIC90 for voriconazole, itraconazole, imazalil and prochloraz were within a range of 0.13 to 1 microg x ml(-1) and similar between clinical and environmental isolates, whereas propiconazole was the least active compound (MIC90: 4-8 microg x ml(-1)). Ten clinical and 36 environmental isolates with high itraconazole MIC ( > or = 2 microg x ml(-1)) were detected. In clinical isolates, no cross-resistance was observed between itraconazole and all others azoles tested. Several patterns of azole MICs were, however, observed in the environmental isolates. Unexpectedly, a single environmental isolate was voriconazole-resistant (MIC of 16 microg x ml(-1)) but still susceptible to itraconazole (MIC of 2 microg x ml(-1)). Taken together, our results demonstrate the absence of susceptibility of A. fumigatus isolates to non-azole agricultural agents and that there is little impact of azole resistance in both clinical and environmental isolates. When detected, azole resistance was compound-specific.

Aspergillosis↗

Inhibition of monoamine oxidase by the fungicide metalaxyl.

The in vitro effect of metalaxyl on monoamine oxidase (MAO) activity in rat heart was studied. Metalaxyl decreased MAO activity in a dose-dependent manner. The inhibitory concentration (IC50) for metalaxyl was found to be 19 mumol. Substrate-dependent kinetic studies demonstrated noncompetitive inhibition as evidenced by decreased velocity of enzyme activity (Vmax) without significant change in enzyme-substrate affinity (Km). The inhibition of MAO activity by metalaxyl suggests interference with amine metabolism.

Alanine↗

Poisoning by some insecticides, herbicides and fungicides.

To avoid accidental poisoning, pesticides must be handled according to prescribed rules. Furthermore, the exact composition of the pesticide formulation should be known. Cases of acute poisoning usually occur by ingestion and less frequently by the other routes. Symptoms may appear immediately but sometimes they can appear later and/or be more prolonged giving rise to delayed death and/or delayed morbidity. Acute poisoning by raticides and by organophosphate insecticides should deserve all our attention. Poisoning by herbicides containing chlorate salts, oxidative phosphorylation uncouplers or bipyridilium derivatives may be particularly dangerous. The ingestion of Paraquat, in particular, which is a veritable lesional poison, could be beyond all therapeutic resources.

Fungicides, Industrial↗

Developing an ecotoxicological testing standard for predatory mites in Australia: acute and sublethal effects of fungicides on Euseius victoriensis and Galendromus occidentalis (Acarina: Phytoseiidae).

Laboratory bioassays for testing the effect of agrochemicals on Euseius victotiensis (Womersley) and Galendromus occidentalis (Nesbitt) on detached leaves of Glycine max (L.) (soybean) and Phaseolus vulgaris L. (French bean) were developed. The tests allowed standardized comparisons between mite species and leaf substrates, under "worst-case scenario" exposure, comparable with commercial pesticide application. Young juveniles, along with their initial food and the entire water supply, were sprayed to the point of runoff by using a Potter spray tower. The highest registered field rate concentration used on French bean was adjusted to deliver the same pesticide dose per higher runoff point spray volume on soybean. Cumulative mortality was assessed at 48 h, 4 d, and 7 d after spray application. Fecundity was assessed for 7 d from the onset of egg lay. Boscalid (Filan 500 WG), dithianon (Delan 700 WG), and kresoxim-methyl (Stroby 500 WG) caused no significant 7-d mortality or fecundity reduction to G. occidentalis or E. victoriensis compared with controls, and are classified as harmless to both species. Mancozeb (Mancozeb 750 WG) was highly toxic to both species, resulting in severe mortality and fecundity reduction and is considered incompatible with integrated pest management programs that use these species. Metiram (Polyram 700 WG) was highly toxic to E. victoriensis but only moderately toxic to G. occidentalis. Analyses of mortality proportions, including, and excluding unaccounted escapees, produced the same results. Test standardization on leaf substrates provides an alternative approach to standardization via residue on glass used by International Organisation for Biological and Integrated Control or Noxious Animals and Plants/West Palaearctic Regional Section regulatory testing in the European Union.

Animals↗

1,2-Diphenyl-2-(phenyldiazenyl)-2-tosylethanone, an example of a fungicide containing a sulfonyl group.

The molecule of the title compound, C(27)H(22)N(2)O(3)S, adopts an irregular propeller shape with the tetrahedral C1 atom pivotal. The alpha-azophenyl and alpha-phenyl moieties are approximately coplanar. Electrostatic attraction of the oppositely charged atoms generates several short intramolecular contacts involving the sulfonyl, azo and carbonyl groups. Characteristic bond-length distribution of the central part of the molecule indicates that the Coulombic charge transfer is supplemented by hyperconjugation involving donation of electron density from the azo moiety towards the sulfonyl and carbonyl groups.

Azo Compounds↗

X-ray investigations of sulfur-containing fungicides. IV. 4'-[[Benzoyl(4-chlorophenylhydrazono)methyl]sulfonyl]acetanilide and 4'-[[benzoyl(4-methoxyphenylhydrazono)methyl]sulfonyl]acetanilide.

The conformations of the two approximately isomorphous structures 4'-[[benzoyl(4-chlorophenylhydrazono)methyl]sulfonyl]acetanilide, C(22)H(18)ClN(3)O(4)S, and 4'-[[benzoyl(4-methoxyphenylhydrazono)methyl]sulfonyl]acetanilide, C(23)H(21)N(3)O(5)S, are stabilized by resonance-assisted intramolecular hydrogen bonds linking the hydrazone moieties and sulfonyl groups. The stronger bond is observed in the former compound. The difference in electronic properties between the Cl atom and the methoxy group is too small to significantly alter the non-bonding interactions of the sulfonyl and beta-carbonyl groups.

Acetanilides↗