Effects of Sterol Biosynthesis Inhibitor Fungicides on Growth and Sterol Composition of Ustilago maydis,Botrytis cinerea and Pyrenophora teres

The effects of the sterol biosynthesis inhibitor (SBI) fungicides fenarimol, fenpropimorph, imazalil, prochloraz, propiconazole and triadimenol on growth and sterol composition of Ustilago maydis, Botrytis cinerea and Pyrenophora teres, grown from spores or sporidia in liquid culture, were determined. Growth of U. maydis was only slightly inhibited by SBI fungicides at concentrations which caused considerable changes in both sterol content and composition. Conversely, in B. cinerea and P. teres, growth was strongly inhibited under conditions where ergosterol was still the predominant sterol, suggesting that, in these two fungi, growth may be more sensitive to SBI fungicides than overall sterol production. Demethylase inhibitor fungicides behaved as a homogeneous group in their effects on growth and on sterol profiles of the three fungi studied.     

Effect of some ergosterol biosynthesis inhibiting fungicides on sterols and cytochrome P-450 from the Japanese quail Coturnix coturnix

Nine fungicides that inhibit ergosterol biosynthesis (diclobutrazol, fenarimol, fenpropimorph, imazalil, nuarimol, prochloraz, propiconazole, triadimefon, triadimenol) and one plant growth regulator (ancymidol) were administered to Japanese quails (Coturnix coturnix). Most of these compounds had a moderate or no effect, but prochloraz, imazalil and, to a lesser extent, propiconazole were shown to produce a dramatic increase in liver weight and cytochrome P-450 level. These three compounds were also found to be potent in-vitro inhibitors of 7-ethoxycoumarin O-de-ethylase and aniline hydroxylase, thus resulting in a biphasic effect on drug-metabolising enzymes. With these three compounds, and some others, an accumulation of lanosterol in liver was also observed, suggesting an inhibition of sterol synthesis.     

啶酰菌胺等8种杀菌剂对烟草叶斑病菌的生物活性

采用生物测定方法分析了烟草叶斑病菌Didymella segeticola在菌丝生长阶段对8种杀菌剂(啶酰菌胺、苯醚甲环唑、丙环唑、氟硅唑、多菌灵、咪鲜胺、菌核净和代森锰锌)的敏感性,同时通过离体叶片法测定了8种杀菌剂对烟草叶斑病的保护和治疗作用。结果表明：供试8种杀菌剂对D. segeticola菌丝生长表现出不同的抑制活性,同时对其引起的病害具有一定的保护和治疗作用。抑菌活性最强的是啶酰菌胺,其平均EC₅₀值为(0.047 0±0.012 0) mg/L;其次依次为苯醚甲环唑[(0.079 0±0.005 0) mg/L]、咪鲜胺[(0.29±0.08) mg/L]、丙环唑[(0.69±0.12) mg/L]、菌核净[(1.08±0.33) mg/L]、多菌灵[(1.22±0.29) mg/L]、氟硅唑[(1.38±0.07)mg/L];代森锰锌的抑菌活性最弱[(22.80±10.51) mg/L]。进一步研究表明,氟硅唑、苯醚甲环唑、丙环唑、啶酰菌胺、菌核净和多菌灵对烟草叶斑病保护作用较强,25 mg/L药剂质量浓度处理下防效均>82%;100 mg/...     

Mobility of four triazole fungicides in two Indian soils

The sorption and downward mobility of four triazole fungicides, triadimefon, hexaconazole, penconazole and propiconazole, were studied in two Indian soils (New Delhi and Punjab). Punjab soil (organic carbon 0.4%) showed greater sorption capability for triazole fungicides than New Delhi soil (organic carbon 0.5%) and the order of sorption of triazoles in both soils was: penconazole > hexaconazole > propiconazole > triadimefon. Fungicides were more mobile in New Delhi soil columns than Punjab soil columns, and increasing the total water flux from 1 pore volume to 3 pore volumes further increased the transport to lower down in the column. Triadimefon showed maximum mobility while penconazole was the least mobile triazole fungicide. After percolating 3 pore volumes of water, triadimefon leached down to 25-30 cm depth in New Delhi soil and 15-20 cm in Punjab soil columns. Downward mobility of triazole fungicides was in order of their sorption results.     

Influence of Soil Moisture on Long-Term Sorption of Diuron and Isoproturon by Soil

Long-term sorption of diuron and isoproturon by a clay loam soil was investigated for nine weeks at two herbicide doses (0·6 or 3 mg kg⁻¹) and two soil moisture contents (35 or 62% w/w, i.e. 3·16 or 1 kPa) by measuring changes in herbicide concentrations in the soil solution sampled by means of glass microfibre filters in presence of sodium azide (200 mg litre⁻¹) which inhibited biodegradation for more than four weeks. After the first day equilibration period, where adsorption mainly occurred (>70% adsorbed), herbicide concentrations in the soil solution decreased (about 50% for diuron; up to 38% for isoproturon) for two weeks but equilibration required about one month. Small amounts of herbicides were sorbed during this process (<10% of the initial (24-h) adsorption). These were similar for both herbicides, although diuron was initially more adsorbed. Values of the partition coefficients of herbicides between soil and soil solution were increased (75–125% for diuron; 29–67% for isoproturon). High soil moisture enhanced sorption speed for both herbicides and increased final sorption only for diuron. Sodium azide inhibited long-term sorption of the more stable diuron and this effect was reversed by low temperature only at the low soil moisture. Sodium azide action might be complex (competition, effect on soil micro-organisms) and was not elucidated.     

Sensitivity of Rhizoctonia species to different fungicides

Of 14 fungicides with different modes of action, cyproconazole and tolclofos-methyl were generally inhibitory both in vitro and in vivo against all tested isolates of five Rhizoctonia species belonging to the teleomorphs Thanatephorus cucumeris, Waitea circinata or Ceratobasidium cereale. Triadimenol and carboxin provided considerable variation in activity against different species and isolates, whereas prochloraz was ineffective against all isolates. Imazalil and fenarimol showed moderate control, whereas flusilazole, propiconazole, fenpropimorph and benomyl showed strong activity against R. zeae and R. oryzae, but were much less effective against R. sasakii, R. cerealis and R. solani. Benodanil and iprodione controlled all isolates of R. cerealis and R. solani, but were not very effective against R. zeae and R. oryzae. Pencycuron showed strong activity against R. sasakii and most R. solani isolates, moderate activity against R. zeae, and was ineffective against R. oryzae and R. cerealis.     

烟叶米根霉检测、碳源代谢表型及其对7种杀菌剂的敏感性

采用组织分离法检测了烘烤烟叶霉烂病病原菌米根霉Rhizopus oryzae,采用Biolog FF代谢板分析了其碳源代谢表型特征,并测定了其对7种杀菌剂 (多菌灵、异菌脲、咪鲜胺、氟硅唑、丙环唑、苯醚甲环唑和嘧菌酯) 的敏感性。结果表明:米根霉在田间烟叶、编烟杆和编烟绳上的检出率均为100%。米根霉能代谢和产孢的碳源分别有66和30种,主要包括核糖醇、D-阿拉伯醇和?-环式糊精等;不能代谢和产孢的碳源分别有29和65种,包括α-环式糊精、L-海藻糖和D-半乳糖醛酸等。7种杀菌剂对烟草米根霉的菌丝生长均表现出不同的抑制作用,抑菌活性最强的是氟硅唑和苯醚甲环唑,其EC₅₀值分别为8.31和9.71 mg/L;其次为丙环唑、异菌脲和咪鲜胺,其EC₅₀值分别为14.24、32.84及 > 10 mg/L;最弱的为嘧菌酯和多菌灵,其EC₅₀值均 > 100 mg/L。研究结果可为烘烤烟叶霉烂病化学防治提供参考和依据。     

Sensitivity of South African Ramulispora herpotrichoides isolates to carbendazim and ergosterol biosynthesis inhibitors

In a survey conducted during 1991–1992, single-spored isolates of the eyespot fungus from the Swartland area were characterized and tested for sensitivity to carbendazim and ergosterol inhibiting fungicides. The 100 isolates tested were all fast growing, even marginate, and designated as Ramulispora herpotrichoides . Fungal growth was completely inhibit on PDA amended with carbendazim (1 μg/ml), indicating that the local population of the fungus is still at baseline sensitivity to benzimidazoles. The mean concentration of prochloraz calculated to inhibited growth by 50% (IC₅₀ value) was 0.043 ± 0.029 μg/ml, which is comparable with the baseline sensitivity reported for European isolates. Of the 36 representative isolates screened against 2 μg/ml triadimenol, 44% were sensitive, while 36% were resistant. The triadimenol-resistant isolates were sensitive to propiconazole and flusilazole. However, four of the triadimenol-resistant isolates were also resistant to tebuconazole. These results indicate that South African isolates of R. herpotrichoides are sensitive towards carbendazim, prochloraz, propiconazole and flusilazole. They were found to differ, however, in sensitivity towards triadimenol and tebuconazole, where some isolates had an IC₅₀ value greater than 2 μg/ml.     

几种杀菌剂对草莓白粉病的防效研究

在温室大棚用苯醚甲环唑、苯醚甲环唑+丙环唑、氟硅唑、腈菌唑和三唑酮等杀菌剂防治草莓白粉病Sphaerotheca aphanis。结果表明,适宜浓度的 10%苯醚甲环唑WG、30%苯醚甲环唑+丙环唑EC、40%氟硅唑EC、20%三唑酮EC、12.5%腈菌唑EC的田间防治效果均可达到80%以上;苯醚甲环唑、苯醚甲环唑+丙环唑、氟硅唑和三唑酮的持效期约为18 d,而腈菌唑的持效期较短,约为7 d。10%苯醚甲环唑WG在360~900 g/hm2用量时不影响草莓长势,而氟硅唑225 mL/hm2和三唑酮300~450 mL/hm2用量时则在不同程度上抑制草莓的生长。     

A test method based on microscopic assessments to determine curative and protectant fungicide properties against Septoria tritici

Glasshouse experiments to test the activity of commercial fungicides against Septoria tritici were carried out under controlled conditions. In addition to the parameter, % necrotic leaf area (NEC), used to estimate the pathogen-induced leaf damage, the number of pycnidia per leaf (PYC) was determined to quantify the pathogen itself. Curative fungicide treatments were applied 100–210 day degrees after inoculation. A high curative activity was achieved up to 170 day degrees after inoculation, whereas the treatments at 200–205 day degrees were less effective. The best curative activity was observed for epoxiconazole-based treatments, followed by slightly less active azoles in the ranking tebuconazole, cyproconazole, prochloraz and flusilazole. Greater differences between the fungicides were observed for the protectant fungicide properties, which were tested 50–350 day degrees prior to inoculation. The best persistency was observed for epoxiconazole, whereas tebuconazole, cyprocoazole, prochloraz and flusilazole showed declining activity with this ranking. Combinations of triazoles with the active ingredients kresoxim-methyl and chlorothalonil, which are known to inhibit spore germination, significantly improved the longevity of the remaining green leaf area in comparison with disease-free treatments with triazoles alone. The results obtained under glasshous conditions were compared with field studies on S. tritici development after treatments with tebuconazole to place the results in context. The comparison of the assessment parameter PYC and NEC between glasshouse and field trial showed that curative and protectant fungicide properties based on microscopic assessments of PYC in the glasshouse correlated well with results from field trials.     

Interference of nutrients with fungicide activity against Septoria nodorum on wheat leaves

The effect of nutrients on reduction of the germination and mycelial growth of Septoria nodorum by the fungicides propiconazole, fenpropimorph and prochloraz, and on the reduction of S. nodorum infection by prochloraz, was tested on wheat plants in a controlled environment. The nutrients tested were aphid honeydew, sucrose, a mixture of amino acids and combinations of sucrose with yeast extract and amino acids, all in different concentrations. All nutrients could stimulate S. nodorum infection in combination with the tested prochloraz concentrations (4.5–45 mg a.i./1), but amino acids did not significantly stimulate infection in the fungicide-free treatments. The stimulating effect of the nutrients was generally stronger with higher nutrient/fungicide ratios. Aphid honeydew had more effect than its main components sucrose and amino acids separately. Antagonism between nutrients and prochloraz was determined with the Colby method and from dose-response curves by comparing ED₅₀ S and drawing antagonism isoboles. Aphid honeydew, sucrose and amino acids caused an up to 10-fold increase of the ED₅₀ and can be considered antagonistic to prochloraz.     

Influence of soil moisture on short-term adsorption of diuron and isoproturon by soil

The adsorption of diuron and isoproturon by a clay loam soil at 35% (3-16 kPa) and 62% (1 kPa) soil moisture content was studied by means of glass microfibre filters capable of sampling soil solution for herbicide analysis. Adsorption was rapid, with 40–80% of the final (24 h) sorption being achieved within 2 min. These equilibria were achieved more rapidly for diuron, which was also the more highly adsorbed. Adsorption of both herbicides was favoured by low soil moisture initially, but was enhanced by higher soil moistures at sorption times greater than 30 min. However, increasing the soil moisture from 31% (10 kPa) to 62% (1 kPa) had little effect on the final soil sorption capacity. Regarding the water status in the soil, it is thought that adsorption took place in small pores (<3 μm). Herbicides diffused rapidly into small pores and adsorption by wet soil was delayed for a short period of time (about 30 min).     

福建省玉米小斑病菌对丙环唑、烯唑醇和咪鲜胺的敏感性

为明确玉米小斑病菌对丙环唑、烯唑醇和咪鲜胺的敏感性,采用菌丝生长速率法测定了自福建省15个市、县分离的185株玉米小斑病菌对3种药剂的敏感性。结果显示:供试菌株对丙环唑、烯唑醇和咪鲜胺的EC50值分别在0.0186~7.779、0.0416~22.32和0.0053~7.930μg/mL之间。敏感性频率分布图显示,玉米小斑病菌群体中已出现对丙环唑、烯唑醇和咪鲜胺敏感性降低的亚群体。以连续单峰频次分布的大多数菌株群体的EC50平均值(0.5199±0.0284)、(0.4079±0.0204)和(0.3818±0.0202)μg/mL分别作为玉米小斑病菌对丙环唑、烯唑醇和咪鲜胺的相对敏感基线,发现各有15.14%、20.00%和17.30%的菌株对丙环唑、烯唑醇和咪鲜胺产生了抗性,抗性倍数最高分别为14.96、54.71和20.77。玉米小斑病菌对3种杀菌剂之间具有显著的交互抗性,而丙环唑和烯唑醇之间的交互抗性相关系数最高,为0.8662。本研究结果可为田间玉米小斑病防控杀菌剂的合理使用提供理论依据。     

Diuron mineralisation in a Mediterranean vineyard soil: impact of moisture content and temperature

BACKGROUND: The diuron‐mineralising ability of the microbiota of a Mediterranean vineyard soil exposed each year to this herbicide was measured. The impact of soil moisture and temperature on this microbial activity was assessed. RESULTS: The soil microbiota was shown to mineralise diuron. This mineralising activity was positively correlated with soil moisture content, being negligible at 5% and more than 30% at 20% soil moisture content. According to a double Gaussian model applied to fit the dataset, the optimum temperature/soil moisture conditions were 27.9 °C/19.3% for maximum mineralisation rate and 21.9 °C/18.3% for maximum percentage mineralisation. The impact of temperature and soil moisture content variations on diuron mineralisation was estimated. A simulated drought period had a suppressive effect on subsequent diuron mineralisation. This drought effect was more marked when higher temperatures were used to dry (40 °C versus 28 °C) or incubate (28 °C versus 20 °C) the soil. The diuron kinetic parameters measured after drought conditions were no longer in accordance with those estimated by the Gaussian model. CONCLUSION: Although soil microbiota can adapt to diuron mineralisation, its activity is strongly dependent on climatic conditions. It suggests that diuron is not rapidly degraded under Mediterranean climate, and that arable Mediterranean soils are likely to accumulate diuron residues. Copyright © 2010 Society of Chemical Industry     

Fungicide sensitivity of populations of wheat powdery mildew (Erysiphe graminis f.sp. Tritici) in Central Europe in 1993

In 1993 we observed the sensitivity of wheat powdery mildew populations (Erysiphe graminis DC f.sp. tritici Marchal) from the Czech Republic, Austria, Hungary and Slovakia to the fungicides triadimenol, tebuconazole, propiconazole, flutriafol and fenpropimorph. The highest resistance value was shown to triadimenol, which attained a mean resistance factor (MRF) of 29 (expressing how many times the population is more resistant than are standard sensitive isolates) in the mildew population from the Czech Republic. The mildew populations from eastern Slovakia and eastern Hungary, populations geographically isolated from the other populations, showed very high sensitivity to all fungicides tested. There was most sensitivity to fenpropimorph (smallest MRF values) compared with the other fungicides. Cross-resistance was established among all triazoles used, but not between triazoles and fenpropimorph. Sensitivity of wheat powdery mildew populations from Central Europe to these fungicides is considered adequate, and the development of resistance has shown a decreasing tendency in recent years.     

Desorption of diuron and isoproturon from undispersed clay loam soil

Studies were conducted to investigate the desorption of diuron and isoproturon adsorbed on undispersed clay loam soil, and the influence of residence time in soil on desorption. The soil was treated at 0·6 or 3 mg kg^-1, at 70% moisture content and in the presence of sodium azide to prevent degradation. Measurement of herbicide concentrations in soil solution sampled by means of glass microfibre filters showed that adsorption mainly occurred for one day but long-term sorption proceeded for >two weeks. After a one-day or three-week residence time, soil solution was partly replaced (28%). Measurement of concentrations in solution showed rapid desorption, with equilibria being achieved within 1 h (diuron) or a few hours (isoproturon). After 16 successive desorptions done at 30-min or 12-h intervals, equilibration times tended to be longer. For the short residence time, desorption and long-term sorption could occur simultaneously and equilibration might be faster. Residence time had no significant effect on desorption kinetics nor on the small hysteresis observed for diuron. The aging effect, involving long-term sorption only, decreased the proportion of diuron removed from the soil by successive desorptions but, for isoproturon, desorption frequency and desorption kinetics were more important. © 1997 SCI     

甘肃省枸杞炭疽病菌对4种甾醇脱甲基抑制剂的敏感性

为明确甘肃省枸杞炭疽病菌对甾醇脱甲基抑制剂类药剂 (DMIs) 的敏感性,采用菌丝生长速率法测定了采自甘肃省靖远县3个地区及景泰县3个地区共102株枸杞炭疽病菌对苯醚甲环唑、戊唑醇、丙环唑及氟硅唑的敏感性,分别就不同年份、不同地区间胶孢炭疽复合种和尖孢炭疽复合种对4 种 DMIs 杀菌剂的敏感性差异进行了分析。结果表明:供试46 株枸杞胶孢炭疽复合种整体上对苯醚甲环唑、戊唑醇、丙环唑和氟硅唑仍表现为敏感,EC₅₀值分别在0.28~1.20、0.11~2.98、0.32~2.84和0.35~3.85 μg/mL之间;而56株尖孢炭疽复合种对4种药剂的敏感性则出现了不同程度分化,部分菌株疑似已出现敏感性下降现象,其中,对苯醚甲环唑、戊唑醇、丙环唑和氟硅唑敏感性最低的菌株EC₅₀值分别为1.63、3.80、6.21和4.74 μg/mL。不同年份间采集的枸杞胶孢炭疽复合种和尖孢炭疽复合种对4种杀菌剂的敏感性均存在显著差异,2017年采集的菌株敏感性相对更低,4种杀菌剂对胶孢炭疽复合种的平均EC₅₀值分别为 (0.84 ± 0.03)、(1.23 ± 0.13)、(1.19 ± 0.09) 和 (1.69 ± 0.17) μg/mL,对尖孢炭疽复合种的平均EC₅₀值分别为 (1.06 ± 0.03)、(2.25 ± 0.15)、(2.43 ± 0.20) 和 (2.85 ± 0.19) μg/mL。不同地区枸杞炭疽病菌对4种杀菌剂的敏感性表现不同,其中靖远县五合镇的胶孢炭疽复合种对4种杀菌剂敏感性最低,平均EC₅₀值分别为 (0.79 ± 0.12)、(1.28 ± 0.87)、(1.39 ± 1.05) 和 (1.74 ± 1.04) μg/mL,景泰县草窝滩镇的胶孢炭疽复合种对苯醚甲环唑和丙环唑敏感性最高,平均EC₅₀值为 (0.28 ± 0.10) 和 (0.46 ± 0.10) μg/mL,对戊唑醇和氟硅唑敏感性最高的胶孢炭疽复合种来自景泰县寺滩乡,平均EC₅₀值为 (0.42 ± 0.16) 和 (0.65 ± 0.09) μg/mL;不同地区间采集的尖孢炭疽复合种对4种杀菌剂的敏感性则不存在显著差异。研究结果可为甘肃省枸杞炭疽病防治中杀菌剂的合理使用及延缓抗药性发展提供依据。     

含两个手性中心的三唑类杀菌剂色谱分离研究进展

三唑类杀菌剂是目前世界上广泛应用的杀菌剂,而绝大多数三唑类杀菌剂属于手性农药,具有1个或2个手性中心,存在2个或4个对映异构体.本文在近年有关三唑类杀菌剂研究成果的基础上,综述了采用高效液相色谱、超临界流体色谱、毛细管电泳、气相色谱和合相色谱法等方法对含两个手性中心的11种三唑类杀菌剂(氟环唑、多效唑、三唑醇、联苯三唑...     

Organic amendments affecting sorption, leaching and dissipation of fungicides in soils

Metalaxyl and tricyclazole are two fungicides widely used in Spain in vineyard and rice crops respectively. In this study an investigation has been made of the effect of three organic amendments [two commercial amendments, solid fertiormont (SF) and liquid fertiormont (LF), and a residue from the olive oil production industry, alperujo (OW)] on fungicide fate in soils. Changes in soil porosity on amendment were studied by mercury intrusion porosimetry, sorption-desorption studies were performed by the batch equilibration method, dissipation of metalaxyl and tricyclazole in the soil was studied at - 33 kPa moisture content and 20 degrees C and leaching was studied in hand-packed soil columns. Amendments with SF and LF reduced soil porosity, while OW increased porosity through an increase in pore volume in the highest range studied. Tricyclazole sorbed to soils to a much higher extent than metalaxyl. With some exceptions, sorption of both fungicides increased on amendment, especially in the case of SF-amended soils, which rendered the highest K(oc) values. In soils amended with the liquid amendment LF, sorption either remained unaffected or decreased, and this decrease was much higher in the case of metalaxyl and a soil with 70% clay. In this clay soil, amendment with OW, of very high soluble organic matter content, also decreased metalaxyl sorption. Tricyclazole is more persistent in soil than metalaxyl, and both fungicides were found to be more persistent in amended soils than in unamended soils. Leaching of metalaxyl and tricyclazole in soil columns was inversely related to sorption capacity. The low recoveries of tricyclazole in leachates and in soil columns when compared with metalaxyl, a less persistent fungicide, were attributed to diffusion into micropores and to increase in sorption with residence time in the soil, both processes favoured by the low mobility of tricyclazole.     

13种杀菌剂对小麦黑胚病的防治效果

在田间测定了13种杀菌剂对小麦黑胚病的防治效果.结果表明,13种杀菌剂对小麦黑胚病均有一定的防效,防效为34.8％～67.7％.其中7.5％氟环唑乳油50 g/hm2、50％嘧菌环胺水分散粒剂 375 g/hm2、56％嘧菌·百菌清悬浮剂330 g/hm2、25％丙环唑乳油180 g/hm24个处理对小麦黑胚病有较好的防治效果,防效均达到60％以上,可在生产中推广应用.