• Title/Summary/Keyword: triazole fungicides

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Synthesis of New Triazolyl-N,N-Dialkyldithiocarbamates as Antifungal Agents

  • Ozkirimli Sumru;Apak T. Idil;Kiraz Muammer;Yegenoglu Yildiz
    • Archives of Pharmacal Research
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    • v.28 no.11
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    • pp.1213-1218
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    • 2005
  • N,N-Dialkylditihiocarbamate derivatives have been well known as broad-range fungicides. In this study, the triazole derivatives of ten new N,N-disubstituted dithiocarbamates (3a-j) were synthesized and their structures were identified by spectral and elemental analysis. Results of the antifungal activity studies showed that some of the compounds tested were active against M. canis, M. gypseum, and T rubrum at the concentration of 12.5 $\mu$g/mL when c1otrimazol was used as a standard.

Sensitivity to Fungicides of Typhula incarnata Isolates Causing Gray Snow Mold (설부소립균핵병균 Typhula incarnata의 살균제 감수성)

  • Lee, Seong Jun;Lee, Dong Woon;Chang, Taehyun
    • Weed & Turfgrass Science
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    • v.1 no.4
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    • pp.69-75
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    • 2012
  • In response of fungicides for control of gray snow mold, isolates of Typhula incarnata were collected from three golf courses in 2012 Yongpyeong, Korea and tested for sensitivity to propiconazole, tebuconazole and azoxystrobin fungicides. Four discriminatory concentrations were used to detect in vitro sensitivity of 50 isolates. Mean 50% effective concentration inhibiting mycelial growth ($EC_{50}$) values for tebuconazole was the lowest among the three fungicides. The $EC_{50}$ value of tebuconazole ranged from 0.0005 ${\mu}g\;ml^{-1}$ to 0.014 ${\mu}g\;ml^{-1}$ with a mean of 0.0048 ${\mu}g\;ml^{-1}$. The mean $EC_{50}$ values of propiconazole in triazole family was 0.5825 (0.78-1.651) ${\mu}g\;ml^{-1}$. $EC_{50}$ value of azoxystrobin ranged from 0.0017 ${\mu}g\;ml^{-1}$ to 0.131 ${\mu}g\;ml^{-1}$ with a mean of 0.0278 ${\mu}g\;ml^{-1}$. There was no correlation among $EC_{50}$ values for propiconazole, azoxystrobin and tebuconazole indicating no cross-resistance relationships with each other. Results of this study were confirmed no resistance isolates in vitro sensitivity of T. incarnata of three fungicides in Yongpyeong.

Correlation between physicochemical properties and biological half-life of triazole fungicides in perilla leaf (들깻잎에서 Triazole계 살균제의 생물학적 반감기와 물리화학적 특성과의 상관관계)

  • Lee, Sang-Hyeob;Kwak, Se-Yeon;Hwang, Jeong-In;Kim, Hyo-Jung;Kim, Tae-Hwa;Kim, Jang-Eok
    • Journal of Applied Biological Chemistry
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    • v.62 no.4
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    • pp.407-415
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    • 2019
  • The biological half-life of pesticides applied on crops is the key indicator for ensuring the safety of agricultural products. The biological half-life is affected by the several factors like growing conditions of the crop, climate, application method, and physicochemical properties of pesticides. In this study, the biological half-life was calculated and the degradation rates of six triazole fungicides sprayed on perilla leaves were evaluated. Moreover, the statistical analysis confirmed the correlation between the biological half-life and physicochemical properties of six triazole pesticides. The recoveries of the six pesticides were between 84.8-104.9%, which satisfied the residual pesticide analysis criteria. The biological half-life of six pesticides sprayed on perilla leaves, calculated using the first-order kinetics model, ranged between 6.4-15.1 days. When the biological half-life and the physicochemical properties were correlated using the principal component analysis: pKa and Log P, the biological half-life was found to be affected by PC1. The correlation coefficient between biological half-life and physicochemical properties (pKa), calculated by Spearman rank-order correlation, was R2 = -0.928 (p <0.01). Biological half-life has been shown to correlate with pKa. In conclusion, it can be used as a database for the relationship between biological half-life and physicochemical properties and will contribute to ensure safe supply of agricultural products.

Residue Patterns of Fungicides, Flusilazole and Myclobutanil in Apples (살균제 Flusilazole 및 Myclobutanil의 사과 중 잔류양상)

  • Hwang, Jeong-In;Kim, Jang-Eok
    • Current Research on Agriculture and Life Sciences
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    • v.31 no.4
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    • pp.272-279
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    • 2013
  • The dissipation patters of the triazole fungicides flusilazole and myclobutanil in apples were investigated to establish the biological half-lives and pre-harvest residue limits (PHRLs). The residual amounts of the fungicides sprayed with single or triple doses were below the maximum residue limits (MRL) for apples established by Ministry of Food and Drug Safety. The dissipation constants of the fungicides in the apples were 0.0513 for flusilazole and 0.0244 for myclobutanil meaning their biological half-lives were calculated as 6.2-6.7 days for flusilazole and 13.3-24.8 days for myclobutanil. The PHRLs calculated using the dissipation constants indicated that the residual amounts of flusilazole and myclobutanil in the apples at the harvesting date would be below the MRLs if their residual amounts were 0.43 and 0.59 mg/kg, respectively, at 7 days prior to harvesting the apples.

Patterns of Uptake and Removal by Processing Types of Triazole Fungicides in Onion (Triazole계 살균제의 양파 흡수이행 및 조리 형태별 소실 양상)

  • Lee, Eun-Hyang;Hwang, Jeong-In;Kim, Jang-Eok
    • The Korean Journal of Pesticide Science
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    • v.19 no.3
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    • pp.248-254
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    • 2015
  • Uptake of the triazole fungicides, fluquinconazole and tetraconazole from shoot part of onion was assessed by determining residual amounts of applied fungicides in edible and shoot parts of onion after the foliar application. Combined product of fluquinconazole and tetraconazole (14:7, v/v) as a 21% active ingredient of suspended emulsion formulation was diluted at ratio of 500 and 200 times and sprayed on the shoot part of onion after sealing its root part with absorbent paper. At 10 days after the pesticide application, fluquinconazole residue in the shoot part was the greatest as 5.2 mg/kg at 200 times-dilution treatment, while tetraconazole residue in this part was the smallest as 1.2 mg/kg at 500 times-dilution treatment. On the other hand, the pesticide residues in edible parts of onion at all the treatments were less than limits of detection, 0.01 mg/kg. However, fluquinconazole residues in the edible part of onion divided into three groups such as 1st, 2nd, and 3rd layers were detected at concentrations of 0.04 or 0.24 mg/kg, and these results show the different distribution of pesticides in onion depending on divided layers. In addition, chopped onions were soaked in pesticide solutions prepared with dilution of 1,000 times, cooked using three food processing types such as boiling, stir frying, and pickling, and the pesticide residues in them were analyzed. The analyzed results showed the largest pesticide dissipation in onion followed boiling process (76.9~92.6%).

Dissipation Patterns of Triazole Fungicides Estimated from Kinetic Models in Apple (Triazole계 살균제의 사과 중 잔류양상의 Kinetic Model 적용)

  • Kim, Ji-Hwan;Hwang, Jeong-In;Jeon, Young-Hwan;Kim, Hyo-Young;Ahn, Ji-Woon;Kim, Jang-Eok
    • Journal of Applied Biological Chemistry
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    • v.55 no.4
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    • pp.235-239
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    • 2012
  • While cultivating crops, it is important to predict the biological half-lives of applied pesticides to ensure the safety of agricultural products. Dissipation patterns of the triazole fungicides, such as diniconazole and metconazole, during the cultivation of apple were established by utilizing the dissipation curve. As well as, the biological half-lives of the pesticides in apples were calculated using the residue amounts of them. The apples were harvested from 0 to 14 days after spraying diniconazole (WP) and metconazole (SC) at a recommended and three times of the recommended dose. Initial concentrations of diniconazole in apple were 0.09 and 0.15 mg/kg at a recommended and three times of the recommended dose, respectively, which were below MRL 1.0 mg/kg established by KFDA. The equations of biological half-life were $C_t=0.0811e^{-0.179x}$(half life: 3.9 days) and $C_t=0.1451e^{-0.148x}$ (half life: 4.7 days), respectively. In case of metconazole, initial concentrations in apple were 0.10 and 0.25 mg/kg, below MRL 1.0mg/kg, and biological half-life equations were $C_t=0.0857e^{-0.055x}$ (half life: 12.6 days) and $C_t=0.2304e^{-0.052x}$ (half life: 13.3 days), respectively. Therefore, when triazole fungicides were applied during the cultivation of apple, the biological half-life need to be calculated with the optimal equation model.

Improvement and Effectiveness for Chemical Control Protocol of Sweet Persimmon Anthracnose Disease (단감 탄저병 방제법 개선을 위한 살균제 선발 및 효과)

  • Jeon, Chang Wook;Kwon, Youngho;Lee, Jung Han;Kwak, Youn-Sig
    • The Korean Journal of Pesticide Science
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    • v.19 no.3
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    • pp.312-316
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    • 2015
  • Anthracnose, caused by Colletotrichum spp. is the most important and devastating disease in sweet persimmon production in worldwide. There is no alternative control method or resistant cultivar is available. Therefore, chemical controls are widely accepted to control the disease. Three fungicides among 16 fungicides have been selected to apply in field condition. The selected three fungicides (metconazole, dithianon and propineb) showed lower EC50 and reliable control effect in both in vitro and in vivo. According to general guide line of anthracnose disease control method recommended 8 times spay of the fungicide. In this study, we performed 8, 4, and 2 times spay of the fungicides. For 8 times application, practice spray machine has been used and for 4 and 2 time application, a recently invented spray machine was input. The fungicides have been treated from middle of June to end of August in 2014 year. Control effect of among the selected fungicides showed similar result regardless of sort of the fungicide. However, frequency of spray result showed significantly different results, 8 and 4 times fungicide application showed low and similar disease occurrence, but 2 times application showed intermediated disease occurrence between 4 times treatment and untreated control. Taken together, result showed that 4 times application with effective fungicide, mechanically advanced tool can reduced the anthracnose disease damage in sweet persimmon production.

Evaluation of Toxicity of 23 Pesticides against Harmonia axyridis (Coleoptera: Coccinellidae) Eggs and Adults: Effect on Esterase Activity, Hatchability, and Fecundity (포식성 무당벌레(Harmonia axyridis) 난(卵)의 일부살충제와 살균제에 대한 esterase 활성 및 산란율, 부화율 조사)

  • Cho, Sae-Youll;Park, Young-Man;Park, Yong-Chul
    • The Korean Journal of Pesticide Science
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    • v.11 no.2
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    • pp.117-124
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    • 2007
  • Esterase activity was observed after pesticides treatment in eggs of H. axyridis to select low toxicity pesticide. Egg esterases of H. axyridis were examined using an esterase substrate(${\alpha}$-naphthyl acetate). Three esterase isozymes were detected and the activities were inhibited by organophosphorus insecticide (Chlorpyrifos and Phenthoate), organochlorine insecticide(Methidation), triazole fungicide(Hexaconazole and Triflumizole), and pyrimidine fungicide(Nuarlmol). Fecundity and hatchability in adults and eggs of H. axyridis were examined on selected pesticides. Fecundity and hatchability were significantly reduced from H. axyridis adults and eggs treated with the pesticides and the fungicides showed strong inhibition of esterase isozymes activities. However, we also observed the pesticides and the fungicides showed low or non-inhibition of esterase isozymes activities affected on fecundity and hatchability in adults and eggs.

Investigation of Fungicides Inhibitory Effect of on Summer Patch Disease, Caused by Magnaporthiopsis poae, in Kentucky bluegrass (여름잎마름병(Summer patch) 병원균에 대한 살균제의 억제효과 조사)

  • Lee, Jung Han;Shim, Gyu Yul;Kim, Jeong Ho;Jeon, Chang Wook;Kwak, Youn-Sig
    • Weed & Turfgrass Science
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    • v.6 no.2
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    • pp.151-156
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    • 2017
  • Summer patch is the most serious disease at turfgrass field or golf course established with Kentucky bluegrass during high temperature season in Korea. Nevertheless, chemicals for the summer patch control are not yet registered in Korea. We isolated the pathogens from the turfgrass showing typical summer patch symptoms and identified as Magnaporthiopsis poae by using the internal transcribed spacer ITS1 and ITS4 sequences of rDNA. The inhibition rates of the pathogen were investigated for 10 fungicides. As results, the pathogen growth was suppressed when chemicals concentration increased and negatively correlated with incubation period with the chemicals. In triazole group, all chemicals (metconazole, myclobutanil, propiconazole and tebuconazole) treated showed the inhibition rates by 100%. Thiophanate-methyl showed the next highest inhibition effect against a summer patch pathogen. In strobilurin group, pyraclostrobin was the highest suppression effect compared with azoxystrobin and trifloxystrobin. Inhibition effect of fludioxonil and fluxapyroxad on pathogen was similar to the trifloxystrobin. Based on the results, triazole and carboxamide groups are strongly recommended due to the highest inhibition effect on the summer patch pathogen, Magnaporthiopsis poae.

Development and Validation of a Simultaneous Analytical Method for the Detection of Mefentrifluconazole and Triticonazole Fungicide in Agricultural Crops (농산물 중 메펜트리플루코나졸 및 트리티코나졸 살균제의 동시 분석법 개발 및 검증)

  • Park, Ji-Su;Lee, Han Sol;Lee, Su Jung;Shin, Hye-Sun;Shim, Jae-Han;Yun, Sang Soon;Jung, Yong-hyun;Oh, Jae-Ho
    • Korean Journal of Environmental Agriculture
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    • v.39 no.2
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    • pp.130-137
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    • 2020
  • BACKGROUND: Mefentrifluconazole and triticonazole are the triazole fungicides. The maximum residue levels for agricultural products need to be set up. Therefore, development of the official analytical method for determination of mefentrifluconazole and triticonazole residues from agricultural crops was necessary due to safety management, and then a simultaneous analytical method was developed for the determination of mefentrifluconazole and triticonazole in agricultural crops. METHODS AND RESULTS: Samples were extracted using acetonitrile and purified using dispersive solid phase extraction, and then detected with liquid chromatograph-tandem mass spectrometry (LC-MS/MS). Matrix-matched calibration curves (0.0025-0.25 ㎍/mL) were linear into a sample extract with r2>0.99. For validation, the recovery test was carried out at three fortification levels (LOQ, 10 LOQ and 50 LOQ) from agricultural samples. The results for mefentrifluconazole and triticonazole ranged between 92.3 to 115.3% and 91.4 to 108.5%, respectively and RSD (relative standard deviation) values were also below 6.0%. Furthermore, inter-laboratory was conducted to validate the method. CONCLUSION: All values were corresponded with the criteria ranges requested by both the CODEX (CAC/GL 40-1993, 2003) and MFDS guidelines (2016). Therefore, the proposed method can be used as an official analytical method for determination of mefentrifluconazole and triticonazole (triazole fungicides) in the Republic of Korea.