• Title/Summary/Keyword: Fungicidal

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Synthesis and SAR of Methoxyiminoacetate and Methoxyiminoacetamide Derivatives as Strobilurin Analogues

  • Hwang, In-Cheon;Kim, Joo-Kyung;Kim, Hyung-Ho;Kyung, Suk-Hun
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1475-1480
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    • 2009
  • Methoxyiminoacetate and methoxyiminoacetamide derivatives possessing 2,2-dichlorovinyl side chains, have been synthesized and their biological activities against six representative plant fungal pathogens have been evaluated. Five substances in this series (3a, 4a, 3b, 3d, and 4d) were found to exhibit potent fungicidal activities compared to those of the commercially available fungicides, azoxystrobin and fenarimol.

Studies of biological activities of tree extracts for conservation of wooden cultural properties (목재문화재 보존을 위한 수목추출물의 부위별 생리활성 탐색)

  • Kang, So-yeong;Choi, Yun-a;Chung, Yong-jae
    • 보존과학연구
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    • s.28
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    • pp.59-73
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    • 2007
  • Wooden artifacts are biologically damaged by animals, insects, and micro-organisms. We focused on the evaluation of the antifungal and insecticidal activities of tree extracts to control deterioration of wooden cultural properties. 12 kinds of methanol extracts from 9 species of tree were investigated for their biocidal activities against two micro-organisms and two spices of insect. Most tree extracts showed fungicidal activities to Tyromyces palustris and Trametes versicolor. Among 12 different tree extracts, the strongest antifungal activity against T.palustris and T.versicolor was observed from the extracts of Pinus densiflora stem-bark extract and Pinus koraiensis leaf extracts. However, in the insecticidal activity test, Pinus densiflora stem-bark extracts against termite was relatively effective. Chemical compositions of methanol extracts were analyzed by gas chromatography/mass spectrometry. As a result, it was confirmed that development of biocide based on the natural extracts can be expected to conservate of wooden cultural properties.

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The effect of Propolis on Endotoxin-induced thrombosis (Endotoxin에 의한 혈전증에 미치는 Propolis의 효과)

  • 정춘식;정주희;정기화
    • Biomolecules & Therapeutics
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    • v.8 no.3
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    • pp.223-227
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    • 2000
  • Propolis, a natural resinous compound collected from honey bees, contains many biochemical constituents and has been used for traditional medicines as early as 300 B .C. Recently, it has been reported to possess many biological activities such as antibacterial, antiviral, fungicidal, local anaesthetic, immunostimulating, antiinflammatory and free radical scavenging properties. To investigate activities of chrysin, one of propolis effective compounds for blood coagulation system was injected endotoxin (4000 EU/kg, i.v.) in rats at 1 hr after administered chrysin (20 mg/kg, p.o.). This study was resulted that chrysin has antiplatelet aggregation activity in vitro, delay of blood clotting time and prothrombin time, and reduction of fibrinogen and FDP in vivo. Chrysin has increased SOD activity, GSH content and GST activity, and decreased MDA content in liver. The result suggests that the antithrombosis effect of chrysin is suppressive activity for a blood coagulation system and antioxidative activity.

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Synthesis and Antifungal Activities of 2.5-Disubstituted-6-Arylamino-4.7-benzimidazolediones

  • Choi, Ko-Un;You, Hea-Jung;Shim, Ju-Yeon;Choi, Ik-Hwa;Chae, Mi-Jin;Ryu, Chung-Kyu
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.353.1-353.1
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    • 2002
  • 2.5-Disubstituted-6-arylamino-4.7-benzimidazolediones were synthesized and tested for in vitro antifungal activities against pathogenic fungi. The 2-aryl-6-arylamino-5-chloro-4.7-benzimidazolediones were prepared by nucleophilic substitution on 2-Aryl-5.6-dichloro-4.7-benzimidazolediones with appropriate arylamines in good yields. TIte synthesized 4.7-benzimidazolediones were tested in vitro for their growth inhibitory activities against pathogenic fungi by the standard method. The MIC values were determined by comparison to llucytosine as a fungicidal standard agent. The most active potential among the 4.7-benzimldazoledione series was found for 6-arylamino-2-(2-pyridyl)-4.7-benzimidazolediones. which showed generally good activities against all tested Candida apecies and A. niger.

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Synthesis and antifungal activities of 4-[5-(2-cyclopropylaminopyrimidin-4-yl)-4-arylthiazol-5-yl]piperidine derivatives on Phytophthora capsici (4-[5-(2-cyclopropylaminopyrimidin-4-yl)-4-arylthiazol-5-yl] piperidine 유도체들의 합성과 고추역병균에 대한 살균활성)

  • Nam, Seok-Woo;Lee, Gyung-Rak;Kim, Tae-Joon;Chung, Bong-Jin;Choi, Won-Sik
    • The Korean Journal of Pesticide Science
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    • v.16 no.1
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    • pp.1-10
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    • 2012
  • Fungicidal activities against phytopathogenic fungi of diarylthiazole compound of 4-[5-(2-cyclopropylaminopyrimidin-4-yl)-4-(4-fluorophenyl)thiazol-5-yl]-1-methylpiperidine (I) have been determined to be excellent and compound I was used as the leading compounds in this study. Furthermore, the compound was synthesized by reacting them with five functional groups, 4-fluoro-3-methylphenyl, 4-fluoro-3-chlorophenyl, 4-chloro-2-fluorophenyl, 4-bromo-3-methylphenyl and 2,4-dichlorophenyl groups instead of 4-fluorophenyl group. Also, 2-amino-, 2-(N-ethoxycarbonyl)piperidin-4-yl-, and 2-piperidin-4-yl-thiazole were introduced as the leads instead of 2-N-methylpiperidine-4-yl-thiazol of compound I. VIII-1~VIII-5 and XIII-1~XV-5 compounds were newly synthesized and their structures were confirmed by $^1H$-NMR-spectrum. The fungicidal activities of all the synthesized compounds against Phytophthora capsici were examined using the whole plant method. Among the VIII-1~VIII-5 and XIII-1~XV-5 chemicals, XIV-3 showed the most potent antifungal activity in vivo. While the $EC_{50}$ and $EC_{90}$ values of the commercial fungicide dimethomorph and I were $4.26{\pm}0.02$, $14.72{\pm}0.05$ and $1.01{\pm}0.11$, $6.31{\pm}0.09mM$, those of 4-[5-(2-cyclopropylaminopyrimidin-4-yl)-4-(4-chloro-2-fluorophenyl)thiazol-5-yl]-1-methylpiperidine (XIV-3) was $0.98{\pm}0.21$ and $5.85{\pm}0.05mM$. Therefore, XIV-3 can be considered as a viable candidate for the control of plant diseases caused by P. capsici, and further studies will be conducted on the mode of action XIV-3.

Development of assay method for the activities of new compounds, and the effect of several fungicides against spore germination, adhesion, and myceial growth of Colletotrichum sp. causing red pepper anthracnose (고추 탄저병균의 포자 발아와 부착, 균사 생장에 미치는 화합물의 활성 검정법 확립 및 살균제의 효과)

  • Kim, Jae-Jeung;Kim, Joon-Tae;Park, Sung-Woo;Park, Eun-Suk;Kim, Heung-Tae
    • The Korean Journal of Pesticide Science
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    • v.7 no.3
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    • pp.159-168
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    • 2003
  • With microtiter plate, the assay method was developed for detecting the fungicidal activity of new compounds against spore germination, spore adhesion and mycelial growth of Colletotrichum sp. JC24 cal1Sing red pepper anthracnose. Also, the effects of some commercialized fungicides on fungal development like above mentioned were investigated by measuring the optical density of mycelia grown into wells of microtiter plate. For the standardization of assay method, some factors, such as the treatment of MTT and/or propanol, inodulum density and incubation period, affecting on mycelial optical density were investigated. For obtaining precise and consistent mycelial optical density, it was necessary the treatment of MTT for 12 hrs and propanol for 1 hr. inoculum density adjusted to $1\times10^5$ spores/mL and incubation period for 36 hrs at $25^{\circ}C$. For fungicidal activities, 6 protective fungicides, 6 ones inhibiting sterol biosynthesis, and one inhibiting respiration were used in this study. While mancozeb, chlorothalonil and dithianon among 6 protective fungicides inhibited strongly spore germination, adhesion, and mycelial growth at $6.25{\mu}g/mL$, propineb, iminoctadine and fluazinam inhibited intermediately spore germination and mycelial growth at $100{\mu}g/mL$. Washing above 3 fungicides with new PD broth, their activity against spore adhesion decreased. With hexaconazole, tebuconazole and myclobutanil, the tendency of the activity against fungal differentiation of the early infection stage was similar to the latter group of protective fungicides, showing the decrease of the inhibitory activity against spore adhesion by washing 2 hrs after incubation. However, kresoxim-methyl inhibited spore adhesion distinctly, depending on the applied concentrations. Based on these results, it might be able to assess the fungicidal activity of many compounds against spore germination, adhesion and mycelial growth by the use of microtiter plate in vitro. Using the assay developed in this report, it was possible to investigate the inhibitory activity of some commercialized fungicides, too.

The control effect of some fungicides against cucumber sclerotinia rot and the sensitivity of sclerotinia isolates to fungicides (오이 균핵병에 대한 몇 가지 살균제의 방제 효과와 살균제에 대한 균핵병균의 감수성 정도 조사)

  • Kim, Myeong-Ok;Min, Ji-Young;Choi, Woo-Bong;Kang, Beum-Kwan;Park, Sung-Woo;Choi, Gyung-Ja;Park, Chang-Sik;Cho, Kwang-Yun;Kim, Heung-Tae
    • The Korean Journal of Pesticide Science
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    • v.9 no.4
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    • pp.429-436
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    • 2005
  • As Sclerotinia sclerotiorum causing cucumber sclerotinia rot was the fastest in the mycelial growth at $25^{\circ}C$, its pathogenicity was strong at the same temperature among several temperatures. All the isolates of Sclerotinia sclerotiorum showed a strong pathogenicity against cucumber fruits, which was confirmed by a disk assay and a wound assay. A wound assay was superior to a disk assay to develop the assay system for assessing the fungicidal activity of several fungicides against Sclerotinia sclerotiorum. In a disk assay, it was very difficult to assess the fungicidal activity, because the pathogenicity of isolates used in the experiment was very strong. At 500 and $3.0{\mu}g/mL$, the activity of dichloflouanid and the mixture of carbendazim and diethofencarb against cucumber sclerotinia rot was 14.3 and 42.3%, respectively, by using a disk assay. However, at same concentration two fungicides showed the high controlling activity as 100 and 92.5%, through a wound assay in a laboratory. Also, the activity of two fungicides was good against cucumber sclerotinia rot in the greenhouse where cucumber plants were cultivated in the field, showing the control value as 91.1 and 82.9% at 100 and $825{\mu}g/mL$, respectively. All the isolates of Sclerotinia sclerotiorum from cucumber fruits sampled in the polyvinyl house were subjected to monitoring for the resistance to 7 fungicides. The $EC_{50}$ value of 7 fungicides was as follows: fenhexamid; $0.13{\mu}g/mL$, procymidon and iprodione; 0.18 and $0.24{\mu}g/mL$, carbendazim and the mixture of carbendazim and diethofencarb; 0.13과 $0.05{\mu}g/mL$, iminoctadine and dichlofluanid; 1.94 and $8.95{\mu}g/mL$. Ultimately it was not found that resistant isolates of Sclerotinia sclerotiorum were appeared in the field.

Sterilizing Effect of Plant Pathogenic Fungi using Ozone Microbubble (오존마이크로버블을 이용한 식물병원균 살균효과)

  • Kim, Chang Shoo;Yu, Sang Yeol;Lee, Gong In;Kim, Seung Han;Lee, Jong Won;Song, Jae Kwan
    • Journal of Bio-Environment Control
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    • v.23 no.3
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    • pp.250-255
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    • 2014
  • Sterilization is an important factor in reprocessing of drained nutrient solution (RDN). To evaluate the suitability of ozone microbubble for RDN in protected horticulture and plant factory, strong fungicidal activity of ozone and microbubble were applied. This experiment was taken advantage of ozonated water (OW) and ozone gas (OG). The Fusarium oxysporum (FO), Phytophthora capsici (PC) and Colletotrichum gloeosporioides (CG) were treated with OW 0.5, 1.0 and 2.0 ppm and OG $3.0g{\cdot}h^{-1}$ for 0, 30, 60, 120 and 180 sec. Results of this experiment can be summed up as follows : In the OW, FO was sterilized by 0.5 ppm in 60 sec and PC was sterilized by 2.0 ppm in 30 sec. In the OG, FO and PC both of them were sterilized in 180 sec. However, CG was not sterilized using OW and OG. Overall, ozone microbubble showed possibility of sterilization in RDN. However, CG is required to more ozone concentration and processing time.

Tolerance of Apple Blue Mold (Penicillium expansum) to Various Fungicides (사과 푸른곰팡이병균의 각종 살균제에 대한 내성)

  • Lee Chang Un
    • Korean Journal Plant Pathology
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    • v.1 no.2
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    • pp.128-135
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    • 1985
  • Responses to the 14 fungicides added in PSA of penicillium expansum isolated froms the four major apple growing areas in Korea were examined. Degrees of the fungal tolerance were various with little difference by area and with great difference by kind and concentration of fungicide. Fall isolates of the fungus grew at higher fungicide concentration than did the spring isolates. $ED_{50}$ and MIC to mycelial growth of genomyl, garbenda, polydong, polyoxin and thiophanate methyl were $0.1{\mu}g-41.7{\mu}g/ml\;and\;100{\mu}g-2,250{\mu}g/ml,$, respectively, indicating high fungicide effects on the fungus isolated from decayed apples in storages and infected apples in orchards with low fungal tolerance; of captafol, captan, iprodione and mancozeb were $2.6{\mu}g - 750{\mu}g/ml\;and\;638{\mu}g-40,500{\mu}g/ml$, respectively, indicating medium degree of both fungicidal effects and fungal tolerance; and of chlorothalonil, folpet, oxidong, propineb and triademefon were $27.8{\mu}g-8,354{\mu}g/ml\;and\;2,625{\mu}g-150,357{\mu}g/ml$, respectively, indicating low fungicide effects and high fungal tolerance. Fungicidal inhibitory effects on conidia formation exhibited a similar trend as on mycelial growth whereas those on conidia germination showed an opposite trend to the mycelial growth with the exception of polyoxin and triademefon.

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Synthesis and quantative structure-activity relationships on the antifungal activity of 3-phenylisoxazol and 3-phenyl-2,5-dihydro-5-isoxazolone derivatives (3-phenylisoxazole 및 3-phenyl-2,5-dihydroisoxazol-5-one 유도체의 합성과 살균활성에 관한 구조-활성관계)

  • Sung, Nack-Do;Yu, Seong-Jae;Lee, Hee-Chul
    • The Korean Journal of Pesticide Science
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    • v.5 no.4
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    • pp.20-26
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    • 2001
  • A series of new 2-benzoyl-3-phenyl-2,5-dihydroisoxazol-5-one, (A) and 3-phenyl-5-phenylcarbonyl-oxyisoxazole, (B) derivatives as substrates were synthesized and their quantitative structure-activity relationships (QSAR) analyses between the antifungal activities ($pI_{50}$) and physicochemical parameters of substituents onl the benzoyl group against resistant (RPC:95CC7303) and sensitive (SPC:95CC7105) Phytophthora blight (Phytophthora capsici,) were studied. The synthetic yield (%) and antifungal activities of (A) were higher than (B) and selectivities between the fungi were not showed. From the basis on the Hansch-Fujita analyses, the optimum width values ($(B_2)_{opt.}=ca.\;4.00{\AA}$) of the substituents on the benzoyl group were important factor in determining fungicidal activity against the two fungi. Influence of the substituents as electron withdrawing group on the fungicidal activity against RPC, but not for SPC. And tile bromo- and acetyl-substituents were contributed to higher antifungal activity against RPC and SPC from the results of Free-Wilson analyses.

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