• Applied Biological Chemistry
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• v.33 no.3
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• pp.231-238
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• 1990

The structure-antifungal activity correlations between the structure of fourteen new 1-(phenoxymethyl)benzotriazoles (I) (Y=0), 1-(thiophenoxymethyl)benzotriazoles (ll) (Y=S) and 1-(azidomethyl)benzotriazole (III) derivatives were synthesized, and their activity, fifty percent inhibition of mycelial growth($pI_{50}$), in vitro against Pyricularia oryzae, Fusarium axysporum f.sp sesami, Valsa ceratosperma and Botrytis cinerea were investigated using a generalized QSAR method. The activity of (I) was superior In those of (II) and (III). The effect of the substituents (X) on the phenoxy group (I) was rationalized by a parabolic function of electronic (${\sigma}$), steric ($B_1$) and hydrophobic parameter(${\pi}$), and hydrogen bonding (HB). Where the optimal values of substituent on the fungicidal activity againt P. oryzae and F. axysporum f.sp.sesami are $B_1=1.40A;(H)$ and ${\pi}=0.07{\sim}0.15;(H)$, and those of substituent on the fungicidal activity against V. ceratosperma and B. cinerea are ${\sigma}=0.23{\sim}0.28;\;(C1),\;{\pi}=0.70;$ (C1), respectively. The most effective compound ( I a) and ( I d) were examined in this study.

• Research in Plant Disease
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• v.22 no.3
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• pp.145-151
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• 2016

Chemical fungicides have reduced Fusarium head blight (FHB) severity. However, by the effects of fungicide residues, they can only be used up to 30 days before time of harvest. Therefore, the development of new biofungicides that are applicable until harvest is required. In order to select plant extracts having antifungal activity against Fusarium graminearum for the control of FHB, we investigated the inhibitory effects of 225 medicinal plant extracts on spore germination of F. graminearum. Of these plant extracts, the methanol extract of Cirsium japonicum (CJ) roots showed the strongest antifungal activity. Through solvent partitioning, repeated column chromatography, and spore germination bioassay, two chemicals were purified and then their chemical structures were identified as ciryneol C (CC) and 1-heptadecene-11,13-diyne-8,9,10-triol (HD-ol) which are polyacetylene substances. Two active compounds effectively inhibited the germination of F. graminearum macroconidia; HD-ol ($IC_{50}$ of $3.17{\mu}g/ml$) showed stronger spore germination inhibitory activity than that of CC ($IC_{50}$ of $28.14{\mu}g/ml$). In addition, the wettable powder type formulation of ethyl acetate extract of CJ roots suppressed the development of FHB in dose-dependent manner, with control values of 78.92% and 31.56% at 250- and 500-fold dilutions, respectively. Combining these findings suggest that the crude extract of CJ roots containing polyacetylene compounds could be used as botanical fungicide for the control of FHB.

• The Plant Pathology Journal
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• v.33 no.3
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• pp.337-344
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• 2017

To develop a commercial product using the mycoparasitic fungus Simplicillium lamellicola BCP, the scale-up of conidia production from a 5-l jar to a 5,000-l pilot bioreactor, optimization of the freeze-drying of the fermentation broth, and preparation of a wettable powder-type formulation were performed. Then, its disease control efficacy was evaluated against gray mold diseases of tomato and ginseng plants in field conditions. The final conidial yields of S. lamellicola BCP were $3.3{\times}10^9conidia/ml$ for a 5-l jar, $3.5{\times}10^9conidia/ml$ for a 500-l pilot vessel, and $3.1{\times}10^9conidia/ml$ for a 5,000-l pilot bioreactor. The conidial yield in the 5,000-l pilot bioreactor was comparable to that in the 5-l jar and 500-l pilot vessel. On the other hand, the highest conidial viability of 86% was obtained by the freeze-drying method using an additive combination of lactose, trehalose, soybean meal, and glycerin. Using the freeze-dried sample, a wettable powder-type formulation (active ingredient 10%; BCP-WP10) was prepared. A conidial viability of more than 50% was maintained in BCP-WP10 until 22 weeks for storage at $40^{\circ}C$. BCP-WP10 effectively suppressed the development of gray mold disease on tomato with control efficacies of 64.7% and 82.6% at 500- and 250-fold dilutions, respectively. It also reduced the incidence of gray mold on ginseng by 65.6% and 81.3% at 500- and 250-fold dilutions, respectively. The results indicated that the new microbial fungicide BCP-WP10 can be used widely to control gray mold diseases of various crops including tomato and ginseng.

• The Korean Journal of Pesticide Science
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• v.4 no.3
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• pp.7-14
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• 2000

Methanol extracts from 21 grains were tested for fungicidal activities against six phytopathogenic fungi and for insecticidal activities toward five insect pests in a greenhouse. The efficacy varied with both the plant pathogen/insect pest and grain species used. Potent fungicidal activity at 5 mg/pot, were produced from extracts of Elymus sibiricus and Hordeum vulgare var. nudum against Pyricularia grisea and Erysiphe graminis and these of Sesamum indicum (W) and Triticum aestivum against Puccinia recondita and Erysiphe graminis. At 2,500 ppm, potent insecticidal activities were exhibited from the extracts of Fagopyrum esculentum against Myzus persicae and Ischaemum crassipes, and these of Oryzo sativa var. glutinosa, Panicum miliaceum, Setaria italica, Sorghum bicolor, and T. aestivum against Tetranychus urticae. All grain extracts revealed weak or no fungicidal and insecticidal effect against Phytophthora infestans, Plutella xylostella and Spodoptera litura. As a naturally occurring fungicide and insecticide, grain-derived materials described could be useful as new fungicidal and insecticidal products against phytopathogenic fungi and insect pests.

• The Korean Journal of Pesticide Science
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• v.14 no.4
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• pp.478-489
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• 2010

Penthiopyrad is a fungicide agent in types of pyrazole which is showing the effect of prevention in fungal disease and powdery mildew. In order to register this new pesticide, reports of acute toxicity and chronic toxicity by animal study were examined to set acceptable daily intake to evaluate hazards of consumers. Acute toxicity was low in toxic, and it did not have the effect of acute dermal toxicity, acute eye irritation, or skin sensitization. As the result of the study in chronic toxicity, the common effect of chemical appeared in the liver and thyroid which was proven as a toxic effect. Two-generation reproduction toxicity, genotoxicity, and prenatal development toxicity were not proven. As the result of carcinogenic study, increase of thyiroid follicular adenoma in the rat and the frequency of liver hepatocellar adenoma in mice were also increased. However, it was decided that the threshold value on the effect in chemicals could be controlled through study liver enzyme induction. Therefore, the ADI for penthiopyrad is 0.081 mg/kg/ bw/day, based on the NOAEL of 8.10 mg/kg bw/day of twelve-months dogs study and applying an uncertainty factor of 100.

• The Korean Journal of Pesticide Science
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• v.5 no.3
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• pp.18-25
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• 2001

Ethanol extracts from 46 plants were tested for their fungicidal activity against six plant diseases consisting of Maynaporthe grisea, Rhizoctonia solani, Botrytis cinerea, Phytophthora infestans, Puccinia recondita, and Erysiphe graminis in the greenhouse studies. Strong activity at 5 and 10 mg/pot was produced from the extracts of Helianthus annuus flowers and Zea mays leaves against P. grisea. In a test with B. cineara, extracts of H. annuus leaves, H. annuus flowers, Chrysanthmum coronarium var. spatiosum, Cucurbita moschata seeds, Lycopersicon esculentum, Z. mays, and Z. mays leaves had strong activities at 5 mg/pot. In a test with P. recondita, strong activity was obtained from the extracts of Capsicum frutescens, C. moschata seeds, H. annuus seeds, L. esculentum, and Malva veticillata at 5 mg/pot. Against E. graminis, extracts of Cucumis sativus, H. annuus seeds, Salanum tuberosum, Z. mays, and Z. mays leaves produced strong activities at 10 mg/pot. All the extracts were ineffective against P. infestans and R. solani. Among seven extracts tested, the extracts of H. annuus leaves and flowers were highly effective against all the strains of B. cinerea resistant to carbendazim, procymidone, and diethofencarb. Furthermore, potent fungicidal activity was produced from the extracts of C. coronarium var. spatiosum and C. moschata seeds against the SSR, SRR, and RSR strains of B. cinerea, and Z. mays and Z. mays leaves against SSR and RSR. Extract of L. esculentum showed very strong activity only against RRS of B. cinerea.

• The Korean Journal of Pesticide Science
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• v.14 no.3
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• pp.272-279
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• 2010

KNF-1002, a new fungicide candidate, is very effective for protecting crops against plant diseases, but its curative activity against barley powdery mildew is negligible due to its weak penetrability into plant leaf. To select the most efficient activator and, at the same time, spreade-sticker, foliar uptake and deposit of aqueous spray formulations containing non-ionic or anionic surfactants and fatty acid alkyl esters as an adjuvant were assessed by using Congo Red method. In the absence of activator, only 0.1% of the applied active ingredient was absorbed by barley leaves 24 h after spraying with an aqueous acetone containing KNF-1002 100 mg/L. But, non-ionic surfactants (500 mg/L), such as heptaethylene glycol monooctadecenyl ether (OE-7), dodecaethylene glycol monohexadecyl ether (CE-12), so facilitated KNF-1002 uptake that the uptake was increased up to 48.5%. To wheat plant, the addition of surfactants in spray solution of KNF-1002 also increased the foliar uptake and deposition of active ingredient, but its efficiency varied according to the kind of fatty alcohol moiety of polyoxyethylene surfactant. KNF-1002 formulations containing nonaethylene glycol monododecyl ether (LE-9) as an activator and spreader-sticker showed remarkable increases of fungicidal activity against barley powdery mildew.

• Korean Journal of Environmental Agriculture
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• v.25 no.3
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• pp.257-261
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• 2006

Zerovalent iron (ZVI) has been recently used for environmental remediation of soils and groundwaters contaminated by chlorinated organic compounds. As a new approach to improve its reductive activity and stability, zerovalent iron-montmorillonites (ZVI-Mt) complex are synthesized by simple process. Therefore, this study was carried out to elucidate the characteristics of ZVI-Mt complex and to investigate degradation effects of fungicide chlorothalonil. The XRD patterns of ZVI-Mt complex showed distinctive peaks of ZVI and montmorillonite. In ZVI-Mt complex, the oval particles of ZVI were partly surrounded by montmorillonite layers that could prevent ZVI surface oxidation by air. The degradation ratio of chlorothalonil after 60 min exhibited 71% by ZVI and 100% by ZVI-Mt complex. ZVI-Mt21 complex exhibited much higher and faster degradation ratio of chlorothalonil compare to that of ZVI or ZVI-Mt11 complex. Also, degradation rate of chlorothalonil was increased with increasing ZVI or ZVI-Mt complex content and with decreasing initial solution pH.

• The Korean Journal of Pesticide Science
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• v.13 no.2
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• pp.63-69
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• 2009

New morpholinylcarbonylmethyl-2-phenylimino-1,3-thiazolines 2(X=O) and piperidinylcarbonylmethyl-2-phenylimino-1,3-thiazolines 3(X=C) to which morpholinyl or piperidinyl functional group were introduced at C-4 side chain of the 2-phenylimino-1,3-thiazoline scaffold were synthesized to investigate the effect of NH hydrogen of 2-phenylimino-1,3-thiazoline-4-acetanilide derivatives on the antifungal property against rice blast. Synthesized 30 compounds were screened against 6 kinds of typical plant fungi. Treatment of ketene dimer with chlorine followed by the reaction of morphorine or piperidine without isolation of the intermediate acetoacetylchloride gave $\gamma$-chloro-$\beta$-keto derivatives. These were reacted with thioureas to give morpholinylcarbonylmethyl-2-phenylimino-1,3-thiazolines and piperidinylcarbonylmethyl-2-phenylimino-1,3-thiazolines respectively in good yield (27-98%). The compound 3j, in which two fluorine atoms are substituted at ortho and para position of phenyl group of 2-phenylimino moiety and piperidinyl group is substituted at C-4, showed the highest antifungal activity (100 ppm, 90%). This result suggested that the substituent at C-4 of the 2-phenylimino-1,3-thiazolines may play a supplementary role to show the antifungal activity against rice blast.

• Korean Journal of Environmental Agriculture
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• v.22 no.4
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• pp.284-289
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• 2003

Titanium mesoporous materials have received increasing attention as a new photocatalyst in the field for photocatalytic degradation of organic compounds. The photocatalytic degradation of chlorothalonil by mesoporous titanium oxo-phoswhate (Ti-MCM) was investigated in aqueous suspension for comparison with $TiO_2$, (Degussa, P25) using as an effective photocatalyst of organic pollutants. Mesoporous form of titanium Phosphate has been prepared by reaction of sulfuric acid and titanium isopropoxide in the presence or n-hexadecyltrimethylammonium bromide. The XRD patterns of Ti-MCM are hexagonal phases with d-spacings of 4.1 nm. Its adsorption isotherm for chlorothalonil reached at reaction equilibrium within 60 min under dark condition with 28% degradation efficiency. The degradation ratio of chlorothalonil after 9 hours under the UV radiation condition (254 nm) exhibited 100% by Ti-MCM and 88% by $TiO_2$. However, these degradation kinetics in static state showed a slow tendency compared to that of stirred state because of a low contact between titanium matrices and chlorothalonil. Also, degradation efficiency of chlorothalonil was increased with decreasing initial concentration and with increasing pH of solution. As results of this study, it was clear that mesoporous titanium oxo-phosphate with high surface area and crystallinity could be used to photo- catalytic degradation of various organic pollutants.