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Synthesis and herbicidal activities of 3,4,5,6-tetrahydrophthalimides substituted with pyrimidines (피리미딘이 치환된 3,4,5,6-tetrahydrophthalimide 유도체의 합성과 제초활성)

  • Ryu, Jae-Wook;Lee, Min-Ju;Chung, Kun-Hoe;Ko, Young-Kwan;Woo, Jae-Chun;Koo, Dong-Wan;Kim, Tae-Joon;Cho, Jung-Sub;Kim, Dae-Whang
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.262-265
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    • 2006
  • A series of N-[4-chloro-2-fluoro-5-(2-(substituted)pyrimidinyloxy)phenyl]-3,4,5,6-tetrahydrophthalimides was synthesized, and the herbicidal activities of those derivatives were evaluated through pre- and post-emergence application under upland conditions in a greenhouse. The results showed that most compounds resulted in stronger herbicidal activities on broadleaf weeds than on grass weeds. The N-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-3,4,5,6-tetrahydrophthalimide showed the best weed control efficacy and marginal corn safety at a rate of 60 g/ha through pre-emergence application.

Effect of Different Herbicides on Initial Rice and Weedy Rice Seedling Growth under Iron-coated Seeds in Flooded Direct Seeding (담수직파 파종 전 제초제 처리에 따른 철분코팅종자와 잡초성 벼의 출아, 입모 및 초기생육 영향)

  • Park, Kwang Ho
    • Journal of Practical Agriculture & Fisheries Research
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    • v.18 no.1
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    • pp.93-100
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    • 2016
  • This research was conducted to determine a pre-germinated herbicides with iron-coated seeds in water and wet hill seeded rice. Days of rice seedling emergence was the faster germination at the application of benzobicyclon > oxadiazon > thiobencarb > butachlor and the sealed iron-coated seeds with pre-germinated seeds> pre-germinated seeds> iron-coated seeds with pre-soaking. The seedling establishment was relatively high in untreated control and benzobicyclon among seed treatments by 63.7% and 75.7%. There was 100% seeds killed of pre-germinated seeds in terms of herbicide phytotoxicity and sealed iron-coated seeds with pre-germinated seeds in butachlor but benzobicyclon was of safe with 2% rice seeds killed. Infant rice seedling height was of 9.2-12.9cm in benzobicyclon and 11.9-16.3cm in untreated control and thus there was relatively normal development and growth at the initial rice seedling.

Development of Selective Heribicide for Control of Weeds in Turf (잔디밭 잡초방제(雜草防除)를 위한 선택성(選擇性) 제초제(除草劑)의 개발(開發)에 관한 연구(硏究))

  • Han, Seong-Soo
    • Korean Journal of Weed Science
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    • v.7 no.2
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    • pp.186-199
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    • 1987
  • This study was carried out to investigate the growth of Korean lawn grass (Zoysia japonica Steud.), penncross bentgrass (Agrostis palustris Huda) and seaside bentgrass (Agrostis spp.) under application of 21 pre- and post-emergence herbicides and the weeding effect of 14 annual and 4 perennial weeds with them for the purpose of the systematic chemical weed control in turf. The results obtained were as follows; 1. Napropamide, napropamide + triclopyr and benefin were safe for Korean lawn grass and two kinds of bentgrasses when they were treated at 4 and 25 days after transplanting of turfgrasses. Simazine, lenacil and bentazon inhibited the growth of bentgrasses, but not Korean lawn grass. 2. The preemergence application of simazine, benefin and napropamide + simazine showed excellent control for Digitaria sanguinalis, Cyperus amuricus, Chenopodium album, Portulaca oleracea and Centipeda minima. Lenacil was excellent for control of all the tested weeds except Chenopodium album, napropamide excellent for them except Cyperus amuricus and Portulaca oleraces, and bentazon good for them except Digitaria sanguinalis. When simazine was treated with either napropamide or triclopyr at preemergence of weeds, weeding effect increased without inhibition of lawn growth. 3. The postemergence application of mecoprop, bentazon, benefin + dicamba and benefin + mecoprop was safe to bentgrasses. All the tested postemergence herbicides except simazine + atrazine did not inhibit the growth of Korean lawn grass. 4. Other postemergence herbicides mecoprop and triclopyr were excellent for the control of Echinochloa crusgalli and those except benefin and mecoprop excellent for Kummerovia striata. Digitaria sanguinalis was controlled by treating with all the tested post emergence herbicides and Cyperus amuricus controlled only by bentazon. 5. The growth rates of bentgrasses treated with simazine, lenacil and napropamide + simazine were lower than that of hand-weeded check, and those of benefin, bentazon, napropamide, napropamide + triclopyr, stomp, bensulide and triclopyr were higher than that one when applied at spring season. Korean lawn grass growth appeared to be good under application of all the tested preemergence herbicides at spring. Lanacil and bentazone showed poor control of Echinochloa crusgalli, and bensulide showed poor control of Erigeron canadensis. Also, napropamide and bentazon were not good for Kummerovia striata control. However, at the respective rates of all the tested herbicides, these three weeds were greatly controlled by 85-100% of weeding effect. 6. At the application of autumn season, bentazon, napropamide, pendimethalin, benefin, napropamide + triclopyr, bensulide and triclopyr seemed to be safe against three kinds of turfgrasses. But simazine, napropamide + simazine inhibited the growth of bentgrasses except Korean lawn grass. In terms of weed control performance, triclopyr was poor for controlling Echinochloa crusgalli and bentazon and stomp for Poa annua, napropamide, benefin and bensulide for Stellaria medico. Stellaria uliginosa and Cerastium caespitosum were well controlled by all the tested preemergence herbicides. 7. Korean lawn grass was safe when paraquat and glyphosate were treated at the dormanant season of turfgrass. These herbicides showed excellent controll of Poa annua but poor control of perennials in order of Trifolium repens < Miscanthus sinensis < Calystegia japonica < Artemisia asiatica. 8. In field test, all of 19 herbicides seemed to be safe when treated at Korean lawn grass. All of 10 preemergence herbicides were excellent for controlling annual weeds, but poor for perennial ones. All of 9 postemergence herbicides showed a excellent control for broad-leaf weeds.

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Residual Activity and Effect of Soil Applied Herbicides on Succeeding Crops in Vegetable Field - 2. Residual Activity and Effect of Applied Herbicides on Succeeding Crops in Summer Crops - (주요(主要) 채소용(菜蔬用) 제초제(除草劑)의 토양중(土壤中)에서의 잔효(殘效)와 후작물(後作物)에 미치는 영향(影響) - 제(第)2보(報) 춘하작물(春夏作物)에 처리(處理)한 제초제(除草劑)의 잔효(殘效)와 후작물(後作物)에의 영향(影響) -)

  • Ryang, H.S.;Moon, Y.H.;Choi, E.S.;Jang, M.S.;Lee, J.H.
    • Korean Journal of Weed Science
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    • v.11 no.1
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    • pp.50-59
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    • 1991
  • Residual period and carry-over effect of some herbicides were determined using a bioassay method in six summer crops(potato, carrot, corn, water melon, soybean, and sesame). The effects were measured at regular time intervals after applying different rates of the herbicides. There were no great differences in residual period and carry-over injury between the soils and kinds of crops used. However, the residual period varied with the herbicides studied and the carry-over injury was dependent upon season and rate of the herbicide application, sampling depth of soil, and kind and seeding date of the test plant. When the residual herbicides were applied, the carry-over injury could be minimized by selecting tolernet crops, delaying seeding of the crops after application of the herbicides, and regulating the cultivation depth. Herbicides which showed no residual effect by the end of the cropping period(100-120 days for summer crops) and no carry-over effect were alachlor, trifluralin, ethalfluralin, metribuzin, and prometryn. When pendimethalin, metolachlor, linuron, methabenzthiazuron, and simazine were applied at the recommended rate or less, there was no carry -over injury at harvesting time. With doubling the recommended rate, however, the carry-over effect was found in sensitive crops. Napropamide applied at the rate of 300 g a.i./10 a brought about carry-over injury for Italian ryegrass and barley at 140 days in summer crops, whereas the injury was not found in Cruciferae (radish, Chinese cabbage). Nitralin applied at the rate of 150-300 g a.i./10a caused the carry-over injury for Italian ryegrass and barley at 140 days in summer crops. However, there was no injury for Cruciferae.

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파종량과 제초제 처리가 수단그라스계 잡종의 수량과 잡초억제에 미치는 영향 ( Effect of Seeding Rate and Herbicides on the Yield and Weed Control of Sorghum-Sudangrass Hybrid ( Sorghum bicolr ( L. ) Moench ) )

  • 임상훈;김동암
    • Journal of The Korean Society of Grassland and Forage Science
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    • v.4 no.1
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    • pp.62-69
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    • 1983
  • This experiment was carried out to find the effect of seeding rates and herbicides on the weed control, yield and crude protein of sorghum-sudangrass hybrid (Sorghum bicolor (L.) Moench). The variety used in the present study was Pioneer 988. Two different seeding rates were 25 kg/ha and 50 kg/ha and five weed control treatments were weedy check, hand weeded check, alachlor, alachlor+simazine, and simazine of preemergence application. The results of this study are summarized as follows: 1. Forage yield was not influenced by seeding rates. There was no significant difference between forage yield from 25 kg/ha and from 50 kg/ha of seeding rates. But weedy plots showed higher yield from the high seeding rate. Alachlor+simazine treatment showed the greatest yield among the weed control treatments. But there was no difference among the hand weeded treatment, simazine treatment, and alachlor+simazine treatment. 2. Seeding rates did not affect weed yield, but weedy plots showed the tendancy toward higher weed yield from the low seeding rate. Alachlor+simazing preemergence application showed the most effective weed control. But there was no significant difference in weed yield among the treatments of the hand weeded, alachlor+simazine and simazine. The weed yield in alachlor treatment was significantly higher than other three treatments. 3. The height of plant was shortest on the weedy plots and the longest height was obtained from the alachlor+simazine application. But in the first harvest the height was reduced by herbicides. Seeding rates did not affect the plant height. But the height was slightly taller under the low seeding rate than under the high seeding rate. 4. The percent crude protein of the forage did not affected by two seeding rates. Simazine treatments increased the percent crude protein and total crude protein yield. Simazine and alachlor+simazine application showed the significantly higher percent crude protein than hand weeded and alachlor treatments. Simazine increased the percent crude protein without reduction of forage yield. 5. Whereas the number of original stand was greater in the high seeding rate, the number of tillers per stand was higher in the low seeding rate. Weed reduced the number of stands and tillers. There was no significant indifference among the weed control treatments. It is concluded from above results that when sorghum-sudangrass hybrids are broadcasted for forage, 25 kg/ha rate of seeding is appropriate and alachlor+simazine treatment is most effective on weed control, maximum forage yield, and high percent crude protein.

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Effects of Weed Removal Time on Growth and Yield of Maize (잡초제거(雜草除去) 시기(時期)가 옥수수의 생육(生育) 및 수량(收量)에 미치는 영향(影響))

  • Kang, Y.K.;Park, K.Y.;Jong, S.K.;Park, S.U.;Moon, H.G.
    • Korean Journal of Weed Science
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    • v.5 no.1
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    • pp.50-55
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    • 1985
  • Effects of weed removal time on maize growth and yield were evaluated in the fields dominated with Poligonum spp., Chenopodium album, Echinochloa crusgalli and Digitaria adsendens from 1982 to 1983 in Suweon. Weed removal treatments were as follows: (a) kept weedfree all season, (b) weeded at 10 day intervals after maize emergence but stopped weeding at 3,5,7,9 leaf stages, (c) weeds initially removed at 3,5,7 and 9 leaf stages and the plots then kept weed free, (d) weeds left all season. Maize kept weed free from maize emergence to 7 leaf stages showed no grain yield reduction due to competition from weeds emerging later, but weeding from emergence to 3 and 5 leaf stages reduced grain yield 46 and 44%, respectively, in 1982 and 29 and 18%, respectively, in 1983. Weeding at 3 leaf stage and thereafter did not influence grain yield but initial weedings at 5, 7 and 9 leaf stages reduced grain yield 10, 36, and 67%, respectively, in 1982 and 14,18, and 21%, respectively, in 1983. Responses of maize to weeding time in the dry matter yields were same as in the grain yields.

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Synthesis and Herbicidal Activity of 2-(1-anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones (2-(1-Anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones의 합성과 제초활성)

  • Ha, Hyun-Joon
    • Applied Biological Chemistry
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    • v.37 no.6
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    • pp.522-525
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    • 1994
  • Fourteen 2-(1-anilinobutylidene)-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-ones were prepared by condensation of 2-butanoyl-5,5-dimethyl-3-hydroxy-2-cyclohexen-1-one with various substituted anilines in good yield. These were tested for herbicidal activity against six different submerged paddy weed species. Most compounds showed significant activity against Echinochloa crus-galli and Sagittaria pygmaea with excellent tolerance to rice.

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Residual Activity and Effect of Soil Applied Herbicides on Succeeding Crops in Vegetable Field - 1. Residual Activity and Effect of Applied Herbicides on Succeeding Crops in Winter Crops - (주요(主要) 채소용(菜蔬用) 제초제(除草劑)의 토양중(土壤中)에서의 잔효(殘效)와 후작물(後作物)에 미치는 영향(影響) - 제(第)1보(報) 월동작물(越冬作物)에 처리(處理)한 제초제(除草劑)의 잔효(殘效)와 후작물(後作物)에의 영향(影響) -)

  • Ryang, H.S.;Moon, Y.H.;Choi, E.S.;Jang, M.S.;Lee, J.H.
    • Korean Journal of Weed Science
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    • v.11 no.1
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    • pp.32-49
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    • 1991
  • Residual period and carry-over effect of some herbicides were determined using a bioassay method in five winter crops (chinese cabbage, radish, spinach, onion and garlic). The effects were measured at regular time intervals after applling different rates of the herbicides. There were no great differences in residual period and carry-over injury between the soils and kinds of crops used. However, the residual period varied with the herbicides studied and the carry-over injury was rate of the herbicide application, sampling depth of soil, and kind and seeding date of the test plant. When the residual herbicides were applied, the carry-over injury could be minimized by selecting tolerant crops, delaying seeding of the crops after application of the herbicides, and regulating the cultivation depth. Herbicides which showed no residual effect by the end of the cropping period (200-240 days for winter crops) and no carry-over effect were alachlor, trifluralin, ethalfluralin and prometryn. When pendimethalin, metolachlor, linuron and methabenthiazuron were applied at the recommended rate or less, there was no carry-over injury at harvesting time. With doubling the recommended rate, however, the carry-over effect was found in sensitive crops. Napropamide applied in winter crops at rate of 150-300g a.i./10a brought about carry-over injury for such Gramineae as Italian ryegrass, direct-seeded rice and barley, whereas the injury was not found in lowland-transplanted rice, Cruciferae, Cucurbitaceae and Solanaceae. Long residual herbicide nitralin applied at the rate of 75g a.i./10a caused the carry-over injury for Italian ryegrass, direct-seeded rice, baley and lowland-transplanted rice at 275 days in winter crops. In addition, a slight injury occurred in sesame, perilla and spinach, However, there was no injury for Cruciferae, Cucurbitaceae and Solanaceae.

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Phytotoxicity of Endophytic Fungi and Characterization of a Phytotoxin Isolated from Gliocladium catenulatum from Pinus densiflora (식물내생곰팡이의 제초활성 검정 및 소나무에서 분리한 Gliocladium catenulatum이 생산하는 제초활성 물질의 특성 규명)

  • Choi, Gyung-Ja;Park, Joong-Hyeop;Kim, Heung-Tae;Lee, Seon-Woo;Choi, Jung-Sup;Hong, Kyung-Sik;Cho, Kwang-Yun;Kim, Jin-Cheol
    • The Korean Journal of Mycology
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    • v.32 no.1
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    • pp.8-15
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    • 2004
  • This study was conducted to discover new phytotoxins which may be used as lead molecules for the development of new herbicides. A total of 187 endophytic fungi were isolated from 11 plant species, which were collected from 8 locations in Korea. Their herbicidal activities were screened in vivo by herbicidal and duckweed bioassays after they were cultured in potato dextrose broth and rice solid media. Both fermentation broth and solid culture extract of Gliocladium catenulatum F0006 isolated from red pine (Pinus densiflora) showed 70% herbicidal activity only against cocklebur (Xanthium strumarium) out of the 10 weeds tested. Solid culture extract of F0034 isolated from arrowroot (Pueraria thunbergiana) exhibited 20 to 100% herbicidal activities against all of the weeds. Especially, shattercane (Sorghum bicolor), barnyardgrass (Echinochloa crus-galli), large crabgrass (Digitaria sanguinalis), and fall pauicum (Panicum dichtomiflorum) were sensitive to the solid culture extract of F0034. In addition, solid culture extract of F0043 isolated from red pine displayed 20% to 70% herbicidal activities only against 5 grass species, but not against 5 broad-leaf plant species. On the other hand, as the results of duckweed assay, 8 fermentation broths showed 100% growth inhibitory activity at concentrations less than 5.0% of culture supernatants and 12 solid cultures had a potent inhibitory activity against duckweed growth. A toxic metabolite was purified from the solid cultures of G. catenulatum F0006 by repeated column chromatography and bioassay. It caused a phytotoxic syndrome only on cocklebur out of the 10 weeds tested; it completely killed cocklebur seedlings at $500\;{\mu}g/ml$ and showed 85% herbicidal activity against cocklebur at $100\;{\mu}g/ml$. The molecular weight of the toxic metabolite is 238 daltons and its structure determination is underway.

Effects of Herbicides on the Growth, Nodulation and VA Mycorrhizal Infection in Soybean (Glycine max) (제초제(除草劑) 처리(處理)가 콩 생육(生育) 및 근류균(根瘤菌) 착생(着生)과 VA 균근균(菌根菌) 감염(感染)에 미치는 영향(影響))

  • Yoon, C.S.;Huh, S.M.;Shon, B.K.
    • Korean Journal of Weed Science
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    • v.12 no.1
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    • pp.16-30
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    • 1992
  • A field experiment was done to evaluate the growth response, rhizobia nodulation and vesicular-arbuscular mycorrhizal fungi (VAMF) infection of soybean treated with the different concentration of three-herbicides, alachlor, simazine, linuron. The results obtained were summarized as follows ; Emergence rate of soybean was non-significantly decreased by increasing the herbicide concentration. In simazine treatment, low emergence rate showed even in recommended concentration, especially the lowest emergence rate in treble concentration of recommended dose was about 50%. The plant length of soybean lowered by increasing the herbicide concentration, but there were almost no differences in recommended dose. Particularly that in a high concentration of herbicides at three weeks after treatment(WAT) was decreased remarkably. In the plant diameter of soybean shoot, no differences in the recommended concentration of alachlor and linuron at 2 WAT, but those of recommended dose was decreased with the lapse of time, and the lowest treatment was simazine-treated plot. Leaf area and fresh weight of soybean tended to decrease over the control even in recommended concentration and it was decreased with the increment of the herbicide dose. Yield component, fresh weight of rhizobia nodule and chlorophyll content of soybean leaves were reduced with the increment of herbicide dose, espicially remarkable tendency was revealed in simazine-treated plot. Seasonal infection rate of VAM showed a slight decrease by increasing of herbicide dose, and the lowest infection was simazine treatment. Significant correlation was realized among the reduction of rhizobia nodulation, VAM colonization and the agronomic characters of soybean and it was considered that the reduction of rhizobia nodulation and VAM colonization by misapplication of the herbicides might be a causal factor for decrease in soybean yield.

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