• Title/Summary/Keyword: Herbicidal Activity

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Synthesis, Characterization and Biological Activities of Novel (E)-3-(1-(Alkyloxyamino)ethylidene)-1-alkylpyrrolidine-2,4-dione Derivatives

  • Zhu, Zhao-Yong;Shi, Qing-Ming;Han, Bao-Feng;Wang, Xian-Feng;Qiang, Sheng;Yang, Chun-Long
    • Bulletin of the Korean Chemical Society
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    • v.31 no.9
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    • pp.2467-2472
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    • 2010
  • Twenty novel tetramic acid derivatives (E)-3-(1-(alkyloxyamino)ethylidene)-1-alkylpyrrolidine-2,4-diones were synthesized by the reaction of 3-(1-hydroxyethylidene)pyrrolidine-2,4-diones with O-alkyl hydroxylamines. The title compounds were confirmed by IR, $^1H$ NMR, MS and elemental analysis. The structure of compound 6r was further verified by X-ray diffraction crystallography. The bioassays showed that most of the title compounds exhibited noticeable herbicidal and fungicidal activities.

Phytotoxic Effect of Xanthium occidentale Leaf Extract on Seed Germination and Early Seedling Growth of Alfalfa and Barnyard Grass

  • Chon, Sang-Uk
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.49 no.1
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    • pp.30-35
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    • 2004
  • Compositae plants are known to contain biologically active substances that are allelopathic to agricultural crops as well as weed species. Aqueous extracts from leaves of Xanthium occidentale were assayed against alfalfa (Medicago sativa) to determine their allelopathic effects, and the result showed that the extracts applied onto filter paper significantly inhibited seed germination as well as root growth of alfalfa. Untreated seeds germinated in 60h, but extract concentrations greater than 30g $\textrm{L}^{-1}$ delayed seed germination. The extracts significantly inhibited seed germination of alfalfa, and $\beta$-amylase activity of alfalfa and barley seeds during 24-36 hours after treatment. Aqueous extracts of 40 g $\textrm{L}^{-1}$ from X. occidentale were completely inhibited the hypocotyl and root growth of alfalfa. Aqueous leaf extracts showed the highest inhibitory effect and followed by root and stem extracts. Early seedling growth of both alfalfa and barnyard grass (Echinochloa crus-galli) was significantly reduced by methanol extracts. By means of high-performance liquid chromatography, chlorogenic acid and trans-cinnamic acid were quantified as the highest amounts from water and EtOAc fractions, respectively. BuOH and EtOAc fractions of X. occidentale reduced alfalfa root growth more than did hexane and water fractions. The findings of the bioassays for aqueous or methanol extracts reflected that the inhibitory effect of extract was closely related to the level of responsible allelochemicals found in plant extracts.

The Search for Naturally Occurring Herbicidal Compounds - II. Isolation of Pinoresinol from Rhathiolepis ovata Briat and Its Biological Activity (천연에서부터 제초활성물질의 탐색 - 제2보 둥근잎가정큰나무(Rhathiolepis ovata Briat)로 부터 Pinoresinal의 단리 및 생물활성)

  • Ahn, J.W.;Choi, J.S.;Cho, K.Y.
    • Korean Journal of Weed Science
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    • v.9 no.1
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    • pp.76-79
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    • 1989
  • As a result of screening search for biologically active substances to weed seeds among higher plants, MeOH extract from Rhathiolepis ovata Briat was found to inhibit germination of test weeds considerably. In the course of purifying the active substances, pinoresinol which showed very similar behavior with the active fraction on various chromatographies, was isolated from the same source, spectrally identified and bioassayed. Pinoresinol exhibited germination inhibitory activity against the common purslane (Portulaca oleracea L.) only ; the inhibitory effect was about 55% at concentration of 5 mg/ml.

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Phytotoxic Effect of Lettuce (Lactuca sativa L.) Leaf Extract on Seedling Growth of Crops and Weeds

  • Chon, Sang-Uk;Choi, Seong-Kyu
    • Plant Resources
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    • v.7 no.1
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    • pp.69-76
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    • 2004
  • Lettuce (Lactuca sativa L.) is known to contain water-soluble substances that are biologically active. Aqueous or methanol extracts and residues from leaves of lettuce plants were assayed to determine their allelopathic effects, and the causative allelochemicals from fractions were quantified by means of HPLC analysis and bioassayed. Extracts from oven-dried leaf samples were more phytotoxic than those from freeze-dried samples. Leaf extracts of 40 g L$^{-1}$ were completely inhibitory on root growth of alfalfa (Medicago sativa L.), while root growths of barley (Hordeum vulgare L.) and soybean (Glycine max L.) were less sensitive. Early seedling growth of both alfalfa and barnyard grass (Echinochloa crus-galli) was significantly reduced by methanol leaf extracts. The major allelopathic substances analyzed by HPLC were coumarin, trans-cinnamic acid, o-coumaric acid, p-coumaric acid and chlorogenic acid. Of them p-coumaric acid was found as the greatest amount (8.9 mg 100 g$^{-1}$ ) in the EtOAc fraction; only coumarin was found in all the fractions. Hexane and EtOAc fractions of L. sativa reduced alfalfa root growth more than did BuOH and water fractions. These results suggest that lettuce had potent herbicidal activity, and that its activity differed depending on type and amount of causative compounds by fraction.

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Isolation of a New Herbicidal Compound Angelicin from Curly Dock (Rumex crispus L.) (소리쟁이(Rumex crispus L.)로부터 신규 살초활성물질 Angelicin의 분리)

  • Cho, Nam-Kyu;Lee, Sa-Eun;Choi, Jung-Sup;Hwang, Ki-Hwan;Koo, Suk-Jin;Wang, Hai-Ying;Kim, Song-Mun
    • Korean Journal of Weed Science
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    • v.30 no.3
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    • pp.183-190
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    • 2010
  • The objective of this study was to isolate a herbicidally active compound from curly dock (Rumex crispus), a native weed in Korea and to identify its' chemistry. The $GR_{50}$ value of methanol extracts which is determined by a seed bioassay using rapeseed (Brassica napus) seedlings was $935\;{\mu}g\;g^{-1}$. Activity-directed isolation of ethylacetate extract led to the isolation of ECDA fraction with $GR_{50}$ value $53\;{\mu}g\;g^{-1}$. Based on data of GC-MS, $^1H$-NMR and $^{13}C$-NMR, the chemical structure of ECDA was determined as 2H-furo[2,3-H]-[1]-benzopyran-2-one which is known as angelicin. The $GR_{50}$ values of angelicin to barnyardgrass (Echinochloa crus-galli), southern crabgrass (Digitaria ciliaris), and indian jointvetch (Aeschynomene indica) were 426, 66 and $216\;{\mu}g\;g^{-1}$, respectively. Our results suggest that angelicin could be used as a lead compound for the development of new herbicides.

Establishment of Herbicide Screening Methods for Reed (Phragmites communis Trin.) Control - II. Tetrapion Effect (갈대(Reed, Phragmites communis Trin.)의 방제를 위한 제초제 스크리닝방법의 확립 - II. Tetrapion 의 효과)

  • Hwang, I.T.;Choi, J.S.;Lee, H.J.;Kim, K.J.;Cho, K.Y.
    • Korean Journal of Weed Science
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    • v.16 no.1
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    • pp.28-35
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    • 1996
  • Tetrapion(2,2,3,3-tetrafluoropropionate sodium) has commonly been used for reed(Phragmites communis Trin.) control in uncultivated areas, especially in Japan. As an attempt to establish the screening system for selective herbicide controlling reed, tetrapion was tested as a standard herbicide to various weeds and crops including rice in a greenhouse. Symptoms of yellowing, twisting, stunting, and necrosis were observed in the herbicide-treated plants. The herbicide caused a severe damage on all crops examined, except cotton. Both direct seeded and transplanted rice were also sensitive to the herbicide. Its herbicidal activity was generally higher on grass weeds than on broadleaf weeds. It had a higher herbicidal activity with preemergence treatment than with postemergence treatment. In addition, field and greenhouse experiments were conducted to examine the effect of the herbicide on reed control. Its effect varied with the soil type of the treated field and the growth stage of reed. A relatively high dosage of the herbicide was required to control reed. It had an almost same effect on fairygrass(Miscanthus sinensis Anderss) as on reed. However, reed grown in a greenhouse was effectively controlled by the herbicide, having more effect with preemergence treatment than with postemergence treatment as observed in other plants treated with the herbicide. In conclusion, tetrapion has a great potential as a standard herbicide during the herbicide screening for selective reed control.

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Screening of Biologically Active Compounds from Weeds I (잡초(雜草)에 함유(含有)된 생리활성물질(生理活性物質) 탐색(探索) I)

  • Kim, C.J.;Kang, B.H.;Lee, I.K.;Ryoo, I.J.;Park, D.J.;Lee, K.H.;Lee, H.S.;Yoo, I.D.
    • Korean Journal of Weed Science
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    • v.14 no.1
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    • pp.16-22
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    • 1994
  • Ninty three species of domestic weeds were collected and screened for antimicrobial, antitumor, antioxidant and herbicidal activities. Among them, few showed antifungal activities. Cuscuta japonica showed inhibitory activity against Alternaria mali, Ambrosia artemisiifolia and Geranium sibiricum against Phytophthora capsici, Aster yomema and Aster pilosus against Phytophthora parasitica. Ambrosia artemisiifolia, Artemisia princeps, Artemisia capillaris, Ludwigia prostrata, Chrysanthemum zawadskii, Bidens frondosa, and Geranium sibiricum showed broad antibacterial activities. Carex chordorhiza, Artemisia capillaris, Persicaria nodosa, Senecio koreanus, Pariicum bisulcatum, Geranium sibiricum showed antiblebbing activity on human chronic leukemia K562 cell, among them, Persicaria nodosa was the strongist. Angelica decursiva, Equisetum arvense, Cimicifuga heracleifolia, Persicaria nodosa, Geranium sibiricum, Oenothera odorata, Cyperus sanguinolentus showed antioxidant activities. Ludwigia prostrata and Peucedanum terebinthaceum showed strong herbicidal activities.

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Herbicidal efficacy of flucetosulfuron+pyrazosulfuron-ethyl in controlling perennial sedges and sulfonylurea resistant weeds (Flucetosulfuron+pyrazosulfuron-ethyl 합제의 다년생 사초과 및 sulfonylurea계 저항성 잡초 방제효과)

  • Hwang, Ki-Hwan;Kim, Do-Soon;Lee, Jong-Nam;Koo, Suk-Jin
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.320-328
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    • 2006
  • This study was conducted to evaluate the herbicidal efficacy of flucetosulfuron+pyrazosulfuron-ethyl against Eleocharis kuroguwai and Scirpus planiculmis and to investigate tank-mix of flucetosulfuron + pyrazosulfuron-ethyl with bentazone and 2,4-D to control sulfonylurea resistant Monochoria vaginalis and Scirpus juncoides. In controlling E. kuroguwai, flucetosulfuron + pyrazosulfuron-ethyl showed 75% control, lower than that (95%) of bentazone + MCPA, at 29 DAA (days after application), while at 60 DAA it showed 90%, greater than that of (78%) of bentazone + MCPA, with greater control than penoxsulam at all times. In case of Scirpus planiculmis control, flucetosulfuron + pyrazosulfuron-ethyl showed lower activity than bentazone + MCPA but greater than penoxsulam. Flucetosulfuron + pyrazosulfuron-ethyl showed consistently high activities against Echinochloa crus-galli and E. kuroguwai regardless of soil flooding condition, while penoxsulam and bentazone + cyhalofop showed significantly lower activity in 5 cm flooding condition than 0 cm flooding condition. Flucetosulfuron + pyrazosulfuron-ethyl did not control sulfonylurea resistant Monochoria vaginalis and Scirpus juncoides, while its tank-mix with bentazone or 2,4-D at 2/3 or 1/2-folds of their recommended rates, respectively, provided > 90% control.

Screening of Biologically Active Compounds from various weeds (다양한 잡초로부터 생리활성물질의 탐색)

  • Kang, Byeong-Hoa;Ryoo, In-Ja;Park, Dong-Jin;Lee, Hyun-Sun;Kim, Young-Ho;Yoo, Ick-Dong;Kim, Chang-Jin
    • Applied Biological Chemistry
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    • v.39 no.5
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    • pp.409-413
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    • 1996
  • To search for bioactive compounds from plant resources, 80% methanol extracts of 46 species of weeds were screened for their activities of antimicrobial, antioxidative, antiblebing, antitumor and herbicidal. Among extracts tested, some showed activities at the concentration of $50\;to\;100\;{\mu}g/ml$. Phryma leptostachya var. asiatica, Aster ageratoides, Centipeda minima, Cirsium pendulum, Lythrum anceps showed antibacterial activity. Penthorum chinense, Lindernia procumbens, Aster ageratoides, Dianthus superbus var. longicalycinus showed antiblebing activity. Phyma leptostachya var. asiatica, Juncus effusus var. decipiens, Lindernia procumbens, Aster ageratoides, Dianthus superbus var. longicalycinus, Viscum album var. coloratum showed antitumor activity. Juncus effusus var. decipiens, Hypericum ascyron, Juncus papillosus, Inula britannicar var. chinensis, Scirpus wichurae, Hypericum laxum showed antioxidant activity.

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The Influence of Adjuvants on Herbicide Activity of Streptomyces scopuliridis KR-001 (토양 방선균 Streptomyces scopuliridis KR-001 균주 배양액의 살초활성을 증가시키는 Adjuvant 탐색)

  • Kim, Jae Deok;Sin, Hoon Tak;Kim, Young Sook;Ko, Young Kwan;Cho, Nam Kyu;Hwang, Ki Hwan;Koo, Suk Jin;Choi, Jung Sup;Park, Kee Woong
    • Weed & Turfgrass Science
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    • v.4 no.4
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    • pp.288-294
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    • 2015
  • This study was conducted to investigate efficient adjuvants to increase herbicidal efficacy of metabolites from Streptpmyces scopuliridis KR-001. Commonly used 21 adjuvants mixed with the metabolites were applied to eight weed species (six grass weeds and two broadleaved weeds). Based on the visual evaluation, two adjuvants, LE7 (Polyoxyethylene lauryl ether) and EP4C (Sodium bis (2-ethylhexyl) sulfosuccinate), were selected as most efficient adjuvants to elevate herbicidal efficacy of the metabolites. Higher efficacy in the LE7 and EP4C was obtained when overall spray volume was $2,000L\;ha^{-1}(65{\mu}g\;a.i.\;ml^{-1})$ than $1,000L\;ha^{-1}(130{\mu}g\;a.i.\;ml^{-1})$. Field study demonstrated that $1,300{\mu}g\;ml^{-1}$ of metabolites from KR-001 applied with EP4C at concentration of $2{\mu}g\;ml^{-1}$ provided a highly effective post-emergence weed control which was almost equivalent to the glufosinate-ammonium at $540g\;a.i.\;ha^{-1}$. On the basis of these results, combination and multiple application methods could be developed to enhance herbicidal efficacy of metabolites from KR-001.