• Korean Journal of Agricultural Science
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• v.48 no.2
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• pp.343-351
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• 2021

Screening was conducted using 200 kinds of plant extracts to explore herbicide-activated components of plant origin. We separated and purified active substances and elucidated chemical structures using Ligularia stenocephala M., which has strong activity and has not yet been studied. When the solvent fractions of the leaves of Ligularia stenocephala M. were tested for their herbicidal activity, ethyl acetate and chloroform layer showed an inhibition rate of 95.2% and 94.1%, respectively. In particular, the chloroform layer exerted more than 50% herbicidal activity at 10 ppm. From the chloroform layer with the highest herbicidal activity, we isolated three herbicidal active compounds using stepwise chromatography, specifically silica gel or octadecyl silica (ODS) column chromatography, Sep-pak cartridges, and high performance liquid chromatography (HPLC). Based on the analysis of the active compounds using electron ionization mass spectroscopy (EI-MS), ¹H-NMR, and ¹³C-NMR, we identified the active compounds as euparin, 5,6-dimethoxy-2-isopropenylbenzofuran, and liguhodgsonal. When the herbicidal activity of the identified compounds was tested, euparin showed selective herbicidal activity for lettuce at 10^-3 M, and both liguhogsonal and 5,6-dimethoxy-2-isoprophenylbenzofuran exerted selective activity for rice and Echinochloa crus-galli.

• Bulletin of the Korean Chemical Society
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• v.14 no.6
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• pp.717-722
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• 1993

N-Phenyl oxadiazolidinedione derivatives II were synthesized and their herbicidal activities were measured against grass weeds. A parabolic relationship between molar refractivity (MR) of meta substituents of dione Ⅱ and their herbicidal activities was observed. With the substituents having MR value=${\sim}15$, the higher activities were obtained. Especially, the highest herbicidal activity (97% inhibition of weeds at 0.25 kg/ha) was observed by propyne IIr containing propargyloxy group as meta substituent.

• The Korean Journal of Pesticide Science
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• v.3 no.3
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• pp.1-5
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• 1999

Novel O-quinolinylamidoxime derivatives were prepared by replacement of the carboxylic group at the 8 position of quinclorac with various amidoximes. In the flooded paddy conditions, most of the compounds show good herbicidal activity at a rate of 1 kg/ha. Some of them showed excellent herbicidal activity at a rate of 60 g/ha against barnyardgrass (Echinochloa aryicola) with good selectivity on rice. Under the two-leaf stage of barnyardgrass, most of O-quinolinylamidoximes showed good herbicidal activity, expecially compound 3c which showed excellent herbicidal activity barnyardgrass at a rate of 125 g/ha with good rice seletivity.

• Korean Journal of Weed Science
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• v.30 no.4
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• pp.437-444
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• 2010

This study was conducted to determine the herbicidal activity of allelochemicals and identify herbicidal compounds in bulbs of Lycoris chinensis var. sinuolata. Methanol extract was purified by a series of silica gel flash column chromatography and HPLC. The final HPLC gave two active fractions and an herbicidal compound was obtained. By GC/MS analysis, the herbicidal compound was identified as montanine ($O^2$-methyl pancracine), an isoquinoline alkaloid. Montanine showed 100% of growth inhibition on the shoot and root of barnyardgrass (Echinochloa crus-galli) seedlings at $50\;{\mu}g\;mL^{-1}$ as compared with the control.

• The Korean Journal of Pesticide Science
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• v.7 no.4
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• pp.248-257
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• 2003

The objective of this experiment was to search plant species with herbicidal activity in Korea. Two hundred native plants were collected and their methanol extracts were obtained. Herbicidal activity of methanol extracts were determined by seed bioassay using canola (Brassica napus L.) seedlings. Six plants such as Staphylea bumalda, Wistaria floribunda, Allium victorialis, Rumex crispus, Chionanthus retusa, and Ulmus parvifolia were highly herbicidal: their $GR_{50}$ values were < $1,000{\mu}g\;g^{-1}$. In addition, seventeen plants such as Galium spurium, Zelkova serrata, Campsis grandiflora, Eucommia ulmoides, Sorbus commixta, Deutzia glabrata, Cercis chinensis, Alnus hirsuta, Zanthoxylum schinifolium, Quercus acutissima, Robinia pseudoacacia, Gleditsia japonica, Kerria japonica, Ligustrum obtusifolium, Thuja orientalis, Chamaecyparis obtusa, and Pulsatilla koreana showed herbicidal activity: their $GR_{50}$ values were between 1,000 and $2,000{\mu}g\;g^{-1}$. However, 177 plants showed no herbicidal activity. Plants with herbicidal activity found in this study could be used for weed management and herbicidal compounds in such herbicidal plants could be used as lead compounds in the development of new herbicides.

• Applied Biological Chemistry
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• v.38 no.6
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• pp.570-576
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• 1995

The new sixteen herbicidal N-2-(1-hydroxy-2-fluoroethyl)-6-substituted(X)-benzenesulfonyl-N'-4,6-dimethoxypyrimidinyl-2-yl urea derivatives(S) were synthesized and thier herbicidal activities$(pI_{50})$ in vivo against rice(Orysa Sativa L.), Barnyard grass(Echninochloa orizicola) and Bulrush(Scirpus juncoides) were measured by the pot test under paddy conditions. The structure activity relationship(SAR) were studied using the physicochemical parameters of ortho-substituents(X) and hydrolysis rate constant(logk) and herbicidal activities by the multiple regression technique. The SAR suggested that the herbicidal activities were more dependant on the hydrolysis rate constant(logk>0) than the steric constants $(Es, small width($B_4$) and length($L_1$). Among them, halogens(2 & 5), methyl(15) and non(H) substituent(1) showed higher herbicidal activity for weeds which was not tolerent to rise and weeds. The herbicidal activity was increased and the persistency in aqueous solution was decreased by electron donating(${\sigma}0<0$) groups as ortho-substituent(X). From the relationship equation between herbicidal activity and hydrolysis rate constant, it was assumed that the both reactions would be proceeds with similar process. And the conditions on the ortho substituents to show higher herbicidal activity and the persistency in aqueous solution were also discussed.

• Applied Biological Chemistry
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• v.38 no.1
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• pp.90-94
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• 1995

Post emergence herbicidal activities$(pI_{50})$ of X-substituted phenylvinylsulfone derivatives(S) in-vivo against rice(Oryza sativa L.), Barnyard grass(Echinochloa crus-galli) and Pickerelweed(Monochoria vaginalis Presl) were measured by the pot test under paddy conditions. The (S) showed herbicidal symptom rapidly with lower activity(average $pI_{50}=2.0$) as proherbicide, which was excellent tolerance to rice. The structure activity relationships(SAR) were analyzed using such a physicochemical parameters as hydrophobic$({\pi})$ and molecular orbital(MO) quantity by the multiple regression technique, and discussed with quantum pharmacology. The herbicidal activities were related to the hydrophobic$({\pi})$ effect of X-substituent and orbital(HOMO & LUMO) energy. In case of Pickerelweed, the effect was rationalized by parabolic function of ${\pi}$ constant, where the optimal value of ${\pi}$ was 1.10. An increase in hydrophobicity and negative orbital energy by the electron attracting X-substituent may contribute to the herbicidal activity. Based on results proposed from SAR analysis, the mode of herbicidal action could be assumed.

• The Korean Journal of Pesticide Science
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• v.3 no.1
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• pp.96-101
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• 1999

3-Trifluoromethylpyrazoles and 4-benzenecarbinolpyrazoles were prepared by the new synthetic methodologies, and their herbicidal effects were tested (in vivo) in the upland conditions and in the flooded paddy conditions for the purpose of the development of new herbicides. In upland conditions, most of the pyrazoles showed weak herbicidal effects at 4 kg/ha dosage in the post-emergence test, while no herbicidal effects in the pre-emergence test. In the flooded paddy conditions, some of the pyrazoles showed good herbicidal effects at a rate of 4 kg/ha, especially, 3-trifluoromethyl-4-(4-methoxybenzoyl)pyrazole showed the best herbicidal activity with good selectivity between rice and weeds. But other derivatives substituted with electron-donating groups such as dior trimethoxy and sulfides, and 4-benzenecarbinolpyrazoles showed weak herbicidal effects.

• Journal of Microbiology and Biotechnology
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• v.3 no.1
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• pp.57-60
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• 1993

The herbicidal compound, 3D5 was isolated from the culture broth of strain 3D5, a soil isolate. Based on taxonomic studies, this culture was identified as Streptomyces sp. 3D5.

• Journal of Photoscience
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• v.3 no.3
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• pp.137-140
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• 1996

The inhibition of chlorophyll formation in cucumber cotyledons by N-phenyl oxadiazolidinedione derivatives Ia-u showed similar trend as their herbicidal activities. In case of oxadiazolidinedione Iq, with a propargyloxy substituent, both the highest herbicidal activity and inhibitory action(pI$_{50}$ = 6.37) were observed. The accumulation of protoporphyrin IX and cellular electrolyte leakage by oxadiazolidinedione Ia, Ik and Iq were well correlated with their inhibition of chlorophyll biosynthesis. These results suggest that the herbicidal activity of oxadiazolidine Ia-u is originated from the inhibition of chlorophyll biosynthesis.