• Korean Journal of Weed Science
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• v.31 no.4
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• pp.330-339
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• 2011

This study was conducted to determine the herbicidal activity of herbicidal substances and identify them in bulbs of Lycoris flavescens. Methanol extract was purified by a series of chromatographic techniques including silica gel column chromatography, preparative TLC, and HPLC. The final HPLC gave two active fractions and two herbicidal substances were obtained. By GC/MS analysis, one was identified as galanthine (galanthan-1-ol) and the other was identified as montanine ($O^2$-methyl pancracine), an isoquinoline alkaloid. Montanine showed nearly 100% of growth inhibition on the shoot and root of barnyardgrass (Echinochloa crusgalli) seedlings at $20{\mu}g\;mL^{-1}$ as compared with the control. Meanwhile, methanol extract of L. flavescens bulbs showed only about 3.1% and 8.3% of growth inhibition on the shoot and root of rice cultivar, Hwayeongbyeo seedlings at $1,000{\mu}g\;mL^{-1}$ as compared with the control, respectively.

• Korean Journal of Weed Science
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• v.30 no.4
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• pp.421-428
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• 2010

A foliage contact herbicidal substance was separated from ethyl ether fraction in n-hexane extract of Saussurea lappa roots and identified as dehydrocostus lactone [(3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[5,4-d]furan-2-one](DHCL). When DHCL at 4,000 ppm was foliage-applied to two grasses and two broadleaf plants, greater than 85% necrotic injury was obtained from large crabgrass, maize and soybean, whereas only about 40% necrotic injury appeared in black nightshade, indicating that DHCL has no gross morphological selectivity, but shows difference in contact response among the plant species tested. Conductivity in incubation medium of the leaf disks treated with DHCL increased as the incubation time continued. Relatively low contact injury in black nightshade as compared with the other three plant species tested was attributed to decrease in absorption of DHCL due to relatively high amount of cuticle. DHCL did not require light in the herbicidal action and there were no inhibitory effects on seed germination and cell elongation. Acetyl-CoA carboxylase activity was inhibited by 30% and 58% at $100\;{\mu}M$ and $1000\;{\mu}M$ DHCL, respectively. These results suggested that the herbicidal action of DHCL was related with inhibition of fatty acid synthesis which in turn caused to weaken cell membrane integrity.

• 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.

• Korean Journal of Weed Science
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• v.3 no.2
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• pp.190-198
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• 1983

To examine the possibility of enhancing activity of foliar applied herbicides by spray methods and additives, field experiments were conducted to evaluate the effects of surfactant, spray volume, and additions of ammonium sulfate or potassium chloride to glyphosate on toxicity to Digitaria sanguinalis or Artemisia princeps. Glyphosate toxicity increased as spray volume was decreased from 120 1/10a to 40 and 80 1/10a. Additions of surfactant in the spray solution increased toxicity of glyphosate to D. sanguinalis and usually more pronounced effect was obtained at glyphosate 30.5g a.i./10a. Additions of 1 and 5% (w/v) ammonium sulfate to glyphosate increased toxicity to A. princeps at glyphosate 30.5 and 61.5g a.i./10a. 10% ammonium slufate, however, had no effect or were antagonistic. Additions of potassium chloride at 1,2 and 3% (w/v) were also very effective to increase herbicidal activity to A. princeps at glyphosate at 30.5 and 61.0g a.i/10a. These results suggest that the practices for enhancement of herbicidal activity by improvement of spray method and additions of ammonium sulfate or potassium chloride to glyphosate can be employed to use lower herbicide levels while giving the same degree of weed control in orchards and non-crop lands.

• Applied Biological Chemistry
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• v.38 no.5
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• pp.440-446
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• 1995

In order to select the proper formulation of newly developed herbicide Cyhalofop-butyl{n-butyl-(R)-2-[4-(2-fluro-4-cyanophenoxy)phenoxy]propionte} to Echino-chloacrus-galli(L)P. Beaw. several formulations were made and tested by biological assay. Weed control of wettable powder formulated with two adjuvants on E. crus-galli showed higher effect as compared with the formulation made without adjuvants. Higher concentration of adjuvants resulted in higher absorption and higher weed control on E. crus-galli. However, adhesional force of wettable powder applied to leaf surface was not positively correlated to the amount of herbicide absorption. The weeding effect and amount of herbicide absorbed on E. crus-galli were higher by emulsifiable concentrateformulations with different HLB and non ionic surfactants as compared with wettable powder formulations. The higher adhesional force and higher absorption of herbicide on E. crus-galli were obtained from microemulsion than the others. Granulization of the herbicide with appropriate adjuvants in a form of resurfacing on the submerged water gave rise to a good weeding effect and believed to be a possible promising formulation.

• Applied Biological Chemistry
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• v.47 no.3
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• pp.351-356
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• 2004

Holographic quantitative structure activity relationships (HQSAR) as 2D QSAR between the herbicidal activities against root and shoot of rice plant (Orysa sativa L.) and barnyardgrass (Echinochloa crus-galli), and structures of A=3,4,5,6-tetra-hydrophthalimino, B = 3-chloro-4,5,6,7-tetrahydro-2H-indazolyl and C = 3,4-dimethylmaleimino substituents in 1-(5-methyl-3-phenylisoxazolin-5-yl)methoxy-2-chloro-4-fluorobenzene derivatives were studied and discussed. The statistical results of four HQSAR models for the herbicidal activities against root and shoot of the two plants showed the best predictability of the herbicidal activities based on the cross-validated $r^2\;_{cv}\;(q^2=\;0.760{\sim}0.924)$, non cross-validated conventional coefficient $(r^2\;_{ncv}\;=\;0.868{\sim}0.970)$ and PRESS values $(0.123{\sim}0.261)$. The results indicated that the qualities of HQSAR models for barnyardgrass were slightly higher than that of rice plant. And also, the predictability of HQSAR models were higher $(q^2\;=\;HQSAR\;>\;CoMFA)$ than CoMFA but the conventional coefficients of HQSAR models lower $(r^2\;=\;HQSAR\;<\;CoMFA)$ than CoMFA. Moreover, from the contribution maps, it was founded that the selectivity between the two plants depends upon the 2-fluoro-4-chloro-5-alkoxyanilino and $R_3$ substituent on the C-phenyl ring. These features suggest where to modify a molecular structure in order to improve its selective of herbicidal activities against barnyardgrass.

• The Korean Journal of Pesticide Science
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• v.8 no.3
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• pp.220-230
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• 2004

This study was conducted of Korean native plants to screen herbicidal activity which could be used for the development of new natural herbicides. Ninety-eight plants were collected from Wan Island, Chollanamdo in Korea and their methanol extracts were obtained. Herbicidal activities of the methanol extracts were determined by seed bioassay using canola (Brassica napus L.) seedlings. Among ninety-eight species, twenty plants were highly herbicidal ($GR_{50}<1,000\;{\mu}g\;g^{-1}$): Abies holophylla MAXIM., Ailanthus altissima (MILL.) SWINGLE, Anthemis nobilis L., Aralia elata SEEM., Artemisia iwayomogi KITAMURA, Asarum sieboldii MIQ., Brassica campestris subsp. napus var. nippo-oleifera MAKINO, Clematis terniflora DC., Crataegus scabrida SARG., Gnaphalium affine D. DON, Jasminum nudiflorum LINDL., Kalopanax pictus (THUNE.) NAKAI, Machilus japonica S. et Z., Myrica rubra S. et Z., Osmunda japonica THUNB., Phytolacca esculenta V. Houtte, Platanus occidentalis L., Quisqualis indica L., Rubus hirsutus THUNB., Yucca smalliana FERN. Fifty plants were shown moderate herbicidal activity $(1,000\;{\mu}g\;g^{-1}, however, twenty-eight plants were not shown any herbicidal activity.

• 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.

• Korean Journal of Weed Science
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• v.30 no.3
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• pp.191-198
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• 2010

The objective of this study was to find herbicidal compounds from seven different plant essential oils such as amyris (Amyris balsamifera), cajuput (Melaleuca cajeputi), geranium (Pelargonium graveolens), lavender (Lavendula spp.), mandarin (Citrus reticulata), pine (Pinus spp.) and rosemary (Rosmarius officinale), and determine their herbicidal activities. The in vitro herbicidal activity of cajuput essential oil was the highest among six essential oils ($GR_{50}$ value, $425{\mu}g\;g^{-1}$) and major chemical components in cajuput essential oil were eucalyptol (37.2%), ${\alpha}$-terpineol (11.6%), benzaldehyde (5.2%), linalool (4.1%), ${\alpha}$-pinene (2.5%) and ${\beta}$-pinene (2.4%), and their $GR_{50}$ values were 2,731, 500, 50, 372, 4,363, and $4,671{\mu}g\;g^{-1}$, respectively. Soil application of cajuput essential oil and benzaldehyde did not show any herbicidal activity at 80 kg $ha^{-1}$. When cajuput essential oil was applied to foliar at 80 kg $ha^{-1}$, narrow-leaved plants such as sorghum (Sorghum bicolar), barnyardgrass (Echinochloa crus-galli), and southern crabgrass (Digitaria ciliaris) were killed 100%, however, broad-leaved plants indian jointvetch (Aeschynomeme indica), velvet leaf (Abutilon theophrasti), cocklebur (Xanthium strumarium), Japanese morningglory (Calystegia japonica) were not killed, indicating the cajuput essential oil was effective to control narrow-leaved plants. Herbicidal activities of benzaldehyde at 80 kg $ha^{-1}$, to those plants were 20, 60 and 95%, respectively. Overall data showed that the herbicidal activity of cajuput essential oil was in part due to benzaldehyde.

• The Korean Journal of Pesticide Science
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• v.8 no.3
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• pp.151-161
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• 2004

Three dimensional quantitative structure-activity relationships (3D-QSAR) studies for the protox inhibition activities against root and shoot of rice plant (Orysa sativa L.) and barnyardgrass (Echinochloa crus-galli) by a series of new A=3,4,5,6-tetrahydrophthalimino, B=3-chloro-4,5,6,7-tetrahydro-2H-indazolyl and C=3,4-dimethylmaleimino group, and R-group substituted on the phenyl ring in 1-(5-methyl-3-phenylisoxazolin-5-yl)methoxy-2chloro-4-fluorobenzene derivatives were performed using comparative molecular field analyses (CoMFA) methodology with Gasteiger-Huckel charge. Four CoMFA models for the protox inhibition activities against root and shoot of the two plants were generated using 46 molecules as training set and the predictive ability of the each models was evaluated against a test set of 8 molecules. And the statistical results of these models with combination (SIH) of standard field, indicator field and H-bond field showed the best predictability of the protox inhibition activities based on the cross-validated value $r^2_{cv.}$ $(q^2=0.635\sim0.924)$, conventional coefficient $(r^2_{ncv.}=0.928\sim0.977)$ and PRESS value $(0.091\sim0.156)$, respectively. The activities exhibited a strong correlation with steric $(74.3\sim87.4%)$, electrostatic $(10.10\sim18.5%)$ and hydrophobic $(1.10\sim8.30%)$ factors of the molecules. The steric feature of molecule may be an important factor for the activities. We founded that an novel selective and higher protox inhibitors between the two plants may be designed by modification of X-subsitutents for barnyardgrass based upon the results obtained from CoMFA analyses.