• The Korean Journal of Pesticide Science
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• v.12 no.1
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• pp.9-17
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• 2008

QSARs (Quantitative structure-activity relationships) between a series of new cyclohexanedione derivatives (5-benzofuryl-2-[1-(alkoxyimino)-alkyl]-3-hydroxycyclohex-2-en-1-ones) and their herbicidal activity against Rice plant (Oryza sativa L.) and Barnyard grass (Echinochloa crus-galli.) were discussed quantitatively using 2D-QSAR and holographic (H) QSAR methods. Generally, the HQSAR models have better predictability and fitness than the 2D-QSAR models. The herbicidal activities against Barnyard grass with 2D-QSAR II model were dependent upon Balaban indice (BI) of molecule and hydrophobicity of $R_1$ and $R_3$ group. And also, the $R_3=ethyl$ group, according to the information of the optimized HQSAR IV model, was more contribute to the herbicidal activities against Rice plant, while the 5-(cyclohex-3-enyl)-2,3-dihydrobenzofuran ring part was not contribute to the herbicidal activities against two plants.

• 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.11 no.2
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• pp.72-81
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• 2007

Quantitative structure-activity relationships (QSARs) on the pre-emergency herbicidal activity and reactivity of a series of new O,O-dialkyl-1-phenoxyacetoxy-1-methylphosphonates (S) analogues against seed of cucumber (Cucumus Sativa) were discussed quantitatively using 2D-QSAR and HQSAR methods. The statistical values of HQSAR model were better than that of 2D-QSAR model. From the frontier molecular orbital (FMO) interaction between substrate molecule (S) and $BH^+$ ion (I) in PDH enzyme, the electrophilic reaction was superior in reactivity. From the effect of substituents, $R_2$-groups in substrate molecule (S) contributed to electrophilic reaction with carbonyl oxygen atom while X, Y-groups contributed to nucleophilic reaction with carbonyl carbon atom. And the influence of X,Y-groups was more effective than that of $R_2$-groups. As a results of 2D-QSAR model (I & II) and atomic contribution maps with HQSAR model, the more length of X, Y-groups is longer, the more herbicidal activity tends to increased. And also, the optimal ${\epsilon}LUMO$ energy, $({\epsilon}LUMO)_{opt.}$=-0.479 (e.v.) of substrate molecule is important factor in determining the herbicidal activity. It is predicted that the herbicidal activity proceeds through a nucleophilic reaction. From the analytical results of 2D-QSAR and HQSAR model, it is suggested that the structural distinctions and descriptors that contribute to herbicidal activities will be able to applied new herbicide design.

• Korean Journal of Environmental Agriculture
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• v.25 no.3
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• pp.268-275
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• 2006

ALA (5-aminolevulinic acid) has been proposed as a tetrapyrrole-dependent photodynamic herbicide by the action of the protoporphyrinogen IX oxidase (Protox IX). A study was conducted to determine photodynamic herbicidal effect of ALA on seedling growth of rice (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli Beauv. var. oryzicola Ohwi) under dry and wet conditions. ALA effect on early plant growth of rice and barnyardgrass was greatly concentration dependant, suggesting that it promotes plant growth at very low concentration and inhibits at high concentration. No significant difference in herbicidal activity of biologically and synthetically produced ALAs on plant lengths of test plants was observed ALA exhibited significant photodynamic activity regardless of PSDIP and its duration. Significant shoot growth inhibition by ALA soaking treatment exhibited apparently, indicating that ALA absorbed through root system was translocated into shoot part of plants. ALA reduced plant heights of rice and barnyardgrass seedlings by 6% and 27%, respectively, showing more tolerant to ALA in rice under wet condition. Leaf thickness was reduced markedly by ALA with increasing of ALA concentration, due to mainly membrane destruction and severe loss of turgidity in mesophyll cells, although the epidermal was little affected. It was observed that photodynamic herbicidal activity of ALA applied by pre-and post-emergence application exhibited differently on plant species, and that the activity of ALA against susceptible plants was highly correlated with growing condition.

• KOREAN JOURNAL OF CROP SCIENCE
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• v.48 no.1
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• pp.50-55
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• 2003

Herbicidal activity of $\delta$-aminolevulinic acid(ALA), an intermediate for the biosynthesis of tetrapyrroles such as chlorophyll, heme, bacteriochlorophyll, and vitamin $\textrm{B}_{12}$ analogues, was examined to determine the variation in phytotoxic potential against different plant species as affected by different application methods. Seed-soaking treatment, ALA at low concentrations did not affect shoot and root lengths of test plants while at highest concentration reduced them by 20 to 30%. Alfalfa showed the most tolerant response to ALA in both pre- and post-emergence application, and followed by rice. When applied with pre-emergence, cotyledons of Chinese cabbage were severely bleached with 0.5 mM of ALA at 24 hrs after application, and root growth of rice, barnyard grass, and alfalfa was significantly inhibited with increasing of concentration. With post-emergence application, ALA at 2 to 4 mM reduced shoot and root growths of Chinese cabbage and barnyard grass completely. Herbicidal effects of ALA were more enhanced in the treatment combined with 2,2-dipyridyl sthan single application in barnyard grass and Chinese cabbage. The results suggest that alfalfa was the most tolerant to ALA among the tested plants, and that post-emergence application of ALA exhibited greatest photodynamic activity against tested plants.

• 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.

• 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.

• Microbiology and Biotechnology Letters
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• v.24 no.1
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• pp.82-86
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• 1996

Three thousand microbial strains collected from different sources were screened for herbicidal activity. A strain of ME-9189 showed herbicidal activity against Digitaria sanguinalis and Portulaca oleracea was isolated from a mountainy soil. Based on taxonomic studies, the strain was identified as Streptomyces tubercidicus. The active compound of ME-9189 was purified from the culture broth by charcoal, silica gel, sephadex LH-20 column chromatography and crystalization, consecutively. The ME-9189 compound was identified as tubercidin by spectroscopic methods of UV, $^{1}H$ and $^{13}C$-NMR, and EIMS. In the bioassay, growth of radish shoot and root was inhibited by 50% with tubercidin treatment of 10 ppm, showing 2 times higher activity than that of herbicidin A and similar to that of toyocamycin.

• The Korean Journal of Pesticide Science
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• v.10 no.3
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• pp.225-229
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• 2006

This study was conducted to screen herbicidal activity of Korean native plants which could be used for the development of new natural herbicides. Fifty-five plants were collected from Wan and Jeju islands in Korea and their methanol extracts were obtained. Herbicidal activity of methanol extracts were determined by seed bioassay using rape (Brassica napus L.) seedlings. Among fifty-five species, five plants were highly herbicidal ($GR_{50}$ < 1,000 ${\mu}g\;g^{-1}$): Clematis apiifolia A. P. DC.; (811 ${\mu}g\;g^{-1}$), Euscaphis japonica (THUNB.) KANITZ (867 ${\mu}g\;g^{-1}$), Hibiscus mutabilis L. (988 ${\mu}g\;g^{-1}$), Phyllostachys pubescens MAZEL (778 ${\mu}g\;g^{-1}$), Yucca recurvifolia (857 ${\mu}g\;g^{-1}$). Twenty-seven plants were shown moderately herbicidal (1,000 < $GR_{50}$ < 2,000 ${\mu}g\;g^{-1}$), however, twenty-three plants were not shown any herbicidal activity.

• 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.