• Title/Summary/Keyword: herbicidal

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Synthesis and herbicidal properties of vinylsulfonylphenyl triketones and their related derivatives (Vinylsulfonylphenyl triketone과 그 유도체의 합성 및 제초활성)

  • Jeon, Dong-Ju;Lee, Jung-No;Kim, Hyoung-Rae;Song, Jong-Hwan;Kim, Kyoung-Mahn;Hong, Kyung-Sik;Ryu, Eung-K.
    • The Korean Journal of Pesticide Science
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    • v.3 no.2
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    • pp.90-93
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    • 1999
  • Several vinylsulfonylphenyl triketones and 2-alkoxy- and 2-(N,N-diethylamino) ethanesulfonylphenyl triketones have been synthesized, and their herbicidal activities in flooded paddy field were studied. Herbicidal effects of vinylsulfonyl triketones 6a-c were not satisfactory, whereas 2-alkoxyethanesulfonylphenyl triketones 7a and 7b showed good herbicidal activities without meaningful selectivity to rice.

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The Structure Determination of a Herbicidal Compound, 3D5

  • Kim, Shin-Duk;Ryoo, In-Ja;Kim, Chang-Jin;Uramoto, Masakazu;Yoo, Ick-Dong
    • Journal of Microbiology and Biotechnology
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    • v.3 no.1
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    • pp.51-56
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    • 1993
  • The structure of herbicidal compound, 3D5, isolated from the culture broth of Streptomyces sp. 3D5, was elucidated as a 16-membered diene macrolide by the spectroscopic method. It was identical with bafilomycin D which has been known to be an insecticidal compound and an inhibitor of $K^{+}-dependent$ ATPase. However, this is the first report which shows that bafilomycin D has a herbicidal activity.

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Herbicidal Activity and Molecular Similarity of 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea Derivatives (1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea 유도체의 제초활성과 분자 유사성)

  • Soung, Min-Gyu;Park, Kwan-Yong;Song, Jong-Hwan;Sung, Nack-Do
    • Applied Biological Chemistry
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    • v.51 no.3
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    • pp.219-222
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    • 2008
  • In the search for third generation herbicidal cyclic imide derivatives, the average values of herbicidal activity ($pI_{50}$) in vivo (pre-emergence) of 40 new peroxidizing herbicides, 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)thiourea derivatives (1-40) against rice plant (Orysa sativa) and barnyard grass (Echinochlor crus-galli) were studied. The molecular similarity between protoporphyrinogen IX (protogen) as the substrate of protox enzyme and Urea derivatives (1-40) was discussed quantitatively. The diallyl (20) and 3-nitro substituent (33) showed the selective herbicidal activity against barnyard grass. Allyl substituent (8) and their molecular similarity in dice (S=0.81) showed the highest levels of herbicidal activity ($pI_{50}$=4.71). Also, similarity indices (S) and superimposed volume (C) of protogen and aryl-substituents (21-40) showed good correlation.

2D-QSAR and HQSAR Analysis on the Herbicidal Activity of New Cyclohexanedione Derivatives (새로운 Cyclohexanedione계 유도체의 제초활성에 관한 2D-QSAR 및 HQSAR 분석)

  • Kim, Yong-Chul; Hwang, Tae-Yeon;Sung, Nack-Do
    • 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.

3D-QSAR Study on the Influence of Alrylamino (R) Substituents on Herbicidal Activity of Thiourea Analogues

  • Soung, Min-Gyu;Park, Kwan-Yong;Sung, Nack-Do
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1469-1473
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    • 2010
  • Influences of alrylamino (R) substituents on the herbicidal activity ($pI_{50}$) of 1-(4-chloro-2-fluoro-5-propargyloxypheny)-3-(R)-thiourea analogues (1 ~ 35) against the barnyard grass (Echinochloa crusgalli) in the pre-emergence step were discussed quantitatively using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) as the three dimensional quantitative structure-activity relationship (3D-QSAR) method. The statistically most satisfactory CoMFA models for the herbicidal activity against the barnyard grass had the better predictability ($r^2{_{cv.}}$) and correlativity ($r^2{_{ncv.}}$) than those of CoMSIA models. The optimized CoMFA model 1($r^2{_{cv.}}$ = 0.531 & $r^2{_{ncv.}}$ = 0.931) with the sensitivity to the perturbation (${d_q}^{2'}{dr^2}_{yy'}$ = 1.081) and the prediction ($q^2$ = 0.475) produced by a progressive scrambling analyses were not dependent on chance correlation. And statistical qualities with the atom based fit alignment (AF) were slightly higher than those of the field fit alignment (FF). According to the optimized CoMFA model 1, the contribution ratio (%) of the steric field (76.9%) on the herbicidal activity of the Thioureas was three-fold higher than that of the electrostatic field (20.1%) and the hydrophobic field (3.0%) had the least influence. A steric favor group is on the vicinity of the nitrogen atom in alrylamino (R) substituent, and a steric disfavor group is on the outer side of alrylamino (R) substituent. Thus, as the size of alrylamino (R) substituent increases, so does the herbicidal activity of the substituent.

Structure-activity relationships on the herbicidal activity of the 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (5-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hyoxycyclohex-2-en-1-one 유도체 중 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl 치환체들의 제초활성에 관한 구조-활성관계)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Hyoung-Rae
    • The Korean Journal of Pesticide Science
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    • v.4 no.3
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    • pp.47-51
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    • 2000
  • A some of synthesized 2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl substituents in 5-benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives as substrates were found to show herbicidal activity against rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) with post emergence under submerged conditions. The substrate with $R_{1}$=methyl substituents, $1{\sim}5$ showed the higher herbicidal activity to the seed, 3 leaf stage of rice plant and barnyard grass. The structure activity relationships (SARs) on the herbicidal activity of $R_{1}$ and $R_{2}$ on the azomethine bond in substrate were analysized. In the condition of $R_{1}$ groups are same, the herbicidal activity against 3 leaf stage of rice plant were governed by the optimal hydrophobicity $(logP)_{opt.}=4.57$. Whereas, in the case of barnyard grass, the herbicidal activities were largely dependent upon the steric effect, $B_{2}$ constant than hydrophobicity. In order to take the selective herbicidal activity between rice plant and barnyard grass, it is assumed that the (S) should be a round shape with higher hydrophobicity (logP>4.57) than optimal value. Also, the $R_{1}$ groups must be small and the $R_{2}$ groups are advisable to be unsaturate.

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Control of Annual Bluegrass(Poa annua L.) by Bispyribac-sodium (Bispyribac-sodium 처리에 의한 새포아풀(Poa annua L.) 방제)

  • Park, Nam-Il;Lee, In-Yong;Park, Jae-Eup;Kim, Ho-Jun;Chun, Jae-Chul;Ogasawara, Masaru
    • Asian Journal of Turfgrass Science
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    • v.20 no.2
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    • pp.157-165
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    • 2006
  • This study was initiated to investigate herbicidal selectivity margin with annual bluegrass and bentgrass according to growth stages through herbicidal spectrum of bispyribac-sodium and therefore to examine application possibility to prevent annual bluegrass selectively. The herbicidal efncacy by pre-emergence application was generally low. But a high herbicidal efficacy was observed over 90% for Shehpherd's purse. Foliar treatment resulted in a higher herbicidal efficacy in all tested plants except dallisgrass, lovegrass, curled dock and bentgrass as compared with pre-emergence application. We found bispyribac-sodium could be used as a selective weeding chemical between annual bluegrass and bentgrass. In regard to dose-responses to the growth stage, annual bluegrass was more susceptible to bispyribac-sodium than bentgrass for the same dosage. Particularly, bispyribac-sodium application in inflorescence emergence stage showed a greater herbicidal selectivity margin of 6.8 times with annual bluegrass over creeping bentgrass after 28 days from the application. These data demonstrated that annual bluegrass was more sensitive to bispyribac-sodium over creeping bentgrass.

Influence of N-alkoxy groups on the activity of photodynamic herbicidal 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (광역동 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one 유도체의 제초활성에 미치는 N-alkoxy기의 영향)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Hyung-Rae
    • The Korean Journal of Pesticide Science
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    • v.6 no.2
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    • pp.58-63
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    • 2002
  • New photodynamic herbicidal 2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-5-yl, (I) and 2,3-dihydro-2-ethyl-2,4,5,6-tetramethylbenzofuran-5-yl, (II) substituents in 6-benzofury-2-[1-( alkoxyimino )alkyl]-3 hydroxycyclohex-2-en-1-one derivatives were synthesized and their herbicidal activities against rice plant (Oryza sativa L.), barnyard grass (Echinochloa crus-galli) and pickerel weed (Monochoria vaginalis presl.) were measured under submerged pre and post-emergence conditions. Particularly, a series of (I) compounds showed good selective herbicidal activities between the 3 leaf stage of rice plant and barnyard grass at rates of $0.25{\sim}0.0007kg/ha$. The structure activity relationships (SAR) on the herbicidal activity with changing N-alkoxy groups were discussed quantitatively. According to the SAR results, it was expected that the selectivity factor between seed of rice plant and barnyard grass should be rely on the N-alkoxy groups with bigger dipole moment and bigger (or smaller) $B_3$ constant than optimal value $(B_3)_{opt.}=4.41{\AA}$. Compared with (I), the (II) substituents showed more superior herbicidal activities.

Herbicidal Activity of Korean Native Plants (IV) (살초활성물질 함유 국내 자생식물의 탐색 (IV))

  • Kim, Song-Mun
    • 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.

Herbicidal Activity of Natural Product Chrysophanic Acid (천연 물질 Chrysophanic acid의 제초 활성)

  • Jang, Hyun-Woo;Seo, Bo-Ram;Hwang, Hyun-Jin;Kim, Jae-Deog;Kim, Jin-Seog;Kim, Song-Mun;Chun, Jae-Chul;Choi, Jung-Sup
    • Korean Journal of Weed Science
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    • v.30 no.2
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    • pp.143-152
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    • 2010
  • Herbicidal characterisitcs of natural product chrysophanic acid were investigated in a greenhouse condition. At early- and middle-stage post-emergence treatments, several grasses and broadleaf weeds appeared to be very susceptible to chrysophanic acid. However, any significant herbicidal activity treated by pre-emergence did not occur at concentration ranges from 31.3 to 1,000 ug $mL^{-1}$. Herbicidal activity of chrysophanic acid estimated by visual injury for large crabgrass was much higher when applied at 7 to 14 days after seeding than at 21 and 28 days after seeding. By post-emergence treatment, chrysophanic acid caused very considerable phytotoxicity on several grasses and broadleaf crops. In herbicidal interaction experiments determined by Colby's method, the effect of chrysophanic acid and caryophyllene oxide tank-mixture showed very high synergistic activity. Although chrysophanic acid did not give any pre-emergence effect, herbicidal spectrum tended to be very wide and strong when treated by post-emergence. These results suggest that chrysophanic acid possesses a possible potential to develop as a natural herbicide.