KR102032913B1 - Composition for controlling weeds in crops comprising a compound from Streptomyces drozdowiczii(KRA16-334) as an active ingredient - Google Patents

Abstract

The present invention relates to a weed control composition comprising a compound derived from soil actinomyces Streptomyces drozdowiczii (KRA16-334) as an active component. The compound HP50-W4(TMC-86A) derived from soil actinomyces Streptomyces drozdowiczii (KRA16-334) exhibits excellent herbicidal ability against grassy weeds and broadleaf weeds, thereby being able to be usefully used as a herbicide composition for weed control and a weed control method.

Description

Composition for controlling weeds in crops comprising a compound from Streptomyces drozdowiczii (KRA16-334) as an active ingredient} (Composition for controlling weeds in crops comprising a compound from Streptomyces drozdowiczii)

The present invention relates to a weed control composition containing a compound derived from soil actinomycetes Streptomyces drozdowiczii (KRA16-334) as an active ingredient.

Weeds or weeds are plants that originate from human beginnings of agriculture and are not appropriate for the time and place. Weeds are morphologically classified as grasses weeds, broad leaves weeds and sedges weeds, and are classified as annual, monthly and perennial weeds by life type.

The stems of flower and weed have a distinct segment between nodes, and the leaves are separated from the nodes, and the leaves are divided into leaf sheath and leaf blade that surround and protect the stem. The leaf body is narrow and elongated. Leaf vein (leaf vein) is characterized in that formed in parallel. Blood, winter, grass, dog grass, reeds, silver grass, etc. belong to this. Bangdongsani and weeds are similar to the flower, but most of them are divided by the fact that the cross-section of the stem is triangular and there are no leaf tongues or leaf ears. The leaves are narrow, ridged, pointed at the end, and small flowers run on a small number. Bangdongsani, beebangbangsani, olbang, barberry, tadpoles, etc. belong. A broadleaf weed is a plant that does not belong to flower gardens, weeds or dongbangs and weeds. The leaves are mainly oval, ovoid and lanceolate, with leaf veins intertwined like a net. Many of the weeds in this category are common, such as forget-me-not, shamrock, mugwort, horseradish, amaranth, stilt, sputum, and ferns.

Synthetic pesticides are causing social problems around the world, such as residues of active ingredients used in the control of pests of crops, human toxicity and environmental pollution caused by metabolites. While active, there is a need for developing eco-friendly herbicides that are not toxic to microorganisms other than plants, exhibit high selectivity between weeds and crops, and are naturally biodegradable. Therefore, recently, natural herbicides derived from soil microorganisms and plants such as Streptomyces genus have attracted attention.

Republic of Korea Patent No. 10-1402215

An object of the present invention is to provide a weed control herbicide composition containing a compound represented by the following formula (1), an optical isomer thereof, or agrochemically acceptable salt thereof as an active ingredient, and a method for controlling weeds using the same:

[Formula 1]

.

.

In order to achieve the above object, the present invention provides a weed control herbicide composition containing a compound represented by the following formula (1), its optical isomer, or agrochemically acceptable salt thereof as an active ingredient:

[Formula 1]

.

.

The present invention also provides a weed control method comprising the step of treating the weed control herbicide composition for weeds, seeds or habitat thereof.

Soil actinomycetes Streptomyces drozdowicki (KRA16-334) -derived compound HP50-W4 (TMC-86A) of the present invention exhibits excellent herbicidal properties against flowering plants, weeds and broadleaf weeds, soybean herbicide composition for weed control and weed control It can be usefully used as a method.

1 is a ¹ H NMR spectrum of HP50-W4.
2 is a ¹³ C NMR spectrum of HP50-W4.
3 is a ¹ H- ¹ H COSY NMR spectrum of HP50-W4.
4 is an HSQC NMR spectrum of HP50-W4.
5 is the HMBC NMR spectrum of HP50-W4.
6 is a ROESY NMR spectrum of HP50-W4.
7 is a view showing the results of the structural analysis of HP50-W4 (A, ¹ H NMR and ¹³ C NMR analysis results; B, ¹ H- ¹ H COSY NMR analysis results; and C, HMBC analysis results).
FIG. 8 is a photograph showing herbicidal activity against four varieties of HP100-M (herboxidiene) and HP50-W4, weeds (sorghum, dolphins, burrows, and American gland) and four broad-leaf weeds (black-crowned, black-tailed, skewered, and buckthorn). to be.

Hereinafter, the present invention will be described in detail.

The present invention provides a herbicide composition for weed control containing a compound represented by the following formula (1), an optical isomer thereof, or an agrochemically acceptable salt thereof as an active ingredient:

[Formula 1]

.

.

The compound represented by Chemical Formula 1 is TMC-86A (N-[(2S) -3-Hydroxy-1- (1- [2- (hydroxymethyl) -2-oxiranyl] -4-methyl-1-oxo-4- penten-2-ylamino) -1-oxo-2-propanyl] butanamide).

The agrochemically acceptable salts may include metal salts, salts with organic bases, salts with inorganic acids, salts with organic acids, or salts with basic or acidic amino acids. Suitable metal salts include alkali metal salts such as sodium salts, potassium salts and the like; Alkaline earth metal salts such as calcium salts, magnesium salts, barium salts, and the like; Or aluminum salts. Salts with an organic base include trimethylamine, triethylamine, diisopropylethylamine, pyridine, picoline, 2,6-lutidine, ethanolamine, diethanolamine, triethanolamine, cyclohexylamine, dicyclohexylamine Or a salt with a base selected from N, N-dibenzylethylenediamine. Salts with inorganic acids may include salts with inorganic acids selected from hydrochloric acid, hydrobromic acid, nitric acid, sulfuric acid or phosphoric acid. Salts with organic acids may include salts with organic acids selected from formic acid, acetic acid, trifluoroacetic acid, phthalic acid, fumaric acid, oxalic acid, tartaric acid, maleic acid, citric acid, succinic acid, methanesulfonic acid, benzenesulfonic acid or p-toluenesulfonic acid. . Salts with basic amino acids may include salts with basic amino acids selected from arginine, lysine or ornithine. Salts with acidic amino acids may include salts with acidic amino acids selected from aspartic acid or glutamic acid.

The weeds may be flower beds and weeds, broadleaf weeds or roomworms and weeds. Specifically, hwabongwa Weeds sorghum (Sorghum bicolor), dolpi (Echinochloa crus-galli), indica (Digitaria ciliaris), American dog millet (Panicum dichotomiflorum), couch grass (Elymus tsukushiensis var. Transiens), blood (Echinochloa utilis), Alopecurus aequalis (Alopecurus aequalis var. amurensis), foxtail (Setaria viridis), reed (Phragmites australis), and a thatched may be any one selected from the group consisting of (Miscanthus sinensis), broadleaf weeds Solanum nigrum (Solanum nigrum), Aeschynomene indica (Aeschynomene indica) , Abutilon theophrasti , Xanthium strumarium , Buckwheat ( Calystegia sepium var. Japonica ), Forage ( Conyza canadensis ), Shamrock ( Trifolium repens ), Artemisia princeps , Wasp ( Capsella bursa-pastoris ) Amaranthus tricolor), water Tradescantia (Monochoria vaginalis), sputum (Potamogeton distinctus) and may be any one selected from the group consisting of Gamak fern (Bidens tripartita), bangdong Nigwa weeds may be any one selected from the group consisting of bangdongsani (Cyperus amuricus), beech bangdongsani (Cyperus serotinus), olbanggae (Eleocharis kuroguwai), maejagi (Scirpus maritimus) and the ladle goraeng (Scirpus juncoides var. Hotarui).

In a specific embodiment of the present invention, the present inventors prepared a fraction excellent in herbicidal activity from KRA16-334 bacteria (Accession No .: KCTC13357BP) deposited in the Biotechnology Research Institute Biotechnology Center, and from the fraction one active ingredient (HP50- After separation of W4), the structure of the compound was analyzed to confirm that it was the same structure as TMC-86A (see FIGS. 1 to 7). In addition, it was confirmed that the compound exhibits excellent herbicidal activity against four varieties of weeds and weeds and five broadleaf weeds (see Table 1 and FIG. 8). Therefore, the compound HP50-W4 (TMC-86A) of the present invention can be usefully used as a herbicide composition for weed control.

The active compounds represented by the formula (1) according to the present invention are natural, synthetic materials impregnated with solutions, emulsions, hydrating powders, suspensions, powders, sprays, pastes, soluble powders, granules, suspension-emulsion concentrates, active compounds And conventional formulations such as microcapsules in polymeric materials. These formulations can be prepared by known methods and can be prepared, for example, by mixing the active compound with an extender (liquid solvent or solid carrier), optionally using a surfactant (emulsifier, dispersant or foam former).

If the extender used is water, an organic solvent may be used as the auxiliary solvent. Suitable liquid solvents are mainly aromatic compounds such as xylene, toluene or alkylnaphthalene, chlorinated aromatic and chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, cyclohexane or paraffins, aliphatic hydrocarbons (such as petroleum fractions, mineral oils and vegetable oils) , Strong polar solvents such as alcohols such as butanol or glycol and ethers and esters thereof, acetone, ketones (such as methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), dimethylformamide and dimethyl sulfoxide and water It may be one or more selected from.

Suitable solid carriers can be, for example, ammonium salts and ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as finely divided silica, alumina and silicates. Suitable granular carriers for granules are, for example, pulverized natural rocks such as calcite, marble, pumice, calcite and dolomite, and synthetic granules of inorganic and organic powders, and organic materials such as sawdust, coconut husks, corncobs and tobacco stems. Granules. Suitable emulsifiers and / or foam formers are, for example, nonionic and anionic emulsifiers, for example polyoxyethylene fatty alcohol ethers such as polyoxyethylene fatty acid esters, alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, aryls Sulfonates and protein hydrolysates. Suitable dispersants can be, for example, lignin-sulfite waste liquors and methylcellulose.

Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, and natural phospholipids such as cephalin and lecithin, and synthetic phospholipids Can be used. Other possible additives include mineral and vegetable oils.

Colorants such as inorganic pigments such as iron oxide, titanium oxide and prussian blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes and salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc Micronutrients can be used.

Such herbicides may generally contain an active compound represented by Formula 1 in an amount of 0.1 to 95% by weight, preferably 0.5 to 90% by weight, but is not limited thereto.

When controlling weeds, the active compounds according to the invention can be used on their own or as a mixture with other known herbicides, and finished product preparations or tank mixes are possible.

Known herbicide components that can be mixed include acetochlor, acifluorophene (-sodium), acloniphene, alachlor, alkoxydim (-sodium), amethrin, amidochlor, amidosulfuron, anilophos, Asulam, Atrazine, Azaphenidine, Azimsulfuron, Benazolin (-ethyl), Benfuresate, Bensulfuron (-methyl), Bentazone, Benzobicyclone, Benzophene, Benzoylprop (-ethyl), B Alafos, biphenox, bispyribac (-sodium), bromobutide, bromophenoxime, bromocinyl, butachlor, butoxydim, butyrate, carfenstrol, caloxydim, carbetamid, car Pentrazone (-ethyl), clomethoxyphene, chlorrambene, chloridazone, chlorimuron (-ethyl), chlornitrophene, chlorsulfuron, chlortoluron, cinidon (-ethyl), citrine, Cynosulfuron, clepoxydim, cletodim, clodinapop (-propargyl), clomazone, clomeprop, clopyralide, clo Ropyrasulfuron (-methyl), chloransullam (-methyl), cumyluron, cyanazine, cybutrin, cycloate, cyclosulfamuron, cyanoxydim, cyhalofop (-butyl), 2 , 4-D, 2,4-DB, 2,4-DP, desmedipham, dialylate, dicamba, diclofo (-methyl), diclosullam, dietathyl (-ethyl), dipfenzoquat, Diflufenican, Diflufenzopyr, Dimefuron, Dimepiferrate, Dimethaclor, Dimethamethrin, Dimethenamid, Dimexiflom, Dinitramine, Diphenamide, Diquat, Dithiopyr, Diuron , Dimron, epoprodan, EPTC, esprocarb, etafluralin, etamethsulfuron (-methyl), etofumesate, ethoxyphene, ethoxysulfuron, etobenzanide, phenoxaprop (-P -Ethyl), pentrazamide, flamprop (-isopropyl), flamprop (-isopropyl-L), flamprop (-methyl), plazasulfuron, florasilam, fluazifop (-P- Butyl), fluazolei , Flucarbazone, flufenacet, flumetsulam, flumichlorak (-pentyl), flumioxazine, flumipropine, flumetsulam, fluoromethuron, fluorochloridone, fluoroglycopene ( -Ethyl), flupoxam, flupropacyl, flupyrsulfuron (-methyl, -sodium), flurenol (-butyl), flulidone, fluoxypyr (-methyl), fluprimidol, flu Tamone, fluthiacet (-methyl), flutiamide, pomesaphene, glufosinate (-ammonium), glyphosate (-isopropylammonium), halosafen, halooxyphosph (-ethoxyethyl), halooxy Pope (P-methyl), hexazinone, imazamethabenz (-methyl), imazamethapir, imazamox, imazapic, imazaphyr, imazaquin, imazetapyr, imazasulfuron, iodosulfuron ( -Methyl, -sodium), isoxynyl, isoprophalin, isoproturon, isourone, isoxaben, isoxachlortol, isoxaflutol, isoxapyrifop, lac Tofen, lenacil, linuron, MCPA, MCPP, mefenacet, mesotrione, metamitrone, metazachlor, metabenzthiazuron, methopenzuron, methopromurolone, (alpha-) metolachlor, Metosullam, Methoxuron, Metribuzin, Metsulfuron (-methyl), Molinate, Monolinuron, Naproanilide, Napropamide, Neburon, Nicosulfuron, Norflurazon, Orbencarb, Duck Truncated, oxadiargyl, oxadione, oxasulfuron, oxaziclomepon, oxyfluorfen, paraquat, pelargonic acid, pendimethalin, pendralline, pentoxazone, penmedipalm, piperophosph, Pretilachlor, primisulfuron (-methyl), promethrin, propachlor, propanyl, propazazapov, propisochlor, propizamide, prosulfocarb, prosulfuron, pyraflufen (- Ethyl), pyrazolate, pyrazosulfuron (-ethyl), pyrazoxifen, pyribenzoxime, pyributicab, pyridate, blood Minobac-(-methyl), pyrithiobac (-sodium), quinclolac, quinmerac, quinoclammine, quizaropof (-P-ethyl), quinazulfop (-P-tefuryl), rimsulfuron , Cetoxydim, Simazine, Cimetrin, Sulkotlion, Sulfentrazone, Sulfomethuron (-methyl), Sulfosate, Sulfosulfuron, Tebutam, Tebutiuron, Tepraloxydim, Tebutylazine , Terbutrin, tenylchlor, thiafluamide, thiazopyr, thiadiazimine, thifensulfuron (-methyl), thiobencarb, thiocarbazil, tralcoxysid, trialate, triasulfuron, tri It may be, but is not limited to, at least one selected from the group consisting of benuron (-methyl), triclopyr, tridiphane, trituralin, and triflusulfuron.

In addition, the present invention comprises the step of treating a weed, herb or its habitat to a weed control herbicide composition containing a compound represented by the following formula (1), its optical isomer, or agrochemically acceptable salt thereof as an active ingredient. To provide weed control methods:

[Formula 1]

.

.

The herbicide composition for weed control may have the characteristics as described above. In one example, the compound represented by Formula 1 is TMC-86A (N-[(2S) -3-Hydroxy-1- (1- [2- (hydroxymethyl) -2-oxiranyl] -4-methyl-1-oxo -4-penten-2-ylamino) -1-oxo-2-propanyl] butanamide).

The weeds may be flower beds and weeds, broadleaf weeds or roomworms and weeds. Specifically, hwabongwa Weeds sorghum (Sorghum bicolor), dolpi (Echinochloa crus-galli), indica (Digitaria ciliaris), American dog millet (Panicum dichotomiflorum), blood (Echinochloa utilis), Alopecurus aequalis (Alopecurus aequalis var. Amurensis), foxtail ( Setaria viridis ), Reed ( Phragmites australis ) and Miscanthus sinensis , and the broadleaf weeds are Solanum nigrum , Aeschynomene indica , Abutilon theophrasti , Xanthium strumarium ), cauliflower ( Calystegia sepium var. Japonica ), forget-me-not ( Conyza canadensis ), shamrock ( Trifolium repens ), mugwort ( Artemisia princeps ), horseradish ( Capsella bursa-pastoris ), amaranth ( Amaranthus tricolor ), water stilt ( Monochoria vaginalis) ), sputum (Potamogeton distinctus) and Gamak sari (any one may be, bangdongsanigwa weeds selected from the group consisting of Bidens tripartita) is bangdongsani (Cyperus amuricu s ), Cyperus serotinus , Eleocharis kuroguwai , Sorrow ( Scirpus maritimus ) and Tadpoles ( Scirpus juncoides var. hotarui ).

In a specific embodiment of the present invention, the present inventors prepared a fraction excellent in herbicidal activity from KRA16-334 bacteria (Accession No .: KCTC13357BP) deposited in the Biotechnology Research Institute Biotechnology Center, and from the fraction one active ingredient (HP50- After separation of W4), the structure of the compound was analyzed to confirm that it was the same structure as TMC-86A (see FIGS. 1 to 7). In addition, it was confirmed that the compound exhibits excellent herbicidal activity against four varieties of weeds and weeds and five broadleaf weeds (see Table 1 and FIG. 8). Therefore, the compound HP50-W4 (TMC-86A) of the present invention can be usefully used for controlling weeds.

Hereinafter, the present invention will be described in detail by way of examples.

However, the following examples are merely to illustrate the invention, but the content of the present invention is not limited by the following examples.

Preparation of Fractions from Culture Filtrates of KRA16-334

KRA16-334 bacteria (accession number: KCTC13357BP) deposited at the Korea Institute of Bioscience and Biotechnology (Korea) were transferred to a GSS liquid medium (1% soluble starch, 2% glucose, 2.5% soybean meal, 0.1% beef extract, After shaking for 7 days at 0.4 ° C and 160 rpm in 0.4% yeast extract, 0.2% sodium chloride, 0.025% K ₂ HPO ₄ and 0.2% calcium carbonate (CaCO ₃ ), the culture was centrifuged at 8,000 rpm for 15 minutes. It was. The cultured filtrate from which the settled cells were removed was adsorbed onto HP20 resin and eluted with varying solvent concentration from water to 100% methanol. A total of five fractions were obtained and each concentrated. Methanol fractions by concentration were removed by dissolving methanol and dissolved in a small amount of acetone, and distilled water was further added to the methanol fractions by concentration, which were dissolved in water and acetone, respectively, to prepare a stock solution volume of the culture filtrate.

Experimental Example 1. Confirmation of the herbicidal activity of the culture filtrate fraction of KR16-334

The most excellent fractions were selected by evaluating the herbicidal activity of the varieties of each fraction obtained in Example 1 above.

Specifically, seedlings of varieties of seeds in a circular polystyrene cup with a surface area of 38 cm ² filled with horticultural soils were used in greenhouse conditions (weekly: 35 ° C, light conditions, 14 hours; nighttime: 25 ± 5 ° C, dark conditions, 10 hours). After growing for 10 days at, each fraction obtained in Example 1 was foliage treated with 5 ml per cup. Five days after the treatment, the crown was examined based on the external symptoms (0; no effect, 100; complete test).

As a result, the herbicidal activity of 50% methanol fraction and 100% methanol fraction was the best among the fractions.

Isolation and Purification of Active Components from Culture Filtrate Fraction of KR16-334

The active ingredient was isolated and purified from 50% methanol fraction of the two most excellent herbicidal activities identified in Experimental Example 1.

Specifically, the 50% methanol fraction obtained in Example 1 was concentrated under reduced pressure and suspended in water, and then chromatographed using a C ₁₈ sep-pak cartridge column. The solvent was eluted by increasing the concentration of methanol by 10% from water to 100% methanol, and the herbicidal activity of each eluted fraction was evaluated by the same method as described in Experimental Example 1. The water fraction and the 10% methanol fraction showing herbicidal activity in each fraction were concentrated and chromatographed on a Sepadex LH20 column using 50% methanol as a solvent. Herbicidal activity of the eluted fractions was evaluated in the same manner as described in Experimental Example 1. The fraction showing herbicidal activity among each fraction was concentrated and preparative high performance liquid chromatography (prep HPLC) was performed using 30% methanol as a solvent to finally separate one active active ingredient (HP50-W4). (Flow rate: 6 mL / min; retention time: 45 minutes; and detection wavelength: 210 nm).

Check the structure of HP50-W4 compound

The following experiments were conducted to identify the structure of the HP50-W4 compound isolated in Example 2.

Specifically, ¹ H NMR analysis was performed in CD ₃ OD and DMSO- d ₆ solvent using a 700 MHz nuclear magnetic resonance (NMR) instrument of Korea Institute of Basic Science (Korea), and a 175 MHz NMR instrument was used. ¹³ C NMR analysis was performed in the same solvent, and high-resolution electrospray ionisation time-of-flight mass spectrometry was performed using a mass spectrometer (Synapt G2, Waters, USA) of the Korea Basic Science Institute. , HR ESI-TOF MS). ¹ H- ¹ H COSY NMR analysis revealed ¹ H- ¹ H spin correlation, HSQC (Heteronuclear single quantum coherence) analysis revealed ¹ H- ¹³ C one-bond spin relationship, and heteronuclear multiple bond correlation (HMBC) The analysis identified the two- and three-bond spin relationships of ¹ H- ¹³ C. The spatial proximity between each spindle was analyzed by Rotating-frame overhauser effect spectroscopy (ROESY). The chemical structure was inferred by combining the information obtained from each spectrum, and finally the chemical structure was identified by confirming the position of -NH- and -OH functional groups through the NMR spectrum measured in DMSO- d ₆ solvent.

As a result, a total of 16 spin groups were observed at δ 0.95 to 4.83 ppm in the ¹ H NMR spectrum (FIG. 1), and 2 -CH ₃ and 6 -CH at δ 14.1 to 207.8 ppm in the ¹³ C NMR spectrum. _A total of 16 carbons were observed, such as _2- , 1 = CH ₂ , 2> CH-, 2 quaternary carbons and 3 carbonyl carbons (FIG. 2). ¹ H- ¹ H COSY NMR analysis revealed four consecutive protons, such as -CH ₂ -OH, -NH-CH-CH _2- , -NH-CH-CH ₂ -OH, and -CH ₂ -CH ₂ -CH ₃ (sequential proton) was confirmed (FIG. 3). The chemical structure was finally determined by combining the information analyzed by the HSQC (FIG. 4), HMBC (FIG. 5) and ROESY (FIG. 6) spectra (FIG. 7), and the molecular formula is C ₁₆ H ₂₆ N ₂ O ₆ molecular weight 343.2. It was confirmed by g / mol (M + H). Literature studies have shown that the HP50-W4 compound is a proteasome inhibitor TMC-86A (N-[(2S) -3-Hydroxy-1- (1- [2- (hydroxymethyl) -2) isolated from Streptomyces . -oxiranyl] -4-methyl-1-oxo-4-penten-2-ylamino) -1-oxo-2-propanyl] butanamide).

Experimental Example 2. Confirmation of herbicidal activity of HP50-W4 compound

The herbicidal activity of HP50-W4 compound was compared with herboxidiene, a compound known to have herbicidal activity.

Specifically, 4 hwabongwa weeds in a square plastic pot (pot) species of a surface area 350 cm ² filling the bed soil for gardening (sorghum, dolpi, indica and American dog length) and broadleaf weeds 5 species (Solanum nigrum, Aeschynomene indica, Abutilon theophrasti, Xanthium strumarium, and Seedlings), grown for 12 days in greenhouse conditions (weekly: 35 ° C., light conditions, 14 hours; night time: 25 ± 5 ° C., dark conditions, 10 hours), and then isolated from the culture filtrate of the KR16-334 bacteria One herboxidiene (HP100-M), or HP50-W4 isolated in Example 2, was cured at 250, 500, 1,000 or 2,000 μg / ml, respectively. Five days after the treatment, the crown was examined on the basis of external symptoms (0; no effect, 100; complete test).

Classification weed Herbicidal activity (%) HP100-M (μg / ml) HP50-W4 (μg / ml) 2,000 1,000 500 250 2,000 1,000 500 250 With flower
weed Sorghum 100 90 50 0 100 40 20 10 Dolphin 100 100 60 0 90 70 20 10 wire grass 100 80 80 0 100 40 10 10 American dog field 100 100 80 30 100 90 40 30 Broadleaf
weed Under the hood 100 100 100 60 100 100 100 40 Silkworm 100 100 100 60 100 100 100 30 Fidget 100 80 30 0 60 10 0 0 Macaw 100 100 100 100 100 100 100 90 convolvulus 100 100 20 10 100 100 100 90

As a result, HP100-M showed strong herbicidal activity against all herb species at 1,000 ㎍ / ml, and showed fast-acting characteristics such as wilting symptoms within 24 hours of treatment, whereas HP50-W4 had herbicidal activity against flowering and weeds. Although lower than HP100-M at the same concentration, herbicidal activity against broadleaf weeds was similar or higher than HP100-M at the same concentration (Table 1 and FIG. 8).

Claims (8)

A herbicide composition for weed control containing a compound represented by the following Chemical Formula 1, an optical isomer thereof, or an agrochemically acceptable salt thereof as an active ingredient:
[Formula 1]

.
The herbicide composition for weed control according to claim 1, wherein the weeds are flower roots and weeds or broadleaf weeds.
The herbicide for weed control according to claim 2, wherein the plant and the weed are any one selected from the group consisting of Sorghum bicolor , Echinochloa crus-galli , Digitaria ciliaris , and Panicum dichotomiflorum . Composition.
The method of claim 2, wherein the broadleaf weed is any one selected from the group consisting of Solanum nigrum , Aeschynomene indica , Abutilon theophrasti , Xanthium strumarium , and Calystegia sepium var. Japonica . , Herbicide composition for weed control.
A weed control method comprising the step of treating the herbicide composition for weed control of claim 1 to weeds, seeds or habitats thereof.
The weed control method according to claim 5, wherein the weeds are flower beds and weeds or broadleaf weeds.
The method of claim 6, wherein the flower weed and weed is any one selected from the group consisting of Sorghum bicolor , Echinochloa crus-galli , Digitaria ciliaris , and Panicum dichotomiflorum .
7. The broadleaf weed is any one selected from the group consisting of Solanum nigrum , Aeschynomene indica , Abutilon theophrasti , Xanthium strumarium , and Calystegia sepium var. Japonica . , Weed control method.

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