Methods and compositions for herbicidal mixtures with synergistic effects

Abstract

The present invention provides a method of use and a synergistic herbicidal composition comprising: (a) a compound spanisstatin C; b) an effective amount of one or more plant nutrients; and c) at least one of a carrier, a diluent, a surfactant, an adjuvant, wherein the composition inhibits the growth of the weeds.

Description

[0001] priority

[0002] This application claims priority to U.S. Provisional Application No. 63 / 336,027, filed on April 28, 2022. Technical Field

[0003] The present disclosure generally relates to compositions and methods of use of selected plant micronutrients for enhancing the herbicidal effectiveness of FR901464 and / or spliceostatin C.

[0004] More specifically, the present disclosure relates to methods, compositions and metabolites for controlling and inhibiting the emergence and / or growth of monocot, sedge or dicot weeds.

[0005] Federally Sponsored Research Statement

[0006] none.

[0007] Incorporated by Reference to Materials Archived on CD-ROM

[0008] none. Background Art

[0009] Natural products are substances produced by microorganisms, plants and other organisms. Microbial natural products provide a rich source of chemical diversity, and there is a long history of using natural products for medical purposes. Some such compounds are FR901464 and spristatin C, which have been found to be useful as antibacterial and antitumor agents. These compounds are super inhibitors of eukaryotic RNA splicing by binding to the SF3b subunit of the U2 snRNA subcomplex, an important component of the spliceosome. Summary of the invention

[0010] The present invention provides a method for inhibiting the emergence or growth of monocotyledonous, moss or dicotyledonous weeds, comprising: applying the following composition: a) an effective amount of a compound having the general formula I:

[0011]

[0012] wherein X, Y and Z are each independently -O, -NR or -S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylate The composition comprises: a) an effective amount of one or more plant micronutrients; b) an effective amount of one or more plant micronutrients; and c) at least one of a carrier, a diluent, a surfactant, an adjuvant, wherein the composition inhibits the growth of the weeds.

[0013] The compound may be sepristatin C or FR901464. The effective amount of one or more phytonutrients (micro and / or macronutrients) may be iron, zinc, boron, chloride, copper, molybdenum, nickel, phosphate and potassium. The monocot, sedge or dicot weeds are selected from the group consisting of: Amaranthus hypochondriacus, Chenopodium album, Abutilon theophrasti, Helianthus annuus, Ambrosia artemesifolia, Amaranthus retroflexus, Convolvulus arvensis, Brassica kaber, Taraxacum officinale, Solanum nigrum, Malva neglect, Setaria lutescens, Bromus tectorum, Poa annua, Poa pratensis, Palmer amaranth, Lolium perenne L. var. Pace, Fescue var. Aztec II (Festuca arundinaceae Schreb. var. Aztec II), Anthem II, LS1100, Echinochloa crus-galli, Cyperus difformis and Lactuca sativa. The composition also contains additional herbicidal compounds or insecticide compounds. Additional herbicidal compounds include: cloves, cinnamon, lemongrass, citrus oil, orange peel oil, tentoxin, cornexistin, AAL-toxin, leptospermone, thaxtomin, sarmentine, momilactone B, sorgoleone, ascaulatoxin and ascaulatoxin aglycone.Chemical herbicides may include, but are not limited to, diflufenzopyr and its salts, dicamba and its salts, topramezone, tembotrione, S-metolachlor, atrazine, mesotrione, primisulfuron-methyl, 2,4-dichlorophenoxyacetic acid, nicosulfuron, thifensulfuron-methyl, asulam, metribuzin, diclofop-methyl, fluazifop, fenoxaprop-p-ethyl, phenoxyacetic acid, oxazolidinone, oxazolidinone, pyraclostrobin ... hyl), sulfamethoxazole, oxyfluorfen, rimsulfuron, mecoprop and quinclorac, thiobencarb, clomazone, cyhalofop, propanil, bensulfuron-methyl, penoxsulam, triclopyr, imazethapyr, halosulfuron-methyl, pendimethalin, bispyribac-sodium, carfentrazone ethyl, sodium bentazon / sodium acifluorfen, glyphosate, glufosinate, stearyl alcohol, or orthosulfamuron. The compound is isolated from Burkholderia sp. The Burkholderia sp. may be Burkholderia sp. A396 (NRRL B-50319). The composition further comprises a salt or stereoisomer thereof.

[0014] The present invention provides a method for inhibiting the emergence or growth of monocotyledonous, moss or dicotyledonous weeds, comprising: applying an effective amount of a fermentation composition to the plant, plant part or substrate for growing the plant, wherein the fermentation composition comprises a whole cell broth collected from the fermentation of Burkholderia A396 (NRRL Accession No. B-50319) and an effective amount of one or more plant micronutrients. The whole cell broth comprises spristatin C or FR901464. The whole cell broth comprises an effective amount of a compound having the following general formula:

[0015]

[0016] wherein X, Y and Z are each independently —O, —NR or —S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxyl, halogen, amino, amide, carboxyl, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone. An effective amount of one or more plant nutrients includes iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium. The monocotyledonous, sedge or dicotyledonous weeds are selected from the group consisting of: quinoa, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, medicinal dandelion, nightshade, round-leaved mallow, golden foxtail, brome, bluegrass, meadow bluegrass, Palmer amaranth, perennial ryegrass var. Pace, tall fescue var. Aztec II, Anthem II, LS1100, barnyard grass and lettuce. The whole cell broth also contains additional herbicidal compounds or pesticide compounds. Additional herbicidal compounds include: cloves, cinnamon, lemongrass, citrus oil, orange peel oil, tengtoxin, cornexistin, AAL-toxin, thaxtomin, pseudopogonin, rice shell ketone B, sorghum ketone, ascaulatoxin and ascaulatoxin aglycone. According to another aspect, the additional herbicidal compounds include fluazifop and its salts, dicamba and its salts, benzathine, cypermethrin, S-isopropylamine, atrazine, mesotrione, primisulfuron, 2,4-dichlorophenoxyacetic acid, nicosulfuron, thifensulfuron, sulfamethoxam, metribuzin, diclofenac, fluazifop, fenoxaprop-butyl, sulfamethoxam, oxyfluorfen, sulfamethoxam, 2-methyl-4-chlorophenoxypropionic acid and quinclorac, chloranil, clomazone, cyhalofop-butyl, propanil, benzylsulfuron-methyl, penoxsulam, triclopyr, imazethapyr, halogenated pyraclostrobin, pendimethalin, bispyribac-butyl, fluazifop-butyl, sodium metolachlor / sodium acifluorfen, glyphosate, glufosinate, stearyl alcohol or pyrimidinesulfuron.

[0017] The present invention provides a synergistic herbicidal composition, comprising: (a) compound FR901464 or spristatin C; b) an effective amount of one or more plant micronutrients; and c) at least one of a carrier, a diluent, a surfactant, and an adjuvant, wherein the composition inhibits the growth of the weeds. The compound may be spristatin C or FR901464. The effective amount of one or more plant nutrients (micro and / or macronutrients) includes iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium. The monocotyledonous, sedge or dicotyledonous weeds are selected from the group consisting of: elm millet, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, medicinal dandelion, nightshade, round-leaved mallow, golden foxtail, brome, bluegrass, meadow bluegrass, Palmer amaranth, perennial ryegrass variety Pace, tall fescue variety Aztec II, Anthem II, LS1100, barnyard grass and lettuce. In some examples, the composition also contains additional herbicidal compounds or insecticide compounds.

[0018] The present invention provides a synergistic herbicidal composition, which comprises: (a) a compound having the following general formula:

[0019]

[0020] wherein X, Y and Z are each independently —O, —NR or —S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxyl, halogen, amino, amide, carboxyl, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone; (b) an effective amount of one or more plant micronutrients; and (c) at least one of a carrier, a diluent, a surfactant, an adjuvant, wherein the composition inhibits the growth of the weeds. The compound is spristatin C or FR901464. The effective amount of one or more plant micronutrients includes: an effective amount of one or more of iron, zinc, boron, chlorine, copper, molybdenum, nickel; the effective amount of one or more plant macronutrients includes: an effective amount of one or more of phosphate and potassium. The monocotyledonous, sedge or dicotyledonous weeds are selected from the group consisting of: Thousand Ears, Chenopodium album, Abutilon, Sunflower, Ambrosia retroflexus, Field Bindweed, Field Mustard, Medicinal Taraxacum, Solanum nigrum, Roundleaf Mallow, Golden Setaria, Bromus, Bluegrass, Kentucky Bluegrass, Palmer Amaranth, Perennial Ryegrass Variety Pace, Tall Fescue Variety Aztec II, Anthem II, LS1100, Barnyard Grass and Lettuce. The composition also contains additional herbicidal compounds or insecticide compounds. BRIEF DESCRIPTION OF THE DRAWINGS

[0021] For a more complete understanding of the features and advantages of the present invention, reference is now made to the detailed description of the invention and to the accompanying drawings, in which:

[0022] Figure 1 is a graph of the phytotoxicity of MBI-015 and fertilizers at 0.5 or 1 ug / mL rates. Different letters represent significantly different groups using Tukey HSD. The scale bar (Bar) represents the standard error. DETAILED DESCRIPTION

[0023] Although the preparation and use of various embodiments of the present invention are discussed in detail below, it should be understood that the present invention provides many applicable inventive concepts that can be embodied in various specific contexts. The specific embodiments discussed herein only illustrate specific ways to prepare and use the present invention and do not limit the scope of the present invention.

[0024] To facilitate understanding of the present invention, a number of terms are defined below. The terms defined herein have meanings that are commonly understood by those of ordinary skill in the art to which the present invention relates. Terms such as "a," "an," and "the" are not intended to refer only to a single entity, but rather to include general categories that may be illustrated using specific examples. The terms herein are used to describe specific embodiments of the present invention, but their use does not limit the present invention unless otherwise outlined in the claims.

[0025] The compositions in the present disclosure include naturally occurring compositions that have been isolated and purified. However, the present disclosure also includes synthetic versions of these compositions and may include modifications and substitutions to the compositions.

[0026] As used herein, the term "plant micronutrients" includes iron and zinc. Other plant micronutrients include boron, chlorine, copper, molybdenum and nickel.

[0027] Deposit of Biological Material. Under the terms of the Budapest Treaty, the following biological material has been deposited with the Agricultural Research Service Culture Collection (NRRL), 1815 University Street, Peoria, IL 61604, USA, and has been given the following accession numbers:

[0028] Accession number Deposit date

[0029] Burkholderia sp. A396 (NRRL B-50319) September 15, 2009

[0030] This strain has been deposited under the following conditions: ensuring that during the pendency of this patent application, the culture is accessible to persons determined by the Commissioner of Patents and Trademarks to be entitled to obtain the culture pursuant to 37 C.FR § 1.14 and 35 U.SC § 122. The deposit represents a substantially pure culture of the deposited strain. The deposit may be obtained in accordance with the requirements of foreign patent laws in the countries in which the corresponding part of this application or its successor is filed. However, access to the deposit does not constitute a license to practice the invention in derogation of patent rights granted by governmental action.

[0031] As used herein, the terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," "characterized by," or any other variation thereof, are intended to cover a non-exclusive inclusion, subject to any limitation expressly stated. For example, a composition, mixture, process, or method that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, mixture, process, or method.

[0032] The transitional phrase "consisting of" excludes any element, step, or ingredient not specified. If in a claim, such a phrase would exclude the claim from materials other than those listed, except for impurities normally associated therewith. When the phrase "consisting of" appears in a clause of the body of a claim, rather than immediately following the preamble, the phrase is limited only to the elements listed in that clause; other elements are not excluded from the claim as a whole.

[0033] The transitional phrase "consisting essentially of" is used to qualify compositions, methods that include materials, steps, features, components, or elements other than those specifically disclosed, provided that such additional materials, steps, features, components, or elements do not materially affect one or more of the basic and novel characteristics of the recited subject matter. The term "consisting essentially of" is intermediate between "comprising" and "consisting of."

[0034] As used herein, the term "herbicide" means a compound that controls or modifies the growth of plants. The term "herbicidally effective amount" means an amount of such a compound or a combination of such compounds that is capable of producing a controlling or modifying effect on plant growth. The controlling or modifying effect includes all deviations from natural development, for example: killing, delaying, leaf burn, albinism, dwarfing, etc.

[0035] The term "plant" refers to all physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, stalks, foliage and fruits. As used herein, the term "weeds" means any unwanted plant, and therefore includes not only agronomically important weeds as described below, but also volunteer crop plants.

[0036] As referred to herein, the term "seedling", whether used alone or in combination of words, means a young plant that develops from a seed embryo.

[0037] The term "pre-emergence application" means application to the soil in which weed seeds or seedlings are present before the weeds emerge above the soil surface. The term "post-emergence application" means application to the aerial or exposed parts of weeds that emerge above the soil surface. The term "early post-emergence application" means application to the aerial or exposed parts of weeds that emerge above the soil surface and are between the cotyledon stage and the two to three leaf growth stage (or the three to four full leaf stage).

[0038] As defined herein, "whole broth culture" or "whole cell broth" refers to a liquid culture containing cells and medium. If the bacteria are grown on plates, the cells can be collected in water or other liquid whole culture. The terms "whole broth culture" and "whole cell culture" are used interchangeably.

[0039] As defined herein, the term "supernatant" refers to the liquid remaining when cells are grown in broth or collected in another liquid from an agar plate and removed by centrifugation, filtration, sedimentation, or other methods known in the art.

[0040] As defined herein, "filtrate" refers to the liquid from the whole broth culture that has passed through a membrane.

[0041] As defined herein, "extract" refers to liquid material that has been removed from cells by a solvent (water, detergent, buffer, organic solvent) and separated from the cells by centrifugation, filtration or other methods.

[0042] As defined herein, "metabolite" refers to a compound, substance or byproduct of a microbial fermentation, or a supernatant, filtrate or extract obtained from a microorganism having herbicidal activity.

[0043] As defined herein, "derived from" means directly isolated or obtained from a specified source, or having the identifying characteristics of a substance or organism isolated or obtained from a specified source.

[0044] As defined herein, an "isolate or isolated compound" is substantially free of other compounds or substances, e.g., having a purity of at least about 20%, preferably at least about 40% purity, more preferably about 60% purity, even more preferably about 80% purity, most preferably about 90% purity, and even most preferably about 95% purity, as determined by analytical methods, including but not limited to chromatography, electrophoresis.

[0045] As used herein, the term "alkyl" refers to a monovalent straight or branched chain hydrocarbon group having 1 to about 12 carbon atoms, including methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-hexyl, and the like.

[0046] As used herein, "substituted alkyl" refers to an alkyl group further bearing one or more substituents selected from hydroxy, alkoxy, thiol, cycloalkyl, substituted cycloalkyl, heterocyclyl, substituted heterocyclyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aryloxy, substituted aryloxy, halogen, cyano, nitro, amino, amide, -C(O)H, acyl, oxyacyl, carboxyl, sulfonyl, sulfonamide, sulfone, and the like.

[0047] As defined herein, "alkenyl" refers to a straight or branched chain hydrocarbon group having one or more carbon-carbon double bonds and having from about 2 to up to 12 carbon atoms, and "substituted alkenyl" refers to an alkenyl group further bearing one or more substituents as described above.

[0048] As used herein, "alkynyl" refers to a straight or branched chain hydrocarbon group having at least one carbon-carbon triple bond and having about 2 to up to 12 carbon atoms, and "substituted alkynyl" refers to an alkynyl group further bearing one or more substituents as described above.

[0049] As used herein, "aryl" refers to an aromatic group having from 6 to up to 14 carbon atoms, and "substituted aryl" refers to an aryl group further bearing one or more of the above-mentioned substituents.

[0050] As used herein, "heteroaryl" refers to an aromatic ring containing one or more heteroatoms (e.g., N, O, S, etc.) as part of the ring structure and having 3 to a maximum of 14 carbon atoms, and "substituted heteroaryl" refers to a heteroaryl group further bearing one or more of the above-mentioned substituents.

[0051] As used herein, "alkoxy" refers to an --O-alkyl- group, wherein alkyl is as defined above, and "substituted alkoxy" refers to an alkoxy group further bearing one or more substituents as defined above.

[0052] As used herein, "thioalkyl" refers to an --S-alkyl- group, wherein alkyl is as defined above, and "substituted thioalkyl" refers to a thioalkyl group further bearing one or more substituents as described above.

[0053] As used herein, "cycloalkyl" refers to a ring-containing alkyl group containing about 3 to up to 8 carbon atoms, and "substituted cycloalkyl" refers to a cycloalkyl group further bearing one or more substituents as described above.

[0054] As used herein, "heterocycle" refers to a cyclic (i.e., ring-containing) group containing one or more heteroatoms (e.g., N, O, S, etc.) as part of the ring structure and having from 3 to a maximum of 14 carbon atoms, and "substituted heterocycle" refers to a heterocycle group further bearing one or more of the above substituents.

[0055] As used herein, "herbicide safeners" are compounds added to herbicide formulations to eliminate or reduce the phytotoxic effects of the herbicide on certain crops. These compounds protect the crop from damage by the herbicide, but generally do not prevent the herbicide from controlling unwanted vegetation. Examples of herbicide safeners include, but are not limited to, benoxacor, cloquintocet-mexyl, cumyluron, cyometrinil, cyprosulfamide, daimuron, dichlormid, dicyclonon, dietholate, dimepiperate, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen-ethyl, mefenpyr-diethyl, mephenate, methoxyphenone, naphthalic anhydride, anhydride), oxabetrinil, N-(aminocarbonyl)-2-methylbenzenesulfonamide and N-(aminocarbonyl)-2-fluorobenzenesulfonamide, 1-bromo-4-[(chloromethyl)sulfonyl]benzene, 2-(dichloromethyl)-2-methyl-1,3-dioxolane (MG 191), 4-(dichloroacetyl)-1-oxa-4-azospiro-[4,5]decane (MON 4660), 2,2-dichloro-1-(2,2,5-trimethyl-3-oxazolidinyl)-ethanone and 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide. Of note are synergistic phosphorus, 2,2-dichloro-1-(2,2,5-trimethyl-3-oxazolidinyl)-ethanone, and 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide (also known as N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide; CAS#129531-12-0). Of particular note is 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide (also known as N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide; CAS#129531-12-0).

[0056] As used herein, unless otherwise indicated, the term "about" or "approximately" means an acceptable error for a particular value as determined by one of ordinary skill in the art, which depends in part on how the value is measured or determined. In certain embodiments, the term "about" or "approximately" means within 1, 2, 3, or 4 standard deviations. In certain embodiments, the term "about" or "approximately" means within 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, 0.1%, or 0.05% of a given value or range.

[0057] Bacterial fermentation. Chromobacterium violaceum WB968 or Burkholderia A396 are bacteria known in the art that produce secondary metabolites with herbicidal properties. For fermentation, the carbon source in the culture medium can be any carbohydrate. In certain embodiments, the carbon source is a monosaccharide or a disaccharide (e.g., glucose). In certain specific embodiments, the carbon source is glucose or maltodextrin. In certain embodiments, other carbohydrates, such as starch, maltose, sucrose, fructose, or glycerol, can be used. In certain embodiments, the source of some or all of the carbon can also be amino acids or provide a complex (comoplex) nutrient of carbon and some or all of the nitrogen. In certain embodiments, the nitrogen source is ammonia or ammonium salt, such as ammonium sulfate, ammonium nitrate, ammonium phosphate, etc. In other embodiments, nitrogen and some or all of the carbon are from plant peptones (e.g., polypeptone NS, corn steep liquor, Hinute R). Other sources of nitrogen and carbon complexes that can be used include bouillon, yeast extract, soy peptone, gluten meal, cottonseed meal, soy meal, dry yeast and wheat germ. In certain embodiments, the nitrogen source is urea or an amino acid. In certain embodiments, the nitrogen source is a nitrogen-containing organic small molecule. In certain embodiments, the culture medium is supplemented with amino acids. For example, the culture medium can be supplemented with L-arginine, L-histidine or L-cysteine. In certain embodiments, the culture medium is supplemented with L-cysteine. See WO 02 / 20817; it is incorporated herein by reference in its entirety. In certain embodiments, the culture medium is supplemented with L-cysteine ​​and L-valine. The culture medium may include minerals such as magnesium (e.g., magnesium sulfate) and phosphates (e.g., potassium dihydrogen phosphate, disodium hydrogen phosphate). In certain embodiments, the culture medium includes glucose, plant peptone (polypeptone NS) or corn steep liquor (CSL), magnesium sulfate and water. In certain embodiments, the culture medium includes glucose, polypeptone (polypeptone NS), magnesium sulfate, defoamer and water. In certain embodiments, the culture medium includes glucose (0.45-1.0%), plant peptone (polypeptone NS) or CSL (0.9-4.0%), magnesium sulfate (0.0054-0.010%), defoamer (0.09%-0.11%) and water (the rest). In certain embodiments, the culture medium includes glucose, oxidized starch (e.g., Pinedex #100) or maltodextrin, soy peptone (e.g., Hinute-R), ammonium sulfate, magnesium sulfate, potassium dihydrogen phosphate, disodium hydrogen phosphate, defoamer (e.g., Adekanol LG-109), L-cysteine, L-valine and water.In certain embodiments, the culture medium includes glucose (2-10%), oxidized starch (e.g., Pinedex #100) or maltodextrin (1-15%), soy peptone (e.g., Hinute-R) (1-6%), ammonium sulfate (0-0.5%), magnesium sulfate (0-2%), potassium dihydrogen phosphate (0.275-1.65%), sodium dihydrogen phosphate (0.18-1.08%), antifoaming agent (e.g., Adekanol LG-109) (0.2-0.66%), L-cysteine ​​(0-30 mM), L-valine (0-15 mM), and water.

[0058] Burkholderia A396 (NRRL B-50319) strain. The Burkholderia A396 strain listed herein is a non-Burkholderia cepacia complex, a non-plant Burkholderia (non-Burkholderia plantari), a non-gladiolus Burkholderia (non-Burkholderia gladioli), a Burkholderia (Burkholderia sp) and is not pathogenic to vertebrates (e.g., birds, mammals, and fish). This strain can be isolated from a soil sample using procedures known in the art and described in Lorch et al., 1995. The separation, characterization, and acquisition methods of the metabolites of Burkholderia A396 are known in the art, and can be found in, for example, U.S. Patent No. 8,822,193 or U.S. Patent No. 9,433,218, both of which are incorporated by reference as a whole.

[0059] Provided herein is a method and a herbicidal composition for controlling weeds by applying an effective amount of: a) a plant micronutrient and b) a compound having the general formula (I):

[0060]

[0061] wherein X, Y and Z are each independently -O, -NR or -S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R 11 , R 12 and R 13Each is independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxyl, halogen, amino, amide, carboxyl, -C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone; and b) at least one of a carrier, a diluent, a surfactant, an adjuvant; and / or other herbicidal compounds or other pesticides to inhibit the growth of the weeds.

[0062] In certain aspects, the compound in the above method may have the following structure:

[0063]

[0064]

[0065] In another aspect, the method may comprise: a first substance selected from the group consisting of one or more of the above compounds; and b) a plant micronutrient and c) optionally a second substance, wherein the second substance is a chemical or biological herbicide and / or pesticide, and c) optionally, at least one of a carrier, a diluent, a surfactant or an adjuvant.

[0066] In yet another aspect, weeds are controlled by inhibiting the emergence and / or growth of monocotyledonous, moss or dicotyledonous weeds, comprising applying to the weeds or soil an amount effective to inhibit the emergence or growth of monocotyledonous, moss and dicotyledonous weeds: (a) one or more of the above compounds; (b) a plant micronutrient; (c) optionally another substance, wherein the substance is a chemical or biological herbicide; or (d) any combination of the above.

[0067] In one aspect, the additional herbicidal compounds include, but are not limited to, cloves, cinnamon, lemongrass, citrus oils, orange peel oil, tenegrin, cornexistin, AAL-toxin, thaxtomin, thaxtomin, pyralidin, kaempferol B, sorghum ketone, ascaulatoxin, and ascaulatoxin aglycone. Chemical herbicides may include, but are not limited to, fluazifop and its salts, dicamba and its salts, benzathine, cypermethrin, S-isopropylamine, atrazine, mesotrione, primisulfuron, 2,4-dichlorophenoxyacetic acid, nicosulfuron, thifensulfuron, sulfamethoxam, metribuzin, diclofenac, fluazifop-butyl, fenoxaprop-butyl, sulfamethoxam, oxyfluorfen, sulfamethoxam, 2-methyl-4-chlorophenoxypropionic acid and quinclorac, chloranil, clomazone, cyhalofop-butyl, propanil, benzylsulfuron-methyl, penoxsulam, triclopyr, imazethapyr, halogenated pyraclostrobin, pendimethalin, bispyribac-butyl, fluazifop-butyl, sodium metolachlor / sodium acifluorfen, glyphosate, glufosinate, stearyl alcohol and / or pyrimidinesulfuron.

[0068] In yet another aspect, the herbicidal compounds disclosed herein exhibit synergy with the other herbicidal compounds described above (as determined by the COLBY formula), wherein the formula has a ratio greater than 1.

[0069] In one aspect, weeds include, but are not limited to, millet, amaranth, Amaranthus palmeri, Amaranthus rudis, pigweed, Kochia scoparia, velvetleaf, Malvasylvestris, Stellaria media, Portulaca oleracea, field bindweed, Ipomoea purpurea, Sinapsis arvensis, Raphanus raphanistrum, Medicago lupulina, Trifolium repens, Genistamons pessulana, Epilobium angustifolium, nightshade, Setaria faberi, Bromus striata, Poa annua, Poa pratensis, Lolium multiflorum), crabgrass (Digitaria sanguinalis), tall fescue, barnyard grass, longleaf plantain (Plantago lanceolata), sunflower, ragweed (Ambrosia artemisifolia), daisy (Bellis perennis), medicinal dandelion, wild lettuce (Lactuca serriola), and / or lettuce.

[0070] In a related aspect, provided herein is a seed coated with the above composition. The seed may be a genetically modified seed that is resistant to herbicides.

[0071] Herbicidal compounds. In certain embodiments, the present invention relates to herbicidal compounds having the following structure:

[0072]

[0073] Wherein X, Y and Z are each independently -O, -NR or -S, wherein R is H or C1-C 10 Alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R 11 , R 12 and R 13Each is independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxy, halogen, amino, amide, carboxy, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone.

[0074] In certain embodiments, the composition may have any of the following structures:

[0075]

[0076] The compounds of the present disclosure may be chemically synthesized or derived from other sources, such as biological materials.

[0077] The compounds of the present disclosure may be applied before or after the crop is planted, before the weeds emerge (pre-emergence application), or after the weeds emerge (post-emergence application), and are particularly effective when applied to weeds post-emergence.

[0078] The combination of the above compounds with the plant micronutrients according to the invention can be used as herbicides in unmodified form as obtained in the synthesis, but they are usually formulated into herbicidal compositions in various ways using formulation adjuvants (e.g. carriers, solvents and surface-active substances). Therefore, the present invention also relates to a herbicidal composition comprising, in addition to formulation adjuvants, a herbicidally effective amount of a compound of formula (I). The formulations may be in various physical forms, for example, in the form of dusting powders, gels, wettable powders, water-dispersible microgranules, water-dispersible tablets, effervescent pellets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, flowable oils, aqueous dispersions, oily dispersions, suspoemulsions, capsule suspensions, emulsifiable microgranules, soluble liquids, water-soluble concentrates (using water or water-miscible organic solvents as carriers), impregnated polymer films or other forms known, for example, from the Manual on Development and Use of FAO Specifications for Plant Protection Products, 5th edition, 1999. Such formulations may be used directly or after diluting them. The dilution may be carried out, for example, with water, liquid fertilizers, micronutrients, bioorganic matter, oil or solvent.

[0079] The preparation can be prepared, for example, by mixing the active ingredient with plant micronutrients and formulation adjuvants to obtain a composition in the form of a finely divided solid, microparticles, solutions, dispersions or emulsions. The active ingredient can also be formulated with other adjuvants, such as finely divided solids, mineral oils, oils of plant or animal origin, modified oils of plant or animal origin, organic solvents, water, surfactants or combinations thereof. The active ingredient can also be contained in very fine microcapsules composed of polymers. The microcapsules contain the active ingredient in a porous carrier. This enables the active ingredient to be released into the environment in a controlled amount (e.g., sustained release). Microcapsules typically have a diameter of 0.1 to 500 microns. They contain active ingredients in the amount of about 25% by weight to 95% by weight by capsule weight. The active ingredient can be in the form of a monolithic solid, in the form of fine particles in a solid or liquid dispersion or in the form of a suitable solution. The encapsulating membrane comprises, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymers, polyacrylonitrile, polyacrylates, polyesters, polyamides, polyureas, polyurethanes or chemically modified polymers and starch xanthates or other polymers known to those skilled in the art in this respect. Alternatively, very fine microcapsules can be formed, in which the active ingredient is contained in the form of finely divided particles in a solid matrix of the alkaline substance, but the microcapsules themselves are not encapsulated.

[0080] Plant nutrients include iron and zinc; additional plant micronutrients include phosphate and potassium. Although iron and zinc can be in any form and any oxidation state known to those skilled in the art. For example, zinc can be in the form of zinc picolinate, zinc acetate, zinc monomethionine, zinc glycerate, zinc citrate, and zinc sulfate. Iron can be in the form of ferrous fumarate, ferrous gluconate, ferrous glutamate, ammonium ferric citrate, ferrous glycinate, ferrous succinate, and ferrous sulfate.

[0081] Formulation adjuvants suitable for preparing the composition according to the invention are known per se. As liquid carriers, water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, acid anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl esters of acetate, diacetone alcohol, 1,2-20 dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosin acid ester (diethylene glycol) abietate), diethylene glycol butyl ether, diethylene glycol monoethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, acetic acid glyceryl, diacetic acid glyceryl, triacetic acid glyceryl, hexadecane, hexanediol, isoamyl acetate, isobornylacetate, isooctane, isophorone, cumene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide

[0043] The invention also includes propylene oxide, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, dichloromethane, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol (PEG400), propionic acid, propyl lactate, propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol and alcohols of higher molecular weight, such as amyl alcohol, tetrahydro-furfuryl alcohol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc. Water is generally the carrier of choice for diluting concentrates.Suitable solid carriers are, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soy flour, pumice, wood flour, ground walnut shells, lignin, and similar materials as described, for example, in CFR 180.1001.(c) & (d).

[0082] A large number of surface-active substances can be advantageously used in solid and liquid formulations, particularly in those formulations which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric substances, and they can be used as emulsifiers, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, alkyl sulfates, such as diethanolammonium lauryl sulfate; alkylaryl sulfonates, such as calcium dodecyl-benzenesulfonate; alkylphenol / alkylene oxide addition products, such as nonylphenol ethoxylate; alcohol / alkylene oxide addition products, such as tridecyl alcohol ethoxylate; soaps, such as sodium stearate; alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitan esters, such as sorbitan oleate; quaternary amines, such as lauryltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphates; and also include, for example, the substances described in "McCutcheon's Detergents and Emulsifiers Annual" MC Publishing Corp., Ridgewood NJ, 1981. Formulation inerts may include sodium lauryl sulfate and ammonium sulfate. Silicone surfactants and methylated seed oils may also be used in the formulation.

[0083] Additional adjuvants that may typically be used in insecticide formulations include crystallization inhibitors, viscosity improvers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, defoamers, complexing agents, neutralizing or pH adjusting substances and buffers, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[0084] The composition according to the invention may additionally comprise additives which comprise oils of vegetable or animal origin, mineral oils, alkyl esters of such oils or mixtures of such oils and oil derivatives. The amount of oil additives in the composition according to the invention is generally from 0.01% to 10% based on the spray mixture. For example, the oil additive can be added to the spray tank in the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oils or oils of vegetable origin, for example rapeseed oil, olive oil or sunflower oil; emulsified vegetable oils, for example ( -Poulenc Canada Inc.), alkyl esters of oils of vegetable origin, for example, methyl derivatives; or oils of animal origin, such as fish oil or tallow. Preferred additives contain, for example, essentially 80% by weight of alkyl esters of fish oil and 15% by weight of methylated rapeseed oil, as well as 5% by weight of conventional emulsifiers and pH regulators as active ingredients. Particularly preferred oil additives contain alkyl esters of C8-C22 fatty acids, in particular methyl derivatives of C12-C18 fatty acids, such as methyl esters of lauric acid, palmitic acid and oleic acid are particularly important. These esters are known as methyl laurate (CAS-111-82-0), methyl palmitate (CAS-112-39-0) and methyl oleate (CAS-112-62-9). Preferred fatty acid methyl ester derivatives are 2230 and 2231 (Cognis GmbH). These and other oil derivatives are also known from the Compendium of Herbicide Adjuvants, 5th Edition, Southern Illinois University, 2000.

[0085] The application and effect of the oil additive can be further improved by combining with surfactants, such as nonionic, anionic or cationic surfactants. Examples of suitable anionic, nonionic and cationic surfactants are listed on pages 7 and 8 of WO97 / 34485. Preferred surfactants are anionic surfactants of the dodecylbenzylsulfonate type, in particular the calcium salts thereof, and nonionic surfactants of the fatty alcohol ethoxylate type. Particularly preferred are ethoxylated C12-C22 fatty alcohols having a degree of ethoxylation of 5 to 40. Examples of commercially available surfactants are the Genapol types (Clariant AG). Also preferred are silicone surfactants, in particular polyalkyl-oxidized-modified heptamethyltrisiloxanes (which are available, for example, as Silwet L- Commercially available), and perfluorinated surfactants. The concentration of surfactants in relation to the total additive is generally 0.5% to 30% by weight. Examples of oil additives consisting of a mixture of oil or mineral oil or its derivatives and surfactants are ME (Syngenta AG, CH) or ActipronC (BP Oil UK Limited, GB).

[0086] If desired, the abovementioned surface-active substances can also be used in the formulations on their own, that is to say without oil additives.

[0087] Furthermore, the addition of organic solvents to the oil additive / surfactant mixture may contribute additional enhancement. Suitable solvents are, for example, (ESSO) or Aromatic (Exxon Corporation). The concentration of such solvents may range from 10% to 80% by weight based on the total weight. Oil additives present in a mixture with solvents are described, for example, in U.S. Pat. No. 4,834,908. The commercially available oil additives disclosed herein are referred to as (BASF Corporation). Preferred additional oil additives according to the invention are (SyngentaCrop Protection Canada).

[0088] In addition to the oil additives listed above, preparations of alkylpyrrolidones (e.g. ) is added to the spray mixture. Formulations of synthetic lattices (e.g., polyacrylamide, polyvinyl compounds or poly-1-p-menthene) can also be used (e.g., or It is also possible to add a solution containing propionic acid (e.g., EUROGKEM PEN-E- ) is added to the spray mixture as an action enhancer.

[0089] The herbicidal composition generally comprises 0.1% to 99% by weight, in particular 0.1% to 95% by weight of a compound of formula (I) (e.g., sepristatin C) and 1% to 99.9% by weight of a plant micronutrient and 1% to 99.9% by weight of a formulation adjuvant, preferably comprising 0% to 25% by weight of a surfactant. Although commercial products are preferably formulated as concentrates, end users generally employ dilute formulations.

[0090] On the other hand, any of the above compounds can be from natural materials or obtain or separate from commercial sources or the compound obtained by chemical synthesis, for example, referring to U.S. Patent Application No. US2008 / 0096879A1, the content of which is incorporated by reference in its entirety. Natural sources include but are not limited to microorganisms, marine algae and sponges. In a more specific embodiment, microorganisms include species such as Burkholderia. More specific embodiments include Burkholderia A396 (NRRL B-50319).

[0091] Compounds of the present disclosure may exist as one or more stereoisomers. Various stereoisomers include enantiomers, diastereomers, atropisomers and geometric isomers. Stereoisomers are isomers with the same composition but different arrangements of their atoms in space, and include enantiomers, diastereomers, cis-trans isomers (also referred to as geometric isomers) and atropisomers. Atropisomers are produced by restricted rotation around a single bond, where the rotational energy barrier is high enough to allow separation of isomeric substances. It will be appreciated by those skilled in the art that a stereoisomer may be more active and / or may exhibit beneficial effects when enriched relative to other stereoisomers or when separated from other stereoisomers. In addition, the technician knows how to separate, enrich and / or selectively prepare the stereoisomers. Compounds of the present disclosure may be used as mixtures of stereoisomers, individual stereoisomers or in optically active forms.

[0092] The above compounds can be used as herbicides. The method of treating plants and plant parts with the above-mentioned compositions can be carried out directly or by, for example, dipping, pouring, chemical irrigation (chemigation), spraying, evaporation, atomization, scattering, spraying, injection and / or seed coating (seed coating) to allow the composition to act on its surrounding environment, habitat or storage space.

[0093] Compositions can be applied using methods known in the art. Specifically, disclosed compositions can be applied to plants or plant parts. In this context, plants are understood to mean all plants and plant populations, such as required and unwanted wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants that can be obtained by the following methods: conventional plant breeding and optimization methods, or biotechnology and genetic engineering methods or a combination of these methods, including transgenic plants and including plant varieties protected or unprotected by plant breeders' rights. Plant parts should be understood to refer to all parts and organs of plants above ground and underground, such as stems (shoot), leaves, flowers and roots, and examples that can be mentioned are cotyledons, leaves, needles, stalks, stems (stem), flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes (rhizome). Plant parts also include harvested materials and nutrient and reproductive propagation materials, such as cuttings, tubers, rhizomes, branches and seeds.

[0094] The compounds of the present disclosure can generally be used as herbicidal active ingredients in compositions (i.e., formulations) wherein at least one additional component is selected from the group consisting of surfactants, solid diluents, and liquid diluents, which act as carriers. The formulation or composition ingredients are selected to be consistent with the physical properties of the active ingredient, the mode of application, and environmental factors (e.g., soil type, moisture, and temperature).

[0095] Available preparations include both liquid and solid compositions.Liquid compositions include solutions (including emulsifiable concentrates), suspending agents, emulsions (including microemulsions, oil-in-water emulsions, flowable concentrates and / or suspending agents) etc., which optionally can be thickened into gels.The general type of aqueous liquid compositions is soluble concentrates, suspending agent concentrates, capsule suspensions, concentrated emulsions, microemulsions, oil-in-water emulsions, flowable concentrates and suspoemulsions.The general type of non-aqueous liquid compositions is emulsifiable concentrates, microemulsions, dispersible concentrates and oil dispersions.

[0096] General types of solid compositions are dusts, powders, microparticles, pills, pellets, pastilles, tablets, filled films (including seed coatings), etc., which may be water dispersible ("wettable") or water soluble. Films and coatings formed from film-forming solutions or flowable suspensions are particularly useful for seed treatment. The active ingredient may be (micro)encapsulated and further formed into a suspension or solid formulation; alternatively, the entire formulation of the active ingredient may be encapsulated (or "coated"). Encapsulation may control or delay the release of the active ingredient. Emulsifiable microparticles combine the advantages of both emulsifiable concentrate formulations and dry granular formulations. High concentration compositions are primarily used as intermediates for further formulation.

[0097] Sprayable formulations extend in suitable media before spraying usually. Such liquid and solid formulations are formulated to be easy to be diluted in the spray medium, usually water, but sometimes another suitable medium, like aromatic hydrocarbons or paraffinic hydrocarbons or vegetable oils. The spray volume can be in the scope of about one to several thousand liters / hectare, but more generally in the scope of about ten to several hundred liters / hectare. Sprayable formulations can be tank mixed with water or another suitable medium, for use in carrying out leaf or ground treatment or for being applied to the growth medium of plant by aerial or ground application. Liquid and dry formulations can be directly metered into the drip irrigation system or metered into the furrow during planting.

[0098] The formulations generally contain an effective amount of active ingredient, an effective amount of plant micronutrient, a diluent and a surfactant within the following appropriate ranges, the total of which is 100% by weight.

[0099] The above substances used in the compositions and methods disclosed herein can be formulated in any manner. Non-limiting examples of formulations include, but are not limited to, emulsifiable concentrates (EC), wettable powders (WP), soluble liquids (SL), aerosols, ultra-low concentration solutions (ULV), soluble powders (SP), microcapsules, water-dispersible granules, flowables (FL), microemulsions (ME), nanoemulsions (NE), and seed treatments, etc. In any formulation described herein, the percentage of active ingredient is in the range of 0.01% to 99.99%, and includes any and all incremental variations thereof.

[0100] The composition may also additionally include a surfactant for emulsification, absorption, adhesion, dispersion, wetting, spreading, integration, disintegration control, stabilization of active ingredients, and improvement of fluidity or inhibition of rust. In a specific embodiment, the surfactant is a non-phytotoxic nonionic surfactant that belongs to EPA Inerts List 4B. In another specific embodiment, the nonionic surfactant is polyoxyethylene (20) monolaurate. The concentration of the surfactant may be between 0.1-35% of the total formulation, or in the range of 5-25%. The selection of dispersing and emulsifying agents (e.g., nonionic, anionic, amphoteric and cationic dispersants and emulsifiers) and the amount used are determined by the properties of the composition and the ability of the agent to promote the dispersion of the composition.

[0101] Solid diluents include, for example, clays such as bentonite, montmorillonite, attapulgite and kaolin, gypsum, cellulose, titanium dioxide, zinc oxide, starch, dextrin, sugars (e.g., lactose, sucrose), silicon dioxide, talc, mica, diatomaceous earth, urea, calcium carbonate, sodium carbonate and bicarbonate, and sodium sulfate. Typical solid diluents are described in Watkins et al., Handbook of Insecticide Dust Diluents and Carriers, 2nd Ed., Dorland Books, Caldwell, New Jersey.

[0102] Liquid diluents include, for example, water, N,N-dimethylalkaneamides (e.g., N,N-dimethylformamide), limonene, dimethyl sulfoxide, N-alkylpyrrolidones (e.g., N-methylpyrrolidone), alkyl phosphates (e.g., triethyl phosphate), ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, propylene carbonate, butylene carbonate, paraffins (e.g., mineral white oil, normal paraffins, isoparaffins), alkylbenzenes, alkylnaphthalenes, glycerol, triacetin, sorbitol, aromatic hydrocarbons, dearomatized aliphatics, alkylbenzenes, alkylnaphthalenes, ketones (e.g., cyclohexanone, 2-heptanone, isophorone and 4-hydroxy-4-methyl-2-pentanone), acetates (e.g., isoamyl acetate, hexyl acetate, heptyl acetate, octyl acetate, nonyl acetate, tridecyl acetate and isobornyl acetate), other esters such as alkylated lactates, dibasic acid esters, alkyl and aryl benzoates and -Butyrolactone and alcohol, which can be linear, branched, saturated or unsaturated, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-hexanol, 2-ethylhexanol, n-octanol, decanol, isodecyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, tridecanol, oleyl alcohol, cyclohexanol, tetrahydrofurfuryl alcohol, diacetone alcohol, cresol and benzyl alcohol. Liquid diluents also include glycerides of saturated and unsaturated fatty acids (usually C6-C22), such as plant seeds and fruit oils (e.g., olive, castor, linseed, sesame, corn (corn), peanut, sunflower, grape seed, safflower, cottonseed, soybean, rapeseed, coconut and palm kernel oil), animal-derived fats (e.g., tallow, lard, lard, cod liver oil, fish oil) and mixtures thereof. Liquid diluents also include alkylated fatty acids (e.g., methylated, ethylated, butylated), wherein fatty acids can be obtained by hydrolysis of glycerides of plant and animal origin and can be purified by distillation. Typical liquid diluents are described in Marsden, Solvents Guide, 2nd Ed., Interscience, New York, 1950.

[0103] Solid and liquid compositions of the present disclosure often include one or more surfactants. When added to a liquid, a surfactant (also referred to as a "surfactant") typically changes, most commonly reduces, the surface tension of the liquid. Depending on the nature of the hydrophilic and lipophilic groups in the surfactant molecule, a surfactant can be used as a wetting agent, dispersant, emulsifier, or deaerator.

[0104] Surfactants can be classified as nonionic, anionic or cationic. Nonionic surfactants that can be used in the present composition include, but are not limited to, alcohol alkoxylates, such as alcohol alkoxylates based on natural alcohols and synthetic alcohols (which can be branched or linear) and prepared from alcohols and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof; amine ethoxylates, alkanolamides and ethoxylated alkanolamides; alkoxylated triglycerides, such as ethoxylated soybean oil, castor oil and rapeseed oil; alkylphenol alkoxylates, such as octylphenol ethoxylates (prepared from phenol and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof), nonylphenol ethoxylates, dinonylphenol ethoxylates and dodecylphenol ethoxylates; block copolymers prepared from ethylene oxide or propylene oxide and reverse block copolymers in which the terminal blocks are prepared from propylene oxide; ethoxylated ethoxylated fatty acids; ethoxylated fatty esters and oils; ethoxylated methyl esters; ethoxylated tristyrylphenols (including those prepared from ethylene oxide, propylene oxide, butylene oxide or mixtures thereof); fatty acid esters, glycerides, lanolin-based derivatives, polyethoxylated esters, such as polyethoxylated sorbitan fatty acid esters, polyethoxylated sorbitan fatty acid esters and polyethoxylated glycerol fatty acid esters; other sorbitan derivatives, such as sorbitan esters; polymeric surfactants, such as random copolymers, block copolymers, alkyd peg (polyethylene glycol) resins, graft or comb polymers and star polymers; polyethylene glycol (PEG); polyethylene glycol fatty acid esters; silicone-based surfactants; and sugar derivatives, such as sucrose esters, alkyl polyglycosides and alkyl polysaccharides.

[0105] Anionic surfactants include, but are not limited to, alkylaryl sulfonic acids and salts thereof; carboxylated alcohol or alkylphenol ethoxylates; diphenyl sulfonate derivatives; lignin and lignin derivatives, such as lignin sulfonates; maleic acid or succinic acid or their anhydrides; olefin sulfonates; phosphates, such as phosphates of alcohol alkoxylates, phosphates of alkylphenol alkoxylates, and phosphates of styrylphenol ethoxylates; protein-based surfactants; sarcosine derivatives; styrylphenol ether sulfates; sulfates and sulfonates of oils and fatty acids; sulfates and sulfonates of ethoxylated alkylphenols; sulfates of alcohols; sulfates of ethoxylated alcohols; sulfonates of amines and amides, such as N,N-alkyltaurates; sulfonates of benzene, cumene, toluene, xylene, and dodecyl and tridecylbenzenes; sulfonates of condensed naphthalene; sulfonates of naphthalene and alkylnaphthalene; sulfonates of fractionated petroleum; sulfosuccinamates; and sulfosuccinates and derivatives thereof, such as dialkyl sulfosuccinates.

[0106] Cationic surfactants include, but are not limited to, amides and ethoxylated amides; amines such as N-alkylpropanediamines, tripropylenetriamine, and dipropylenetetramine, and ethoxylated amines, ethoxylated diamines, and propoxylated amines (prepared from amines and ethylene oxide, propylene oxide, butylene oxide, or mixtures thereof); amine salts such as amine acetates and diamine salts; quaternary ammonium salts such as quaternary ammonium salts, ethoxylated quaternary ammonium salts, and diquaternary ammonium salts; and amine oxides such as alkyldimethylamine oxides and bis(2-hydroxyethyl)-alkylamine oxides.

[0107] In addition, the present composition is a mixture of nonionic and anionic surfactants or a mixture of nonionic and cationic surfactants. Nonionic, anionic and cationic surfactants and their recommended uses are disclosed in various published references, including McCutcheon's Emulsifiers and Detergents, annual American and International Editions published by McCutcheon's Division, The Manufacturing Confectioner Publishing Co.; Sisely and Wood, Encyclopedia of Surface Active Agents, Chemical Publ. Co., Inc., New York, 1964; and AS Davidson and B. Milwidsky, Synthetic Detergents, Seventh Edition, John Wiley and Sons, New York, 1987.

[0108] The compositions of the present disclosure may also contain formulation aids and additives known to those skilled in the art as formulation adjuvants (some of which may be considered to also serve as solid diluents, liquid diluents or surfactants). Such formulation aids and additives may control: pH (buffers), foaming during treatment (defoamers, such as polyorganosiloxanes), deposition of active ingredients (suspending agents), viscosity (thixotropic thickeners), microbial growth in containers (antibacterial agents), product freezing (antifreeze agents), color (dye / pigment dispersions), wash-off (film formers or binders), evaporation (evaporation retardants) and other formulation properties. Film formers include, for example, polyvinyl acetate, polyvinyl acetate copolymers, polyvinyl pyrrolidone-vinyl acetate copolymers, polyvinyl alcohol, polyvinyl alcohol copolymers and waxes. Examples of formulation aids and additives include those listed in McCutcheon's Volume 2: Functional Materials, annual International and North American editions published by McCutcheon's Division, The Manufacturing Confectioner Publishing Co. and PCT Publication WO 03 / 024222.

[0109] The composition as described above also comprises a stabilizer, which stabilizes the biopesticide composition against physical separation and loss of activity due to exposure to sunlight. This stabilizer may be a benzoate or a lignin sulfonate. The herbicidal composition disclosed herein may be applied in liquid or solid form as a pre-emergence or post-emergence formulation.

[0110] For dry pre-emergence formulations, the microparticle size of the carrier is typically 1-2 mm (diameter), but may be smaller or larger depending on the desired ground cover. The microparticles may contain porous or non-porous particles.

[0111] For post-emergence formulations, the formulation components used may contain lamellar clays, attapulgite clays and similar swelling clays, thickeners such as xanthan gum, gum arabic and other polysaccharide thickeners and dispersion stabilizers such as nonionic surfactants (e.g., polyoxyethylene (20) monolaurate). It will be appreciated by those skilled in the art that the type of formulation (dry or liquid) is independent of the time of application. Pre-emergence and post-emergence formulations may be dry formulations and / or liquid formulations.

[0112] In addition, composition can be used in combination with seed coating agent.Such seed coating agent can include but not limited to ethylene glycol, carboxymethyl cellulose, methyl cellulose, polyethylene glycol, chitosan, carboxymethyl chitosan, peat moss (peat moss), resin and wax.Composition can be applied using methods known in the art.Specifically, these compositions can be applied to plants or plant parts and around plants or plant parts.In this context, plant is understood to mean all plants and plant populations, such as required and unwanted wild plants or crop plants (including naturally occurring crop plants).Crop plants can be plants that can be obtained by the following methods: conventional plant breeding and optimization methods, or biotechnology and genetic engineering methods or a combination of these methods, including transgenic plants and including plant varieties protected by plant breeders' rights or unprotected.Plant includes all parts and organs of above-ground and underground plants, such as stem, leaf, flower and root, and examples that can be mentioned are leaf, needle leaf, stalk, stem, flower, fruit body, fruit, seed, root, tuber and rhizome. Plants include harvested material and vegetative and reproductive propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.

[0113] The herbicidal effective amount of the disclosed compound is determined by a variety of factors. These factors include: the selected formulation, application method, the amount and type of vegetation present, growth conditions, soil type, growth stage, etc. Generally speaking, the herbicidal effective amount of the disclosed compound is about 0.005 to about 200g / ha. In certain embodiments, the scope is about 0.01 to about 1kg / ha. Those skilled in the art can easily determine the herbicidal effective amount needed for the desired level of weed control.

[0114] Genetically modified plant varieties that can be processed according to the present disclosure include those that are resistant to one or more biological stresses (pests, such as nematodes, insects, mites, fungi, etc.) or abiotic stresses (drought, low temperatures, soil salinity, etc.), or those with other desired characteristics. Plants can be genetically modified to show characteristics such as herbicide tolerance, insect resistance, altered oil characteristics, or drought tolerance. Available genetically modified plants contain a single gene transformation event or a combination of transformation events. Additional information on genetic modification can be obtained from publicly available databases such as provided by the U.S. Department of Agriculture.

[0115] Treatment of genetically modified plants with the compounds of the present disclosure may produce super-additive or synergistic effects. For example, a reduction in application rate, a broadening of the spectrum of activity, an increase in tolerance to biotic / abiotic stresses, or an enhancement of storage stability may be greater than the simple additive effect of applying the compounds of the present disclosure on genetically modified plants.

[0116] The compounds of the present disclosure may also be mixed with one or more other biologically active compounds or agents, including herbicides, herbicide safeners, fungicides, insecticides, nematicides, bactericides, acaricides, growth regulators (e.g., insect molting inhibitors and rooting stimulants), chemosterilants, semiochemicals, insect repellents, attractants, pheromones, feeding stimulants, plant nutrients, other biologically active compounds or insect pathogens, viruses or fungi to form multi-component pesticides, thereby producing even wider spectrum agricultural protection. The mixtures of the compounds of the present disclosure with other herbicides can broaden the spectrum of activity against additional weed species and inhibit the proliferation of any resistant biotypes.

[0117] The composition may also include one or more additional herbicides. These include, but are not limited to, biological herbicides and / or chemical herbicides. The biological herbicide may be selected from the group consisting of: cloves, cinnamon, lemongrass, citrus oil, orange peel oil, tengtoxin, cornexistin, AAL-toxin, thaxtomin, thaxtomin, pyralidin, kojirin B, kaoliang, nonanoic acid, octanoic acid, decanoic acid, ascaulatoxin and ascaulatoxin aglycone. Chemical herbicides may include, but are not limited to, triazines, triazinones, ureas, amides, diphenyl ethers, triazolinones, bipyridyliums, clomazone, 4-HPPD inhibitors, PDS inhibitors, imidazolinones, sulfonylureas, pyrimidinyl (thio) benzoates, triazolopyrimidines, glycine, phosphinic acid, dinitrophenols, cyclohexanediones, aryloxyphenoxypropionates, sulfonamides, thiocarbamates, dinitroanilines, carbamates, chloroacetamides, alkylazines, isoxaben, pyridine-carboxylic acids, benzoic acid, quinolinecarboxylic acids, phenoxycarboxylic acids, and MSMA. The composition may also include one or more additional pesticides.

[0118] In order to broaden the action spectrum and realize synergy, the compound of formula as described herein can be mixed with plant nutrients (micronutrients and / or macronutrients) of effective dose and optionally other representative herbicidal or growth regulating active ingredient groups, and then applied simultaneously. Suitable components of mixture are such as 1,2,4-thiadiazoles, 1,3,4-thiadiazoles, amides, aminophosphoric acid and derivatives thereof, aminotriazoles, anhydrides, (miscellaneous) aryloxyalkanoic acid and derivatives thereof, benzoic acid and derivatives thereof, benzothiadiazinones, 2-aroyl-1,3-cyclohexanedione, 2-assorted acyl-1,3-cyclohexanedione, heteroaryl aryl ketone, benzyl isoxazolidinone, meta-CF3-phenyl derivatives, carbamates, quinolinecarboxylic acid and derivatives thereof, chloroacetanilide, cyclohexenone oxime ether derivatives, diazines, dichloropropionic acid and derivatives thereof, dihydrobenzofuran, dihydrofuran-3-one, dinitroaniline, dinitrophenol, diphenyl ether, dipyridine, halogenated carboxylic acids and their derivatives, urea, 3-phenyluracil, imidazole, imidazolinone, N-phenyl-3,4,5,6-tetrahydrophthalimide, oxadiazole, ethylene oxide, phenol, aryloxy and heteroaryloxyphenoxypropionic esters, phenylacetic acid and its derivatives, 2-phenylpropionic acid and its derivatives, pyrazole, phenylpyrazole, pyridazine, picolinic acid and its derivatives, pyrimidyl ether, sulfonamide, sulfonylurea, triazine, triazone, triazolinone, triazolecarboxamide, uracil, phenylpyrazoline and isoxazolines and their derivatives.

[0119] In certain embodiments, the compositions and herbicidal compounds are derived from Burkholderia strain A396 (NRRL B-50319).

[0120] The substances and compositions can also be used to regulate emergence in pre-emergence or post-emergence formulations of monocotyledonous, sedge or dicotyledonous weeds. In particular embodiments, the weeds can be Palmer amaranth, western amaranth, quinoa, ramie, sunflower, ragweed, Amaranthus retroflexus, field bindweed, field mustard, medicinal dandelion, nightshade, roundleaf mallow, golden foxtail, upland brome, bluegrass, bluegrass, Palmer amaranth, perennial ryegrass var. Pace, tall fescue var. Aztec II, Anthem II, LS1100, barnyard grass and / or lettuce.

[0121] Herbicidal synergy. In one embodiment, the herbicidal composition of sepristatin C and an effective amount of a plant micronutrient can exhibit herbicidal synergy when applied with stearyl alcohol by swirling and / or tank mixing.

[0122] Herbicidal synergy. In one embodiment, the herbicidal composition of FR901464 and an effective amount of a plant micronutrient can exhibit herbicidal synergy when applied with stearyl alcohol by swirling and / or tank mixing.

[0123] Herbicidal synergy can be measured by methods known in the art. For example, using Colby's formula, where when the ratio is greater than 1, it indicates synergy.

[0124] Surprisingly and unexpectedly, there was a synergistic effect between effective amounts of plant micronutrients and sipristin C, showing enhanced herbicidal activity. Iron has been reported to have antagonistic effects on many herbicides (Zollinger, 2010), and iron-containing compounds are known to degrade herbicides (i.e., Baloochi et al., 2018). In addition, zinc is commonly used to degrade traditional herbicides (Heena Khan and Pathak, 2020), which is in stark contrast to our findings in the present invention; zinc has also been cited as a constituent component of the controlled release of quinclorac (Mohd Sharifah et al., 2020).

[0125] The present invention enhances the effectiveness of killed Burkholderia rinojensis a396 based herbicides (BRBH) by adding selected plant micronutrients to the spray solution, potentially allowing lower application rates.

[0126] In one embodiment, the present composition comprises an effective amount of sepristin C and an effective amount of plant micronutrients, which are formulated with known inert chemical stabilizers and adjuvants. In addition, these herbicides are usually used in tank mixes with common adjuvants (particularly methylated seed oils and silicone surfactants, which are known to help the herbicide penetrate the leaf cuticle and fill the stomata, respectively).

[0127] The present composition comprises an effective amount of sipristin C and an effective amount of a plant micronutrient to enhance plant phloem activity, thereby: (a) increasing leaf uptake and / or (b) increasing transport of the active molecule to higher growth areas of the target plant, thereby reducing the chance of plant recovery after treatment. This is due to the operation of the phloem, the role of nutrients in photosynthesis, and the corresponding effects on overall plant metabolism (see Boundless, 2021; Jensen et al., 2013).

[0128] In addition, the effective amount of sipristin C and the effective amount of plant micronutrients disclosed herein generally improve the metabolic activity of plants. The plant micronutrients include iron, zinc and / or molybdenum. Zinc can be in chelated form. Zinc may be in the form of zinc picolinate, zinc acetate, zinc monomethyl sulfide, zinc glycerate, zinc citrate and zinc sulfate, and iron may be in the form of ferrous fumarate, ferrous gluconate, ferrous glutamate, ammonium ferric citrate, ferrous glycinate, ferrous succinate and ferrous sulfate.

[0129] In the following data, all MBI-015 treatments included the standard adjuvant Dyne-Amic (a combination of methylated seed oil and silicone surfactant). Therefore, all improvements in efficacy were above and beyond the effects of the other adjuvants. Zinc- and iron-based fertilizers with lower and higher rates of MBI-015 increased control of Amaranthus tricolor by 96% and 78%, respectively.

[0130] The MBI-015 in the treatment is a preparation of an inactivated whole cell broth of Burkholderia rennogii A396 for optimizing the content of spristatin C and herbicidal use. Amaranth plants are planted in a 2.5 square centimeter pot in a greenhouse to the 3-4 leaf stage, containing a plant growth mixture and a slow-release fertilizer. Then a research cabinet track sprayer equipped with an 8001 nozzle is used and applied with a carrier volume of 20gal / A for treatment. The negative control is sprayed with water. After spraying, the flower pots are grouped and randomized by treatment and placed in a growth chamber at 25°C and 50%RH and watered as needed. Six days after application, the visual damage of the plant is evaluated using a 0-5 scale, where 0 means no control and complete health, and 5 means plant death or complete control. The scores of five replicates are averaged for each treatment and multiplied by 20 to obtain a percentage control. Data were subjected to analysis of variance (ANOVA) and means were separated with 95% confidence intervals using Tukey's method.

[0131] Figure 1 is a graph of the phytotoxicity of MBI-015 and fertilizers at 0.5 or 1 ug / mL rates. Different letters represent significantly different groups using Tukey HSD. Bars represent standard errors.

[0132]

[0133] H2H Organic 0-2-0 liquid fertilizer obtained from California Safe Soil was used for H2H / Phosphate, which is a 2% phosphate form. The advantage is that very small amounts of selected micronutrients can significantly enhance the herbicidal activity of the inactivated Burkholderia rennogi (a396) based herbicide. Based on the supporting data above, the estimated amount of each tested plant nutrient required to cover one acre is shown in the table below. It should be noted that the estimated amounts of macronutrients (potassium and phosphorus) will significantly exceed the expected application rate of the inactivated Burkholderia rennogi (a396) based herbicide itself.

[0134]

[0135] The present invention shows that iron and / or zinc can enhance the activity of herbicides based on inactivated Burkholderia rennogii (a396). These micronutrients and yucca extract were the two main components of the fertilizers tested in the above experiments.

[0136] It is contemplated that any embodiment discussed in this specification can be implemented with respect to any method, kit, reagent or composition of the invention, and vice versa. In addition, the compositions of the invention can be used to implement the methods of the invention.

[0137] It should be understood that the specific embodiments described herein are shown by way of illustration and not as limitations of the present invention. The main features of the present invention may be used in various embodiments without departing from the scope of the present invention. Those skilled in the art will recognize or be able to determine many equivalents to the specific steps described herein using no more than routine experimentation. These equivalents are within the scope of the present invention and are covered by the claims.

[0138] All publications and patent applications mentioned in the specification are indicative of the skill level of those skilled in the art to which the invention pertains. All publications and patent applications are incorporated herein by reference to the same extent as if each individual publication or patent application was specifically and individually indicated to be incorporated herein by reference.

[0139] In the claims and / or specification, when used in conjunction with the term "comprising," the term "a" or "an" can mean "one," but it is also consistent with the meaning of "one or more," "at least one," and "one or more than one." The term "or" used in the claims is used to mean "and / or" unless explicitly indicated to refer only to alternatives or the alternatives are mutually exclusive, although the present disclosure supports a definition referring only to alternatives and "and / or." Throughout this application, the term "about" is used to indicate that a value includes the inherent error variation of the device, the method being used to determine the value, or the variation that exists between the subjects of study.

[0140] As used in this specification and claims, the words "comprising" (and any forms of comprising, such as "comprise" and "comprises"), "having" (and any forms of having, such as "have" and "has"), "including" (and any forms of including, such as "includes" and "include"), or "containing" (and any forms of containing, such as "contains", "contain", etc.) are inclusive or open-ended and do not exclude additional, unrecited elements or method steps.

[0141] As used herein, the term "or combinations thereof" refers to all permutations and combinations of the items listed before the term. For example, "A, B, C, or combinations thereof" is intended to include at least one of the following: A, B, C, AB, AC, BC, or ABC, and if order is important in a particular context, BA, CA, CB, CBA, BCA, ACB, BAC, or CAB. Continuing with this example, combinations containing repetitions of one or more items or terms are expressly included, such as BB, AAA, MB, BBC, AAABCCCC, CBBAAA, CABABB, etc. Those skilled in the art will understand that, unless otherwise apparent from the context, there is generally no limit to the number of items or terms in any combination.

[0142] In light of the present disclosure, all compositions and / or methods disclosed herein and claimed for protection may be prepared and performed without undue experimentation. Although the compositions and methods of the present invention have been described according to preferred embodiments, it will be apparent to those skilled in the art that the compositions and / or methods described herein and the steps or sequence of steps in the methods may be modified without departing from the concept, spirit and scope of the present invention. It will be apparent to those skilled in the art that all such similar alternatives and modifications are considered to be within the spirit, scope and concept of the present invention as defined by the appended claims.

[0143] Cited References

[0144] Baloochi et al. 2018. Photocatalytic degradation of 2,4 - Dichlorophenoxyacetic acid herbicide by zero - valent iron / titanium dioxide based on activated carbon.

[0145] Environmental Nanotechnology, Monitoring & Management 10, p 212 - 22.

[0146] https: / / www.sciencedirect.com / science / article / abs / pii / S2215153217302817

[0147] Boundless. 2021. 30.6D: Transportation of Photosynthates in the Phloem.

[0148] https: / / bio.libretexts.org / Bookshelves / Introductory_and_General_Biology / Book%3A_

[0149] GeneralBiology_(Boundless) / 30%3A_Plant_Form_and_Physiology / 30.6%3A_Transport_of_Water_an

[0150] d_Solutes_in_Plants / 30.6D%3A_Transportation_of_Photosynthates_in_the_Phloem Engage Agro,2021.Fiesta turf Weed killer.https: / / s3-us-west-1.amazonaws.com / agrian-cg-fs1-production / pdfs / Fiesta_CA_Label2.pdf HeenaKhan&Pathak,2020.Zinc oxide based photocatalytic degradation of persistentpesticides:A comprehensive review.Environmental Nanotechnology,Monitoring&Management 13,

[0151] https: / / www.sciencedirect.com / science / article / abs / pii / S2215153219302612

[0152] Jensen et al.2013.Optimal concentration for sugar transport inplants.J R Soc Interface.

[0153] 2013 Jun 6;10(83):20130055.https: / / www.ncbi.nlm.nih.gov / pmc / articles / PMC3645415 /

[0154] Mohd Sharifah.2020.The influence of chitosan coating on thecontrolled release behaviour of zinc / aluminium-layered double hydroxide-quinclorac composite.Materials Chemistry and Physics Volume 251.

[0155] https: / / www.sciencedirect.com / science / article / abs / pii / S025405842030451X Saudy et al,2021.Co–application effect of herbicides andmicronutrients on weeds and nutrient uptake in flooded irrigated rice:Does ithave a synergistic or an antagonistic effect?

[0156] Crop Protection 149,

[0157] https: / / www.sciencedirect.com / science / article / abs / pii / S0261219421002258

[0158] Zollinger,R.Proc.of the 2010 Wisconsin Crop Management Conference,Vol.49,p.45.https: / / extension.soils.wisc.edu / wp-content / uploads / sites / 68 / 2014 / 02 / 2010_wcmc_proc.pdf#page=47Zollinger,2010

[0159] Baloochi et al,2018

Claims

1. A method for inhibiting the emergence and / or growth of one or more of monocotyledonous, moss and dicotyledonous weeds, comprising: An effective amount of a fermentation composition comprising whole cell broth collected from a fermentation of killed Burkholderia rennogii A396 (NRRL Accession No. B-50319) and an effective amount of one or more phytonutrients is applied to the plant, plant part, or substrate for growing the plant.

2. The method of claim 1, wherein the whole cell broth comprises sepristatin C or FR901464.

3. The method of claim 1, wherein the whole cell broth comprises an effective amount of a compound having the following general formula: wherein X, Y and Z are each independently —O, —NR or —S, wherein R is H or C1-C10 alkyl; and R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxy, halogen, amino, amide, carboxyl, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone.

4. The method of claim 1, wherein the effective amount of one or more phytonutrients comprises: An effective amount of one or more of iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium.

5. The method according to claim 1, wherein the monocotyledonous, sedge and / or dicotyledonous weeds are selected from the group consisting of: quinoa, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, medicinal dandelion, nightshade, round-leaved mallow, golden foxtail, upland brome, bluegrass, bluegrass, Palmer amaranth, perennial ryegrass variety Pace, tall fescue variety Aztec II, Anthem II, LS1100, barnyard grass and lettuce.

6. The method of claim 1, wherein the whole cell broth further comprises an additional herbicidal and / or insecticidal compound.

7. The method of claim 6, wherein the additional herbicidal compound comprises at least one of the following: cloves, cinnamon, lemongrass, citrus oils, orange peel oil, tenegrin, cornexistin, AAL-toxin, thaxtomin, thaxothin, pyralidin, kaempferol B, sorghumone, ascaulatoxin, and ascaulatoxin aglycone.

8. The method of claim 6, wherein the additional herbicidal compound comprises at least one of dimethoate and its salts, dicamba and its salts, benzathine, tampoxone, S-isopropylamine, atrazine, mesotrione, primisulfuron, 2,4-dichlorophenoxyacetic acid, nicosulfuron, thifensulfuron, sulfamethoxam, metribuzin, dimethoate, fluazifop-butyl, fenoxaprop-butyl, sulfamethoxam, oxyfluorfen, sulfamethoxam, 2-methyl-4-chlorophenoxypropionic acid and quinclorac, chloranil, clomazone, cyhalofop-butyl, propanil, benzylsulfuron-methyl, penoxsulam, triclopyr, imazethapyr, halogenated pyraclostrobin, pendimethalin, bispyribac-butyl, fluazifop-butyl, sodium metolachlor / sodium acifluorfen, glyphosate, glufosinate, stearyl alcohol, and pyrimidinesulfuron.

9. A method for inhibiting the emergence or growth of monocotyledonous, moss or dicotyledonous weeds, comprising: The following composition was applied: a) an effective amount of a compound having the following general formula: wherein X, Y and Z are each independently —O, —NR or —S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxy, halogen, amino, amide, carboxyl, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone; b) an effective amount of one or more phytonutrients; and c) at least one of a carrier, a diluent, a surfactant, and an adjuvant, wherein the composition inhibits the emergence or growth of the monocotyledonous, moss, or dicotyledonous weeds.

10. The method of claim 9, wherein the compound is sepristatin C or FR901464.

11. The method of claim 9, wherein the effective amount of one or more phytonutrients comprises: An effective amount of one or more of iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium.

12. The method of claim 9, wherein the monocot, moss or dicot weeds are selected from the group consisting of: millet, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, dandelion, nightshade, mallow, golden foxtail, upland brome, bluegrass, bluegrass, Palmer amaranth, perennial ryegrass variety Pace, tall fescue variety Aztec II, Anthem II, LS1100, barnyard grass and lettuce.

13. The method of claim 9, wherein the composition further comprises an additional herbicidal or pesticide compound.

14. The method of claim 13, wherein the additional herbicidal compound comprises: Cloves, cinnamon, lemongrass, citrus oils, orange peel oil, tenegrin, cornexistin, AAL-toxin, thaxtomin, thaxin, tartaric acid, kaempferol B, sorghum ketone, ascaulatoxin and ascaulatoxin aglycone.

15. The method of claim 13, wherein the additional herbicidal compound comprises: Fluazifop and its salts, dicamba and its salts, benzathine, cypermethrin, S-isopropylamine, atrazine, mesotrione, primisulfuron, 2,4-dichlorophenoxyacetic acid, nicosulfuron, thifensulfuron, sulfothiocarb, metribuzin, diclofenac, fluazifop-butyl, fenoxaprop-butyl, sulfothiocarb, oxyfluorfen, sulfothiocarb, 2-methyl-4-chlorophenoxypropionic acid and quinclorac, chloranil, clomazone, cyhalofop-butyl, propanil, benzylsulfuron-methyl, penoxsulam, triclopyr, imazethapyr, chlorpyrifos, pendimethalin, bispyribac-butyl, fluazifop-butyl, sodium metolachlor / sodium acifluorfen, glyphosate, glufosinate, stearyl alcohol or pyrimidinesulfuron.

16. The method of claim 13, wherein the compound is isolated from Burkholderia.

17. The method of claim 16, wherein the Burkholderia is Burkholderia A396 (NRRLB-50319).

18. The method of claim 16, wherein the composition further comprises a salt or stereoisomer thereof.

19. A synergistic herbicidal composition comprising: (a) Compound FR901464 or sepristin C; (b) an effective amount of one or more phytonutrients; and (c) at least one of a carrier, a diluent, a surfactant, and an adjuvant, wherein the composition inhibits the growth of weeds.

20. The synergistic herbicidal composition according to claim 19, further comprising an amount of a fermentation composition comprising whole cell broth collected from inactivated Burkholderia rennogii A396 (NRRL Accession No. B-50319).

21. The synergistic herbicidal composition of claim 19, wherein the effective amount of one or more plant nutrients comprises: Iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium.

22. The synergistic herbicidal composition according to claim 19, wherein the monocotyledonous, sedge or dicotyledonous weeds are selected from the group consisting of: millet, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, medicinal dandelion, nightshade, mallow, golden foxtail, upland brome, bluegrass, bluegrass, Palmer amaranth, perennial ryegrass variety Pace, tall fescue variety Aztec II, Anthem II, LS1100, barnyard grass and lettuce.

23. The synergistic herbicidal composition according to claim 19, wherein the composition further comprises an additional herbicidal compound and / or insecticidal compound.

24. A synergistic herbicidal composition comprising: (a) a compound having the following general formula: wherein X, Y and Z are each independently —O, —NR or —S, wherein R is H or C1-C10 alkyl; R1, R2, R3, R4, R5, R6, R7, R8, R11, R12 and R13 are each independently H, alkyl, substituted alkyl, alkylcarboxylic acid, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, alkoxy, substituted alkoxy, thioalkyl, substituted thioalkyl, hydroxy, halogen, amino, amide, carboxyl, —C(O)H, acyl, oxyacyl, carbamate, sulfonyl, sulfonamide or sulfone; (d) an effective amount of one or more phytonutrients; and (e) at least one of a carrier, a diluent, a surfactant, and an adjuvant, wherein the composition inhibits the growth of weeds.

25. The synergistic herbicidal composition according to claim 24, wherein the compound is sepristatin C or FR901464.

26. The synergistic herbicidal composition of claim 24, wherein the effective amount of one or more plant nutrients comprises: Iron, zinc, boron, chlorine, copper, molybdenum, nickel, phosphate and potassium.

27. The synergistic herbicidal composition according to claim 24, wherein the monocotyledonous, sedge or dicotyledonous weeds are selected from the group consisting of: quinoa, quinoa, velvetleaf, sunflower, ragweed, amaranth, field bindweed, field mustard, medicinal dandelion, nightshade, mallow, golden foxtail, upland brome, bluegrass, bluegrass, Palmer amaranth, perennial ryegrass variety Pace, tall fescue variety Aztec II, Anthem II, LS1100, barnyard grass and lettuce.

28. The synergistic herbicidal composition according to claim 24, wherein the composition further comprises an additional herbicidal compound and / or insecticidal compound.

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