Inhibition of biofilms in plants with imidazole derivatives
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
A01N-043/54
A01N-043/50
A01P-001/00
출원번호
US-0324346
(2008-11-26)
등록번호
US-8278340
(2012-10-02)
발명자
/ 주소
Melander, Christian
Cavanagh, John
Ritchie, David
Huigens, III, Robert W.
Ballard, T. Eric
Richards, Justin J.
Lindsey, Thomas W.
Lindsey, Jonathan S.
출원인 / 주소
North Carolina State University
대리인 / 주소
Myers Bigel Sibley & Sajovec, P.A.
인용정보
피인용 횟수 :
3인용 특허 :
10
초록▼
Disclosure is provided for methods of preventing, removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, including applying thereto a treatment effective amount of an active compound as described herein, or an agriculturally acceptable salt thereo
Disclosure is provided for methods of preventing, removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, including applying thereto a treatment effective amount of an active compound as described herein, or an agriculturally acceptable salt thereof. Methods of enhancing a microbicide (e.g., including a copper, antibiotic, bacteriophage, etc.) and/or plant defense activator are also provided, including applying an active compound as described herein. Compositions comprising an active compound as described herein in an agriculturally acceptable carrier are also provided, and in some embodiments the compositions further include a microbicide (e.g., including copper, antibiotic, bacteriophage, etc.) and/or plant defense activator.
대표청구항▼
1. A method of removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, comprising applying to said plant or plant part a treatment effective amount of a compound of Formula (X)(I)(a)(1): wherein: n is 2, 3 or 4, saturated or unsaturated; andR6 is
1. A method of removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, comprising applying to said plant or plant part a treatment effective amount of a compound of Formula (X)(I)(a)(1): wherein: n is 2, 3 or 4, saturated or unsaturated; andR6 is selected from the group consisting of H, alkyl, alkenyl and alkynyl;or an agriculturally acceptable salt thereof. 2. The method of claim 1, wherein said plant is a fruit crop plant or a vegetable crop plant. 3. The method of claim 1, wherein said plant is a citrus tree, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of canker, bacterial spot, Black Pit (fruit), Blast, citrus variegated chlorosis, and Citrus Huanglongbing. 4. The method of claim 3, wherein said citrus tree is selected from the group consisting of orange, grapefruit, Mandarin, lemon, lime and Kumquat. 5. The method of claim 1, wherein said plant is a pome fruit, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of Fire Blight, Crown Gall, Blister spot and Hairy root. 6. The method of claim 5, wherein said pome fruit is selected from the group consisting of apple, pear, quince, Asian pear, and loquats. 7. The method of claim 1, wherein the plant is a Musa species such as a banana, and the compound is applied in an amount effective to treat or control Ralstonia solanacearum. 8. The method of claim 1, wherein the plant is a cote (Brassicaceae) such as cabbage or broccoli, and the compound is applied in an amount effective to treat or control black rot (Xanthononas campestris). 9. The method of claim 1, wherein the plant is a winegrape, and the compound is applied in an amount effective to treat or control for Pierce's disease (Xylella fastidosa) or crown gall (Agrobacterium vitas, A. tumefaciens). 10. The method of claim 1, wherein the plant is a stone fruit or nut (e.g., peaches, nectarines, plums, almonds, walnuts), and the compound is applied in an amount effective to treat or control bacterial spot and/or blight caused by Xanthomonas arboricola; blight caused by Pseudomonas syringae); crown gall caused by Agrobacterium tumefaciens; phony peach and plum; or almond leaf scorch caused by Xylella fastidosa. 11. The method of claim 1, wherein the plant is a landscape and/or shade tree (e.g., oak, maple, birch, etc) for bacterial leaf scorch disease (e.g., cause by Xylella fastidosa). 12. The method of claim 1, wherein the plant is a potato, and the compound is applied in an amount effective to treat or control soft rot or black leg (Erwinia, Pectobacterium). 13. The method of claim 1, wherein said plant is a pepper plant, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of Bacterial Spot, Bacterial wilt, Bacterial canker, and Syringae seedling blight and leaf spot. 14. The method of claim 1, wherein said plant is a tomato plant, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of: bacterial canker, bacterial speck, bacterial spot, bacterial stem rot and fruit rot, Bacterial wilt, Pith necrosis, and Syringae leaf spot. 15. The method of claim 1, wherein said plant is a soybean plant, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of Bacterial blight, Bacterial pustules, Bacterial wilt, Bacterial crinkle leaf, Bacterial tan spot, and Wildfire. 16. The method of claim 1, wherein said plant is corn, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of: Bacterial leaf blight, stalk rot, bacterial stripe, chocolate spot, holcus spot all causes by Pseudomonas species, Bacterial leaf spot caused by Xanthomomas species, Bacterial stalk rot, top rot and Stewart's disease caused by Erwinia species, seed rot-seedling blight caused by Bacillus species, Purple leaf sheath caused by Hemiparasitic species, Corn stunt caused by Spriroplasma kunkelii, Goss's bacterial wilt and blight caused by Clivibacter michiganensis. 17. The method of claim 1, wherein said plant is cotton, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of Bacterial blight caused by Xanthomonas species, and Crown gall caused by Agrobacterium species and Lint degradation caused by Erwinia species. 18. The method of claim 1, wherein said plant is wheat, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of Bacterial leaf blight, bacterial sheath rot and Basal glume rot caused by Pseudomonas species, Bacterial mosaic and Spike blight caused by Clavibacter species, Black chaff caused by Xanthomonas species, and Pink seed caused by Erwinia species. 19. The method of claim 1, wherein said plant is rice, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of bacterial blight and leaf streak caused by Xanthomonas species, Foot rot caused by Erwinia species, Grain rot caused by Burkholderia species, and Sheath brown rot caused by Pseudomonas species. 20. The method of claim 1, wherein said plant is pineapple, and said compound is applied in an amount effective to treat or control a bacterial disease selected from the group consisting of bacterial heart rot, fruit collapse, bacterial fruitlet brown rot, marbled fruit, pink fruit and soft rot caused by Erwinia species, and Acetic souring caused by Acetic acid bacteria. 21. The method of claim 1, wherein said microbial biofilm formation or microbial infection is caused by a fungi. 22. The method of claim 1, wherein said compound is applied to said plant in an amount effective to treat or control a fungal disease selected from the group consisting of rots, leaf molds, blights, wilts, damping-off, spot, root rot, stem rot, mildew, brown spot, gummosis, melanose, post-bloom fruit drop, scab, alternaria, canker, flyspeck, fruit blotch, dieback, downy mildews, ear rots, anthracnose bunts, smut, rust, eyespot and pecky rice. 23. The method of claim 1, wherein said plant is Citrus, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Alternaria brown spot caused by Alternaria alternaria, Brown rot caused by Phytophthora citricola, Greasy spot and Greasy spot rind blotch caused by Mycosphaerella citri, Melanose caused by Diaporthe citri, Phytophthora foot rot,gummosis and root rot caused by Phytophthora citrophthora, Phytophthora palmivora, and Phytophthora syringae and other Phytophthora spp,Post bloom fruit drop caused by Colletotrichum acutatum, andScab caused by Elsinoe fawcettii. 24. The method of claim 1, wherein said plant is Pome fruit, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Apple scab caused by Venturia inaequalis, Bitter rot caused by Colletotrichum gloeosporioides, Diplodia canker caused by Dilpodia mutila, Phytophthora crown, collar, root and fruit rot caused by Phytophthora spp.,Powdery mildew caused by Podosphaera leucotricha, Pacific Coast pear rust,Cedar apple rust,Quince rust caused by Gymnosporangium spp., andFlyspeck caused by Schizothyrium pomi. 25. The method of claim 1, wherein said plant is Peppers, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Anthracnose caused by Colletotrichum spp.,Damping-off and root rot caused by Rhizoctonia solani, Phytophthora spp., Fusarium spp., and Pythium spp.,Phytophthora blight caused by Phytophthora capsici, andVerticillium wilt caused by Verticillium albo-atrium. 26. The method of claim 1, wherein said plant is Tomato, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Alternaria stem canker caused by Alternaria alternaria, Anthracnose caused by Colletotrichum spp.,Fusarium crown, root rot and wilt caused by Fusarium oxysporum, Gray mold caused by Botrytis cinerea, Late blight caused by phytophthora infestans, Pythium damping-off and fruit rot caused by Pythium spp.,Rhizoctonia damping-off and fruit rot caused by Rhizoctonia solani, Septoria leaf spot caused by Septoria lycopersici, Verticillium wilt caused by Verticillium albo-atrum, andWhite mold caused by Sclerotinia sclerotiorum. 27. The method of claim 1, wherein said plant is Soybean, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Phytophthora root and stem rot caused by Phytophthora sojae, Pythium root rot, damping-off and seed decay caused by Pythium spp.,Brown stem rot caused by Phialophora gregata, Rhizoctonia root and stem rot caused by Rhizoctonia solani, Stem canker, pod and stem blight caused by Diaporthe phaseolorum, Phomopsis seed decay caused by Phomopsis longicolla, Charcoal rot caused by Macrophomina phaseolina, Sclerotinia stem rot caused by Sclerotinia sclerotiorum, Sudden death syndrome caused by Fusarium solani, andSoybean Rust caused by Phakopsora pachyrhizi. 28. The method of claim 1, wherein said plant is Grape, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Alternaria rot caused by Alternaria alternaria, Angular leaf spot caused by Mycosphaerella angulata, Botrytis bunch rot and blight caused by Botrytis cinerea, Diplodia cane dieback and bunch rot caused by Diplodia natalensis, Downy mildew caused by Plasmopara viticola, Phytophthora crown and root rot caused by Phytophthora spp.,Powdery mildew caused by Uncinula necator, Ripe rot caused by Glomerella cingulata, Septoria leaf spot caused by Septoria ampelopsidis, andVerticillium wilt caused by Verticillium dahliae. 29. The method of claim 1, wherein said plant is Potato, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Brown spot, Black pit and Early blight caused by Alternaria spp.,Fusarium dry rot and wilt caused by Fusarium spp.,Gangrene caused by Phoma spp.,Late blight and Pink rot caused by Phytophthora spp.,Rhizoctonia canker and black scurf caused by Rhizoctonia solani, Rosellinia black rot caused by Rosellinia spp.,Septoria leaf spot caused by Septoria lycopersici, Stem rot caused by Sclerotium rolfsii, Verticillium wilt caused by Verticillium albo-atrum, andWhite mold caused by Sclerotinia sclerotiorum. 30. The method of claim 1, wherein said plant is Pineapple, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Anthracnose caused by Colletotrichum ananas, Butt rot and White leaf spot caused by Chalara paradoxa, Leaf spot caused by Curvularia eragrostidis, Phytophthora heart rot caused by Phytophthora cinnamomi and Phytophthora parasitica, Root rot and Seedling blight caused by Pythium spp., andLeaking brown ring caused by Tofflieadis dimenationa. 31. The method of claim 1, wherein said plant is Cotton, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Anthracnose caused by Glomerella gossypii, Boll rot caused by Colletotrichum gossypii, Fusarium spp., Phytophthora spp, or Rhizoctonia solani, Fusarium wilt caused by Fusarium oxysporum, Leaf spot caused by Alternaria spp., Cercospora gossypina, Rhizoctonia solani, and Stemphylium solani, Lint contamination caused by Aspergillus flavus, Powdery mildew caused by Leveillula taurica, Cotton rust caused by Puccinia schedonnardii, Southwestern cotton rust caused by Puccinia cacabata, Tropical cotton rust caused by Phakopsora gossypii, Southern blight caused by Sclerotium rolfsii, Seedling disease complex caused by Colletotrichum gossypii, Fusarium spp., Pythium spp., Rhizoctonia solani, or Thielaviopsis basicola, Stem canker caused by Phoma exigua, andVerticillium wilt caused by Verticillium dahliae. 32. The method of claim 1, wherein said plant is Corn, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Anthracnose caused by Colletotrichum graminicola, Aspergillus ear and kernel rot caused by Aspergillus flavus, Banded leaf, sheath spot, root rot and stalk rot caused by Rhizoctonia solani, Brown spot, Black spot and Stalk rot caused by Physoderma maydis, Curvularia leaf spot caused by Curvularia clavata, Diplodia ear rot, stalk rot, seed rot and seedling blight caused by Dilpodia spp.,Downey mildews caused by Sclerophthora spp. or Peronosclerospora spp.,Ear rots caused by Alternaria alternaria, Ergot caused by Claviceps gigantea, Fusarium ear, stalk, kernel, root, seed rot, seedling blight caused by Fusarium spp.,Cercospora leaf spot caused by Cercospora zeae-maydis, Helminthosporium ear rot caused by Helminthosporium carbonum, Pythium root rot and stalk rot caused by Pythium spp.,Rhizoctonia ear rot caused by Rhizoctonia zeae, Common corn rust and Southern corn rust caused by Puccinia spp.,Southern blight caused by Athelia rolfsii, Common smut caused by Ustilago zeae, Southern corn leaf blight and stalk rot caused by Cochliobolus heterostrophus, and storage rots caused by Aspergillus spp. and Penicillium spp. 33. The method of claim 1, wherein said plant is Rice, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Black kernel caused by Curvularia lunata, Blast caused by Pyricularia oryzae, Brown spot caused by Cochliobolus miyabeanus, Downy mildew caused by Sclerophthora macrospora, False smut caused by Ustilaginoidea virens, Narrow brown leaf spot caused by Cercospora janseana, Pecky rice caused by Fusarium spp., Microdochium oryzae, or Sarocladium oryzae, Root rot caused by Fusarium spp, or Pythium spp.,Seedling blight caused by fungi (e.g., Cochliobolus miyabeanus, Curvularia spp., Fusarium spp., Rhizoctonia solani, Sclerotium rolfsii and Athelia rolfsii),Stackburn caused by Alternaria padwickii, Stem rot caused by Magnaporthe salvinii, Water-mold (seed-rot and seedling disease) caused by Achlya spp., Fusarium spp., or Pythium spp. 34. The method of claim 1, wherein said plant is Wheat, and said compound is applied in an amount effective to treat or control a fungal disease selected from the group consisting of: Alternaria leaf blight caused by Alternaria triticina, Anthracnose caused by Colletotrichum graminicola, Black head molds caused by Cladosporium spp., Epicoccum spp., Sporobolomyces spp. or Stemphylium spp.,Common bunt caused by Tilletia spp.,Crown rot, seedling blight and dryland root rot caused by Fusarium spp, or Gibberella spp.,Downey mildew caused by Sclerophthora macrospora, Dwarf bunt caused by Tilletia controversa, Ergot caused by Claviceps purpurea, Eyespot caused by Tapesia yallundae, Leaf rust caused by Puccinia triticina, Loose smut caused by Ustilago tritici, Microscopia leaf spot caused by Phaeosphaeria microscopia, Phoma spot caused by Phoma spp.,Powdery mildew caused by Erysiphe graminis, Pythium root rot,Snow rot caused by Pythium spp.,Rhizoctonia root rot caused by Rhizoctonia solani, Scab (head blight) caused by Fusarium spp. or Gibberella spp.,Southern blight caused by Sclerotium rolfsii, Speckled snow mold caused by Typhula spp.,Stem rust caused by Puccinia graminis, storage molds caused by Aspergillus spp. or Penicillium spp.,Take-all caused by Gaeumannomyces graminis, andZoosporic root rot caused by Lagena radicola. 35. The method of claim 1, wherein said compound is a compound of Formula (X)(I)(a)(1)(A): or an agriculturally acceptable salt thereof. 36. The method of claim 1, wherein said compound is a compound of Formula (X)(I)(a)(1): wherein: n is 2, 3 or 4, saturated or unsaturated; andR6 is an alkyl having from 5 to 20 carbon atoms;or an agriculturally acceptable salt thereof. 37. The method of claim 36, wherein n is 3, saturated. 38. The method of claim 36, wherein R6 is a C7 to C15 alkyl. 39. The method of claim 36, wherein R6 is a C9 to C13 alkyl. 40. The method of claim 36, wherein R6 is a C11 alkyl. 41. The method of claim 1, wherein said compound is: or an agriculturally acceptable salt thereof. 42. The method of claim 21, wherein said compound is a compound of Formula (X)(I)(a)(1): wherein: n is 2, 3 or 4, saturated or unsaturated; andR6 is an alkyl having from 5 to 20 carbon atoms;or an agriculturally acceptable salt thereof. 43. The method of claim 42, wherein n is 3, saturated. 44. The method of claim 42, wherein R6 is a C7 to C15 alkyl. 45. The method of claim 42, wherein R6 is a C9 to C13 alkyl. 46. The method of claim 42, wherein R6 is a C11 alkyl. 47. The method of claim 21, wherein said compound is: or an agriculturally acceptable salt thereof.
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