Bioherbicide from Festuca Spp

1. A method of inhibiting weed growth, said method comprising:

providing an m-tyrosine compound, wherein said m-tyrosine compound has a formula of Formula I:

wherein

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R4, R5, R6, and R7 are independently selected from the group consisting of H, hydroxyl, halogen, amino, and nitro; and

R8 and R9 are independently selected from the group consisting of H, hydroxyl, halogen, amino, methyl, and halogenated methyl,

or providing a salt of said m-tyrosine compound and

treating a weed or weed seed with the m-tyrosine compound or the salt of said m-tyrosine compound under conditions effective to inhibit growth of said weed or weed seed in a growth medium.

2. The method according to claim 1, wherein the m-tyrosine compound has a formula of Formula I, wherein:

R4, R5, R6, R7, R5, and R9 comprise H;

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, aryloxycarbonyl and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted; and

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted.

3. The method according to claim 1, wherein the m-tyrosine compound is in isolated form.

4. The method according to claim 1, wherein said providing comprises isolating the m-tyrosine compound from a source plant that produces the m-tyrosine compound.

5. The method according to claim 4, wherein the m-tyrosine compound is isolated from tissue of the source plant, said tissue being selected from the group consisting of root tissue, leaf tissue, shoot tissue, and foliage tissue.

6. The method according to claim 5, wherein said tissue is living tissue or dead tissue.

7. The method according to claim 4, wherein said source plant comprises a Festuca species.

8. The method according to claim 7, wherein said Festuca species is Festuca rubra.

9. The method according to claim 1, wherein said treating comprises applying the compound or the salt of said compound to the surface of the growth medium, prior to emergence of the weed from the growth medium, in an amount sufficient to inhibit growth of the weed or weed seed.

10. The method according to claim 9, wherein the compound or the salt of said compound is applied in granular form or liquid form.

11. The method according to claim 9, wherein said compound or the salt of said compound is applied at a level of about 0.5 to about 12.0 pounds per acre.

12. The method according to claim 1, wherein said treating comprises applying the compound or the salt of said compound to foliage of the weed in an amount sufficient to inhibit growth of the weed.

13. The method according to claim 12, wherein said applying is carried out by spraying the foliage with the compound or the salt of said compound.

14. The method according to claim 12, wherein the compound or the salt of said compound is applied at a level of about 0.5 to about 12.0 pounds per acre.

15. The method according to claim 1, wherein said treating comprises simultaneously applying the compound or the salt of said compound to the growth medium surface and to foliage of the weed in an amount sufficient to inhibit growth of the weed and/or weed seed.

16. The method according to claim 1, wherein said weed or weed seed is selected from the group consisting of a grass weed (monocot weed) and a broadleaf weed (dicot weed).

17. The method according to claim 16, wherein the weed is a grass weed and is selected from the group consisting of crabgrass, barnyardgrass, annual bluegrass, and the like.

18. The method according to claim 16, wherein the weed is a broadleaf weed and is selected from the group consisting of dandelion, white clover, black medic, lettuce, birdsfoot trefoil, common chickweed, common purslane, curly cress, and the like.

19. The method according to claim 1, wherein said growth medium is soil.

20. The method according to claim 1 further comprising admixing the compound or the salt of said compound with water, soil, fertilizers, and/or any appropriate carriers.

21. A method of enhancing growth of a non-weed plant by inhibiting growth of weeds that are located proximate to said non-weed plant, said method comprising:

providing an m-tyrosine compound, wherein said m-tyrosine compound has a formula of Formula I:

wherein

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R4, R5, R6, and R7 are independently selected from the group consisting of H, hydroxyl, halogen, amino, and nitro; and

R8 and R9 are independently selected from the group consisting of H, hydroxyl, halogen, amino, methyl, and halogenated methyl,

or providing a salt of said m-tyrosine compound and

treating a weed or weed seed with the m-tyrosine compound or the salt of said m-tyrosine compound under conditions effective to inhibit growth of said weed or weed seed in a growth medium, thereby enhancing growth of non-weed plants growing in said growth medium.

22. The method according to claim 21, wherein the m-tyrosine compound has a formula of Formula I, wherein:

R4, R5, R6, R7, R8, and R9 comprise H;

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, aryloxycarbonyl and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted; and

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted.

23. The method according to claim 21, wherein the m-tyrosine compound is in isolated form.

24. The method according to claim 21, wherein said providing comprises isolating the m-tyrosine compound from a source plant that produces the m-tyrosine compound.

25. The method according to claim 24, wherein the m-tyrosine compound is isolated from tissue of the source plant, said tissue being selected from the group consisting of root tissue, leaf tissue, shoot tissue, and foliage tissue.

26. The method according to claim 25, wherein said tissue is living tissue or dead tissue.

27. The method according to claim 24, wherein said source plant comprises a Festuca species.

28. The method according to claim 27, wherein said Festuca species is Festuca rubra.

29. The method according to claim 21, wherein said treating comprises applying the compound or the salt of said compound to the surface of the growth medium, prior to emergence of the weed from the growth medium, in an amount sufficient to inhibit growth of the weed or weed seed.

30. The method according to claim 29, wherein the compound or the salt of said compound is applied in granular form or liquid form.

31. The method according to claim 29, wherein the compound or the salt of said compound is applied at a level of about 0.5 to about 12.0 pounds per acre.

32. The method according to claim 21, wherein said treating comprises applying the compound or the salt of said compound to foliage of the weed in an amount sufficient to inhibit growth of the weed.

33. The method according to claim 32, wherein said applying is carried out by spraying the foliage with the compound or the salt of said compound.

34. The method according to claim 32, wherein the compound or the salt of said compound is applied at a level of about 0.5 to about 12.0 pounds per acre.

35. The method according to claim 21, wherein said treating comprises simultaneously applying the compound or the salt of said compound to the growth medium surface and to foliage of the weed in an amount sufficient to inhibit growth of the weed and/or weed seed.

36. The method according to claim 21, wherein said weed or weed seed is selected from the group consisting of a grass weed (monocot weed) and a broadleaf weed (dicot weed).

37. The method according to claim 36, wherein the weed is a grass weed and is selected from the group consisting of crabgrass, barnyardgrass, annual bluegrass, and the like.

38. The method according to claim 36, wherein the weed is a broadleaf weed and is selected from the group consisting of dandelion, white clover, black medic, lettuce, birdsfoot trefoil, common chickweed, common purslane, curly cress, and the like.

39. The method according to claim 21, wherein said non-weed plant is selected from the group consisting of turf grasses, crop plants, and ornamental plants.

40. The method according to claim 39, wherein the non-weed plant is a turf grass and is selected from the group consisting of fine fescue, tall fescue, Kentucky bluegrass, Bermudagrass, bent grass, annual ryegrass, perennial ryegrass, and the like.

41. The method according to claim 39, wherein the non-weed plant is a crop plant and is selected from the group consisting of alfalfa, rice, wheat, barley, rye, cotton, sunflower, peanut, corn, potato, sweet potato, bean, pea, chicory, lettuce, endive, cabbage, brussel sprouts, beet, parsnip, cauliflower, broccoli, turnip, radish, spinach, onion, garlic, eggplant, pepper, celery, carrot, squash, pumpkin, zucchini, cucumber, apple, cherry, peach, pear, melon, citrus, strawberry, grape, raspberry, pineapple, soybean, tobacco, tomato, sorghum, sugarcane, and the like.

42. The method according to claim 39, wherein the non-weed plant is an ornamental plant and is selected from the group consisting of annual bedding plants, perennial bedding plants, herbaceous ornamental plants, woody ornamental plants, and the like.

43. The method according to claim 21, wherein said growth medium is soil.

44. The method according to claim 21 further comprising admixing the compound or the salt of said compound with water, soil, fertilizers, and/or any appropriate carriers.

45. A method of identifying a plant having bioherbicidal properties, said method comprising:

providing a target plant or a portion of the target plant and

assaying said target plant or portion thereof for the presence of an m-tyrosine compound, wherein said m-tyrosine compound has a formula of Formula I:

wherein

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R4, R5, R6, and R7 are independently selected from the group consisting of H, hydroxyl, halogen, amino, and nitro; and

R8 and R9 are independently selected from the group consisting of H, hydroxyl, halogen, amino, methyl, and halogenated methyl,

whereby target plants testing positive for the presence of said m-tyrosine compound are identified as having bioherbicidal properties.

46. The method according to claim 45, wherein the m-tyrosine compound has a formula of Formula I, wherein:

R4, R5, R6, R7, R5, and R9 comprise H;

R1 and R2 are independently selected from the group consisting of H, sulfonate, sulfonamide, phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, aryloxycarbonyl and heteroaryl, wherein each of phosphonate, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted;

R3 is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted; and

X is selected from the group consisting of O and N—Y, wherein Y is selected from the group consisting of H, alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, wherein each of alkyl, alkenyl, alkynyl, alkoxy, alkoxycarbonyl, saccharide, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl is either substituted or unsubstituted.

47. The method according to claim 45, wherein said portion of the target plant is selected from the group consisting of root tissue, leaf tissue, shoot tissue, and foliage tissue.

48. The method according to claim 45, wherein said target plant comprises a Festuca species.

49. The method according to claim 48, wherein said Festuca species is Festuca rubra or a subspecies thereof.

50. The method according to claim 45, wherein said assaying comprises using high performance liquid chromatography to identify the presence of m-tyrosine.