IP Library Granted Patent US 11,787,763
Granted Patent B2
US 11,787,763 · App. 16/764,444 · Granted Oct 17, 2023

Strigolactone derivauves

Inventors: Navid Adnani (Emeryville, CA); Jonathan Evans (Walnut Creek, CA); Hans Holtan (Emeryville, CA)
Assignee: Plant Response, Inc.
C07D207/36C07D307/46C07D407/12
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Quick Facts
Patent No.
US 11,787,763
App. No.
16/764,444
Granted
Oct 17, 2023
Kind
B2
Abstract

The present disclosure relates to derivatives of strigolactone and formulations thereof. The present disclosure also relates to methods of treating a plant to improve, for example, the yield, growth, or vigor of a plant. The disclosed strigolactone derivatives and formulations may be combined with a plant growth regulator, a fertilizer, an insecticide, an herbicide, a fungicide, a urease inhibitor, a nitrification inhibitor, and/or an excipient.

Claims (30)

1. A method for hydraulic enhancement of a plant, comprising contacting a plant with

a) an effective amount of a compound of Formula (I):

wherein

X, Y, and Z are independently O, S, or —NR 7 ;

R 1 , R 2 , and R 4 each independently H, amino, halo, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted arylalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, —OR 8 , —SR 8 , —C(O)R 8 , —C(O)OR 8 , —C(S)R 8 , —C(S)OR 8 , —C(S)SR 8 , —C(O)NR 8 ;

R 3 is a substituted or unsubstituted alkyl;

R 5 is hydrogen;

R 6 is —C(O)OR 8 , —C(S)R 8 , —C(S)OR 8 , —C(S)SR 8 , or —C(O)NR 8 ; and

R 7 and R 8 are each independently H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted arylalkyl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted heterocycloalkyl;

or a salt or solvate thereof; or

b) a formulation comprising (i) the compound of Formula (I) or a salt or solvate thereof and (ii) at least one selected from the group of a plant growth regulator, a fertilizer, an insecticide, an herbicide, a fungicide, a urease inhibitor, a nitrification inhibitor, an excipient, and any combination thereof.

2. The method of claim 1 , wherein the crop yield of the contacted plant is increased as compared to crop yield of a plant of the same species that is not contacted with the compound of Formula (I).

3. The method of claim 1 , wherein transpiration of the contacted plant is increased as compared to transpiration of a plant of the same species that is not contacted with the compound of Formula (I).

4. The method of claim 1 , wherein the method comprises contacting the plant with an effective amount of the compound of Formula (I) or a salt or solvate thereof.

5. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; and R 1 , R 2 , and R 4 are each independently H, substituted or unsubstituted alkyl, or substituted or unsubstituted aryl.

6. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; and R 1 and R 2 are each independently H, substituted or unsubstituted alkyl, or substituted or unsubstituted aryl.

7. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; R 1 , R 2 , and R 4 are each independently H or alkyl;

and R 8 is H, substituted or unsubstituted alkyl, or substituted or unsubstituted aryl.

8. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; and R 1 and R 2 , are each independently H or alkyl.

9. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; and R 1 and/or R 2 is methyl.

10. The method of claim 4 , wherein X is —NR 7 ; Y and Z are each O; R 1 and/or R 2 is methyl; and R 7 is H, substituted or unsubstituted alkyl, or substituted or unsubstituted aryl.

11. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O; and R 8 is H or alkyl.

12. The method of claim 4 , wherein X is O or —NR 7 ; Y and Z are each O.

13. The method of claim 4 , wherein X is O; Y and Z are each O.

14. The method of claim 4 , wherein the compound of Formula (I) has a structure of:

15. The method of claim 1 , wherein the method comprises contacting the plant with the formulation comprising (i) the compound of Formula (I) or a salt or solvate thereof; and (ii) at least one selected from the group of a plant growth regulator, a fertilizer, an insecticide, an herbicide, a fungicide, a urease inhibitor, a nitrification inhibitor, an excipient, and any combination thereof.

16. A method for hydraulic enhancement of a plant, comprising contacting a plant with an effective amount of a compound having a structure of:

or a salt or solvate thereof.

17. The method of claim 16 , wherein the crop yield of the contacted plant is increased as compared to crop yield of a plant of the same species that is not contacted with the compound.

18. The method of claim 16 , wherein transpiration of the contacted plant is increased as compared to transpiration of a plant of the same species that is not contacted with the compound.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2021
From: ADNANI, NAVID; EVANS, JONATHAN; HOLTAN, HANS
To: KOCH BIOLOGICAL SOLUTIONS, LLC
Reel/Frame 056688/0227 →
SECURITY INTEREST Recorded Apr 1, 2021
From: KOCH BIOLOGICAL SOLUTIONS, LLC
To: ALEXANDRIA VENTURE INVESTMENTS, LLC
Reel/Frame 055801/0043 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2020
From: KOCH BIOLOGICAL SOLUTIONS, LLC
To: PLANT RESPONSE, INC.
Reel/Frame 053057/0143 →
Continuity (2)
Provisional Application 62587503 · Nov 17, 2017
Related Publication 20200354316A1 · Nov 12, 2020