3′-alkynyl abscisic acid derivatives as ABA antagonists
AssigneeUniversity of Saskatchewan
InventorsSuzanne R. Abrams, Leon Lai, Naveen Diddi
Life of this patent
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Abstract
The present application relates to novel 3′-unsaturated abscisic acid (ABA) derivatives of Formula (I) as ABA antagonists. For example, the present application relates to methods of using compounds of Formula (I) for reducing adverse effects of an ABA response in plants such as lentil and promoting germination. (I) The present application also relates to methods of using 3′-phenyl abscisic acid (ABA) derivatives of Formula (II) as ABA antagonists, for example, for reducing adverse effects of an ABA response in plants such as lentil and promoting germination. (II)
Claims22
A compound of Formula (I) or an enantiomer, salt, and/or solvate thereof:
- wherein
- L is —C═C— or —C≡C—;
- R1 is C1-10alkyl, C2-10alkenyl, C2-10alkynyl, (CH2)0-2C3-10cycloalkyl, (CH2)0-2aryl, (CH2)0-2heterocycloalkyl, or (CH2)0-2heteroaryl, each being optionally substituted with one or more of halo, CN, OH, NH2, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, NH(C1-6alkyl), N(C1-6 alkyl)(C1-6alkyl), OC1-6alkyl, OC2-6alkenyl, OC2-6alkynyl, (CH2)0-2C3-10cycloalkyl, (CH2)0-2aryl, (CH2)0-2heterocycloalkyl, (CH2)0-2heteroaryl, O(CH2)0-2C3-10cycloalkyl, O(CH2)0-2aryl, O(CH2)0-2heterocycloalkyl, or O(CH2)0-2heteroaryl, the latter 16 groups being optionally substituted with one or more of halo, OH, NH2, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, OC1-16alkyl, OC2-6alkenyl, or OC2-6alkynyl;
- and
- R2 is H, C1-10alkyl, C2-10alkenyl, C2-10alkynyl, cycloalkyl, aryl, heterocycloalkyl or heteroaryl, the latter 7 groups being optionally substituted with one or more of halo, OH, NH2, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, OC1-16alkyl, OC2-6alkenyl, or OC2-6alkynyl,
- wherein each alkyl, alkenyl, and alkynyl are optionally fluorosubstituted.
A method for reducing adverse effects of an ABA response in a plant in need thereof comprising administering an effective amount of one or more compounds of the Formula (II) or an enantiomer, salt, and/or solvate thereof, to the plant,
- wherein:
- n is 0, 1, 2 or 3;
- R3 is selected from OH, halo, C1-10alkyl, OC1-6alkyl, and O(CH2)0-2aryl, the latter 3 groups being optionally substituted with one or more of halo, OH, NH2, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, OC1-16alkyl, OC2-6alkenyl, or OC2-6alkynyl;
- and
- R4 is selected from H or C1-10alkyl,
- wherein each alkyl, alkenyl, and alkynyl is optionally fluorosubstituted, and
- provided the compound of Formula II is not
Dependencies are inferred from the claim text.