Plants having increased tolerance to herbicides

Patent metadata

Field	Value
Publication number	US-11479786-B2
Application number	US-201816767917-A
Country	US
Kind code	B2
Filing date	Nov 28, 2018
Priority date	Nov 29, 2017
Publication date	Oct 25, 2022
Grant date	Oct 25, 2022

Abstract

The present invention refers to a method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding protoporphyrinogen oxidase (PPO) which is resistant or tolerant to a PPO-inhibiting herbicide by applying to said site an effective amount of said herbicide. The invention further refers to plants comprising wild-type or mutated PPO enzymes, and methods of obtaining such plants.

First claim

The invention claimed is:

1. A method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of:
a) providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding a protoporphyrinogen oxidase (PPO) polypeptide which is resistant or tolerant to a PPO inhibiting herbicide;
b) applying to said site an effective amount of said herbicide, wherein the PPO inhibiting herbicide is a uracilpyridine of formula (I)

wherein the substituents have the following meanings:
R 1 hydrogen, NH 2 , C 1 -C 6 -alkyl or C 3 -C 6 -alkynyl;
R 2 hydrogen, C 1 -C 6 -alkyl or C 1 -C 6 -haloalkyl;
R 3 hydrogen or C 1 -C 6 -alkyl;
R 4 H or halogen;
R 5 halogen, CN, NO 2 , NH 2 , CF 3 or C(═S)NH 2 ;
R 6 H, halogen, CN, C 1 -C 3 -alkyl, C 1 -C 3 -haloalkyl, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy, C 1 -C 3 -alkylthio, (C 1 -C 3 -alkyl)amino, di(C 1 -C 3 -alkyl)amino, C 1 -C 3 -alkoxy-C 1 -C 3 -alkyl, C 1 -C 3 -alkoxycarbonyl;
R 7 H, halogen, C 1 -C 3 -alkyl, C 1 -C 3 -alkoxy;
R 8 OR 9 , SR 9 , NR 10 R 11 , NR 9 OR 9 , NR 9 S(O) 2 R 19 or NR 9 S(O) 2 NR 10 R 11 , wherein
R 9 is hydrogen, C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -haloalkenyl, C 3 -C 6 -haloalkynyl, C 1 -C 6 -cyanoalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkoxy) C 1 -C 6 -alkyl, C 1 -C 6 -halo-alkoxy-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxy-C 1 -C 6 -alkyl, C 3 -C 6 -haloalkenyloxy-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylthio-C 1 -C 6 -alkyl, C 1 -C 6 -alkylsulfinyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkylsulfonyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxycarbonyl-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxycarbonyl-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxycarbonyl-C 1 -C 6 -alkyl, C3-C6-alkynyloxycarbonyl-C 1 -C 6 -alkyl, amino, (C 1 -C 6 -alkyl)amino, di(C 1 -C 6 -alkyl)amino, (C 1 -C 6 -alkylcarbonyl)amino, amino-C 1 -C 6 -alkyl, (C 1 -C 6 -alkyl)amino-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkyl)amino-C 1 -C 6 -alkyl, aminocarbonyl-C 1 -C 6 -alkyl, (C 1 -C 6 -alkyl)aminocarbonyl-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkyl)aminocarbonyl-C 1 -C 6 -alkyl,
—N═CR 12 R 13 , wherein R 12 and R 13 independently of one another are H, C 1 -C 4 -alkyl or phenyl;
C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 3 -C 6 -heterocyclyl, C 3 -C 6 -heterocyclyl-C 1 -C 6 -alkyl, phenyl, phenyl-C 1 -C 4 -alkyl or a 5- or 6 membered heteroaryl,
wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R 14 or a 3- to 7-membered carbocyclus,
which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of
—N(R 12 )—, —N═N—, —C(═O)—, —O— and —S—, and
which carbocyclus is optionally substituted with one to four substituents selected from R 14 ;
 wherein R 14 is halogen, NO 2 , CN, C 1 -C 4 -alkyl, C 1 -C 4 -halo-alkyl, C 1 -C 4 -alkoxy or C 1 -C 4 -alkoxycarbonyl;

R 10 , R 11 independently of one another are R 9 , or together form a 3- to 7-membered carbocyclus,
which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the group consisting of —N(R 12 )—, —N═N—, —C(═O)—, —O— and —S—, and which carbocyclus is optionally substituted with one to four substituents selected from R 14 ;

n 1 to 3;
Q CH 2 , O, S, SO, SO 2 , NH or (C 1 -C 3 -alkyl)N;
W O or S;
X NH, NCH 3 , O or S;
Y O or S;
Z phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl,
each of which is optionally substituted by 1 to 4 substituents selected from the group consisting of halogen, CN, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy;

including their agriculturally acceptable salts or derivatives, provided the compounds of formula (I) have a carboxyl group,

and wherein the effective amount of said herbicide does not kill or inhibit the growth of the herbicide-tolerant plant of a);
wherein the herbicide resistant or tolerant PPO polypeptide comprises one or more of the following motifs 1, 2, and/or 3:
a. Motif 1: SQ[N/K/H]KRYI, wherein the Arg at position 5 within said motif is substituted by any other amino acid;
b. Motif 2: TLGTLFSS, wherein the Leu at position 2, and/or the Gly at position 3, and/or the Leu at position 5 within said motif is substituted by any other amino acid;
c. Motif 3: [F/Y]TTF[V/I]GG, wherein the Phe at position 4 within said motif is substituted by any other amino acid.

2. A method for controlling undesired vegetation at a plant cultivation site, the method comprising the steps of:
a) providing, at said site, a plant that comprises at least one nucleic acid comprising a nucleotide sequence encoding a protoporphyrinogen oxidase (PPO) polypeptide which is resistant or tolerant to a PPO inhibiting herbicide;
b) applying to said site an effective amount of said herbicide, wherein the PPO inhibiting herbicide is a uracilpyridine of formula (I)

wherein the substituents have the following meanings:
R 1 hydrogen, NH 2 , C 1 -C 6 -alkyl or C 3 -C 6 -alkynyl;
R 2 hydrogen, C 1 -C 6 -alkyl or C 1 -C 6 -haloalkyl;
R 3 hydrogen or C 1 -C 6 -alkyl;
R 4 H or halogen;
R 5 halogen, CN, NO 2 , NH 2 , CF 3 or C(═S)NH 2 ;
R 6 H, halogen, CN, C 1 -C 3 -alkyl, C 1 -C 3 -haloalkyl, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy, C 1 -C 3 -alkylthio, (C 1 -C 3 -alkyl)amino, di(C 1 -C 3 -alkyl)amino, C 1 -C 3 -alkoxy-C 1 -C 3 -alkyl, C 1 -C 3 -alkoxycarbonyl;
R 7 H, halogen, C 1 -C 3 -alkyl, C 1 -C 3 -alkoxy;
R 8 OR 9 , SR 9 , NR 10 R 11 , NR 9 OR 9 , NR 9 S(O) 2 R 10 or NR 9 S(O) 2 NR 10 R 11 , wherein
R 9 is hydrogen, C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -haloalkenyl, C 3 -C 6 -haloalkynyl, C 1 -C 6 -cyanoalkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkoxy) C 1 -C 6 -alkyl, C 1 -C 6 -halo-alkoxy-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxy-C 1 -C 6 -alkyl, C 3 -C 6 -haloalkenyloxy-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkylthio-C 1 -C 6 -alkyl, C 1 -C 6 -alkylsulfinyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkylsulfonyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxycarbonyl-C 1 -C 6 -alkyl, C 1 -C 6 -haloalkoxycarbonyl-C 1 -C 6 -alkyl, C 3 -C 6 -alkenyloxycarbonyl-C 1 -C 6 -alkyl, C 3 -C 6 -alkynyloxycarbonyl-C 1 -C 6 -alkyl, amino, (C 1 -C 6 -alkyl)amino, di(C 1 -C 6 -alkyl)amino, (C 1 -C 6 -alkylcarbonyl)amino, amino-C 1 -C 6 -alkyl, (C 1 -C 6 -alkyl)amino-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkyl)amino-C 1 -C 6 -alkyl, aminocarbonyl-C 1 -C 6 -alkyl, (C 1 -C 6 -alkyl)aminocarbonyl-C 1 -C 6 -alkyl, di(C 1 -C 6 -alkyl)aminocarbonyl-C 1 -C 6 -alkyl,
—N═CR 12 R 13 , wherein R 12 and R 13 independently of one another are H, C 1 -C 4 -alkyl or phenyl;
C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, C 3 -C 6 -heterocyclyl, C 3 -C 6 -heterocyclyl-C 1 -C 6 -alkyl, phenyl, phenyl-C 1 -C 4 -alkyl or a 5- or 6 membered heteroaryl,
wherein each cycloalkyl, heterocyclyl, phenyl or heteroaryl ring can be substituted by one to four substituents selected from R 14 or a 3- to 7-membered carbocyclus,
which carbocyclus optionally has in addition to carbon atoms one or two ring members selected from the

Assignees

• Basf Se

Inventors

• Aponte Raphael
• Seiser Tobias
• Tresch Stefan
• Bowerman Peter Alexander
• Parra Rapado Liliana
• Witschel Matthias
• Souillart Laetitia
• Johannes Manuel
• Mietzner Thomas
• Paulik Jill Marie

Classifications

• C12N9/001 Primary

  acting on the CH-CH group of donors (1.3) · CPC title

• A01P13/00

  Herbicides; Algicides · CPC title

• C12N15/8274 Primary

  for herbicide resistance · CPC title

• C12Y103/03004

  Protoporphyrinogen oxidase (1.3.3.4) · CPC title

• A01N43/54

  1,3-Diazines; Hydrogenated 1,3-diazines · CPC title