US2012065067A1PendingUtilityA1

Pamoic acid blocks ethylene signaling

Assignee: LARSEN PAUL BRIANPriority: Sep 14, 2010Filed: Sep 13, 2011Published: Mar 15, 2012
Est. expirySep 14, 2030(~4.1 yrs left)· nominal 20-yr term from priority
A01N 37/44A01N 3/02A01N 37/40
50
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Claims

Abstract

The disclosure provides methods and compositions for modulating ethylene and auxin signaling and ethylene production in plants.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A method of modulating auxin and/or ethylene signaling in plants comprising contacting a plant with a pamoic acid or derivative thereof. 
     
     
         2 . The method of  claim 1 , wherein the pamoic acid has the general structure/formula I or II: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 9 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         3 . The method of  claim 2 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —. 
     
     
         4 . A method of inhibiting ethylene production in a plant comprising contact the plant with a Pamoic acid or derivative thereof. 
     
     
         5 . The method of  claim 4 , wherein the pamoic acid has the general structure/formula I or II: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 9 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         6 . The method of  claim 5 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —. 
     
     
         7 . A method of inhibiting senescence due to auxin and/or ethylene signaling in a plant comprising contact the plant with a Pamoic acid or derivative thereof. 
     
     
         8 . The method of  claim 7 , wherein the pamoic acid has the general structure/formula I or II: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 9 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         9 . The method of  claim 8 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —. 
     
     
         10 . A method for stimulating root growth, leaf growth, and/or severely delaying flower senescence comprising contacting a plant or plant part with a pamoic acid or derivative thereof. 
     
     
         11 . The method of  claim 10 , wherein the pamoic acid has the general structure/formula I or II: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 9 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         12 . The method of  claim 11 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —. 
     
     
         13 . A method of preserving cut flowers comprising contacting the cut flower with a composition comprising pamoic acid or a derivative thereof. 
     
     
         14 . The method of  claim 13 , wherein the pamoic acid has the general structure/formula I or II: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 8 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         15 . The method of  claim 14 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —. 
     
     
         16 . A composition for delivery to a plant comprising a compound of formula I or II and a herbicide or preservative: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 5 , which may be the same or different, are COOR 6 , CONHR 6 , SO 2 R 6 , SO 2 NHR 6 , SO 3 R 6 , OR 6 , COR 6 , NHR 6 , in which R 6  is H or a straight or branched, saturated or unsaturated alkyl chain, with from 1 to 5 carbon atoms, or phenyl, substituted by R 7 ; in which R 7  is OH, COOH, SO 3 H, NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 8  and R 9 , which may be the same or different, are H, alkyl with 1 to 5 carbon atoms; R 2  and R 4 , which may be the same or different, are H, OH, NHR 6 , OCO—R 10 —NR 8 R 9 , 
       
       
         
           
           
               
               
           
         
         in which R 10  is a straight or branched, saturated or unsaturated alkyl chain with from 1 to 5 carbon atoms; R 3  is —(CH 2 ) n —, —CH 2 —O—, —CH(R 11 )—, wherein n is an integer from 1 to 4; R 11  is a straight or branched alkyl with from 1 to 5 carbon atoms, substituted by an amino group, alkylamino C 1 -C 5 , dialkylamino C 1 -C 5 , OH, alkyloxy C 1 -C 5 . 
       
     
     
         17 . The composition of  claim 16 , wherein R 1  and R 5  are —COOCH(CH 3 ) 2 ; R 2  and R 4  are —OH; R 3  is —CH 2 —.

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