Pesticidal macrolides

Abstract

Macrolide compounds produced by culturing Saccharopolyspora species LW107129 (NRRL 30141) have insecticidal and acaricidal activity and are useful intermediates for preparing spinosyn analogs.

1 - 10 . (Cancelled).  
     
     
         11 . A formulation for controlling a lice infestation in a human comprising as an active ingredient a compound of the formula (1) or (2):  
       
         
           
           
               
               
           
         
       
       or a salt thereof, wherein 
 R1 is a group of formula 2a, 2b, or 2c  
                     
 R2 is H or OH;  
 R3 is H or CH 3 ;  
 R4 in formula 1 is 1-butenyl, 1,3-butadienyl, n-butyl, 3-hydroxy-1-butenyl, or 1-propenyl; R4 in formula 2 is ethyl;  
 and R5 is a group having one of the following formulas 4a through 4i  
                     
 , or a physiologically acceptable derivative or salt thereof, and a physiologically acceptable carrier.  
 
     
     
         12 . A method for controlling a lice infestation in a human comprising topically a compound of the formula (1) or (2):  
       
         
           
           
               
               
           
         
         or a salt thereof, wherein  
         R1 is a group of formula 2a, 2b, or 2c  
         
           
             
             
                 
                 
             
           
         
         R2is H or OH;  
         R3 is H or CH 3 ;  
         R4 in formula 1 is 1-butenyl, 1,3-butadienyl, n-butyl, 3-hydroxy-1-butenyl, or 1-propenyl; R4 in formula 2 is ethyl;  
         and R5 is a group having one of the following formulas 4a through 4i  
         
           
             
             
                 
                 
             
           
         
       
     
     
         13 . A process for preparing a compound of A compound of the formula (1) or (2):  
       
         
           
           
               
               
           
         
       
       or a salt thereof, wherein 
 R1 is a group of formula 2a, 2b, or 2c  
                     
 R2is H or OH;  
 R3 is H or CH 3 ;  
 R4 in formula 1 is 1-butenyl, 1,3-butadienyl, n-butyl, 3-hydroxy-1-butenyl, or 1-propenyl; R4 in formula 2 is ethyl;  
 and R5 is hydrogen or a group having one of the following formulas 4a through 4i  
                     
 which comprises culturing  Saccharopolyspora  species NRRL 30141, or a strain derived therefrom that produces a compound of formula (1) or (2), in a suitable culture medium under submerged aerobic fermentation conditions until a recoverable amount of a compound of formula (1) or (2) is produced, and recovering a compound of formula (1) or (2) from the culture medium.  
 
     
     
         14 . A biologically pure culture of  Saccharopolyspora  species NRRL 30141 or a strain derived therefrom that produces a compound of the formula (1) or (2):  
       
         
           
           
               
               
           
         
       
       or a salt thereof, wherein 
 R1 is a group of formula 2a, 2b, or 2c  
                     
 R2 is H or OH;  
 R3 is H or CH 3 ;  
 R4 in formula 1 is 1-butenyl, 1,3-butadienyl, n-butyl, 3-hydroxy-1-butenyl, or 1-propenyl; R4 in formula 2 is ethyl;  
 and R5 is a group having one of the following formulas 4a through 4i