Amino acid phenoxy ethers

Abstract

Novel amino acid phenyl ethers are provided which exhibit activity for the treatment of immunological diseases, inflammation, obesity, hyperlipidemia, hypertension, neurological diseases and diabetes.

1 . A compound formula (I)  
       
         
           
           
               
               
           
         
       
       its derivatives, its analogs, its tautomeric forms, its stereoisomers, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, wherein — represents an optional double bond; Y represents oxygen, sulfur or NR, wherein R represents hydrogen or alkyl; Z represents oxygen or sulfur; R 1 , R 2 , R 3  and R 4  may be same or different and independently represent hydrogen, halogen, hydroxy, nitro, cyano, formyl, amino, alkyl, or alkoxy; A represents a bond or substituted or unsubstituted aryl, heterocyclyl or heteroaryl ring; X represents an alpha amino carboxylic acid or alpha amino carboxylic acid derivative bonded to A or Y through its alpha side chain.  
     
     
         2 . A compound of formula (I) according to  claim 1 , wherein the X-A-Y-represents an amino acid selected from the group consisting of substituted or unsubstituted arginine, asparagine, cysteine, glutamine, histidine, lysine, methionine, ornithine, proline, serine, threonine, tryptophan, tyrosine and their derivatives.  
     
     
         3 . A compound according to  claim 1  wherein A represents a substituted or unsubstituted alkyl, heterocyclyl or heteroaryl ring.  
     
     
         4 . A compound according to  claim 1  wherein X-A- represents an amino acid selected from the group consisting of alanine, glycine, isoleucine and leucine and their derivatives.  
     
     
         5 . A compound according to  claim 1  wherein A represents a bond.  
     
     
         6 . A compound according to  claim 1  wherein Z is sulfur and Y is oxygen.  
     
     
         7 . A compound according to  claim 1  wherein R 1  through R 4  are hydrogen.  
     
     
         8 . A compound according to  claim 1  wherein the — double bond is present.  
     
     
         9 . A compound according to any of claims  1  through  5  wherein the — double bond is absent.  
     
     
         10 . A compound according to  claim 2  wherein X-A-Y— comprises tyrosine.  
     
     
         11 . A compound according to  claim 2  wherein X-A-Y comprises a tyrosine derivative.  
     
     
         12 . A compound according to  claim 11  wherein said derivative comprises an alkyl ester of tyrosine.  
     
     
         13 . A compound according to  claim 12  wherein said ester is the methyl ester.  
     
     
         14 . A compound according to  claim 10  or  11  wherein R 1 , R 2 , R 3  and R 4  are hydrogen and Z is sulfur.  
     
     
         15 . A compound according to  claim 14  wherein the — double bond is present.  
     
     
         16 . A compound according to  claim 14  wherein the — double bond is absent.