Sulfotransferase inhibitors

Abstract

A galactosamine derivative represented by the following formula (1): wherein R 1 , R 2 and R 5 each independently represents SO 3 − or H, and at least one of them represents SO 3 − ; R 3 represents H, acetyl or SO 3 − ; R 4 represents H, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group; X represents O, S, NH or CH 2 ; and represents an α bond or a β bond, and a sulfotransferase inhibitor comprising the derivative.

1 . A galactosamine derivative represented by the following formula (1):  
     
       
         
         
             
             
         
       
       wherein R 1 , R 2  and R 5  each independently represents SO 3   −  or H, and at least one of them represents SO 3   − ;  
       R 3  represents H, acetyl or SO 3   − ;  
       R 4  represents H, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group;  
       X represents O, S, NH or CH 2 ; and  
          represents an α bond or a β bond.  
     
   
   
       2 . The galactosamine derivative according to  claim 1 , wherein R 1  and R 2  each is H; R 3  is an acetyl group; R 4  is a substituted or unsubstituted aryl group; and R 5  is SO 3   − .  
   
   
       3 . The galactosamine derivative according to  claim 1 , wherein R 1  is SO 3   − ; R 2  and R 5  each is H; R 3  is an acetyl group; and R 4  is a substituted or unsubstituted aryl group.  
   
   
       4 . The galactosamine derivative according to  claim 1 , wherein R 1  and R 5  each is H; R 2  is SO 3   − ; R 3  is an acetyl group; and R 4  is a substituted or unsubstituted aryl group.  
   
   
       5 . A sulfotransferase inhibitor which comprises the galactosamine derivative according to  claim 1 .  
   
   
       6 . The sulfotransferase inhibitor according to  claim 5 , which inhibits activity of a sulfotransferase having activity of transferring a sulfate group to a hydroxyl group bound to the 6-position carbon atom on the 4-sulfated galactosamine residue in the basic backbone of chondroitin sulfate.  
   
   
       7 . A method for inhibiting activity of a sulfotransferase, which comprises allowing the galactosamine derivative according to  claim 1  to be present in an enzyme reaction system of the sulfotransferase.  
   
   
       8 . (canceled)  
   
   
       9 . (canceled)  
   
   
       10 . A medicament based on inhibition of sulfotransferase activity, which comprises the galactosamine derivative according to  claim 1  as an active ingredient.  
   
   
       11 . A medicament for treating or preventing diseases caused by acceleration of sulfotransferase activity, which comprises the galactosamine derivative according to  claim 1  as an active ingredient.  
   
   
       12 . A method for treating or preventing diseases caused by acceleration of sulfotransfererase activity, which comprises administering to a subject in need thereof an effective amount of the glactosamine derivative according to  claim 1.