Novel oxazolidinone derivatives

Abstract

The present invention relates to novel derivatives of oxazolidinone, a method thereof and pharmaceutical compositions comprising the derivatives for use in an antibiotic. The oxazolidinone derivatives of the present invention show inhibitory activity against a broad spectrum of bacteria and lower toxicity. The prodrugs, prepared by reacting the compound having hydroxyl group with amino acid or phosphate, have an excellent efficiency on solubility thereof against water. Further, the derivatives of the present invention may exert potent antibacterial activity versus various human and animal pathogens, including Gram-positive bacteria such as Staphylococi, Enterococci and Streptococi, anaerobic microorganisms such as Bacteroides and Clostridia , and acid-resistant microorganisms such as Mycobacterium tuberculosis and Mycobacterium avium . Accordingly, the compositions comprising the oxazolidinone are used in an antibiotic.

1 - 21 . (canceled) 
     
     
         22 . A method of treating a bacterial infection in a subject, comprising administering to the subject an amount of the compound of the following formula: 
       
         
           
           
               
               
           
         
         wherein R7 is hydrogen or PO(OH) 2 . 
       
     
     
         23 . The method of  claim 22 , wherein the bacterial infection results from a Gram-positive bacterium. 
     
     
         24 . The method of  claim 22 , wherein the bacterial infection results from a bacterium that is selected from the group consisting of  Staphylococcus, Enterococcus, Streptococcus, Bacteroides, Clostridium , and  Mycobacterium.    
     
     
         25 . The method of  claim 23 , wherein the Gram-positive bacterium is selected from the group consisting of  Staphylococcus, Enterococcus , and  Streptococcus.    
     
     
         26 . The method of  claim 25  wherein, in the compound, R7 is PO(OH) 2 . 
     
     
         27 . The method of  claim 25  wherein, in the compound, R7 is hydrogen. 
     
     
         28 . The method of  claim 22 , wherein the compound has the following structure: 
       
         
           
           
               
               
           
         
       
     
     
         29 . The method of  claim 22 , wherein in the compound, R7 is hydrogen. 
     
     
         30 . A method of treating a bacterial infection in a subject, comprising administering to the subject an amount of a pharmaceutically acceptable salt of a compound, the compound having the following formula: 
       
         
           
           
               
               
           
         
         wherein R7 is hydrogen or PO(OH) 2 . 
       
     
     
         31 . The method of  claim 30 , wherein the bacterial infection results from a Gram-positive bacterium. 
     
     
         32 . The method of  claim 30 , wherein the bacterial infection results from a bacterium that is selected from the group consisting of  Staphylococcus, Enterococcus, Streptococcus, Bacteroides, Clostridium , and  Mycobacterium.    
     
     
         33 . The method of  claim 31 , wherein the Gram-positive bacterium is selected from the group consisting of  Staphylococcus, Enterococcus , and  Streptococcus.    
     
     
         34 . The method of  claim 33  wherein, in the compound, R7 is PO(OH) 2 . 
     
     
         35 . The method of  claim 33  wherein, in the compound, R7 is hydrogen. 
     
     
         36 . The method of  claim 30 , wherein the compound has the following structure: 
       
         
           
           
               
               
           
         
       
     
     
         37 . The method of  claim 36 , wherein the pharmaceutically acceptable salt is a disodium salt. 
     
     
         38 . The method of  claim 30 , wherein in the compound, R7 is hydrogen. 
     
     
         39 . The method of  claim 38 , wherein the pharmaceutically acceptable salt is a disodium salt.