Sulfur-containing naphthalimide derivatives

Abstract

The invention discloses novel sulfur-containing naphthalimide derivatives, and the preparation and uses thereof. The conjugated plane of naphthalimide derivatives of the invention is enlarged by incorporating 5- or 6-membered heteroaromatic ring and/or introducing S heteroatom, thus increasing the anti-tumor activity of naphthalimide. The compounds of the invention displays significant inhibiting activities to the proliferation of various tumor cells such as human lung cancer, gastric cancer, liver cancer, leucocythemia and the like. The inhibition of cell proliferation is dose-dependent.

1 - 10 . (canceled) 
     
     
         11 . A compound of the formula: 
       
         
           
           
               
               
           
         
         wherein R 7  is an C 1 -C 6  alkyl, an C 2 -C 8  alkenyl, an —(C 1 -C 6  alkyl)-NH 2 , an —(C 1 -C 6  alkyl)N(C 1 -C 6  alkyl) 2 , or a —(C 1 -C 6  alkyl)piperidine, 
         or pharmaceutically acceptable salts thereof. 
       
     
     
         12 . The compound of  claim 11 , wherein R 7  is an —(C 1 -C 6  alkyl)N(C 1 -C 6  alkyl) 2 . 
     
     
         13 . The compound of  claim 11 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         14 . The compound of  claim 11 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         15 . The compound of  claim 11 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         16 . The compound of  claim 11 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         17 . The compound of  claim 11 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         18 . A pharmaceutical composition comprising:
 a compound of the formula:   
       
         
           
           
               
               
           
         
         wherein R 7  is an C 1 -C 6  alkyl, an C 2 -C 8  alkenyl, an —(C 1 -C 6  alkyl)-NH 2 , an —(C 1 -C 6  alkyl)N(C 1 -C 6  alkyl) 2 , or a —(C 1 -C 6  alkyl)piperidine, 
         or pharmaceutically acceptable salts thereof; and 
         a pharmaceutically acceptable carrier or excipient. 
       
     
     
         19 . The pharmaceutical composition of  claim 18 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         20 . The pharmaceutical composition of  claim 18 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         21 . The pharmaceutical composition of  claim 18 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         22 . The pharmaceutical composition of  claim 18 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         23 . The pharmaceutical composition of  claim 18 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         24 . A method of treating or preventing benign and malignant tumors, comprising administering to a subject in need thereof an effective amount of a pharmaceutical composition having the formula: 
       
         
           
           
               
               
           
         
         wherein R 7  is an C 1 -C 6  alkyl, an C 2 -C 8  alkenyl, an —(C 1 -C 6  alkyl)-NH 2 , an —(C 1 -C 6  alkyl)N(C 1 -C 6  alkyl) 2 , or a —(C 1 -C 6  alkyl)piperidine, 
         or pharmaceutically acceptable salts thereof; and 
         a pharmaceutically acceptable carrier or excipient, such that benign and malignant tumors are treated or prevented. 
       
     
     
         25 . The method of  claim 24 , wherein the tumor is lung cancer, gastric cancer, liver cancer, leucocythemia, endometrioma, oophoroma, mammary cancer, colon cancer, prostatic cancer, or pituitary gland cancer.