Substituted tetracycline compounds
View Patent ↗The present invention pertains, at least in part, to novel substituted tetracycline compounds. These tetracycline compounds can be used to treat numerous tetracycline compound-responsive states, such as bacterial infections and neoplasms.
1. A compound of formula I:
wherein
X is CR 6′ R 6 , or C═CR 6′ R 6 ;
E is NR 7d R 7e or OR 7f ;
R 2 , R 2′ , R 4′ , R 4a and R 4b are each independently hydrogen, or alkyl;
R 3 , R 10 , R 11 and R 12 are each hydrogen;
R 4 is NR 4a R 4b ;
R 5 and R 5′ are each independently hydroxyl, hydrogen or alkyl;
R 6 and R 6′ are each independently hydrogen, hydroxyl, or alkyl;
R 7a , R 7b , R 7c , R 7d , R 7e and R 7f are each independently hydrogen, alkyl, alkenyl, aryl, or arylalkyl, or R 7c and R 7d or R 7e and R 7f are linked to form a ring;
R 8 is hydrogen; and
R 9 is hydrogen, alkyl, alkenyl, alkynyl, aryl, alkoxy, amino, or aminoalkyl,
or a pharmaceutically acceptable salt thereof.
2. The compound of claim 1 , wherein X is CR 6′ R 6 , R 4a and R 4b are each alkyl, and R 2 , R 2′ , R 4′ , R 5 , R 5′ , R 6 , R 6′ , and R 9 are each hydrogen.
3. The compound of claim 1 , wherein said substituted tetracycline compound is:
and pharmaceutically acceptable salts thereof.
4. A method for treating a bacterial infection, a viral infection, or a parasitic infection in a subject, comprising administering to said subject an effective amount of a compound of claim 1 , such that said subject is treated.
5. The method of claim 4 , wherein said parasitic infection is malaria.
6. The method of claim 4 , wherein said compound is administered with a pharmaceutically acceptable carrier.
7. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier.
8. The composition of claim 7 , wherein said therapeutically effective amount is effective to treat a bacterial infection, a viral infection, or a parasitic infection.
9. A compound of the structure:
or a pharmaceutically acceptable salt thereof.
10. The composition of claim 8 , wherein said parasitic infection is malaria.