Glycopeptide carboxy-saccharide derivatives
View Patent ↗Disclosed are glycopeptide derivatives substituted at the C-terminus and/or the R-terminus with a substituent that comprises one or more saccharide groups and a carboxy group; and pharmaceutical compositions containing such glycopeptide derivatives. The disclosed glycopeptide derivatives are useful as antibacterial agents.
1. A compound of the formula:
or a pharmaceutically acceptable salt or stereoisomer thereof; wherein R g and R 20 are selected from:
R g
R 20
—(CH 2 ) 11 CH 3
—(CH 2 ) 12 CH 3
—CH 2 CH 2 —NH—(CH 2 ) 9 CH 3
—CH 2 CH 2 —NH—(CH 2 ) 9 CH 3
—CH 2 CH 2 —S—(CH 2 ) 9 CH 3
—CH 2 CH 2 —O—(CH 2 ) 9 CH 3
—CH 2 CH 2 —NH—(CH 2 ) 9 CH 3
—CH 2 CH 2 —S—(CH 2 ) 9 CH 3
—CH 2 CH 2 —O—(CH 2 ) 9 CH 3
2. The compound of claim 1 , wherein
R g is
and R 20 is —CH 2 CH 2 —NH—(CH 2 ) 9 CH 3 .
3. The compound of claim 1 , wherein
R g is
and R 20 is —CH 2 CH 2 —S—(CH 2 ) 9 CH 3 .
4. The compound of claim 1 , wherein
R g is
and R 20 is
5. The compound of claim 1 , wherein
R g is
and R 20 is —CH 2 CH 2 —NH—(CH 2 ) 9 CH 3 .
6. The compound of claim 1 , wherein
R g is
and R 20 is —CH 2 CH 2 —S—(CH 2 ) 9 CH 3 .
7. The compound of claim 1 , wherein
R g is
and R 20 is
8. A compound of the formula:
or a pharmaceutically acceptable salt or stereoisomer thereof; wherein R m and R 20 are selected from:
R m
R 20
—CH 2 CH 2 —NH—(CH 2 ) 9 CH 3
—CH 2 CH 2 —O—(CH 2 ) 9 CH 3
—CH 2 CH 2 —S—(CH 2 ) 9 CH 3
9. The compound of claim 8 , wherein
R m is
and R 20 —CH 2 CH 2 —NH—(CH 2 ) 9 CH 3 .
10. The compound of claim 8 , wherein
R m is
and R 20 is —CH 2 CH 2 —S—(CH 2 ) 9 CH 3 .
11. The compound of claim 8 , wherein
R m is
and R 20 is
12. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective amount of a compound of any one of claims 1 to 11 .
13. A method of treating a bacterial disease in a mammal, the method comprising administering to the mammal a therapeutically effective amount of a compound of any one of claims 1 to 11 .