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Details for Patent: 7,157,554

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Details for Patent: 7,157,554

Title:Glycopeptide carboxy-saccharide derivatives
Abstract: 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.
Inventor(s): Linsell; Martin S. (San Mateo, CA), Fatheree; Paul R. (San Francisco, CA), Leadbetter; Michael R. (San Leandro, CA), Zhu; Yan (Foster City, CA), Judice; J. Kevin (El Granada, CA)
Assignee: Theravance, Inc. (South San Francisco, CA)
Filing Date:Mar 15, 2005
Application Number:11/080,130
Claims:1. A method of modifying a glycopeptide antibiotic to form a glycopeptide antibiotic derivative having reduced tissue accumulation when administered to a mammal, the method comprising forming a carboxy-saccharide derivative of the glycopeptide antibiotic that has a substituent comprising a dicarboxylic acid in which one of the carboxylic acid groups is coupled with a saccharide.

2. The method of claim 1, wherein the glycopeptide antibiotic is vancomycin or a derivative thereof.

3. The method of claim 1, wherein the glycopeptide antibiotic is chloroorienticin A or a derivative thereof.

4. The method of claim 1, wherein the glycopeptide antibiotic is teicoplanin or a derivative thereof.

5. The method of claim 1, wherein the substituent is a substituent of formula III: ##STR00012## wherein one of R.sup.g and R.sup.h is a saccharide, and the other of R.sup.g and R.sup.h is OH.

6. The method of claim 1, wherein the substituent is a substituent of formula IV: ##STR00013## wherein one of R.sup.m and R.sup.n is a saccharide, and the other is OH.

7. The method of claim 1, wherein the substituent is a substituent of formula (i): ##STR00014##

8. The method of claim 1, wherein the substituent is a substituent of formula (ii): ##STR00015##

9. The method of claim 1, wherein the substituent is a substituent of formula (iii): ##STR00016##

10. The method of claim 1, wherein the substituent is a substituent of formula (iv): ##STR00017##

11. A method of modifying a glycopeptide antibiotic to farm a glycopeptide antibiotic derivative having increased urinary clearance when administered to a mammal, the method comprising forming a carboxy-saccharide derivative of the glycopeptide antibiotic that has a substituent comprising a dicarboxylic acid in which one of the carboxylic acid groups is coupled with a saccharide.

12. The method of claim 11, wherein the glycopeptide antibiotic is vancomycin or a derivative thereof.

13. The method of claim 11, wherein the glycopeptide antibiotic is chloroorienticin A or a derivative thereof.

14. The method of claim 11, wherein the glycopeptide antibiotic is teicoplanin or a derivative thereof.

15. The method of claim 11, wherein the substituent is a substituent of formula III: ##STR00018## wherein one of R.sup.g and R.sup.h is a saccharide, and the other R.sup.g and R.sup.h is OH.

16. The method of claim 11, wherein the substituent is a substituent of formula IV: ##STR00019## wherein one of R.sup.m and R.sup.n is a saccharide, and the other is OH.

17. The method of claim 11, wherein the substituent is a substituent of formula (i): ##STR00020##

18. The method of claim 11, wherein the substituent is a substituent of formula (ii): ##STR00021##

19. The method of claim 11, wherein the substituent is a substituent of formula (iii): ##STR00022##

20. The method of claim 11, wherein the substituent is a substituent of formula (iv): ##STR00023##
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