Natural product antibiotics and analogs thereof

Patent metadata

Field	Value
Publication number	US-9359275-B2
Application number	US-201313776144-A
Country	US
Kind code	B2
Filing date	Feb 25, 2013
Priority date	Feb 23, 2012
Publication date	Jun 7, 2016
Grant date	Jun 7, 2016

Abstract

Provided herein are pure and isolated natural products and analogs thereof of Formula (I), (II), (III), and (IV), pharmaceutical compositions thereof, and methods of use, for example, for treating a bacterial infection. Further provided are methods useful in identifying an inhibitor of bacterial sugar fermentation in a bacterial strain, such as a compound (inhibitor) of Formula (I), (II), (III), or (IV):

or a pharmaceutically acceptable salt thereof.

First claim

What is claimed is:

1. A method of treating a bacterial infection in a subject comprising administering an effective amount of a compound of Formula (I-b):

or pharmaceutically acceptable salt thereof, to the subject;
wherein:
each occurrence of R A , R B , and R C is hydrogen;
R 3 is unsubstituted C 2 -C 10 alkyl,
wherein the bacterial infection is an Escherichia coli, Pseudomonas aeruginosa, Vibrio cholerae , methicillin-resistant Staphylococcus aureus , or Mycobacterium tuberculosis infection.

2. The method of claim 1 wherein R 3 is unsubstituted C 2 -C 6 alkyl.

3. The method of claim 1 wherein the compound is of Formula (I-c):

or a pharmaceutically acceptable salt thereof.

4. The method of claim 1 wherein the compound is:

or a pharmaceutically acceptable salt thereof.

5. The method of claim 1 , wherein the bacterial infection is a methicillin-resistant Staphylococcus aureus infection.

6. The method of claim 1 , wherein the bacterial infection is a Mycobacterium tuberculosis infection.

7. The method of claim 1 , wherein the bacterial infection is a methicillin-resistant Staphylococcus aureus infection or a Mycobacterium tuberculosis infection.

Assignees

• Childrens Medical Center
• Harvard College

Inventors

• Watnick Paula I
• Ymele-Leki Patrick
• Clardy Jon
• Cao Shugeng

Classifications

• C07D309/10

  Oxygen atoms · CPC title

• A61K31/122 Primary

  having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin · CPC title

• C07C39/11

  Alkylated hydroxy benzenes containing also acyclically bound hydroxy groups, e.g. saligenol · CPC title

• A61K31/351 Primary

  not condensed with another ring · CPC title

• C07C50/38

  containing —CHO or non—quinoid keto groups · CPC title