The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Mar. 04, 2014

Filed:

Oct. 20, 2009
Applicants:

Joel S. Freundlich, Princeton, NJ (US);

James C. Sacchettini, College Station, TX (US);

Inna V. Kriger, College Station, TX (US);

Thomas R. Ioerger, College Station, TX (US);

Vijay Gawandi, College Station, TX (US);

Inventors:

Joel S. Freundlich, Princeton, NJ (US);

James C. Sacchettini, College Station, TX (US);

Inna V. Kriger, College Station, TX (US);

Thomas R. Ioerger, College Station, TX (US);

Vijay Gawandi, College Station, TX (US);

Assignee:

The Texas A&M University System, College Station, TX (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
A61K 31/121 (2006.01); C07C 49/215 (2006.01); C07C 49/217 (2006.01); C07D 207/12 (2006.01); C07D 233/64 (2006.01);
U.S. Cl.
CPC ...
Abstract

The present invention provides aryl- or heteroaryl-diketo acid compounds effective to inhibit an activity of a Mycobacterial malate synthase enzyme or to inhibit a malate synthase activity in other bacteria having the enzyme. The compounds may be phenyl- naphthyl-, or thienyl-substituted diketo acids and carboxylate derivatives thereof. Also provided are methods of treating tuberculosis or other pathophysiological conditions associated with a malate synthase enzyme with the inhibitory compounds and methods of in silico design of the inhibitory compounds. In addition, the present invention provides the inhibitory compounds designed by this method. Furthermore, three-dimensional X-ray crystal structures of the Mycobacterial malate synthase complexed with the inhibitory compounds are provided. Further still a method for stabilizing an aromatic or heteroaromatic diketo acid or its prodrug or close analog in solution by derivatizing at least the ortho position on the aromatic ring is provided.


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