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Antimicrobial agents and uses thereof

a technology of antibiotics and antibacterial agents, applied in the field of antibacterial agents, can solve the problems of increasing compromise of the benefit of antibiotic use as a means of treating infections

Inactive Publication Date: 2005-06-30
ACTIVBIOTICS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

These compounds enhance the sensitivity of resistant microbes to antimicrobial agents, thereby improving treatment outcomes for various infections, including bacterial, fungal, and protozoan infections, and can be used in combination with other antimicrobial agents to treat chronic diseases and infections in immunocompromised patients.

Problems solved by technology

The benefit from use of antibiotics as a means of treating infections has been increasingly compromised by the development of resistant strains of microorganisms.

Method used

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  • Antimicrobial agents and uses thereof
  • Antimicrobial agents and uses thereof
  • Antimicrobial agents and uses thereof

Examples

Experimental program
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example 1

Preparation of Compounds Having a 12-hydroxy-12-methylfuranone Ring

[0103] The ansa ring of Rifamycin S can be cleaved at the amide group using basic conditions as described in, for example, Bartolucci et al., Farmaco 50(9):587-593, 1995. Following amide cleavage, the ansa ring can be removed by cleavage at the dihydrofuranone group with boron triflouride, as described by Bartolucci, ibid (see FIG. 1a). The resulting product, compound X, is a useful starting material for the synthesis of compounds of formulas (I) and (II).

example 2

Preparation of Compounds Having a methyl-furan Ring

[0104] Following amide cleavage, the ansa ring of rifamycin S can also be cleaved at the the dihydrofuranone group using NaBH4, as described by Bartolucci, ibid. The resulting product, compound XI, a reduced form of compound X, is a useful starting material for the synthesis of compounds of formulas (I) and (III).

example 3

Preparation of Compounds or Formulas (I), (II), and (III)

[0105] The compounds described by formulas (II) or (III) can be synthesized using methods analogous to those disclosed in Yamane et al., U.S. Pat. No. 4,690,919; Yamane et al., U.S. Pat. No. 4,983,602; Yamashita et al., U.S. Pat. No. 5,786,349; Yamashita et al., U.S. Pat. No. 5,981,522; Kano et al., U.S. Pat. No. 4,859,661 and Chem. Pharm. Bull., 41:148, 1993, each of which is hereby incorporated by reference.

[0106] The reaction conditions previously disclosed can be used where compound X or XI is substituted for rifamycin S (see FIG. 1a).

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Abstract

The invention features compounds that act as antimicrobial agents and / or antimicrobial enhancer agents, compositions that include the antimicrobial enhancer agents of the invention, and methods for treating microbial infections using those compositions.

Description

CROSS REFERENCE TO RELATED APPLICATIONS [0001] This application is a Divisional of U.S. Application U.S. Ser. No. 10 / 237,800, filed Sep. 6, 2002, which claims benefit of the filing date of U.S. Provisional Application U.S. Ser. No. 60 / 317,615, filed Sep. 6, 2001, now abandoned, each of which is hereby incorporated by reference.BACKGROUND OF THE INVENTION [0002] The invention relates to the field of antimicrobial agents and to methods for potentiating antimicrobial agents. [0003] The benefit from use of antibiotics as a means of treating infections has been increasingly compromised by the development of resistant strains of microorganisms. One approach taken by manufacturers of antimicrobial agents is to devise agents to which the organisms are not resistant. Because considerable time and resources have been spent on the development of current antimicrobial agents, it is desirable to develop antimicrobial enhancer agents that, when administered with an antimicrobial agent, render the...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07D498/04
CPCC07D498/04A61P31/00A61P31/04
Inventor MICHAELIS, ARTHUR F.MAULDING, HAWKINS V.
Owner ACTIVBIOTICS INC
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