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Preparation of novel anthranilic acids as antibacterial agents. Extensive evaluation of alternative amide bioisosteres connecting the A- and the B-rings.

Abstract：

:In the past few years, a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected amide bioisosteres connecting the A- and the B-rings. The E-alkene provided a rigid analog with equal potency to the corresponding amide. This indicates that the amide is not a recognition element rather acts as an appropriate spatial linker of the two important aryl A and B rings. The work here clearly demonstrates that the amide linker can be replaced with several functionalities without significant deterioration in the MIC activity.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Thorarensen A,Wakefield BD,Romero DL,Marotti KR,Sweeney MT,Zurenko GE,Rohrer DC,Han F,Bryant GL Jr

doi

10.1016/j.bmcl.2007.02.055

subject

Has Abstract

pub_date

2007-05-15 00:00:00

pages

2823-7

issue

10

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(07)00252-1

journal_volume

17

pub_type

杂志文章

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