Investigation into the functional impact of the vancomycin C-ring aryl chloride

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:23

Article

Boger, Dale L.¹ 

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

关键词: Vancomycin;    Vancomycin analogues;    Borylation;   

DOI  :  10.1016/j.bmcl.2013.06.080

来源: Elsevier

【 摘 要 】

A vancomycin aglycon analogue that possesses a reduced C-ring and an intact E-ring chloride was prepared and its antimicrobial activity towards Staphylococcus aureus and binding affinity to model cell wall ligands were established. Comparison of the derivative with a series of vancomycin aglycon analogues that possess and lack the chloro substituents on the aryl C- and E-rings defines the impact and further refines the role the C-ring chloride plays in promoting both target binding affinity and binding selectivity for D-Ala-D-Ala and its impact on antimicrobial activity. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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