Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1370107 | Bioorganic & Medicinal Chemistry Letters | 2016 | 4 Pages |
Abstract
In an effort to rapidly access vancomycin analogues bearing diverse functionality at the 6c-Cl (the ‘in-chloride’) position, a two-step dechlorination/cross-coupling protocol was developed. Conditions for efficient cross-coupling of the relatively unreactive 6c-Cl group were found that ensure high conversion with minimal product decomposition. A set of 2c-dechloro-6c-functionalized vancomycin derivatives was prepared, and antibiotic activities of the compounds were evaluated against a panel of vancomycin-resistant and vancomycin-susceptible strains. Results from biological testing further underscore the steric sensitivity of vancomycin’s binding pocket.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Tyler J. Wadzinski, Katherine D. Gea, Scott J. Miller,