Total Synthesis and Activity of the Metallo-ß-lactamase Inhibitor Aspergillomarasmineâ
A.
Angew Chem Int Ed Engl
; 55(6): 2210-2, 2016 Feb 05.
Article
in En
| MEDLINE
| ID: mdl-26709849
ABSTRACT
Resistance to ß-lactam antibiotics is mediated primarily by enzymes that hydrolytically inactivate the drugs by one of two mechanisms serine nucleophilic attack or metal-dependent activation of a water molecule. Serine ß-lactamases are countered in the clinic by several codrugs that inhibit these enzymes, thereby rescuing antibiotic action. There are no equivalent inhibitors of metallo-ß-lactamases in clinical use, but the fungal secondary metabolite aspergillomarasmineâ
A has recently been identified as a potential candidate for such a codrug. Herein we report the synthesis of aspergillomarasmineâ
A. The synthesis enabled confirmation of the stereochemical configuration of the compound and offers a route for the synthesis of derivatives in the future.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Beta-Lactamases
/
Aspartic Acid
/
Beta-Lactamase Inhibitors
Language:
En
Year:
2016
Type:
Article