Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 1, Pages 428-436Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2007.09.022
Keywords
antibacterial; caprazamycin; translocase I; MraY
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A systematic simplification methodology of a class of 6'-N-alkyl-5'-O-aminoribosyl-glycyluridine antibiotics was shown to produce potential antibacterial agents having a novel mechanism of action. Diketopiperazines and acyclic analogs of the caprazamycins (CPZs) and liposidomycins (LPMs) were efficiently synthesized, and their antibacterial activity was evaluated. The diketopiperazine analog 11a and the acyclic analogs 12a and 16a having a palmitoyl group as a lipophilic side chain exhibited moderate antibacterial activities with MICs of 12.5-50 mu g/mL. This approach could provide ready access to a range of analogs for the development of potential antibacterial agents. (c) 2007 Elsevier Ltd. All rights reserved.
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