Synthesis and in vitro antibacterial activity of new meropenem analogs
- Synthesis and in vitro antibacterial activity of new meropenem analogs
- 엘가말; 김성종; 오창현
- antibacterial activity; imipenem; meropenem; methoxyimino
- Issue Date
- Journal of antibiotics
- VOL 64, NO 10, 687-688
- Carbapenems are one of the most potent types of antibacterial agents
and are among those used as a last resort against infections in the
clinical field. Recently, they have been classified into three classes
according to their chemical structures. According to this classification,
meropenem belongs to 1β-methylcarbapenems containing (3S)-
pyrrolidine-3-ylthio moiety.1 The 1β-methyl group slows renal hydrolysis
by dehydropeptidase-I (DHP-I) and allows usage as a single
agent.2,3 Carbapenems with (3S)-pyrrolidine-3-ylthio moiety are
reported for their broad-spectrum and potent antibacterial activity.4
In the present investigation, we report the synthesis and in vitro
antibacterial evaluation of three new meropenem analogs against
18 bacterial strains. Our target is to discover new carbapenem
derivatives with improved antibacterial activity (Figure 1).
Our general synthetic route leading to new carbapenem derivatives
involved the preparation of appropriately protected thiols containing
pyrrolidine ring as a side chain and coupling reaction with
the carbapenem diphenylphosphate, followed by deprotection of the
resulting protected carbapenems in a usual manner.
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