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J Antibiot (Tokyo). 1996 May;49(5):465-77.

3-Keto-11,12-carbazate derivatives of 6-O-methylerythromycin A synthesis and in vitro activity.

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1
Abbott Laboratories, Abbott Park, Illinois 60064, U.S.A.

Abstract

The 11,12-cyclic carbazate of 3-keto-6-O-methylerythromycin A (4) was prepared. This compound shows in vitro antibacterial activity comparable to erythromycin A (1) against erythromycin-susceptible organisms and increased activity against some erythromycin-resistant organisms. Using 4 as a lead, a series of analogues was prepared by acylation or alkylation of the carbazate nitrogen. Several of the N-alkylated derivatives showed dramatically improved antibacterial activity against both susceptible and resistant organisms as compared to erythromycin A.

PMID:
8682724
DOI:
10.7164/antibiotics.49.465
[Indexed for MEDLINE]
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