SYNTHETIC STUDIES OF ERYTHROMYCIN DERIVATIVES: SYNTHESES AND ANTIMICROBIAL ACTIVITIES OF 3''-EPI-ERYTHROMYCIN A AND (9S)11-DEHYDROXY-9-DEOXO-9-HYDROXY-11-OXOERYTHROMYCIN A

Two new derivatives, 3''-epi-erythromycin A (2) and (9S)-11-dehydroxy-9-deoxo-9-hydroxy-11-oxoerythromycin A (3), have been synthesized by using glycosylation with glycal (Ferrier rearrangement), bromomethoxylation and bis(tributyltin) oxide-bromine oxidation as the key steps. Their antimi...

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Bibliographic Details
Published in:Journal of antibiotics 1993/05/25, Vol.46(5), pp.813-826
Main Authors: NAKATA, MASAYA, TAMAI, TETSURO, MIURA, YUKIKO, KINOSHITA, MITSUHIRO, TATSUTA, KUNIAKI
Format: Article
Language:English
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Summary:Two new derivatives, 3''-epi-erythromycin A (2) and (9S)-11-dehydroxy-9-deoxo-9-hydroxy-11-oxoerythromycin A (3), have been synthesized by using glycosylation with glycal (Ferrier rearrangement), bromomethoxylation and bis(tributyltin) oxide-bromine oxidation as the key steps. Their antimicrobial activities were compared with those of erythromycin A (1).
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.46.813