SF2446, NEW BENZO[α]NAPHTHACENE QUINONE ANTIBIOTICS: II. THE STRUCTURAL ELUCIDATION

SF2446, NEW BENZO[α]NAPHTHACENE QUINONE ANTIBIOTICS: II. THE STRUCTURAL ELUCIDATION

Structures of new antibiotics SF2446A1, A2, A3, B1, B2 and B3 have been deduced by means of spectral analyses and chemical studies. The structure of SF2446A1 which is a main product of fermentation and has the strongest antimicrobial activity, has been proposed to be 11-(2, 4-di-O-methyl-β-L-rhamnop...

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Veröffentlicht in:Journal of antibiotics 1988/04/25, Vol.41(4), pp.425-432
Hauptverfasser: GOMI, SHUICHI, SASAKI, TORU, ITOH, JIRO, SEZAKI, MASAJI
Format: Artikel
Sprache:eng
Schlagworte:
Aminoglycosides
Anti-Bacterial Agents
Biological and medical sciences
Chemical Phenomena
Chemistry
General pharmacology
Medical sciences
Molecular Conformation
Naphthacenes
Pharmacology. Drug treatments
Physicochemical properties. Structure-activity relationships
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Zusammenfassung:Structures of new antibiotics SF2446A1, A2, A3, B1, B2 and B3 have been deduced by means of spectral analyses and chemical studies. The structure of SF2446A1 which is a main product of fermentation and has the strongest antimicrobial activity, has been proposed to be 11-(2, 4-di-O-methyl-β-L-rhamnopyranosyl)amino-5, 6, 6a, 14a-tetrahydro-l, 6, 8, 14atetrahydroxy-6a-methoxy-2-methoxycarbonyl-3-methyl-benzo[a]naphthacene-7, 9, 12, 14-tetraone. All of antibiotics have a novel benzo[a]naphthacene quinone skeleton and SF2446A1, A2, B1 and B2 have an N-glycosidic linkage with 2, 4-di-O-methyl-L-rhamnose.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.41.425