FORTIMICINS A AND B, NEW AMINOGLYCOSIDE ANTIBIOTICS III. STRUCTURAL IDENTIFICATION

RICHARD S. EGAN; RUTH S. STANASZEK; MOMIR CIROVIC; SANDRA L. MUELLER; JACK TADANIER; JERRY R. MARTIN; PAULETTE COLLUM; ALMA W. GOLDSTEIN; R. LARRY DE VAULT; ARTHUR C. SINCLAIR; EARL E. FAGER; LESTER A. MITSCHER

doi:10.7164/antibiotics.30.552

FORTIMICINS A AND B, NEW AMINOGLYCOSIDE ANTIBIOTICS

III. STRUCTURAL IDENTIFICATION

RICHARD S. EGAN, RUTH S. STANASZEK, MOMIR CIROVIC, SANDRA L. MUELLER, JACK TADANIER, JERRY R. MARTIN, PAULETTE COLLUM, ALMA W. GOLDSTEIN, R. LARRY DE VAULT, ARTHUR C. SINCLAIR, EARL E. FAGER, LESTER A. MITSCHER

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JOURNAL FREE ACCESS

1977 Volume 30 Issue 7 Pages 552-563

DOI https://doi.org/10.7164/antibiotics.30.552

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Abstract

The structures of fortimicins A and B have been determined by PMR, CMR, mass spectra and CD combined with chemical degradations. Both antibiotics are pseudodisaccha-rides and incorporate a novel aminocyclitol, fortamine. Incontrast to the diaminocyclitol moieties of known aminoglycosides, fortamine is a 1, 4-diamine, contains both N- and O-methyl groups and possesses chiro stereochemistry. Both antibiotics are glycosides of 6-epi-pur-purosamine B, but fort imicin A differs from fortimicin B by being a glycyl amide.

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