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

Author information

RICHARD S. EGAN
Division of Antibiotics and Natural Products, Abbott Laboratories
RUTH S. STANASZEK
Division of Antibiotics and Natural Products, Abbott Laboratories
MOMIR CIROVIC
Division of Antibiotics and Natural Products, Abbott Laboratories
SANDRA L. MUELLER
Division of Antibiotics and Natural Products, Abbott Laboratories
JACK TADANIER
Division of Antibiotics and Natural Products, Abbott Laboratories
JERRY R. MARTIN
Division of Antibiotics and Natural Products, Abbott Laboratories
PAULETTE COLLUM
Division of Antibiotics and Natural Products, Abbott Laboratories
ALMA W. GOLDSTEIN
Division of Antibiotics and Natural Products, Abbott Laboratories
R. LARRY DE VAULT
Division of Antibiotics and Natural Products, Abbott Laboratories
ARTHUR C. SINCLAIR
Division of Antibiotics and Natural Products, Abbott Laboratories
EARL E. FAGER
Division of Antibiotics and Natural Products, Abbott Laboratories
LESTER A. MITSCHER
Department of Medicinal Chemistry, University of Kansas

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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