SYNTHESIS AND CHARACTERIZATION OF A NOVEL INHIBITOR OF AN AMINOGLYCOSIDE-INACTIVATING ENZYME

H. A. KIRST; G. G. MARCONI; F. T. COUNTER; P. W. ENSMINGER; N. D. JONES; M. O. CHANEY; J. E. TOTH; N. E. ALLEN

doi:10.7164/antibiotics.35.1651

H. A. KIRST, G. G. MARCONI, F. T. COUNTER, P. W. ENSMINGER, N. D. JONES, M. O. CHANEY, J. E. TOTH, N. E. ALLEN

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JOURNAL FREE ACCESS

1982 Volume 35 Issue 12 Pages 1651-1657

DOI https://doi.org/10.7164/antibiotics.35.1651

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Abstract

A novel low-molecular weight inhibitor of an aminoglycoside-inactivating enzyme, initially isolated from fermentation broths of Streptomyces neyagawaensis, was determined to be 7-hydroxytropolone. Its structure was confirmed by synthesis. In vitro synergy was demonstrated between 7-hydroxytropolone and certain aminoglycosides against bacteria which were resistant to those aminoglycosides by virtue of a 2"-O-adenylyltransferase. The synthesis and characterization of some analogs of 7-hydroxytropolone is also described.

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