MICROBIAL METABOLISM OF ANTHRACYCLINE ANTIBIOTICS DAUNOMYCIN AND ADRIAMYCIN

It has been shown that the antitumor antibiotics daunomycin (1) and adriamycin (4) are metabolized by microorganisms in a fashion similar to their metabolism by mammalian cells. Both the fungus Mucor spinosus and its cell-free extracts reduce the 13-keto group of daunomycin to give daunomycinol (2)...

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Bibliographic Details
Published in:Journal of antibiotics 1978, Vol.31(4), pp.336-342
Main Authors: MARSHALL, VINCENT P., MCGOVREN, J. PATRICK, RICHARD, FLOYD A., RICHARD, ROBIN E., WILEY, PAUL F.
Format: Article
Language:English
Subjects:
Cell-Free System
Chemical Phenomena
Chemistry
Daunorubicin - metabolism
Doxorubicin - metabolism
Fermentation
Hydrogen-Ion Concentration
Mucor - metabolism
Streptomyces - metabolism
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Summary:It has been shown that the antitumor antibiotics daunomycin (1) and adriamycin (4) are metabolized by microorganisms in a fashion similar to their metabolism by mammalian cells. Both the fungus Mucor spinosus and its cell-free extracts reduce the 13-keto group of daunomycin to give daunomycinol (2) by a TPNH-dependent process. Cell-free extracts of Streptomyces steffisburgensis convert adriamycin and daunomycinol to their 7-deoxyaglycones (5) and (3) by DPNH-linked reductive glycosidic cleavage. Cell-free extracts of the latter organism convert 7-deoxyadriamycinone (5) to 7-deoxyadriamycinol aglycone (6) by TPNH-linked 13-keto reduction.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.31.336