Microbial reduction of the side-chain carbonyl of daunorubicin and N-acetyldaunorubicin.

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Abstract
Microorganisms [bacteria, yeast, fungi and an unidentified actinomycete] reduced the side-chain carbonyl of daunorubicin to yield 13-dihydrodaunorubicin (daunorubicinol; daunomycinol). This microbial transformation occurred under aerobic conditions in agitated baffled shake flasks incubated at 37.degree. C. The microorganisms were first grown in a medium which supported dense growth. Daunorubicin-HCl was then added. Following a period of incubation, broths were adjusted to pH 10.0 and extracted with chloroform. Daunorubicinol was recovered and purified from the chloroform extracts by preparative TLC. Identity of the daunorubicinol was established by TLC and spectroscopy (UV-visible, IR, NMR, MS [mass spectrometry], CD [circular dichroic] and ORD [optical rotatory dispersion]). N-Acetyldaunorubicin was also reduced microbially to N-acetyldaunorubicinol. N-Acetyldaunorubicinol appears to be a new compound which is yet to be tested for antitumor activity.

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