Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations
Tobias Knobloch, Gerald Dräger, Wera Collisi and 2 more
Beilstein Journal of Organic Chemistry · 2012
doi:10.3762/bjoc.8.96 (opens in a new tab)
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Abstract
We describe the unprecedented formation of six ansamitocin derivatives that are deoxygenated at C-7 of the ansamitocin core, obtained during fermentation experiments by employing a variety of Actinosynnema pretiosum mutants and mutasynthetic approaches. We suggest that the formation of these derivatives is based on elimination at C-7/C-8 followed by reduction(s) of the intermediate enone. In bioactivity tests, only ansamitocin derivatives bearing an ester side chain at C-3 showed strong antiproliferative activity.
Abstract licence: CC BY
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