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Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations.
Knobloch, Tobias Dräger, Gerald Collisi, Wera Sasse, Florenz Kirschning, Andreas
Knobloch, Tobias
Dräger, Gerald
Collisi, Wera
Sasse, Florenz
Kirschning, Andreas
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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.
Citation
Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations. 2012, 8:861-9 Beilstein J Org Chem
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en
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1860-5397