Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue -, Pages 861-869Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.96
Keywords
ansamitocins; antibiotics; antitumor agents; mutasynthesis; natural products
Categories
Funding
- Deutsche Forschungsgemeinschaft [Ki-397, 13-1]
- Fonds der Chemischen Industrie
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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.
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