Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations.
dc.contributor.author | Knobloch, Tobias | |
dc.contributor.author | Dräger, Gerald | |
dc.contributor.author | Collisi, Wera | |
dc.contributor.author | Sasse, Florenz | |
dc.contributor.author | Kirschning, Andreas | |
dc.date.accessioned | 2017-02-06T10:12:17Z | |
dc.date.available | 2017-02-06T10:12:17Z | |
dc.date.issued | 2012 | |
dc.identifier.citation | Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations. 2012, 8:861-9 Beilstein J Org Chem | en |
dc.identifier.issn | 1860-5397 | |
dc.identifier.pmid | 23015834 | |
dc.identifier.doi | 10.3762/bjoc.8.96 | |
dc.identifier.uri | http://hdl.handle.net/10033/620808 | |
dc.description.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. | |
dc.language.iso | en | en |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/ | * |
dc.title | Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations. | en |
dc.type | Article | en |
dc.contributor.department | Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany. | en |
dc.identifier.journal | Beilstein journal of organic chemistry | en |
refterms.dateFOA | 2018-06-13T21:32:56Z | |
html.description.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. |