Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations.

2.50
Hdl Handle:
http://hdl.handle.net/10033/620808
Title:
Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations.
Authors:
Knobloch, Tobias; Dräger, Gerald; Collisi, Wera; Sasse, Florenz; Kirschning, Andreas
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.
Affiliation:
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
Citation:
Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations. 2012, 8:861-9 Beilstein J Org Chem
Journal:
Beilstein journal of organic chemistry
Issue Date:
2012
URI:
http://hdl.handle.net/10033/620808
DOI:
10.3762/bjoc.8.96
PubMed ID:
23015834
Type:
Article
Language:
en
ISSN:
1860-5397
Appears in Collections:
Publications of the research group Chemical Biology (CBIO)

Full metadata record

DC FieldValue Language
dc.contributor.authorKnobloch, Tobiasen
dc.contributor.authorDräger, Geralden
dc.contributor.authorCollisi, Weraen
dc.contributor.authorSasse, Florenzen
dc.contributor.authorKirschning, Andreasen
dc.date.accessioned2017-02-06T10:12:17Z-
dc.date.available2017-02-06T10:12:17Z-
dc.date.issued2012-
dc.identifier.citationUnprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations. 2012, 8:861-9 Beilstein J Org Chemen
dc.identifier.issn1860-5397-
dc.identifier.pmid23015834-
dc.identifier.doi10.3762/bjoc.8.96-
dc.identifier.urihttp://hdl.handle.net/10033/620808-
dc.description.abstractWe 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.en
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.titleUnprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.en
dc.identifier.journalBeilstein journal of organic chemistryen

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