Synthesis of a cytotoxic ansamycin hybrid

authored by
Gerrit Jürjens, Andreas Kirschning
Abstract

The synthesis of a new ansamycin macrolactam derivative that contains an ansa chain based on ansamitocin and an aromatic core related to geldanamycin is reported. The selective introduction of the cyclic carbamoyl group at C7 and C9 relies on a biotransformation using a mutant strain of S. hygroscopicus, the geldanamycin producer. The ansamycin hybrid forms atropisomers that differ in their antiproliferative activity toward cancer cells.

Organisation(s)
Institute of Organic Chemistry
Centre of Biomolecular Drug Research (BMWZ)
Type
Article
Journal
Organic Letters
Volume
16
Pages
3000-3003
No. of pages
4
ISSN
1523-7060
Publication date
29.05.2014
Publication status
Published
Peer reviewed
Yes
ASJC Scopus subject areas
Biochemistry, Physical and Theoretical Chemistry, Organic Chemistry
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Electronic version(s)
https://doi.org/10.1021/ol5011278 (Access: Closed)