Details
| Original language | English |
|---|---|
| Pages (from-to) | 3000-3003 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 16 |
| Issue number | 11 |
| Publication status | Published - 29 May 2014 |
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.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
Sustainable Development Goals
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In: Organic Letters, Vol. 16, No. 11, 29.05.2014, p. 3000-3003.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of a cytotoxic ansamycin hybrid
AU - Jürjens, Gerrit
AU - Kirschning, Andreas
PY - 2014/5/29
Y1 - 2014/5/29
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84902105425&partnerID=8YFLogxK
U2 - 10.1021/ol5011278
DO - 10.1021/ol5011278
M3 - Article
C2 - 24874463
AN - SCOPUS:84902105425
VL - 16
SP - 3000
EP - 3003
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 11
ER -