Details
| Original language | English |
|---|---|
| Pages (from-to) | 535-543 |
| Number of pages | 9 |
| Journal | Beilstein Journal of Organic Chemistry |
| Volume | 10 |
| Publication status | Published - 3 Mar 2014 |
Abstract
The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansamitocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3.
Keywords
- Ansamitocins, Antibiotics, Antitumor agents, Click chemistry, Mutasynthesis, Natural products
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: Beilstein Journal of Organic Chemistry, Vol. 10, 03.03.2014, p. 535-543.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Preparation of new alkyne-modified ansamitocins by mutasynthesis
AU - Harmrolfs, Kirsten
AU - Mancuso, Lena
AU - Drung, Binia
AU - Sasse, Florenz
AU - Kirschning, Andreas
PY - 2014/3/3
Y1 - 2014/3/3
N2 - The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansamitocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3.
AB - The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansamitocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3.
KW - Ansamitocins
KW - Antibiotics
KW - Antitumor agents
KW - Click chemistry
KW - Mutasynthesis
KW - Natural products
UR - http://www.scopus.com/inward/record.url?scp=84896904984&partnerID=8YFLogxK
U2 - 10.3762/bjoc.10.49
DO - 10.3762/bjoc.10.49
M3 - Article
AN - SCOPUS:84896904984
VL - 10
SP - 535
EP - 543
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -