Details
| Original language | English |
|---|---|
| Pages (from-to) | 6264-6271 |
| Number of pages | 8 |
| Journal | Chemistry - a European journal |
| Volume | 18 |
| Issue number | 20 |
| Publication status | Published - 14 May 2012 |
Abstract
Sulfangolids are the first sulfate ester containing secondary metabolites from myxobacteria. The metabolites 1-4 and the structurally related kulkenon (5) were isolated from different strains of the species Sorangium cellulosum. In the course of isolation all metabolites proved to be rather sensitive due to their conjugated double bond systems and the strong acidic nature of the sulfate ester in sulfangolids. The relative configuration of sulfangolid C (3) was assigned by extensive 1D and 2D NMR analysis and molecular modelling. In addition, the biosynthesis of 3 was studied by feeding experiments.
Keywords
- Macrolides, myxobacteria, natural products, Sorangium cellulosum, sulfangolids
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - a European journal, Vol. 18, No. 20, 14.05.2012, p. 6264-6271.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Sulfangolids, macrolide sulfate esters from Sorangium cellulosum
AU - Zander, Wiebke
AU - Irschik, Herbert
AU - Augustiniak, Hermann
AU - Herrmann, Martina
AU - Jansen, Rolf
AU - Steinmetz, Heinrich
AU - Gerth, Klaus
AU - Kessler, Wolfgang
AU - Kalesse, Markus
AU - Höfle, Gerhard
AU - Müller, Rolf
PY - 2012/5/14
Y1 - 2012/5/14
N2 - Sulfangolids are the first sulfate ester containing secondary metabolites from myxobacteria. The metabolites 1-4 and the structurally related kulkenon (5) were isolated from different strains of the species Sorangium cellulosum. In the course of isolation all metabolites proved to be rather sensitive due to their conjugated double bond systems and the strong acidic nature of the sulfate ester in sulfangolids. The relative configuration of sulfangolid C (3) was assigned by extensive 1D and 2D NMR analysis and molecular modelling. In addition, the biosynthesis of 3 was studied by feeding experiments.
AB - Sulfangolids are the first sulfate ester containing secondary metabolites from myxobacteria. The metabolites 1-4 and the structurally related kulkenon (5) were isolated from different strains of the species Sorangium cellulosum. In the course of isolation all metabolites proved to be rather sensitive due to their conjugated double bond systems and the strong acidic nature of the sulfate ester in sulfangolids. The relative configuration of sulfangolid C (3) was assigned by extensive 1D and 2D NMR analysis and molecular modelling. In addition, the biosynthesis of 3 was studied by feeding experiments.
KW - Macrolides
KW - myxobacteria
KW - natural products
KW - Sorangium cellulosum
KW - sulfangolids
UR - http://www.scopus.com/inward/record.url?scp=84860752473&partnerID=8YFLogxK
U2 - 10.1002/chem.201100851
DO - 10.1002/chem.201100851
M3 - Article
C2 - 22488821
AN - SCOPUS:84860752473
VL - 18
SP - 6264
EP - 6271
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 20
ER -