Details
| Original language | English |
|---|---|
| Pages (from-to) | 1284-1289 |
| Number of pages | 6 |
| Journal | European Journal of Organic Chemistry |
| Issue number | 7 |
| Publication status | Published - 16 Feb 2010 |
Abstract
The macrolide ketocarbonic acid carolacton (1) was isolated from the myxobacterium Sorangium cellulosum, strain So ce960, because of its antibiotic activity. Subsequently, carolacton (1) was discovered to be a highly potent agent against biofilms containing the caries- and endocarditis-associated bacterium Streptococcus mutans. The 2D structure of 1 was elucidated by HRMS, IR and 2D NMR spectroscopy. Initially, the stereogenic centres were determined by chemical derivatization in combination with computional methods and finally verified by X-ray analysis.
Keywords
- Antibiotics, Molecular modeling, Natural products, Structure elucidation
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, No. 7, 16.02.2010, p. 1284-1289.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Carolacton - A macrolide ketocarbonic acid that reduces biofilm formation by the caries- and endocarditis-associated bacterium Streptococcus mutans
AU - Jansen, Rolf
AU - Irschik, Herbert
AU - Huch, Volker
AU - Schummer, Dietmar
AU - Steinmetz, Heinrich
AU - Bock, Martin
AU - Schmidt, Thomas
AU - Kirschning, Andreas
AU - Müller, Rolf
PY - 2010/2/16
Y1 - 2010/2/16
N2 - The macrolide ketocarbonic acid carolacton (1) was isolated from the myxobacterium Sorangium cellulosum, strain So ce960, because of its antibiotic activity. Subsequently, carolacton (1) was discovered to be a highly potent agent against biofilms containing the caries- and endocarditis-associated bacterium Streptococcus mutans. The 2D structure of 1 was elucidated by HRMS, IR and 2D NMR spectroscopy. Initially, the stereogenic centres were determined by chemical derivatization in combination with computional methods and finally verified by X-ray analysis.
AB - The macrolide ketocarbonic acid carolacton (1) was isolated from the myxobacterium Sorangium cellulosum, strain So ce960, because of its antibiotic activity. Subsequently, carolacton (1) was discovered to be a highly potent agent against biofilms containing the caries- and endocarditis-associated bacterium Streptococcus mutans. The 2D structure of 1 was elucidated by HRMS, IR and 2D NMR spectroscopy. Initially, the stereogenic centres were determined by chemical derivatization in combination with computional methods and finally verified by X-ray analysis.
KW - Antibiotics
KW - Molecular modeling
KW - Natural products
KW - Structure elucidation
UR - http://www.scopus.com/inward/record.url?scp=77149127719&partnerID=8YFLogxK
U2 - 10.1002/ejoc.200901126
DO - 10.1002/ejoc.200901126
M3 - Article
AN - SCOPUS:77149127719
SP - 1284
EP - 1289
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 7
ER -