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Journal article

Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin

Abstract:
Biomimetic intramolecular aldol reactions on oxazolidine templates derived from serine may be used to generate densely functionalised pyroglutamates, which are simpler mimics of the right hand side of oxazolomycin. Some of the compounds from this sequence exhibit in vivo activity against S. aureus and E. coli, suggesting that pyroglutamate scaffolds may be useful templates for the development of novel antibacterials, and cheminformatic analysis has been used to provide some structure-activity data.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/c2ob00042c

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More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Inorganic Chemistry
Role:
Author
Publisher:
Royal Society of Chemistry
Journal:
Organic and Biomolecular Chemistry More from this journal
Volume:
10
Issue:
17
Pages:
3472-3485
Publication date:
2012-02-29
Acceptance date:
2012-02-28
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
Language:
English
Keywords:
Pubs id:
pubs:320369
UUID:
uuid:6bdf2e52-9fa3-409c-929b-9c352c93baa2
Local pid:
pubs:320369
Source identifiers:
320369
Deposit date:
2012-12-19

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