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

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 a...

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Main Authors: Angelov, P, Chau, Y, Fryer, P, Moloney, M, Thompson, A, Trippier, P
Format: Journal article
Language:English
Published: Royal Society of Chemistry 2012
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author Angelov, P
Chau, Y
Fryer, P
Moloney, M
Thompson, A
Trippier, P
author_facet Angelov, P
Chau, Y
Fryer, P
Moloney, M
Thompson, A
Trippier, P
author_sort Angelov, P
collection OXFORD
description 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.
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spelling oxford-uuid:6bdf2e52-9fa3-409c-929b-9c352c93baa22022-03-26T19:07:01ZBiomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycinJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6bdf2e52-9fa3-409c-929b-9c352c93baa2EnglishSymplectic Elements at OxfordRoyal Society of Chemistry2012Angelov, PChau, YFryer, PMoloney, MThompson, ATrippier, PBiomimetic 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.
spellingShingle Angelov, P
Chau, Y
Fryer, P
Moloney, M
Thompson, A
Trippier, P
Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title_full Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title_fullStr Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title_full_unstemmed Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title_short Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin
title_sort biomimetic synthesis antibacterial activity and structure activity properties of the pyroglutamate core of oxazolomycin
work_keys_str_mv AT angelovp biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin
AT chauy biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin
AT fryerp biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin
AT moloneym biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin
AT thompsona biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin
AT trippierp biomimeticsynthesisantibacterialactivityandstructureactivitypropertiesofthepyroglutamatecoreofoxazolomycin