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Design and enantioselective synthesis of 3-(α-acrylic acid) benzoxaboroles to combat carbapenemase resistance

Abstract:

Chiral 3-substituted benzoxaboroles were designed as carbapenemase inhibitors and efficiently synthesised via asymmetric Morita–Baylis–Hillman reaction. Some of the benzoxaboroles were potent inhibitors of clinically relevant carbapenemases and restored the activity of meropenem in bacteria harbouring these enzymes. Crystallographic analyses validate the proposed mechanism of binding to carbapenemases, i.e. in a manner relating to their antibiotic substrates. The results illustrate how combin...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/d1cc03026d

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Role:
Author
ORCID:
0000-0003-4942-4501
Publisher:
Royal Society of Chemistry
Journal:
Chemical Communications More from this journal
Volume:
57
Issue:
62
Pages:
7709-7712
Place of publication:
England
Publication date:
2021-07-14
Acceptance date:
2021-06-17
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
Pmid:
34259249
Language:
English
Keywords:
Pubs id:
1186472
Local pid:
pubs:1186472
Deposit date:
2021-09-16

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