Journal article icon

Journal article

Rhodanine derived enethiols react to give 1,3-dithiolanes and mixed disulfides †

Abstract:
Rhodanines have been characterised as ‘difficult to progress’ compounds for medicinal use, though one rhodanine is used for diabetes mellitus treatment and others are in clinical development. Rhodanines can undergo hydrolysis to enethiols which are inhibitors of metallo-enzymes, such as metallo β-lactamases. We report that in DMSO, rhodanine derived enethiols undergo dimerisations to give 1,3-dithiolanes and mixed disulfides. The results highlight the potential of rhodanines and enethiols to give multiple products. They suggest that where possible DMSO should be avoided as a storage solvent for rhodanines/enethiols and highlight the need for further research on biologically relevant enethiols/mixed disulfides.
Publication status:
Published
Peer review status:
Peer reviewed

Actions


Access Document


Files:
Publisher copy:
10.1039/d4md00157e

Authors


More by this author
Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0001-8646-1796
More by this author
Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
More by this author
Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0001-5583-6460
More by this author
Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0002-0290-6565


Publisher:
Royal Society of Chemistry
Journal:
RSC Medicinal Chemistry More from this journal
Publication date:
2024-06-05
Acceptance date:
2024-05-14
DOI:
EISSN:
2632-8682


Language:
English
Pubs id:
2007521
Local pid:
pubs:2007521
Source identifiers:
2021386
Deposit date:
2024-06-05
This ORA record was generated from metadata provided by an external service. It has not been edited by the ORA Team.

Terms of use



Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP