Synthesis of a Complex Brasilicardin Analogue Utilizing a Cobalt-Catalyzed MHAT-Induced Radical Bicyclization Reaction.
Journal
Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393
Informations de publication
Date de publication:
19 05 2023
19 05 2023
Historique:
medline:
22
5
2023
pubmed:
4
5
2023
entrez:
4
5
2023
Statut:
ppublish
Résumé
We designed and executed an expedient synthesis of a complex analogue of the potent immunosuppressive natural product brasilicardin A. Our successful synthesis featured application of our recently developed MHAT-initiated radical bicyclization, which delivered the targeted, complex analogue in 17 steps in the longest linear sequence. Unfortunately, this analogue showed no observable immunosuppressive activity, which speaks to the importance of the structural and stereochemical elements of the natural core scaffold.
Identifiants
pubmed: 37141632
doi: 10.1021/acs.orglett.3c01019
pmc: PMC10204089
doi:
Substances chimiques
Cobalt
3G0H8C9362
Immunosuppressive Agents
0
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
3451-3455Subventions
Organisme : NIGMS NIH HHS
ID : R01 GM129264
Pays : United States
Organisme : NIGMS NIH HHS
ID : R35 GM145252
Pays : United States
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