A Concise Total Synthesis of Dehydroantofine and Its Antimalarial Activity against Chloroquine-Resistant Plasmodium falciparum.
Diels-Alder reactions
antimalarial drugs
dehydroantofine
density functional calculations
pi interactions
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
22 Mar 2021
22 Mar 2021
Historique:
received:
05
01
2021
pubmed:
23
1
2021
medline:
25
3
2021
entrez:
22
1
2021
Statut:
ppublish
Résumé
The total synthesis of dehydroantofine was achieved by employing a novel, regioselective, azahetero Diels-Alder reaction of easily accessible 3,5-dichloro-2H-1,4-oxazin-2-one with 14 a as a key step. Furthermore, it is demonstrated that dehydroantofine is a promising candidate as a new antimalarial agent in a biological assay with chloroquine-resistant Plasmodium falciparum.
Identifiants
pubmed: 33482050
doi: 10.1002/chem.202100032
doi:
Substances chimiques
Antimalarials
0
Chloroquine
886U3H6UFF
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
5555-5563Subventions
Organisme : MEXT (Ministry of Education, Culture, Sports, Science, and Technology) of the Japanese Government.
ID : 18K05365
Informations de copyright
© 2021 Wiley-VCH GmbH.
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For further details, see the Supporting Information.
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