Divergent reactivity of usnic acid and evaluation of its derivatives for antiproliferative activity against cancer cells.
Journal
Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298
Informations de publication
Date de publication:
01 02 2023
01 02 2023
Historique:
received:
06
12
2022
revised:
04
01
2023
accepted:
06
01
2023
pubmed:
19
1
2023
medline:
1
2
2023
entrez:
18
1
2023
Statut:
ppublish
Résumé
Natural products continue to be an inspiration for new drugs to treat debilitating diseases such as cancer. Usnic acid is a secondary metabolite isolated predominately from lichen species and has been shown to exhibit antiproliferative properties, however its application is limited by poor drug-like properties and low specificity. We report our work on investigating the reactivity of usnic acid for incorporating heterocyclic rings and the divergent reactivity that can be obtained by simply altering the reaction solvent and temperature. The synthesised derivatives were then tested against HeLa cancer cells for their antiproliferative properties. A number of promising compounds were obtained including 4, 5 and 9 that showed an IC
Identifiants
pubmed: 36652792
pii: S0968-0896(23)00005-6
doi: 10.1016/j.bmc.2023.117157
pii:
doi:
Substances chimiques
usnic acid
0W584PFJ77
Benzofurans
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
117157Informations de copyright
Copyright © 2023 Elsevier Ltd. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.