(±)-trans-2-phenyl-2,3-dihydrobenzofurans as leishmanicidal agents: Synthesis, in vitro evaluation and SAR analysis.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
01 Nov 2020
Historique:
received: 12 03 2020
revised: 06 05 2020
accepted: 20 05 2020
pubmed: 4 8 2020
medline: 20 4 2021
entrez: 4 8 2020
Statut: ppublish

Résumé

Leishmaniasis, a neglected tropical disease caused by parasites of the genus Leishmania, causes a serious burden of disease around the world, represents a threat to the life of millions of people, and therefore is a major public health problem. More effective and non-toxic new treatments are required, especially for visceral leishmaniasis, the most severe form of the disease. On the backdrop that dihydrobenzofurans have previously shown antileishmanial activity, we present here the synthesis of a set of seventy trans-2-phenyl-2,3-dihydrobenzofurans and evaluation of their in vitro activity against Leishmania donovani as well as a discussion of structure-activity relationships. Compounds 8m-o and 8r displayed the highest potency (IC

Identifiants

pubmed: 32745819
pii: S0223-5234(20)30465-7
doi: 10.1016/j.ejmech.2020.112493
pii:
doi:

Substances chimiques

Antiprotozoal Agents 0
Benzofurans 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

112493

Informations de copyright

Copyright © 2020 Elsevier Masson SAS. 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.

Auteurs

Freddy A Bernal (FA)

Institut für Pharmazeutische Biologie und Phytochemie (IPBP), Westfälische Wilhelms-Universität Münster, Corrensstraße 48, D-48149, Münster, Germany.

Marcel Gerhards (M)

Institut für Pharmazeutische Biologie und Phytochemie (IPBP), Westfälische Wilhelms-Universität Münster, Corrensstraße 48, D-48149, Münster, Germany.

Marcel Kaiser (M)

Swiss Tropical and Public Health Institute (Swiss TPH), Socinstr. 57, Basel, CH-4051, Switzerland; University of Basel, Petersplatz 1, Basel, CH-4003, Switzerland.

Bernhard Wünsch (B)

Institut für Pharmazeutische und Medizinische Chemie, Westfälische Wilhelms-Universität Münster, Corrensstraße 48, D-48149, Münster, Germany.

Thomas J Schmidt (TJ)

Institut für Pharmazeutische Biologie und Phytochemie (IPBP), Westfälische Wilhelms-Universität Münster, Corrensstraße 48, D-48149, Münster, Germany. Electronic address: thomschm@uni-muenster.de.

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Classifications MeSH