Polyoxygenated germacranes from Daucus carota and their antimalarial transmission blocking activity.

African flora Antimalarial activity Apiaceae Daucus carota Elemane Polyoxygenated germacranes

Journal

Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434

Informations de publication

Date de publication:
Mar 2021
Historique:
received: 02 10 2020
revised: 08 12 2020
accepted: 17 12 2020
pubmed: 29 12 2020
medline: 17 2 2021
entrez: 28 12 2020
Statut: ppublish

Résumé

Chemical analysis of the aerial parts obtained from a Tunisian specimen of Daucus carota yielded to the isolation of six undescribed polyoxygenated germacranes and one elemanolide, along with one known metabolite. The stereostructures of the undescribed compounds were determined by extensive spectroscopic analysis including 1D and 2D NMR and HR-ESI-MS analysis. Due to their structural similarity with the Plasmodium transmission-blocking agent daucovirgolide G, the isolated metabolites were evaluated for their inhibitory activity on the development of Plasmodium early sporogonic stages. Three compounds proved to inhibit ookinete formation showing a good transmission blocking efficacy, but the low potency exhibited by these compounds when compared to daucovirgolide G further supports the observation that strict structural requirements do exist for the antimalarial activity of germacranolides.

Identifiants

pubmed: 33360528
pii: S0031-9422(20)31247-4
doi: 10.1016/j.phytochem.2020.112632
pii:
doi:

Substances chimiques

Antimalarials 0
Sesquiterpenes, Germacrane 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

112632

Subventions

Organisme : Medical Research Council
ID : MR/N00227X/1
Pays : United Kingdom

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Auteurs

Carmina Sirignano (C)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Domenico Montesano 49, 80131, Naples, Italy.

Saoussen Hammami (S)

Research Unit Applied Chemistry and Environment 13ES63, Monastir University, Faculty of Sciences of Monastir, 5000, Monastir, Tunisia.

Ridha El Mokni (R)

Laboratory of Botany, Cryptogamy and Plant Biology, Department of Pharmaceutical Sciences "A", Faculty of Pharmacy of Monastir BP 207, Avenue Avicenna, University of Monastir, 5000, Monastir, Tunisia.

Andrew M Blagborough (AM)

Division of Microbiology and Parasitology, Department of Pathology, University of Cambridge, Tennis Court Road, Cambridge, CB2 1QP, United Kingdom.

Paolo Luciano (P)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Domenico Montesano 49, 80131, Naples, Italy.

Daniela Rigano (D)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Domenico Montesano 49, 80131, Naples, Italy. Electronic address: drigano@unina.it.

Orazio Taglialatela Scafati (OT)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Domenico Montesano 49, 80131, Naples, Italy.

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Classifications MeSH