Daucovirgolides I-L, four congeners of the antimalarial daucovirgolide G from Daucus virgatus.

Antimalarials / isolation & purification Apiaceae / chemistry Molecular Structure Phytochemicals / isolation & purification Plant Components, Aerial / chemistry Plasmodium berghei / drug effects Sesquiterpenes, Germacrane / chemistry Tunisia
Antimalarial Daucus virgatus Germacranolides NMR Transmission-blocking

Journal

Fitoterapia
ISSN: 1873-6971
Titre abrégé: Fitoterapia
Pays: Netherlands
ID NLM: 16930290R

Informations de publication

Date de publication:
Sep 2019
Historique:
received: 06 05 2019
revised: 29 05 2019
accepted: 30 05 2019
pubmed: 4 6 2019
medline: 7 9 2019
entrez: 4 6 2019
Statut: ppublish

Résumé

Repeated chromatographic purifications of aerial parts of the Tunisian plant Daucus virgatus led to the isolation of four new germacranolides, named daucovirgolides I-L (2-5), along with the Plasmodium transmission-blocking agent daucovirgolide G. The chemical structures of the new compounds were defined as mono- or di-angeloylated germacrane-type sesquiterpenoids by spectroscopic (mainly 1D and 2D NMR) and spectrometric methods (ESIMS). The low potency exhibited by daucovirgolides I-L further supports the observation that strict structural requirements do exist for the Plasmodium transmission blocking activity in the daucovirgolide series. In particular, the endocyclic double bond system seems to be crucial for bioactivity.

Identifiants

DOI: 10.1016/j.fitote.2019.104188 PMID: 31158428
pubmed: 31158428
pii: S0367-326X(19)30965-7
doi: 10.1016/j.fitote.2019.104188
pii:
doi:

Substances chimiques

Antimalarials 0
Phytochemicals 0
Sesquiterpenes, Germacrane 0
daucovirgolide G 0
germacranolide 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

104188

Informations de copyright

Copyright © 2019 Elsevier B.V. All rights reserved.

Auteurs

Carmina Sirignano (C)

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

Alì Snene (A)

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

Alain Rodrigue Tenoh (AR)

School of Pharmacy, University of Camerino, Via Madonna delle Carceri 9, 63032 Camerino, MC, Italy.

Ridha El Mokni (R)

Department of Botany and Plant Biology, Faculty of Pharmacy of Monastir, University of Monastir, Tunisia.

Daniela Rigano (D)

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

Annette Habluetzel (A)

School of Pharmacy, University of Camerino, Via Madonna delle Carceri 9, 63032 Camerino, MC, Italy.

Saoussen Hammami (S)

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

Orazio Taglialatela-Scafati (O)

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

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Classifications MeSH

questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Anti-infectieux › Antiparasitaires › Antiprotozoaires › Antipaludiques › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Apiaceae › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Facteurs biologiques › Composés phytochimiques › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Structures de plante › Parties aériennes de plante › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Eucaryotes › Alveolata › Apicomplexa › Haemosporida › Plasmodium › Plasmodium berghei › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Terpènes › Sesquiterpènes › Sesquiterpènes monocycliques › Sesquiterpènes de type germacrane › Daucovirgolides I-L, four congeners of the...
questionsmedicales.fr › Régions géographiques › Afrique › Afrique du Nord › Tunisie › Daucovirgolides I-L, four congeners of the...