Article (Scientific journals)
Antimalarial Activities of Alkyl Cyclohexenone Derivatives Isolated from the Leaves of Poupartia borbonica
Ledoux, Allison; St-Gelais, Alexis; Cieckiewicz, Ewa et al.
2017In Journal of Natural Products, 80 (6), p. 1750-1757
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Abstract :
[en] Bioactivity-guided fractionation of the ethyl acetate extract of the leaves of Poupartia borbonica led to the isolation of three new alkyl cyclohexenone derivatives 1−3, and named Poupartone A−C. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data analysis and MS, whereas calculated and experimental ECD spectra were used to define the absolute configurations. These compounds were active against 3D7 and W2 Plasmodium falciparum strains with IC50 values between 0.55 and 1.81 μM. In vitro cytotoxicity against WI38 human fibroblasts and the human cervical cancer cell line HeLa (WST-1 assay) showed that these compounds were also cytotoxic, but no hemolytic activity was observed for the extract and pure compounds. An in vivo antimalarial assay was performed on the major cyclohexenone using P. berghei-infected mice at a dose of 15 mg/kg/day ip. The assay revealed growth inhibition of 59.1 and 69.5% at days 5 and 7 postinfection, respectively, although some toxicity was observed. Zebrafish larvae were used as a model to determine the type of toxicity, and the results showed cardiac toxicity. The methanol extract was also studied, and it displayed moderate antiplasmodial properties in vitro. This extract contained the known flavonoids, quercetin, 3′-O-hydroxysulfonylquercetin, quercitrin, and isoquercitrin as well as ellagic acid, which showed high to low activity against the 3D7 P. falciparum strain.
Disciplines :
Biochemistry, biophysics & molecular biology
Author, co-author :
Ledoux, Allison ;  Université de Liège > Département de pharmacie > Pharmacognosie
St-Gelais, Alexis
Cieckiewicz, Ewa ;  Université de Liège > Département de pharmacie > Pharmacognosie
Jansen, Olivia ;  Université de Liège > Département de pharmacie > Pharmacognosie
Bordignon, Annélise ;  Université de Liège > Département de pharmacie > Pharmacognosie
Illien, Bertrand
Di Giovanni, Nicolas ;  Université de Liège > Département de chimie (sciences) > Chimie analytique, organique et biologique
Marvilliers, Arnaud
Hoareau, Floriane
Pendeville-Samain, Hélène ;  Université de Liège > GIGA-Research
Leclercq, Joelle
Frederich, Michel  ;  Université de Liège > Département de pharmacie > Pharmacognosie
Language :
English
Title :
Antimalarial Activities of Alkyl Cyclohexenone Derivatives Isolated from the Leaves of Poupartia borbonica
Publication date :
2017
Journal title :
Journal of Natural Products
ISSN :
0163-3864
eISSN :
1520-6025
Publisher :
American Chemical Society, Washington, United States - District of Columbia
Volume :
80
Issue :
6
Pages :
1750-1757
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 01 June 2017

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