Antiplasmodial sesquiterpenes from the seeds of Salacia longipes var. camerunensis

• Published in: Phytochemistry (Oxford) 2013-12, Vol.96, p.347-352
• Main Authors: Mba’ning, Brice M., Lenta, Bruno N., Noungoué, Diderot T., Antheaume, Cyril, Fongang, Yanick F., Ngouela, Silvère A., Boyom, Fabrice F., Rosenthal, Philip J., Tsamo, Etienne, Sewald, Norbert, Laatsch, Hartmut
• Format: Article
• Language: English
• Subjects: Antiplasmodial activity; Cameroon; Celastraceae; Chloroquine - pharmacology; Disease Resistance - drug effects; Erythrocytes - drug effects; Humans; Inhibitory Concentration 50; Molecular Structure; nuclear magnetic resonance spectroscopy; Nuclear Magnetic Resonance, Biomolecular; Plasmodium falciparum; Plasmodium falciparum - drug effects; Salacia; Salacia - chemistry; Salacia longipes; Salaterpenes A–D; seeds; Seeds - chemistry; Sesquiterpenes; Sesquiterpenes - chemistry; Sesquiterpenes - isolation & purification; Sesquiterpenes - pharmacology; sesquiterpenoids
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2013.06.022

Four sesquiterpenoid derivatives, salaterpene A–E (1–4) together with two known compounds were isolated from the CH2Cl2–MeOH (1:1) extract of the seeds of Salacia longipes var. camerunensis. The isolates exhibited moderate potency in vitro against Plasmodium falciparum chloroquine- resistant strain W2 with IC50 below 2.7μM. [Display omitted] •Six sesquiterpenoids were isolated from Salacia longipes var. camerunensis.•The isolates were tested for their antiplasmodial activity in vitro.•All the tested compounds exhibited a moderate potency with IC50 below 2.7μM. Phytochemical investigation of the seeds of Salacia longipes var. camerunensis led to the isolation of four sesquiterpenoid derivatives, salaterpene A (1) (1α,2β,8β-triacetoxy-6β,9β-dibenzoyloxy-4β-hydroxy-dihydro-β-agarofuran), salaterpene B (2) (1α,2β,8β-triacetoxy-9β-benzoyloxy-6β-cinnamoyloxy-4β-hydroxy-dihydro-β-agarofuran), salaterpene C (3) (1α,2β-diacetoxy-6β,9β-dibenzoyloxy-4β-hydroxy-dihydro-β-agarofuran) and salaterpene D (4) (2β-acetoxy-1α,6β-dibenzoyloxy-4β-hydroxy-9β-nicotinoyloxy-dihydro-β-agarofuran) together with two known compounds (5 and 6). The structures of the compounds were established by means of NMR spectroscopy. Compounds 1–4 and 6 were tested in vitro for their antiplasmodial activity against Plasmodium falciparum chloroquine-resistant strain W2. All the tested compounds exhibited a moderate potency with IC50 below 2.7μM.