ISOLATION OF CYTOTOXIC NEOLIGNANS FROM Saururus cernuus L. (SAURURACEAE) USING IONIC LIQUID IN THE MICROWAVE ASSISTED EXTRACTION (MAE)

AUTOR(ES)
FONTE

Quím. Nova

DATA DE PUBLICAÇÃO

2018-07

RESUMO

In the present work, dried leaves of Saururus cernuus (Saururaceae) were subjected to extraction using an ionic liquid (1-butyl-3-methylimidazolium bromide - BMImBr) in the microwave assisted extraction (MAE). The obtained extract was partitioned using n-hexane and cytotoxicity activity of this organic phase against murine melanoma cell line (B16F10-Nex2) was evaluated in vitro. Since this extract displayed activity (100% of cell death at 200 µg mL-1) it was subjected to a bioactivity-guided fractionation to afford four related neolignans: threo-austrobailignan-5 (1), threo-austrobailignan-6 (2), threo-dihydroguaiaretic acid (3) and saucernetin (4). Their chemical structures were established based on NMR and MS spectral analysis. Among the isolated neolignans, compound 2 exhibited the highest cytotoxic activity against HeLa (human cervical melanoma) cells with IC50 of 28.3 ± 3.9 µg mL-1 (86 ± 12 µmol L-1). Furthermore, compounds 2 and 3 exhibited the highest cytotoxic activity against A2058 (human melanoma) cells with IC50 of 44.3 ± 4.2 µg mL-1 (135 ± 13 µmol L-1) and 41.5 ± 7.5 µg mL-1 (126 ± 23 µmol L-1), respectively, similar to positive control cisplatin (IC50 = 43.2 ± 3.2 µg mL-1 or 144 ± 11 µmol L-1). Otherwise, compound 4 was inactive (IC50 > 100 µg mL-1 or > 300 µmol L-1). The obtained results provide important data for the selection of bioactive neolignans with promising cytotoxic potential using a simple and fast method employing a green solvent as 1-butyl-3-methylimidazolium bromide (BMImBr).

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