Abstract
The secondary metabolites of the aerial parts of Zornia brasiliensis Vogel, Fabaceae, and the biological activity of one of these secondary metabolites were characterized in this study. A phytochemical investigation was performed using chromatographic techniques including analytical and preparative reverse-phase HPLC column sequences, which resulted in the isolation of fourteen compounds: one previously undescribed C-glycosylated dihydrochalcone (zornioside), one cyclitol (D-pinitol), one glycosylated megastigmane (roseoside) and eleven phenolic compounds: 7-methoxyflavanone, 7, 4′-dimethoxyisoflavone, medicarpin, 2′-4′-dihydroxychalcone, onionin, isoorientin-3′-O-methyl ether, isovitexin, glycosylated (Z)-O-coumaric acid, glycosylated (E)-O-coumaric acid, dihydromelilotoside, and isoorientin. The structures of the isolated compounds were determined based on 1D and 2D-NMR, HRESIMS, IR and CD spectroscopic analyses. The cytotoxic activity of zornoside was assessed against tumor cell lines (MCF-7, HCC1954, T-47D, 4T1, HL60), and a non-tumor cell line (RAW264.7) using MTT assay. The compound zornioside was selectively cytotoxic for HL60 leukemia cells (IC50: 37.26 μM).
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YMN, LSA, RLL, ADSS and CVOC participated in phytochemical analysis. MSS and JFT participated in interpretation of the NMR spectra. JIMM participated in botanical identification. MTS participated in acquisition and interpretation of computational data. MVS, SSA and MAGF participated in acquisition and interpretation of biological assays.
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Nascimento, Y.M., Abreu, L.S., Lima, R.L. et al. Zornioside, a dihydrochalcone C-glycoside, and other compounds from Zornia brasiliensis. Rev. Bras. Farmacogn. 28, 192–197 (2018). https://doi.org/10.1016/j.bjp.2018.02.003
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DOI: https://doi.org/10.1016/j.bjp.2018.02.003