Zornioside, a dihydrochalcone C-glycoside, and other compounds from Zornia brasiliensis

• Autor(a) principal: Nascimento,Yuri M.
• Data de Publicação: 2018
• Outros Autores: Abreu,Lucas S., Lima,Ramon L., Silva,Anne Dayse S., Costa,Vicente Carlos O., Melo,José Iranildo M., Scotti,Marcus Tulius, Sobral,Marianna V., Araujo,Silvany S., G. Filho,Manoel Adrião, Silva,Marcelo S., Tavares,Josean F.
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Revista Brasileira de Farmacognosia (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0102-695X2018000200192
• topic: Phenolic compounds; Dihydrochalcone; Pterocarpan; Isoflavonoid; Glycosylated megastigmane; Cytotoxic activity

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).