RRC ID 63724
著者 Oka S, Kuniba R, Tsuboi N, Tsuchida S, Ushida K, Tomoshige S, Kuramochi K.
タイトル Isolation, synthesis, and biological activities of a bibenzyl from Empetrum nigrum var. japonicum.
ジャーナル Biosci Biotechnol Biochem
Abstract 4-(2-Hydroxyphenethyl)-2,6-dimethoxyphenol, a bibenzyl, was isolated from the leaves of Empetrum nigrum var. japonicum, collected from Mount Tateyama. Japanese rock ptarmigans frequently eat the leaves and fruits of this plant. The structure of the bibenzyl was confirmed by NMR spectroscopic analysis and fully characterized. A synthesis of this compound was accomplished by coupling 2-hydroxyphenylacetic acid with syringaldehyde, decarboxylation of the resultant isoaurones, and hydrogenation of the double bond in the corresponding stilbene. This compound displayed cytotoxic activity against human cancer cells (HCT116 and Hela cells) and leukemia cells (HL-60 cells). The present study suggests that this plant serves as a source of biologically active natural products. Also, our findings provide information on the secondary metabolites in the diet of Japanese rock ptarmigans.
巻・号 84(1)
ページ 31-36
公開日 2020-1-1
DOI 10.1080/09168451.2019.1662279
PMID 31794330
MeSH Bacillus subtilis / drug effects Bibenzyls / chemical synthesis* Bibenzyls / chemistry Bibenzyls / isolation & purification Bibenzyls / pharmacology* Cell Survival / drug effects Ericaceae / chemistry* Escherichia coli / drug effects HCT116 Cells HL-60 Cells HeLa Cells Humans Japan Magnetic Resonance Spectroscopy Molecular Conformation Neoplasms / metabolism Plant Extracts / chemical synthesis* Plant Extracts / chemistry Plant Extracts / isolation & purification Plant Extracts / pharmacology* Plant Leaves / chemistry Pyrogallol / analogs & derivatives Pyrogallol / chemistry
IF 1.516
リソース情報
ヒト・動物細胞 HCT116(RCB2979) Hela HL-60 Jurkat