| RRC ID |
63724
|
| Author |
Oka S, Kuniba R, Tsuboi N, Tsuchida S, Ushida K, Tomoshige S, Kuramochi K.
|
| Title |
Isolation, synthesis, and biological activities of a bibenzyl from Empetrum nigrum var. japonicum.
|
| Journal |
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.
|
| Volume |
84(1)
|
| Pages |
31-36
|
| Published |
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
|
| Resource |
| Human and Animal Cells |
HCT116(RCB2979)
Hela
HL-60
Jurkat |
