| RRC ID |
44250
|
| 著者 |
Norikura T, Fujiwara K, Yanai T, Sano Y, Sato T, Tsunoda T, Kushibe K, Todate A, Morinaga Y, Iwai K, Matsue H.
|
| タイトル |
p-terphenyl derivatives from the mushroom Thelephora aurantiotincta suppress the proliferation of human hepatocellular carcinoma cells via iron chelation.
|
| ジャーナル |
J Agric Food Chem
|
| Abstract |
A novel 2',3'-dihydroxy-p-terphenyl derivative, thelephantin O (TO), which has cancer-selective cytotoxicity, was isolated. This study investigated the underlying basis of the cytotoxicity of 2',3'-dihydroxy-p-terphenyl compounds in view of their ability to chelate metal ions. FeCl(2) significantly reduced TO-induced cytotoxicity, whereas several other salts of transition metals and alkaline-earth metals did not. A structure-activity relationship study using newly synthesized p-terphenyl derivatives revealed that o-dihydroxy substitution of the central benzene ring was necessary for both the cytotoxicity and Fe(2+) chelation of the compounds. Real-time PCR array and cell cycle analysis revealed that the TO-induced cytotoxicity was attributed to cell cycle arrest at the G1 phase via well-known cell cycle-mediated genes. The TO-induced changes in the cell cycle and gene expression were completely reversed by the addition of FeCl(2). Thus, it was concluded that Fe(2+) chelation occurs upstream in the pivotal pathway of 2',3'-dihydroxy-p-terphenyl-induced inhibition of cancer cell proliferation.
|
| 巻・号 |
61(6)
|
| ページ |
1258-64
|
| 公開日 |
2013-2-13
|
| DOI |
10.1021/jf3041098
|
| PMID |
23339435
|
| MeSH |
Agaricales / chemistry*
Carcinoma, Hepatocellular / metabolism
Carcinoma, Hepatocellular / physiopathology*
Cell Line, Tumor
Cell Proliferation / drug effects*
Down-Regulation / drug effects
G1 Phase
Humans
Iron / metabolism*
Liver Neoplasms / metabolism
Liver Neoplasms / physiopathology*
Molecular Structure
Terphenyl Compounds / chemistry
Terphenyl Compounds / isolation & purification
Terphenyl Compounds / pharmacology*
|
| IF |
4.192
|
| 引用数 |
12
|
|
WOS 分野
|
AGRICULTURE, MULTIDISCIPLINARY
FOOD SCIENCE & TECHNOLOGY
CHEMISTRY, APPLIED
|
| リソース情報 |
| ヒト・動物細胞 |
Hep G2 |
