論文 - 詳細
| RRC ID | 42812 |
|---|---|
| 著者 | Ohba T, Yamauch T, Higashiyama K, Takahashi N. |
| タイトル | Potent anticancer activities of novel aminophenol analogues against various cancer cell lines. |
| ジャーナル | Bioorg Med Chem |
| Abstract |
Novel aminophenol analogues were synthesized based on the structure of fenretinide (N-(4-hydroxyphenyl)retinamide, 5), which is a potent anticancer agent. Our findings showed that the anticancer activities of 5 were due to the side chain attached to the aminophenol moiety. A p-octylaminophenol (p-OAP) provided the most potent anticancer activity among p-alkylaminophenols examined. In this study, we investigated anticancer activities against various cancer cell lines by the new aminophenols, p-dodecylaminophenol (1), p-decylaminophenol (2), N-(4-hydroxyphenyl)dodecananamide (3), and N-(4-hydroxyphenyl)decananamide (4), which exhibits a side chain as long as 5. Cell growth of breast cancer (MCF-7, MCF-7/Adr(R)), prostate cancer (DU-145), and leukemia (HL60) cells was suppressed by 1 and 2 in a fashion dependent on the length of the alkyl chain attached to the aminophenol. In contrast, 3 and 4 were extremely weak. Compound 5 was less potent than 1. Cell growth of liver cancer (HepG2) was not markedly affected by these compounds. In addition, apoptosis of HL60 cells was induced by 1 and 2 in a chain length-dependent manner, but not by 3 and 4. Incorporation of compounds into HL60 cells was in the order 1>2=3>4. These results indicated that anticancer activities for 1 and 2 are correlated with their incorporation into cancer cells and their capability to induce apoptosis, but not for 3 and 4. Compound 1, a potent anticancer agent with potency strikingly greater than 5, may potentially be useful in clinic. |
| 巻・号 | 15(2) |
| ページ | 847-53 |
| 公開日 | 2007-1-15 |
| DOI | 10.1016/j.bmc.2006.10.042 |
| PII | S0968-0896(06)00875-3 |
| PMID | 17092729 |
| MeSH | Aminophenols / chemical synthesis* Aminophenols / pharmacology* Antineoplastic Agents / chemical synthesis* Antineoplastic Agents / pharmacology* Breast Neoplasms / drug therapy Breast Neoplasms / pathology Cell Line, Tumor DNA Fragmentation / drug effects Electrophoresis, Agar Gel Female Fenretinide / analogs & derivatives* Fenretinide / chemical synthesis* Fenretinide / pharmacology HL-60 Cells Humans Male Prostatic Neoplasms / drug therapy Prostatic Neoplasms / pathology Structure-Activity Relationship |
| IF | 3.073 |
| 引用数 | 8 |
| WOS 分野 | CHEMISTRY, ORGANIC CHEMISTRY, MEDICINAL BIOCHEMISTRY & MOLECULAR BIOLOGY |
| オルトメトリクス指標 |
オルトメトリクス指標項目
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| 各媒体での言及数の合計 | 0 |
| リソース情報 | |
| ヒト・動物細胞 | |