論文 - 詳細
| RRC ID | 37943 |
|---|---|
| 著者 | Uesawa Y, Sakagami H, Ishihara M, Kagaya H, Kanamoto T, Terakubo S, Nakashima H, Yahagi H, Takao K, Sugita Y. |
| タイトル | Quantitative Structure-Cytotoxicity Relationship of 3-Styryl-2H-chromenes. |
| ジャーナル | Anticancer Res |
| Abstract |
BACKGROUND:Sixteen 3-styryl-2H-chromenes were subjected to quantitative structure-activity relationship analysis based on their cytotoxicity, tumor selectivity and anti-HIV activity, in order to find their new biological activities. MATERIALS AND METHODS:Cytotoxicity against four human oral squamous cell carcinoma (OSCC) cell lines, three mesenchymal and two epithelial normal oral cells was determined by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide method. Tumor-selectivity (TS) was evaluated by the ratio of the mean CC50 (50% cytotoxic concentration) against normal human oral cells to that against OSCC cell lines. Anti-HIV activity was evaluated by the ratio of CC50 to EC50 (50% cytoprotective concentration from HIV infection). Potency-selectivity expression (PSE) was determined by the ratio of TS/CC50 against OSCC. Physicochemical, structural and quantum-chemical parameters were calculated based on the conformations optimized by the LowModeMD method. RESULTS:All 3-styryl-2H-chromene derivatives showed relatively high tumor selectivity. Especially, the compound that has a methoxy group at 7-position of the chromene ring and chlorine at 4'-position of phenyl group in styryl moiety [ 12: ] showed the highest TS and PSE values, exceeding those of resveratrol, doxorubicin and 5-FU. All compounds showed no anti-HIV activity. Among 330 chemical descriptors, 8, 74 and 16 descriptors significantly correlated to the cytotoxicity of normal and tumor cells, and tumor-specificity, respectively. CONCLUSION:Multivariate statistics with chemical descriptors for molecular shape and flatness may be useful for the evaluation of tumor-specificity of 3-styryl-2H-chromenes. |
| 巻・号 | 35(10) |
| ページ | 5299-307 |
| 公開日 | 2015-10-1 |
| PII | 35/10/5299 |
| PMID | 26408690 |
| MeSH | Anti-HIV Agents / chemistry Anti-HIV Agents / pharmacology Antineoplastic Agents / chemistry Antineoplastic Agents / pharmacology Cell Line Chromones / chemistry* Chromones / toxicity* Humans Molecular Structure Quantitative Structure-Activity Relationship* |
| IF | 1.994 |
| 引用数 | 15 |
| WOS 分野 | ONCOLOGY |
| リソース情報 | |
| ヒト・動物細胞 | Ca9-22(RCB1976) HSC-2(RCB1945) HSC-3(RCB1975) HSC-4(RCB1902) |