(-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯
| 中文名称 | (-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯 |
|---|---|
| 中文同义词 | (-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯;亚太因;化合物 T17270 |
| 英文名称 | (3R)-3α-(3,4,5-Trimethoxybenzyl)-4β-(1,3-benzodioxole-5-ylmethyl)tetrahydrofuran-2-one |
| 英文同义词 | (-)-Deoxypodorhizone;(3R)-3α-(3,4,5-Trimethoxybenzyl)-4β-(1,3-benzodioxole-5-ylmethyl)tetrahydrofuran-2-one;(3R)-3α-(3,4,5-Trimethoxybenzyl)-4β-[(1,3-benzodioxole-5-yl)methyl]-4,5-dihydrofuran-2(3H)-one;(3R,4R)-3-(3,4,5-Trimethoxybenzyl)-4-(1,3-benzodioxole-5-ylmethyl)tetrahydrofuran-2-one;(3R,4R)-3-(3,4,5-Trimethoxybenzyl)-4-[(1,3-benzodioxol-5-yl)methyl]dihydrofuran-2(3H)-one;Yatein;(+)-Deoxypodorhizon;(3S)-3β-(3,4,5-Trimethoxybenzyl)-4α-[(1,3-benzodioxole-5-yl)methyl]-4,5-dihydrofuran-2(3H)-one |
| CAS号 | 40456-50-6 |
| 分子式 | C22H24O7 |
| 分子量 | 400.42 |
| EINECS号 | |
| 相关类别 | 木脂素;标准品 -中药标准品 |
| Mol文件 | 40456-50-6.mol |
| 结构式 |  |
(-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯 性质
| 沸点 | 564.9±45.0 °C(Predicted) |
|---|---|
| 密度 | 1.266±0.06 g/cm3(Predicted) |
| 储存条件 | Store at -20°C |
| 溶解度 | 溶于二甲基亚砜 |
| 形态 | 固体 |
| 颜色 | 无色至浅黄 |
| InChI | 1S/C22H24O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16H,6-7,11-12H2,1-3H3/t15-,16+/m0/s1 |
| InChIKey | GMLDZDDTZKXJLU-JKSUJKDBSA-N |
| SMILES | O1C[C@@H]([C@H](C1=O)Cc4cc(c(c(c4)OC)OC)OC)Cc2cc3c(cc2)OCO3 |
Yatein 是从 A. chilensis 中提取的木质素，具有抗增殖活性。Yatein 能通过中断立早基因的表达，抑制单纯疱疹病毒 1 型 (HSV-1) 的复制。
HSV-1
Yatein induces cell-cycle arrest at G2/M phase (5 μM; 24 hours) and enhances G2/M phase-related protein expression (5 μM; 6-12 hours) in human lung adenocarcinoma A549 and CL1-5 cells.
Yatein (5 μM; 6-12 hours) induces DNA damage through activation of the ATM/ATR pathway in human A549 and CL1-5 cells.
Yatein (5 μM; 6 hours) affects microtubule dynamics by inhibiting tubulin polymerization.
Cell Viability Assay
| Cell Line: | A549 cells, CL1-5 cells |
| Concentration: | 1.25 μM , 2.5 μM , 5 μM |
| Incubation Time: | 24 hours |
| Result: | Induced cell-cycle arrest at G2/M phase in both cell lines. |
Cell Viability Assay
| Cell Line: | A549 cells, CL1-5 cells |
| Concentration: | 5 μM |
| Incubation Time: | 6 hours, 12 hours |
| Result: | Upregulated the expression of cyclin B1, but not Cdc2 and Cdc25c, induced Cdc2 phosphorylation. |
Yatein (20 mg/kg; i.p.; five times per week; for 42 days) exhibits in vivo antitumor effects in a human lung adenocarcinoma xenograft mouse model.
| Animal Model: | Male NOD/SCID mice (6-8 weeks), with A549 cells xenograft |
| Dosage: | 20 mg/kg |
| Administration: | Intraperitoneal injection, five times per week, for 42 days |
| Result: | Significantly slowed tumor growth and moderately increased both cyclin B1 expression and Cdc2 phosphorylation. |
安全信息
| WGK Germany | WGK 3 |
|---|---|
| 存储类别 | 11 - 可燃固体 |