中文名 | 补骨脂乙素 |
英文名 | (2E)-1-[2,4-Dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
别名 | 补骨脂乙素 补骨酯乙素 异补骨脂乙素 异补骨脂查尔酮 补骨脂乙素(异补骨脂酮 补骨脂乙素(异补骨脂查尔酮) ISOBAVACHIN异补骨脂查尔酮 标准品 |
英文别名 | CS-446 Corylifolinin ISOBAVACHALCONE Isobavachalcone Isobacachalcone iso-Bavachalcone (E)-4,2',4'-Trihydroxy-3'-prenylchalcone 2',4,4'-Trihydroxy-3'-prenyl-trans-chalcone (E)-1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one 2-Propen-1-one,1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- (2E)-1-[2,4-Dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one 2-propen-1-one, 1-[2,4-dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)- |
CAS | 20784-50-3 |
化学式 | C20H20O4 |
分子量 | 324.37 |
InChI | InChI=1/C20H20O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-8,10-12,21,23-24H,9H2,1-2H3/b11-6+ |
密度 | 1.243±0.06 g/cm3(Predicted) |
熔点 | 156.8-157.8 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3)) |
沸点 | 549.0±50.0 °C(Predicted) |
闪点 | 299.9°C |
蒸汽压 | 1.15E-12mmHg at 25°C |
溶解度 | 溶于氯仿,甲醇 |
折射率 | 1.658 |
酸度系数 | 7.99±0.40(Predicted) |
存储条件 | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
外观 | 黄色油。 |
物化性质 | 黄色结晶粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于补骨脂PsoraleacorylifoliaLinn.。 |
MDL号 | MFCD00902090 |
体外研究 | Isobavachalcone (6.0-48.0 μM; 72 hours; OVCAR-8, PC3, A549, MCF-7, L-02 and HUVEC cells) treatment inhibits the proliferation of human cancer cells. Isobavachalcone inhibits PC3, A549, MCF-7, L-02 and HUVEC cells growth with IC50 values of 15.06 μM, 32.2 μM, 28.29 μM, 31.61 μM and 31.3 μM, respectively. Isobavachalcone (0-18 μM; 6 hours; OVCAR-8 and PC3 cells) treatment results in a concentration-and time-dependent down-regulation of the Ser-473 phosphorylation of Akt and GSK3b phosphorylation. Isobavachalcone (0-18 μM; 72 hours; OVCAR-8 and PC3 cells) treatment causes apoptosis via caspase- and ROS-involved mitochondrial pathway. Cell Proliferation Assay Cell Line: OVCAR-8, PC3, A549, MCF-7, L-02 and HUVEC cells Concentration: 6.0-48.0 μM Incubation Time: 72 hours Result: Inhibited the proliferation of human cancer cells. Western Blot Analysis Cell Line: OVCAR-8 or PC3 cells Concentration: 0 μM, 6 μM, 12 μM, and 18 μM Incubation Time: 6 hours Result: A concentration-and time-dependent down-regulation of the Ser-473 phosphorylation of Akt. GSK3b phosphorylation was also inhibited in a concentration- and time-dependent manner. Apoptosis Analysis Cell Line: OVCAR-8 cells and PC3 cells Concentration: 0 μM, 6 μM, 12 μM, and 18 μM Incubation Time: 72 hours Result: Led to dose dependent increase of apoptosis. |
体内研究 | Isobavachalcone (20 mg/kg; intraperitoneal injection; for 0.5-24 hours; female Kunming mice) treatment results in an increase in blood glucose levels, reaching a maximum within 1 hour and maintaining until 4 hours post-dosing. Animal Model: Seven-week-old specific pathogen-free female Kunming mice (18-22 g) Dosage: 20 mg/kg Administration: Intraperitoneal injection; for 0.5, 1, 2, 4, 6, 8, 12, 24 hours Result: Increased in blood glucose levels. |
参考资料 展开查看 | 1. 丁黎艳, 郭晏华, 黄婷,等. 基于补骨脂抗骨质疏松成分的炮制评价方法研究[J]. 中成药, 2013, 35(002):346-349. 2. 丁黎艳, 郭晏华, 黄婷,等. 星点设计-效应面法优化补骨脂炮制工艺[J]. 中国现代中药, 2013, 15(1). 3. 郑楠, 郭晏华, 刘刈,等. 补骨脂不同炮制品的指纹图谱研究[J]. 辽宁中医杂志, 2015(04):157-159. 4. 丁黎艳 周璐 王丽娜 等. 一测多评法测定补骨脂中不同类型成分的含量[J]. 中国实验方剂学杂志 2013 19(5):152-154. 5. 黄婷, 郭晏华, 丁黎艳,等. 药汁制补骨脂对其抗OP化学成分影响[J]. 辽宁中医药大学学报, 2013(05):62-64. 6. 樊玲 秋新松 高阳 等. HPLC法同时测定中药补骨脂中10种成分的含量[J]. 齐齐哈尔医学院学报 2018 39(16):73-76. 7. Chen, Zhi-Jing, et al. "Dietary total prenylflavonoids from the fruits of Psoralea corylifolia L. prevents age-related cognitive deficits and down-regulates Alzheimer’s markers in SAMP8 mice." Molecules 23.1 (2018): 196.https://doi.org/10.3390/molecules230 8. Chen, Xiumin, Yanfang Yang, and Yingtao Zhang. "Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro." Febs Letters 587.18 (2013): 2930-2935.https://doi.org/10.1016/j.febslet.2013.07. 9. [IF=3.935] Tiehua Zhang et al."Quantitative structure-activity relationship for estrogenic flavonoids from Psoralea corylifolia."J Pharmaceut Biomed. 2018 Nov;161:129 10. [IF=3.267] Zhi-Jing Chen et al."Dietary Total Prenylflavonoids from the Fruits of Psoralea corylifolia L. Prevents Age-Related Cognitive Deficits and Down-Regulates Alzheimer’s Markers in SAMP8 Mice."Molecules. 2018 Jan;23(1):196 11. [IF=2.675] Xiumin Chen et al."Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro."Febs Lett. 2013 Sep;587(18):2930-2935 |
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