中文名 | 补骨脂甲素 |
英文名 | bavachin |
别名 | 补骨脂甲素 补骨脂二氢黄酮 补骨脂二氢黄酮(标准品) 补骨脂甲素, 分析对照品 补骨脂甲素(补骨脂二氢黄酮) |
英文别名 | bavachin BAVACHIN Coryfolin (S)-7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)chroman-4-one 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one 7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one (S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one (2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one 4H-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)- 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-, (2S)- |
CAS | 19879-32-4 |
化学式 | C20H20O4 |
分子量 | 324.37 |
InChI | InChI=1/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3 |
密度 | 1.244 |
熔点 | 191-192°C |
沸点 | 558.3±50.0 °C(Predicted) |
比旋光度 | (EtOH)-21.9 |
闪点 | 202.1°C |
蒸汽压 | 4.52E-13mmHg at 25°C |
溶解度 | 可溶于甲醇、乙醇、DMSO等有机溶剂。 |
折射率 | 1.621 |
酸度系数 | 8.27±0.40(Predicted) |
存储条件 | Inert atmosphere,Store in freezer, under -20°C |
外观 | 白色结晶粉末 |
物化性质 | 淡黄色结晶粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于补骨脂PsoraleacorylifoliaLinn.的果实。 |
MDL号 | MFCD11617359 |
体外研究 | Bavachin significantly inhibits melanin synthesis and TYR activity. Bavachin (10 µM) inhibits the expression of TYR and JNK proteins, and the expression of TYR, TRP-1, TRP-2, ERK1, ERK2 and JNK2 mRNA in A375 cells. ICI182780 and U0126 cAN significantly reverse the bavachin treatment on the protein expression levels and the mRNA expression of TYR, TRP-1, TRP-2, ERK1, ERK2 and JNK2. Bavachin accumulates lipid in a dose dependent manner in ORO staining experiments. Bavachin significantly increases the growth of preadipoctye at 10 µM compared with the control cells in MTT assay. Bavachin also increases BrdU incorporation into newly synthesized DNA during pre-adipocyte proliferation. BrdU incorporation is enhanced by insulin and further enhanced by co-treatment with insulin and bavachin at 2 and 10 µM. Bavachin activates adipogenic factors and increases PPARγ transcriptional activity in differentiated adipocytes. Bavachin enhances insulin-stimulated glucose uptake through GLUT4 translocation via Akt and AMPK pathway. BVN significantly increases both hMAO-A and hMAO-B activities. Bavachin shows ER ligand binding activity in competitive displacement of [ 3 H] E2 from recombinant ER. The estrogenic activity of bavachin is characterized in a transient transfection system using ERα or ERβ and estrogen-responsive luciferase plasmids in CV-1 cells with an EC 50 of 320 nM and 680 nM, respectively. Bavachin increases the mRNA levels of estrogen-responsive genes such as pS2 and PR, and decreases the protein level of ERα by proteasomal pathway. |
参考资料 展开查看 | 1. 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. 2. 刘保军 闫利利 王金芳 等. 化妆品中补骨脂高效液相色谱法检测[J]. 中国公共卫生 2012 28(007):990-991. 3. 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. 4. 黄晓婧 周晓英 文永盛. HPLC法同时测定补骨脂药材中补骨脂二氢黄酮和补骨脂酚的含量[J]. 中国药房 2017(24). 5. 黄晓婧, 周晓英, 周世玉. 钴-60辐照对补骨脂药材指纹图谱的影响[J]. 中国药物评价, 2015, 000(003):159-161. 6. 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 7. [IF=4.379] Li Kai et al."Quantitative analysis, pharmacokinetics and metabolomics study for the comprehensive characterization of the salt-processing mechanism of Psoraleae Fructus."Sci Rep-Uk. 2019 Jan;9(1):1-10 8. [IF=3.935] Tiehua Zhang et al."Quantitative structure-activity relationship for estrogenic flavonoids from Psoralea corylifolia."J Pharmaceut Biomed. 2018 Nov;161:129 9. [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 10. [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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