7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮
Neobavaisoflavone
CAS: 41060-15-5
Molecular Formula: C20H18O4
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮 - Names and Identifiers
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮 - Physico-chemical Properties
| Molecular Formula | C20H18O4 |
| Molar Mass | 322.35 |
| Density | 1.279 |
| Melting Point | 195-196℃ |
| Boling Point | 545.0±50.0 °C(Predicted) |
| Solubility | Soluble in methanol, DMSO |
| Appearance | Yellow powder or crystal |
| Color | White to Light yellow to Light orange |
| Maximum wavelength(λmax) | ['300nm(lit.)'] |
| pKa | 6.92±0.20(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| MDL | MFCD00800660 |
| Physical and Chemical Properties | White needle Crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the fruit of Psoralea corylifolia. |
| In vitro study | Neobavaisoflavone (1-50 μM; 20 h) decreases NO (ED 50 =25 μM) and cytokine (ED 50 s=23.11, 5.03, 5.23, 5.26 and 18.80 μM for IL-1β, IL-6, IL-12p40, IL-12p70 and TNF-α, respectively) production in LPS plus IFN-γ-stimulated RAW264.7 macrophages. Neobavaisoflavone (1-100 μM; 30 min) decreases the chemiluminescence in PMA-stimulated RAW264.7 macrophages, with an ED 50 of 19.94 μM in activated RAW264.7 cells. Neobavaisoflavone (1-100 μM); 20 h) has no effect on the viability and is not toxic to RAW264.7 cells. Neobavaisoflavone (20-50 μM; 48 h) inhibits prostate cancer cell proliferation by inducing cytotoxicity and apoptosis in a dose-dependent manner. Neobavaisoflavone (2-8 μM; 7 d) inhibits RANKL‐mediated osteoclastogenesis in bone marrow monocytes (BMMCs) and RAW264.7 cells dose dependently at the early stage. |
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮 - Risk and Safety
| RTECS | DJ3100028 |
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮 - Reference
| Reference Show more | 1. Zhou Huan, Geng Xiangyan, Liu Qing, etc. Determination of isoflavones in new Psoralea corylifolia by HPLC [J]. Chinese general practice, 14th Vol. 11,, 1869-1805, p. 11, ISTIC, 2016. 2. Liu Baojun, Yan Lili, Wang Jin Fang, et al. Determination of Psoralea corylifolia L. In cosmetics by high performance liquid chromatography [J]. Chinese public health 2012 28(007):990-991. 3. Wei Mengmeng, Sun Xueyan, Wu Siyan, Wang Shuyao, Gao Yang, Kang Chen, Yang Wei, Li Yingfei, Li Chuan. Rapid simultaneous determination of 10 active components in dog plasma by UPLC-MS/MS and pharmacokinetic study of Psoralea corylifolia [J]. Chinese Journal of Traditional Chinese Medicine, 2021,46(02):444-453. 4. Ma, Tao, et al. "Determination of isobavachalcone in rat plasma by LC-MS/MS and its application to a pharmacokinetic study." Journal of pharmaceutical and biomedical analysis 107 (2015): 50-55.https:// doi.org/10.1016/j. Jpba.12/023, 2014 5. 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 6. 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. 7. [IF=3.935] Tao Ma et al."Determination of isobavachalcone in rat plasma by LC-MS/MS and its application to a pharmacokinetic study."J Pharmaceut Biomed. 2015 Mar;107:50 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 11. [IF=3.361] Yuhao Zhang et al."An integrated approach for structural characterization of Gui Ling Ji by traveling wave ion mobility mass spectrometry and molecular network."Rsc Adv. 2021 Apr;11(26):15546-15556 |
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮 - Reference Information
| biological activity | Neobavaisoflavone is a flavonoid isolated from Psoralea corylifolia seeds. Neobavaisoflavone has anti-inflammatory, anticancer and antioxidant effects. Neobavaisoflavone can inhibit DNA polymerase (DNA polymerase) at medium to high concentrations. Neobavaisoflavone can also inhibit platelet aggregation. |
| target | DNA polymerase |
| Animal Model: | C57BL/6 female mice (8 weeksd; 20-25 g) were removed bilateral ovaries |
| Dosage: | 30 mg/kg |
| Administration: | I.p. for 6 weeks |
| Result: | Attenuated bone loss by inhibiting osteoclast activation and promoting osteogenesis in ovariectomized mice. |
| use | new psoralea corylifolia isoflavone has anti-tumor, anti-aging, antibacterial and hemostatic effects. |
Last Update：2024-04-09 21:54:55
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View History
7-羟基-3-(4-羟基-3-(3-甲基丁-2-烯-1-基)苯基)-4H-苯并吡喃-4-酮
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2-双(4-羟基环己基)丙烷(异构体的混和物)
1-氨基环戊-3-烯-1-羧酸
intermediate for Clethodim
芹菜素-6-C-葡萄糖-8-C-木糖苷
Hexafluorozirconic acid
2-CHLOROETHYLPHOSPHORYL DICHLORIDE
N6-苄氧羰基-N2-叔丁氧羰基-L-赖氨酸二环己胺盐
3-[6-[[[1-(2,2-二氟-1,3-苯并二氧戊环-5-基)环丙基]羰基]氨基]-3-甲基-2-吡啶基]苯甲酸
7-二乙氨基-3-(2-苯并咪唑)香豆素