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5928-25-6
  • names:

    Decursin

  • CAS号:

    5928-25-6

    MDL Number:
  • MF(分子式): C19H20O5 MW(分子量): 328.364
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
前胡素
前胡素 (Decursin,5928-25-6) 是一种来自 Peucedanum ostruthium 根的香豆素。例如 decursinol 和 decursin,已知是 A. gigas 的主要化合物。decursin 通过抑制 VEGFR-2 信号通路来抑制 VEGF 介导的内部 BRB 分解。 并且 decursin 能够减轻红藻氨酸引起的癫痫发作,前胡素 可能具有作为抗癫痫药物的潜力。
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中文别名 前胡素;紫花前胡素;Decursin;5928-25-6
英文别名 Decursin;3-methyl-2-butenoic acid, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-pyrano[3,2-g]-1-benzopyran-7-yl ester
CAS号 5928-25-6
SMILES C/C(C)=C\C(O[C@H](C(C)(C)O1)CC2=C1C=C(O3)C(C=CC3=O)=C2)=O
Inchi InChI=1S/C19H20O5/c1-11(2)7-18(21)23-16-9-13-8-12-5-6-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1
InchiKey CUKSFECWKQBVED-INIZCTEOSA-N
分子式 Formula C19H20O5
分子量 Molecular Weight 328.364
闪点 FP No data available
熔点 Melting point No data available
沸点 Boiling point 469.4±45.0 °C | Condition: Press: 760 Torr
Polarizability极化度
密度 Density 1.24±0.1 g/cm3
蒸汽压 Vapor Pressure
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -42℃ for long term (m
前胡素 (Decursin,5928-25-6)的应用:
Decursin is a coumarin from The roots of Peucedanum ostruthium. Coumarins, such as decursinol and decursin, are known to be the major compounds of A. gigas. Angelica gigas roots have been widely used tr
aditionally in Korean herbal medicine not only for the treatment of anaemia, but also as a sedative, an anodyne and a tonic. Studies have shown that decursin inhibits VEGF-mediated inner BRB breakdown through suppression of VEGFR-2 signaling pathway. And decursin is able to attenuate kainic acid-induced seizures and could have potential as an antiepileptic drug.
产品说明 前胡素?(Decursin,5928-25-6) 是一种来自 Peucedanum ostruthium 根的香豆素。例如 decursinol 和 decursin,已知是 A. gigas 的主要化合物。decursin 通过抑制 VEGFR-2 信号通路来抑制 VEGF 介导的内部 BRB 分解。 并且 decursin 能够减轻红藻氨酸引起的癫痫发作,前胡素?可能具有作为抗癫痫药物的潜力。
IntroductionDecursin is a phytochemical originally isolated from A. gigas with diverse biological activities. It reduces the growth of B16/F10 murine melanoma cells, via induction of apoptosis and increased caspase-3 activity
Application1
Application2
Application3
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[1]Kim, B.S., Seo, H., Kim, H.-J., et al. Decursin from Angelica gigas nakai inhibits B16F10 melanoma growth through induction of apoptosis. J. Med. Food. 18(10), 1121-1127 (2015).2. Kim, K.-J., Yeon, J.-T., Choi, S.-W., et al. Decursin inhibits osteoclastogenesis by downregulating NFATc1 and blocking fusion of pre-osteoclasts.

1.Scuteflorins A and B, dihydropyranocoumarins from Scutellaria lateriflora.
Li J;Ding Y;Li XC;Ferreira D;Khan S;Smillie T;Khan IA J Nat Prod. 2009 Jun;72(6):983-7. doi: 10.1021/np900068t.
Two new dihydropyranocoumarins, scuteflorins A (1) and B (2), together with the known compounds decursin (3), chrysin (4), oroxylin A (5), wogonin (6), 5,7-dihydroxy-8,2'-dimethoxyflavone, dihydrochrysin, dihydrooroxylin A, lupenol, scutellaric acid, pomolic acid, ursolic acid, beta-sitosterol, daucosterol, and palmitic acid, were isolated from the aerial parts of Scutellaria lateriflora, commonly used as a dietary supplement. The structures of 1 and 2 were established by means of 1D and 2D NMR spectra as well as HRMS data. The absolute configuration of coumarins 1 and 2 was determined by comparison of experimental and theoretical calculated CD spectra. The cytotoxicity and antioxidant effects of the methanol extract of this plant and some of the constituent flavonoids were evaluated in vitro.
2.Quantitative determination of decursin, decursinol angelate, and decursinol in mouse plasma and tumor tissue using liquid-liquid extraction and HPLC.
Li L;Zhang J;Shaik AA;Zhang Y;Wang L;Xing C;Kim SH;Lü J Planta Med. 2012 Feb;78(3):252-9. doi: 10.1055/s-0031-1280384. Epub 2011 Nov 24.
The pyranocoumarin compound decursin and its isomer decursinol angelate (DA) are the major hydrophobic phytochemicals in the root of Angelica gigas Nakai (AGN, Korean Angelica), a major traditional medicinal herb. The ethanol extract of AGN and especially the purified decursin and DA have been shown to exhibit antitumor activities by our collaborative team and others. Although decursinol has been identified as a major hydrolysis metabolite of decursin and DA in vivo in previous pharmacokinetic studies with mouse and rat, other recently published results sharply disputed this conclusion. In this study, we set up a practical method for the concurrent analysis of decursin, DA, and decursinol in mouse plasma and tumor tissues by liquid-liquid extraction and HPLC-UV and applied the method to several animal experiments. Plasma or tumor homogenate was extracted directly with ethyl acetate. The extraction efficiency for decursin/DA (quantitated together) and decursinol was between 82-95?% in both mouse plasma and tumor homogenate. The lower limit of quantitation (LLOQ) was approximately 0.25 µg/mL for decursin/DA and 0.2 µg/mL for decursinol in mouse plasma. In a pilot pharmacokinetic study, male C57BL/6 mice were given a single dose of 4.
3.Cancer Chemoprevention with Korean Angelica: Active Compounds, Pharmacokinetics, and Human Translational Considerations.
Lü J;Zhang J;Li L;Jiang C;Xing C Curr Pharmacol Rep. 2015 Dec 1;1(6):373-381. Epub 2015 Apr 19.
Angelica gigas; Nakai (AGN) is a major medicinal herb used in Korea and several other Asian countries. Traditionally, its dried root has been used to treat anemia, pain, infection and articular rheumatism, most often through boiling in water to prepare the dosage forms. AGN extract or AGN-containing herbal mixtures are sold in the US and globally as dietary supplements for pain killing, memory enhancement and post-menopausal symptom relief. Decursin (D) and its isomer decursinol angelate (DA) are the major chemicals in the alcoholic extracts of the root of AGN. The anti-cancer activity of AGN alcoholic extract has been established in a number of animal cancer models, including a transgenic model of prostate carcinogenesis. Cell culture structure-activity studies have uncovered distinct cellular and molecular effects of D and DA ;vs.; their pyranocoumarin core decursinol (DOH) with respect to cancer cells and those associated with their microenvironment. Pharmacokinetic (PK) study by us and others in rodent models indicated that DOH is the major and rapid ;in vivo; first-pass liver metabolite of D and DA. Cognizant of metabolic differences among rodents and humans, we carried out a first-in-human PK study of D/DA to inform the translational relevance of efficacy and mechanism studies with rodent models.
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