欧前胡素
欧前胡素 性质
熔点 | 98-100°C |
---|---|
沸点 | 333.4°C (rough estimate) |
密度 | 1.1311 (rough estimate) |
折射率 | 1.4350 (estimate) |
储存条件 | -20°C |
溶解度 | 二甲基亚砜:≥5mg/mL |
形态 | 粉末 |
颜色 | 灰白色至浅棕色 |
最大波长(λmax) | 301nm(MeOH)(lit.) |
Merck | 14,4925 |
InChIKey | OLOOJGVNMBJLLR-UHFFFAOYSA-N |
LogP | 2.983 (est) |
CAS 数据库 | 482-44-0(CAS DataBase Reference) |
NIST化学物质信息 | 7H-furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-butenyl)oxy]-(482-44-0) |
欧前胡素 用途与合成方法
欧前胡素(imperatorin)和异欧前胡素(iso-impemtorin)属于6.7-峡喃香豆素类,广泛分布于植物界,尤其伞形科常用中药如白芷、独活、前胡、羌活、北沙参等含且丰富,而且是其主要药理效应成分。
1.大风子科(Flacourtiaceae)
罗旦梅Flacourtia jangomas(Lour.) Raeusch茎,皮
2.芸香科(Rutaceae)
米申酒饼簕* Atalantia missionis Oliver 根,茎皮(收率:4.1%)
被小绒毛芸香* Eriostemon tomentellus 地上部分
三狭叶藤桔* Luvunga angustifolia茎(收率:0.0026%)
3.伞形科(Umbelliferae)
宽叶高伞* Agasyllis latifolia
密花岩风 Libanotis condensata (L.) Crantz
西吉藁本* Ligusticum seguieri Koch根
欧前胡 Peucedanum ostruthium L.根
克氏邪蒿* Seseli krylovii
短尖邪蒿 Seseli mucronatum根 抗疟作用:欧前胡素对恶性疟原虫的IC50为2.4μg/mL,IC90为9.3μg/mL。
抗菌作用:对革兰阳性菌有选择性活性。 Imperatorin 是一种有效的 NO synthesis 抑制剂,IC50 为 9.2 μmol,也是 BChE 抑制剂,IC50 为 31.4 μmol。Imperatorin 是 TRPV1 的微弱激动剂,EC50 为 12.6±3.2 μM。
IC50: 9.2 μmol (NO synthesis), 31.4 μmol (BChE)EC50: 12.6±3.2 μM (TRPV1)
Imperatorin is a plant secondary metabolite belonging to the coumarins-specifically the furanocoumarins. Imperatorin enhances the GABA-induced chloride ion current (I GABA ) through the α 1 β 2 γ 2S receptors. Imperatorin potentiates I GABA at 100 μmol by 50.5±16.3 % and at 300 μmol by 109.8±37.7 %, respectively. Imperatorin, together with Phellopterin, found in the roots of A. dahurica, inhibit [ 3 H]diazepam binding to the benzodiazepine site of the rat brain GABA A receptor in vitro with an IC 50 of 12.3 μmol for Imperatorin and 400 nmol for Phellopterin. Imperatorin, in a concentration ranging from 3.5 to 14 mmol, significantly and irreversibly inhibits GABA-T in a time-dependent and concentration-dependent manner, by irreversibly binding with the active site of GABA-T.Imperatorin is a reversible acetylcholinesterase (AChE) inhibitor, and acts in dose-dependent manner. The AChE and BChE inhibitory activities of Imperatorin and a crude extract from the fruits of Angelica archangelica L. is tested by the spectrophotometric method at concentrations of 12.5, 25, 50, and 100 μg/mL. Imperatorin displays low inhibition towards AChE (13.75-46.11 %), whereas it has remarkable inhibitory effect against BChE (37.46-83.98 %). Imperatorin shows selectivity toward BChE rather than AChE, with an IC 50 for BChE of 31.4 μmol. Imperatorin, together with (+)-Byakangelicol, are found to be the most effective BACE-1 inhibitors, with IC 50 s of 91.8 and 104.9 μmol, respectively. Imperatorin (IC 50 =9.2 μmol) is also effective as an inhibitor of NO synthesis. Imperatorin is a weak agonist of TRPV1, a channel implicated in detecting several noxious stimuli, exhibiting EC 50 of 12.6±3.2 μM.
At doses of 10 and 20 mg/kg and 30 min after injection, Imperatorin shows an anxiolytic effect and improved different stages of memory and learning processes-both acquisition and consolidation. It is also shown that acute administration Imperatorin at doses of 10 and 20 mg/kg reduced the anxiogenic effect of nicotine (0.1 mg/kg, subcutaneous, s.c.). At 30 and 40 mg/kg, i.p. Imperatorin significantly potentiates the anticonvulsant activity of carbamazepine against maximal electroshock-induced seizures expressed by lowering the ED 50 from 10.8 to 6.8 mg/kg (by 34 %) and 6 mg/kg (by 42 %), respectively. Moreover, Imperatorin at 30 mg/kg and carbamazepine at 6.8 mg/kg shows increases the total brain concentration of carbamazepine from 1.260 to 2.328 μg/mL (by 85%), which may be caused by modifying the blood-barrier permeability or acting like an inhibitor of multi-drug resistance proteins. Imperatorin, a naturally occurring furanocoumarin, inactivates gamma-aminobutyric acid transaminase and inhibits acetylcholinesterase activity. Imperatorin administered acutely at the doses of 5 and 10 mg/kg prior to the injection of scopolamine (1 mg/kg) improves memory acquisition and consolidation impaired by scopolamine. Furthermore, repeatable (7 days, twice daily) administration of the highest dose of Imperatorin (10 mg/kg) significantly attenuates the effects of scopolamine on memory acquisition, whereas the doses of 5 and 10 mg/kg of this furanocoumarin are effective when memory consolidation is measured .
药理药效:欧前胡素具有抗菌、平喘及抗过敏等作用。
欧前胡素 价格(试剂级)
更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
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2024-11-08 | HY-N0285 | 欧前胡素 | 482-44-0 | 25mg | 500 |
2024-11-08 | HY-N0285 | 欧前胡素 | 482-44-0 | 10mM * 1mLin DMSO | 550 |