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30964-13-7

中文名稱 洋薊素
英文名稱 Cynarin
CAS 30964-13-7
分子式 C25H24O12
MDL 編號(hào) MFCD00075714
分子量 516.45
MOL 文件 30964-13-7.mol
更新日期 2024/12/19 21:33:21
30964-13-7 結(jié)構(gòu)式 30964-13-7 結(jié)構(gòu)式

基本信息

中文別名
洋薊素
洋薊酸
菜薊素
朝薊素
朝鮮薊酸 1,5
朝鮮薊酸1,3
1,3-二咖啡??鼘幩?/span>
英文別名
1,3-DICAFFEOYLQUINIC ACID
1,5-DICAFFEOYLQUINIC ACID
CINARAN
CINARINE
CYNARIN
CYNARIN(ARTICHOKE)
CYNARIN(ECHINACEA)
CYNARIN(ARTICHOKE)(1,5-DICAFFEOYLQUINIC ACID)(P)
CYNARIN(ECHINACEA)(1,3-DICAFFEOYLQUINIC ACID)(AHP)
(1R,3R,4S,5R)-1,3-Bis[[3-(3,4-dihydroxyphenyl)propenoyl]oxy]-4,5-dihydroxycyclohexanecarboxylic acid
(1R)-1,5α-Bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-3β,4α-dihydroxycyclohexane-1β-carboxylic acid
(1R)-1β,3β-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4β,5α-dihydroxycyclohexanecarboxylic acid
1,3-O-Dicaffeoylquinic acid
1β,3β-Bis[3-(3,4-dihydroxyphenyl)propenoyloxy]-4β,5α-dihydroxycyclohexanecarboxylic acid
所屬類別
生物化工:提取物

物理化學(xué)性質(zhì)

外觀性狀白色結(jié)晶粉末,可溶于甲醇、乙醇、DMSO等有機(jī)溶劑,來源于洋薊葉,朝鮮薊,森林千里光全草、金銀花。
熔點(diǎn)225-227°
比旋光度D25 -59° (c = 2 in methanol)
沸點(diǎn)819.9±65.0 °C(Predicted)
密度1?+-.0.1 g/cm3(Predicted)
儲(chǔ)存條件Sealed in dry,2-8°C
溶解度在甲醇中可溶5mg/mL,澄清,淡黃色至黃色
酸度系數(shù)(pKa)2.58±0.50(Predicted)
形態(tài)neat
顏色淡黃色至黃色
穩(wěn)定性吸濕性
LogP1.640 (est)
CAS 數(shù)據(jù)庫30964-13-7(CAS DataBase Reference)

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H302-H315-H319-H335
安全說明24/25
WGK Germany3
海關(guān)編碼29182900

應(yīng)用領(lǐng)域

用途一
1,5-二咖啡??鼘幩崾且环N新結(jié)構(gòu)類型的抗乙型肝炎病毒和艾滋病病毒的化合物,在經(jīng)過嚴(yán)格的動(dòng)物藥效學(xué)試驗(yàn)和安全性試驗(yàn)后, 日前正式被中國(guó)國(guó)家食品藥品監(jiān)督管理局批準(zhǔn)進(jìn)入人體臨床試驗(yàn)階段。

常見問題列表

生物活性
Cynarin (Cynarine) 是一種來自artichoke洋薊的植物化學(xué)成分,具有多種藥理特性,包括自由基清除、抗氧化劑、抗組氨酸和抗病毒活性。Cynarin 可阻斷T細(xì)胞受體的 CD28 和抗原呈遞細(xì)胞的 CD80 之間的相互作用。Cynarin 可觸發(fā) Nrf2 的核易位,恢復(fù) glutathione (GSH) 和 reactive oxygen species (ROS) 的平衡,并抑制線粒體去極化。
靶點(diǎn)
TargetValue
CD28 - CD80 interaction
()
Nrf2
()
GSH
()
ROS
()
體外研究

Cynarin inhibits taste receptors, making water to be sweet. It has been shown to have some pharmacological properties including hypocholesterolemic, hepatoprotective, antiviral, antibacterial, and antihistamic effects. Cynarin has marked antioxidant, anticholinergic, reducing ability, radical-scavenging, and metal-binding activities. Cynarin demonstrates 87.72% inhibition of linoleic acid lipid peroxidation at 30 mg/mL concentration. Cynarin exhibits effective DMPD + , ABTS + , O 2 - , DPPH 1 , and H 2 O 2 scavenging effects, reducing capabilities and Fe 2+ chelating effects. IC 50 and K i of cynarin for acetylcholinesterase enzyme inhibition are 243.67nM and 39.34±13.88 nM, respectively. Cynarin is a potential immunosuppressant that blocks the interaction between the CD28 of T-cell receptor and CD80 of antigen presenting cells. Cynarin blocks about 87% of the CD28-dependent "signal 2" pathway of T-cell activation under the condition of one to one ratio of T-cell and B-cell. Cynarin binds to the "G-pocket" of CD28 and thus interrupts the site of interaction between CD28 and CD80.

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