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61276-17-3

中文名稱(chēng) 毛蕊花糖苷
英文名稱(chēng) Verbascoside
CAS 61276-17-3
分子式 C29H36O15
MDL 編號(hào) MFCD06798947
分子量 624.59
MOL 文件 61276-17-3.mol
更新日期 2024/12/25 17:21:34
61276-17-3 結(jié)構(gòu)式 61276-17-3 結(jié)構(gòu)式

基本信息

中文別名
毛蕊花糖苷
毛蕊花甙
麥角甾苷
類(lèi)葉升麻苷
英文別名
JC 160
KUSAGININ
ACTEOSIDE
Acetoside
NSC 603831
Russetinol
Verbacoside
VERBASCOSIDE
StereosperMin
ISOVERBASCOSIDE
Verbascoside ,98%
VERBASCOSIDE WITH HPLC
Acteoside(Verbascoside)
Verbascoside(Acteoside)
Distinctive PhytosteM Lilac
3,4-Dihydroxyphenethyl alcohol acteoside
Extract from Verbena minutiflora (B864379)
Verbascoside, froM Cistanche deserticola Y.C.Ma
4-(3-(3,4-dihydroxyphenyl)-2-propenoate),(e)-beta-d-yl)
glucopyranoside,2-(3,4-dihydroxyphenyl)ethyl3-o-(6-deoxy-alpha-l-mannopyranos
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside 4-[(E)-3-(3,4-dihydroxyphenyl)propenoate]
B-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)ETHYL 3-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-,4-[3-(3,4-DIHYDROXYPHENYL)-2-PROPENOATE],(E)-
ACTEOSIDE :B-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)ETHYL 3-O-(6-DEOXY-A-L-MANNOPYRANOSYL)-,4-[3-(3,4-DIHYDROXYPHENYL)-2-PROPENOATE],(E)-,
[(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Verbascoside [(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
所屬類(lèi)別
生物化工:天然產(chǎn)物

物理化學(xué)性質(zhì)

外觀性狀類(lèi)白色或淡黃色結(jié)晶粉末,溶于甲醇,來(lái)源于大蕓(硬質(zhì)肉蓯蓉發(fā)黑含量最高0.47%)大葉紫珠、車(chē)前子、地黃、肉蓯蓉、紫竹葉。
熔點(diǎn)232℃
沸點(diǎn)908.8±65.0 °C(Predicted)
密度1.60±0.1 g/cm3(Predicted)
儲(chǔ)存條件Sealed in dry,Room Temperature
溶解度DMSO(微溶)、乙酸乙酯(微溶)、甲醇(微溶)
酸度系數(shù)(pKa)9.31±0.10(Predicted)
形態(tài)固體
顏色白色至淡黃色
檢測(cè)方法NMR,HPLC
穩(wěn)定性吸濕性
InChIKeyFBSKJMQYURKNSU-ZLSOWSIRSA-N
LogP0.077 (est)
CAS 數(shù)據(jù)庫(kù)61276-17-3(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(shuō)明24/25
WGK Germany2
RTECS號(hào)LZ5786000
海關(guān)編碼29389090
毒性LD50 oral in rat: > 5gm/kg

應(yīng)用領(lǐng)域

用途1
用于含量測(cè)定/鑒定/藥理實(shí)驗(yàn)等。
藥理藥效:具有調(diào)節(jié)免疫、抗氧化、增強(qiáng)體力、抗疲勞、等藥理作用。
用途2
毛蕊花糖苷具有消炎、增強(qiáng)免疫、抗缺氧、抗癌的作用。

常見(jiàn)問(wèn)題列表

概述
麥角甾苷是苷類(lèi)化合物中的氧苷,又稱(chēng)毛蕊花苷、毛蕊花糖苷。在酸性條件下比較穩(wěn)定;中性、堿性條件下穩(wěn)定性差一些,但加入適量的抗壞血酸,可明顯抑制其降解。主要存在于一些藥用植物中,例如肉蓯蓉屬植物,連翹屬植物,地黃屬植物和列當(dāng)屬植物等。麥角甾苷的生物活性強(qiáng),功效也是多方面的,具有抗衰老、提高免疫功能、增強(qiáng)記憶力、止痛、降血脂和通便等作用。
制備
桂花中麥角甾苷的提取方法,包括以下步驟: S1.將桂花研磨為粉末; S2.用索式提取器進(jìn)行提?。? S3.將步驟S2得到的桂花粗提取物進(jìn)行萃取和濃縮,優(yōu)選地,先后用石油醚,乙酸乙酯,水飽和的正丁醇對(duì)桂花粗提取物萃取和濃縮;S5.在40℃旋蒸,再凍干,即得到麥角甾苷。 HPLC測(cè)定濃縮后的桂花粗提取物:桂花粗提取物溶液的的制備:精密稱(chēng)桂花粗提取物2mg,置于25mL量瓶中,加入適量的甲醇溶解定容,經(jīng)0.45μm濾膜過(guò)濾,桂花粗提取物溶液溶液。
生物活性
Verbascoside 是從 Lantana camara 中得到的糖苷類(lèi)物質(zhì),為 ATP 競(jìng)爭(zhēng)性的 PKC 抑制劑,IC50 值為 25 μM,具有抗腫瘤,抗炎,抗神經(jīng)性疼痛等作用。
靶點(diǎn)

PKC

25 μM (IC 50 )

體外研究

Verbascoside acts as an ATP-competitive inhibitor of PKC, with an IC 50 of 25 μM. Verbascoside shows K i s of 22 and 28 μM with respect to ATP and histone, respectively. Verbascoside has potent antitumor activity against L-1210 cells, with an IC 50 of 13 μM. Verbascoside (5, 10 μM) suppresses 2,4-dinitrochlorobenzene (DNCB)-induced T cell costimulatory factors CD86 and CD54, proinflammatory cytokines, and NFκB pathway activation in THP-1 cells.

體內(nèi)研究

Verbascoside (1%) reduces the overall scratching behavior incidence as well as the severity of the skin lesions in 2,4-dinitrochlorobenzene (DNCB)-induced atopic dermatitis (AD) mice model. Verbascoside also blocks DNCB-induced expression of proinflammatory cytokine TNF-α, IL-6, and IL-4 mRNA in skin lesions. Verbascoside (50, 100 mg/kg, i.p.) does not modify chronic constriction injury (CCI)-induced cold allodynia. Verbascoside (200 mg/kg, i.p.) decreases hyper-sensitivity to cold stimulus, acetone, on day 3 in rats. Verbascoside also significantly reduces behavioral changes associated with neuropathy. Moreover, Verbascoside decreases Bax and increases Bcl-2 on day 3.

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