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61276-17-3

中文名称 毛蕊花糖苷
英文名称 Verbascoside
CAS 61276-17-3
分子式 C29H36O15
MDL 编号 MFCD06798947
分子量 624.59
MOL 文件 61276-17-3.mol
更新日期 2024/04/24 15:40:22
61276-17-3 结构式 61276-17-3 结构式

基本信息

中文别名
毛蕊花糖苷
毛蕊花甙
麦角甾苷
类叶升麻苷
英文别名
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
所属类别
生物化工:天然产物

物理化学性质

外观性状类白色或淡黄色结晶粉末,溶于甲醇,来源于大芸(硬质肉苁蓉发黑含量最高0.47%)大叶紫珠、车前子、地黄、肉苁蓉、紫竹叶。
熔点232℃
沸点908.8±65.0 °C(Predicted)
密度1.60±0.1 g/cm3(Predicted)
储存条件Sealed in dry,Room Temperature
溶解度DMSO(微溶)、乙酸乙酯(微溶)、甲醇(微溶)
酸度系数(pKa)9.31±0.10(Predicted)
形态固体
颜色白色至淡黄色
检测方法NMR,HPLC
稳定性吸湿性
InChIKeyFBSKJMQYURKNSU-ZLSOWSIRSA-N
LogP0.077 (est)

安全数据

危险性符号(GHS)
GHS07
警示词警告
危险性描述H302-H315-H319-H335
安全说明24/25
WGK Germany2
RTECS号LZ5786000
海关编码29389090
毒性LD50 oral in rat: > 5gm/kg

应用领域

用途1
用于含量测定/鉴定/药理实验等。
药理药效:具有调节免疫、抗氧化、增强体力、抗疲劳、等药理作用。
用途2
毛蕊花糖苷具有消炎、增强免疫、抗缺氧、抗癌的作用。

常见问题列表

概述
麦角甾苷是苷类化合物中的氧苷,又称毛蕊花苷、毛蕊花糖苷。在酸性条件下比较稳定;中性、碱性条件下稳定性差一些,但加入适量的抗坏血酸,可明显抑制其降解。主要存在于一些药用植物中,例如肉苁蓉属植物,连翘属植物,地黄属植物和列当属植物等。麦角甾苷的生物活性强,功效也是多方面的,具有抗衰老、提高免疫功能、增强记忆力、止痛、降血脂和通便等作用。
制备
桂花中麦角甾苷的提取方法,包括以下步骤: S1.将桂花研磨为粉末; S2.用索式提取器进行提取; S3.将步骤S2得到的桂花粗提取物进行萃取和浓缩,优选地,先后用石油醚,乙酸乙酯,水饱和的正丁醇对桂花粗提取物萃取和浓缩;S5.在40℃旋蒸,再冻干,即得到麦角甾苷。 HPLC测定浓缩后的桂花粗提取物:桂花粗提取物溶液的的制备:精密称桂花粗提取物2mg,置于25mL量瓶中,加入适量的甲醇溶解定容,经0.45μm滤膜过滤,桂花粗提取物溶液溶液。
生物活性
Verbascoside 是从 Lantana camara 中得到的糖苷类物质,为 ATP 竞争性的 PKC 抑制剂,IC50 值为 25 µM,具有抗肿瘤,抗炎,抗神经性疼痛等作用。
靶点

PKC

25 μM (IC 50 )

体外研究

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.

体内研究

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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