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476-28-8

中文名称 石蒜碱盐酸盐
英文名称 LYCORINE
CAS 476-28-8
分子式 C16H17NO4
分子量 287.31
MOL 文件 476-28-8.mol
更新日期 2024/05/22 10:39:05
476-28-8 结构式 476-28-8 结构式

基本信息

中文别名
水仙鹼
石蒜鹼
石蒜碱
石蒜碱标准品
石蒜碱盐酸盐
石蒜碱 HPL
石蒜碱(水仙碱)
石蒜提取物.石蒜碱
LYCORINE 石蒜碱
英文别名
LYCORIN
LYCORINE
Amaryline
Belamarine
amarylline
narcissine
NSC 401360
NSC 683873
LYCORINE HCL
(-)-LYCORINE

物理化学性质

外观性状棱形大结晶。熔点275-280℃(分解)。溶于稀酸,难溶于醇、氯仿和石油醚,几乎水溶于水和碱类,对石蕊呈碱性反应。其盐酸盐为长针状结晶,熔点217℃(分解),带一分子结晶水的石蒜碱盐酸盐的熔点为206℃。可溶于20份水。
熔点253-255℃ (dec.)
比旋光度D16 -129° (c = 0.16 in 98% alc)
沸点429.61°C (rough estimate)
密度1.53
折射率1.5500 (estimate)
储存条件2-8°C
酸度系数(pKa)13.55±0.40(Predicted)
形态powder

安全数据

危险性符号(GHS)
GHS06
警示词危险
危险性描述H301
危险品标志T
危险类别码25
安全说明45
危险品运输编号UN 2811 6.1/PG 3
WGK Germany3

应用领域

用途1
石蒜碱经口给药或皮下注射有流涎、亚心及增加气管分泌的作用,故在一些时候曾用其制剂作祛痰剂。石蒜碱有较显著的催吐作用。效力比吐根碱强,但不如阿相吗啡。石蒜碱经氢化后生成二氢石蒜碱,后者具有较强的抗阿米巴痢的作用,且毒较小,已供临床使用。石蒜碱制成的内胺盐在动物上表现出抗种瘤作用。中药铁色箭、乌蒜具有祛痰催叶作用,其原因是含有石蒜碱。

制备方法

方法1
该品是广泛存在于石蒜科植物中的异喹啉生物碱,可从石蒜(Lycoris radiata)等的鳞茎中提取。

上下游产品信息

上游原料
异喹啉

常见问题列表

生物活性
Lycorine 是从金眼科植物科中提取的天然生物碱。Lycorine 是强效具有口服活性的 SCAP 抑制剂,Kd 值 15.24 nM。Lycorine 下调 SCAP 蛋白水平而不改变其转录。Lycorine 也是黑色素瘤血管生成抑制剂。Lycorine 有潜力用于前列腺癌和代谢疾病的研究。
靶点

Kd: 15.24 nM (SCAP)

体外研究

Lycorine inhibits cell proliferation in a dose-dependent manner in the abovementioned 4 PCa cell lines, and the IC 50 ranged from 5 μM to 10 μM., it also shows Lycorine has little effects on PNT1A cell's proliferation.SCAP (SREBF chaperone) is an ER-toGolgi transport protein, undergoes a conformational change, and regulates/preserves SREBFs in the ER by forming a complex with INSIG1 (insulin induced gene 1).Lycorine (5-40 μM; 16 hours) significantly suppresses SREBFs activity (up to -70%) in a dosedependent manner and does not cause obvious cytotoxicity in cells.Lycorine (10-20 μM; 2-16 hours) dose- and time-dependently decreases the mature SREBF1 and SREBF2 proteins in HL-7702 cells.Lycorine (20 μM; 16 hours) neither activates NR1H3 transcription nor affect NR1H3 target genes, including ABCG5 and ABCG8, but Sterols activates NR1H3 transcription activity.Lycorine hydrochloride (0-25 μM; 48 hours) treatment markedly suppresses the expression of vascular endothelial (VE)-cadherin in a dose-dependent manner and also slightly diminishes the expression of Sema4D in C8161 cells. However, the expression of the other six genes is not affected.Lycorine hydrochloride (0-25 μM; 48 hours) treatment markedly reduces VE-cadherin protein levels in C8161 cells in a dose-dependent fashion.

Cell Viability Assay

Cell Line: HL-7702/SRE-Luc cells
Concentration: 16 hours
Incubation Time: 5 μM; 10 μM; 20 μM; 40 μM
Result: Had no cytotoxicity on HL-7702 cells.

Western Blot Analysis

Cell Line: HL-7702/SRE-Luc cells
Concentration: 2 hours, 4 hours, 8 hours, 12 hours, 16 hours
Incubation Time: 10 μM; 20 μM
Result: Decreased p-SREBF1, m-SREBF1, p-SREBF2 and p-SREBF1 protein expression.

RT-PCR

Cell Line: C8161 cells
Concentration: 0 μM, 1.56 μM, 3.13 μM, 6.25 μM, 12.5 μM, 25 μM
Incubation Time: 48 hours
Result: Markedly suppressed the expression of VE-cadherin in a dose-dependent manner and also slightly diminished the expression of Sema4D in C8161 cells.
体内研究

Lycorine (oral chow; 15 mg/kg, 30 mg/kg; once daily) alleviates fat accumulation and metabolic syndrome, increases lipolysis and betaoxidation of fatty acid along with precursor and mature SREBFs in mice .

Animal Model: High-fat diet (HFD)-fed C57BL/6J mice
Dosage: 15 mg/kg, 30 mg/kg
Administration: Oral chow; once daily
Result: Ameliorated high-fat diet-induced hyperlipidemia, hepatic steatosis, and insulin resistance in mice.
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