牛心果鹼

中文名称:

牛心果鹼

中文同义词:

牛心果鹼;牛心果;瑞枯灵(牛心果碱);瑞枯灵;瑞枯灵(牛心果碱 )查备注;网状番荔枝碱

英文名称:

(S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol

英文同义词:

(S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol;(1S)-1-[(3-hydroxy-4-methoxy-phenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;(S)-Reticuline;reticuline;[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol;[1S,(+)]-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinoline-7-ol;2-Methoxy-5-[[(1S)-2-methyl-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline]-1-ylmethyl]phenol;Reticuline (>90% ee)

CAS号:

485-19-8

分子式:

C19H23NO4

分子量:

329.39

EINECS号:

207-611-3

相关类别:

标准品;植物提取物;对照品;对照品-中药对照品;生物碱;标准品 -中药标准品;Amines;Aromatics;Chiral Reagents;Intermediates Fine Chemicals;Pharmaceuticals

Mol文件:

485-19-8.mol

熔点 

125-126°C

沸点 

648.96°C (rough estimate)

密度 

1.4371 (rough estimate)

折射率 

1.6800 (estimate)

储存条件 

Sealed in dry,2-8°C

酸度系数(pKa)

9.95±0.10(Predicted)

CAS 数据库

485-19-8

生物活性

Reticuline 分离自 Litsea cubeba，通过 JAK2/STAT3 和 NF-κB 信号通路显示抗炎作用。Reticuline 还可抑制 TNF-α 和 IL-6 的 mRNA 表达，并降低 JAK2 和 STAT3 的磷酸化水平。Reticuline 具有心血管作用。

靶点

JAK2 STAT3 NF-κB

JAK2

STAT3

体外研究

Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) inhibits in a concentration-dependent manner the contractions induced by Phenylephrine (1 μM), KCl (80 mM) and KCl (30 mM), (IC 50 =40±10, 240±40 and 300±40 μM, respectively) in isolated rat aortic rings with intact endothelium. Reticuline (3 μM, 30 μM, 300 μM, 900 μM and 1.5 mM) antagonizes CaCl 2 -induced contractions, and also inhibits the intracellular calcium dependent transient contractions induced by Norepinephrine (1μM), but not those induced by Caffeine (20 mM).

体内研究

Reticuline (5, 10 and 20 mg/kg, i. v., randomly) injections produced an intense hypotension in normotensive rats. The hypotensive effect of Reticuline is probably due to a peripheral vasodilation in consequence of: 1) muscarinic stimulation and NOS activation in the vascular endothelium, 2) voltage-dependent Ca 2+ channel blockade and/or 3) inhibition of Ca 2+ release from norepinephrine-sensitive intracellular stores.

化学性质 

白色粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于印防己，山胡椒，凹叶厚朴。

用途 

瑞枯灵具有抗血小板聚集，抑制子宫平滑肌收缩的作用。