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洋地黄毒苷

洋地黄毒苷

CAS号:71-63-6
英文名:digitoxin
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化合物简介
Digitoxin is a cardiac glycoside. It is similar in structure and effects to digoxin (though the effects are longer-lasting). Unlike digoxin (which is eliminated from the body via the kidneys), it is eliminated via the liver, so could be used in patients with poor or erratic kidney function. However, it is now rarely used in current Western medical practice. While several controlled trials have shown digoxin to be effective in a proportion of patients treated for heart failure, the evidence base for digitoxin is not as strong, although it is presumed to be similarly effective.
基本信息
编号系统
物化性质
安全信息
生产方法及用途
生产方法
1.通常以洋地黄叶为原料提取。工艺路线如下:洋地黄叶去杂干燥粉碎H2O28~35℃发酵过滤叶粉70%乙醇浸提过滤滤液浓缩去胶4~6h氯仿提取分离氯仿提取液水洗5%NaOH洗涤水洗浓缩黏稠物丙酮热溶冷却静置0~5℃过滤粗品柱色谱纯化产品
用途
能加强心肌收缩力、减慢心率和抑制传导。适用于慢性心功能不全患者长期服用。
上游原料
digitoxigen O-[2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside) (2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester 1,2,4,6-tetra-O-acetyl-3-O-benzylallopyranose digitoxigen O-[2'',6''-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-O-[3'-O-acetyl-2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside (((2R,3R,4S,6S)-4-(benzyloxy)-6-(((2R,3R,4R,5R,6R)-4-(benzyloxy)-5-methoxy-2-methyl-6-(phenylthio)tetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl)oxy)(tert-butyl)dimethylsilane phenyl 3-O-benzyl-2,6-dideoxy-β-D-ribo-hexapyranosyl-(1→4)-3-O-benzyl-6-deoxy-2-O-methyl-1-thio-α-D-ribo-hexopyranoside digitoxigen 3-O-acetyl-2,6-dideoxy-4-O-((2'R,6'R)-3',6'-dihydro-6'-methyl-2H-pyran-2'-yl)-β-D-ribo-hexopyranoside 乙酰洋地黄毒甙 digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside) digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-5'',6''-dihydro-6''-methyl-5''-oxo-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside) (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-10',22'-dien-3'β-yl) O-<2''',6'''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-O-<2'',6''-dideoxy-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-β-D-ribo-hexopyranoside> 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-3'',6''-dihydro-6''-methyl-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside) (2R,3R,4S)-3-(((2S,4S,5R,6R)-4,5-bis((tert-butyldimethylsilyl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-ol 4-O-[3,4-bis-(tert-butyldimethylsilyl)-2,6-dideoxy-β-D-allopyranosyl]-3-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-entol (2R,3S,4S,6S)-6-(((2R,3R,4S,6S)-4-((tert-butyldimethylsilyl)oxy)-6-(((2R,3R,4S)-4-((tert-butyldimethylsilyl)oxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diol 毛花洋地黄苷A phenyl 3-O-benzyl-6-deoxy-2-O-methyl-1-thio-α-D-ribohexopyranoside (2R,3R,4S)-3-(((2S,4S,5R,6R)-4,5-bis((tert-butyldimethylsilyl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-((tert-butyldimethylsilyl)oxy)hex-5-yn-2-yl benzoate digitoxigen O-[3'-O-acetyl-2',6'-dideoxy-4'-O-((2''R,6''R)-5'',6''-dihydro-6''-methyl-5''-hydroxyl-2H-pyran-2''-yl)-β-D-ribo-hexopyranosyl]-(1->4)-(3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranoside) (2R,3R,4S,6S)-4-(benzyloxy)-6-(((2R,3R,4S,6S)-4-(benzyloxy)-6-(((2R,3R,4R,5R,6R)-4-(benzyloxy)-5-methoxy-2-methyl-6-(phenylthio)tetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3-ol (5R)-1-hydroxy-5-tert-butyldimethylsilanyloxymethyl-5H-pyran-4-(1H)-one phenyl 3-O-benzyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-β-D-ribohexapyranosyl-(1→4)-3-O-benzyl-2,6-dideoxy-β-D-ribo-hexapyranosyl-(1→4)-3-O-benzyl-6-deoxy-2-O-methyl-1-thio-α-D-ribohexopyranoside 2,6-dideoxy-3,4-bis-O-(triethylsilyl)-β-D-ribohexapyranosyl-(1→4)-2,6-dideoxy-3-O-triethylsilyl-β-D-ribo-hexapyranosyl-(1→4)-1,5-anhydro-2,6-dideoxy-3-O-triethylsilyl-D-ribo-hex-1-enitol (2R,3R,4S,6S)-6-(((2R,3R,4S)-4-((tert-butyldimethylsilyl)oxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate Carbonic acid, (2S,6R)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl 1,1-dimethylethyl ester phenyl 3-O-benzyl-2-O-methyl-6-O-p-toluenesulfonyl-1-thio-α-D-ribohexopyranoside (2R,3R,4S,6S)-6-(((2R,3R,4S,6S)-4-((tert-butyldimethylsilyl)oxy)-6-(((2R,3R,4S)-4-((tert-butyldimethylsilyl)oxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate