A NEW STEROID GLYCOSIDE TACCAOSIDE FROM TACCA-CHEANCER

A NEW STEROID GLYCOSIDE TACCAOSIDE FROM TACCA-CHEANCER
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DOI:
10.1007/bf00567287
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发表时间:
1980-01-01
期刊:
Chemistry of Natural Compounds (English Translation of Khimiya Prirodnykh Soedinenii)
影响因子:
--
通讯作者:
ABUBAKIROV N K
ABUBAKIROV N K
中科院分区:
其他
文献类型:
--
作者:
NGOK F K;KEL'GINBAEV A N;ABUBAKIROV N K

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从Tacca cheancer根的乙醇提取物中分离得到一个新的螺甾烷系列甾体苷--Tacacoside(I)。发现酸水解产物以1:2的比例含有糖苷配基薯蓣皂苷元(II)和糖D-葡萄糖和L-鼠李糖。通过全甲基化物(IV)的甲基化和水解,已经确定两个末端L-鼠李糖残基连接在D-葡萄糖分子的C-2和C-3处,D-葡萄糖分子反过来取代薯蓣皂苷元的C-3处的羟基。糖苷(I)的结构为(25 R)-螺甾-5-烯-3 β-醇3-O-{[0-α-L-吡喃鼠李糖基-(1→2)][0-α-L-吡喃鼠李糖基-(1→3)]-β-D-吡喃葡萄糖苷}。
A new steroid glycoside of the spirostan series — taccaoside (I) — has been isolated from an ethanolic extract of the roots ofTacca cheancer(familyTaccaceae). An acid hydrolysate was found to contain the aglycone diosgenin (II) and the sugars D-glucose and L-rhamnose in a ratio of 1:2. By methylation and hydrolysis of the permethylate (IV) it has been established that the two terminal L-rhamnose residues are attached at C-2 and C-3 of the D-glucose molecule which, in its turn, substitutes the hydroxy group at C-3 of diosgenin. Glycoside (I) has the structure of (25R)-spirost-5-en-3β-ol 3-0-{[0-α-L-rhamnopyranosyl-(1→2)][0-α-L-rhamnopyranosyl-(1→3)]-β-D-glucopyranoside}.