Studies on Nepalese Crude Drugs. XXVI. Chemical Constituents of Panch Aunle, the Roots of Dactylorhiza hatagirea D. DON.
Studies on Nepalese Crude Drugs. XXVI. Chemical Constituents of Panch Aunle, the Roots of Dactylorhiza hatagirea D. DON.
复制标题
DOI：
10.1248/cpb.47.1618
复制
发表时间：
1999-11
影响因子：
1.7
通讯作者：
H. Kizu;E. Kaneko;T. Tomimori
中科院分区：
文献类型：
--
作者：
H. Kizu;E. Kaneko;T. Tomimori
从 Dactylorhiza hatagirea（在尼泊尔被称为 Panch Aunle）的干燥根中，已分离出 5 种新化合物，称为 dactylorhins A、B、C、D 和 E，以及两种新的天然化合物，称为 dactyloses A 和 B，以及 12 种已知化合物。除这些化合物外，还获得了两种脂质混合物。通过光谱和化学方法确定了新化合物的结构如下：dactylorhin A，(2R)-2-β-D-吡喃葡萄糖氧基-2-(2-甲基丙基)丁二酸双(4-β-D-吡喃葡萄糖氧基苄基)酯；癸基吗啡B，(2R，3S)-2-β-D-吡喃葡萄糖氧基-3-羟基-2-(2-甲基丙基)丁二酸双(4-β-D-吡喃葡萄糖氧基苄基)酯； dactylorhin C，(2R)-2-β-D-吡喃葡萄糖氧基-2-(2-甲基丙基)丁二酸； dactylorhin D，(2R，3S)-2-β-D-吡喃葡萄糖氧基-3-羟基-2-(2-甲基丙基)丁二酸1-(4-β-D-吡喃葡萄糖氧基苄基)酯； dactylorhin E，(2R)-2-β-D-吡喃葡萄糖氧基-2-(2-甲基丙基)丁二酸1-(4-β-D-吡喃葡萄糖氧基苄基)酯； dactylose A，1-脱氧-1-(4-羟基苯基)-L-山梨糖； dactylose B，1-脱氧-1-(4-羟基苯基)-L-塔格糖。虽然已经合成了dactylose A和B的混合物，但这是从自然资源中分离出来的第一个例子。dactylose A和B被建议通过L-抗坏血酸和4-羟基苯甲醇生物合成2-C-(4-羟基苄基)-α-L-木基-3-酮基呋喃酮-1, 4-内酯。
From the dried roots of Dactylorhiza hatagirea, which are termed Panch Aunle in Nepal, five new compounds called dactylorhins A, B, C, D and E, and two new natural compounds named dactyloses A and B, have been isolated together with twelve known compounds. In addition to these compounds, two kinds of lipid mixture were also obtained.The structures of the new compounds have been determined by spectroscopic and chemical methods as follows : dactylorhin A, (2R)-2-β-D-glucopyranosyloxy-2-(2-methylpropyl)butanedioic acid bis(4-β-D-glucopyranosyloxybenzyl) ester; dectylorhin B, (2R, 3S)-2-β-D-glucopyranosyloxy-3-hydroxy-2-(2-methylpropyl)butanedioic acid bis(4-β-D-glucopyranosyloxybenzyl) ester; dactylorhin C, (2R)-2-β-D-glucopyranosyloxy-2-(2-methylpropyl)butanedioic acid; dactylorhin D, (2R, 3S)-2-β-D-glucopyranosyloxy-3-hydroxy-2-(2-methylpropyl)butanedioic acid 1-(4-β-D-glucopyranosyloxybenzyl) ester; dactylorhin E, (2R)-2-β-D-glucopyranosyloxy-2-(2-methylpropyl)butanedioic acid 1-(4-β-D-glucopyranosyloxybenzyl) ester; dactylose A, 1-deoxy-1-(4-hydroxyphenyl)-L-sorbose; dactylose B, 1-deoxy-1-(4-hydroxyphenyl)-L-tagatose.Although a mixture of dactyloses A and B has been already synthesized, this is the first example of their isolation from natural resources.Dactyloses A and B were suggested to be biosynthesized from L-ascorbic acid and 4-hydroxybenzyl alcohol via 2-C-(4-hydroxybenzyl)-α-L-xylo-3-ketohexulofuranosono-1, 4-lactone.