Structure of Diterpene Lactones from Solidago altissima L.
Structure of Diterpene Lactones from Solidago altissima L.
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一枝黄花二萜内酯的结构。
DOI：
10.1246/nikkashi.1973.584
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发表时间：
1973
期刊：
影响因子：
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通讯作者：
M. Kotake
中科院分区：
文献类型：
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作者：
T. Okazaki;A. Ohsuka;M. Kotake
S.的中性成分[医]高良姜将根在硅胶上反复色谱分离，得到四种油性苦味成分和两种结晶苦味成分。这六个化合物具有一个突出的结构特征，即一个B-取代的B-丁烯基双环（IR）1785，1750，1645 cm-1，54.65（2 H，d），5.72（1H，bs）。（CacH_3 O_2，bp 160-170 C/0.007mmHg，Ia D-73.4），得到脱羧酸（17），经黄敏龙法还原，与重氮甲烷甲基化，得到甲酯（18）（Eal D-44.70）。(18)与由kolavenic acid（1）衍生的二氢kblavenate（20）（aD-32.6）相同。根据上述化学证据和衍生物的光谱性质，确定了化合物（7）的结构，另外四个化合物中，分别为固体香内酯II（8），III（9），IV（10）。（C2 H3003，mp 134）和V（11）（C_2gH_2gO_3mp105 - 106 C）的NIVIII数据表明C（G）上存在取代基，并与相应的kolavenate系列化合物进行了比较。光谱数据允许将临时结构（12）归属于剩余化合物solidagolactone VI。
Neutral components of S. altissima L. roots were repeatedly chromatographed on silica gel to give four oily bitter principles and two crystalline bitter principies. These six compounds have an outstanding strutural feature in common, a B-substituted B-butenolide ring (IR) 1785, 1750, 1645cm-1, 54.65(2 H, d), 5.72(I H, bs).The hydrolysis of the simplest compound, solidagolactone (7) (CacH3eO2, bp 160-170 C/O.007mmHg, la D -73.4) gave aldehyde-carboxyiic acid (17), which was reduced by the Huang-Minlon method and methylated with diazomethaneto give methyl ester (18) (Eal D -44.70).(18) was identical with methyl dihydrokblavenate (20) (aD -32.6) derived from kolavenic acid (1). Based on the above chemica1 evidences and the spectral properties of derivatives, the structure (7) wasdetermined.In the other four compounds, solidagolactone II(8), III(9), IV(10)(C2H3003, mp 134)and V(11) (C2 g H2gO3 mp 105-106C), the presenee of substituentsat C(G) was revealed in NIVIIil data, compared to those of the corresponding coinpounds of kolavenate series. Spectral data allow assignment of provisionalstructure (12) to the remaining compound, solidagolactone VI.