从皂荚中分离得到四种新的由一种单萜酸酰化的三萜皂苷。
Four new triterpenoidal saponins acylated with one monoterpenic acid from Gleditsia sinensis.
作者信息
Zhang Z, Koike K, Jia Z, Nikaido T, Guo D, Zheng J
机构信息
Department of Pharmacognosy, School of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan.
出版信息
J Nat Prod. 1999 May;62(5):740-5. doi: 10.1021/np980441k.
Four new oleanane-type triterpenoidal glycosides, named gleditsiosides A-D (1-4), were isolated from the anomalous fruits of Gleditsia sinensis. Using modern NMR techniques, including DQF-COSY, HETCOR, HOHAHA, HMBC, and ROESY experiments and MS analysis as well as chemical methods, their structures were determined as 3-O-beta-D-xylopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)- bet a-D-glucopyranosyl oleanolic acid 28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha- L-rhamnopyranosyl-(1-->2)-[(6S,2E)-6-hydroxy-2,6-dimethyl-2, 7-octadienoyl-(1-->6)]-beta-D-glucopyranosyl ester (1); 3-O-beta-D-xylopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)- bet a-D-glucopyranosyl oleanolic acid 28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha- L-rhamnopyranosyl-(1-->2)-[(2E)-2-hydroxylmethyl-6-hydroxy-6-methy l-2 ,7-octadienoyl-(1-->6)]-beta-D-glucopyranosyl ester (2); 3-O-beta-D-xylopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)- bet a-D-glucopyranosyl echinocystic acid 28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-[beta- D-galactopyranosyl-(1-->2)]-alpha-L-rhamnopyranosyl-(1-->2)-[(2E)-2-h ydroxylmethyl-6-hydroxy-6-methyl-2, 7-octadienoyl-(1-->6)]-beta-D-glucopyranosyl ester (3); and 3-O-beta-D-xylopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)- bet a-D-glucopyranosyl echinocystic acid 28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-[beta- D-galactopyranosyl-(1-->2)]-alpha-L-rhamnopyranosyl-(1-->2)-[(6S, 2E)-6-hydroxy-2,6-dimethyl-2, 7-octadienoyl-(1-->6)]-beta-D-glucopyranosyl ester (4).
从皂荚异常果实中分离得到4个新的齐墩果烷型三萜糖苷，命名为皂荚皂苷A-D（1-4）。通过采用现代核磁共振技术，包括双量子滤波相关谱（DQF-COSY）、异核多量子相干谱（HETCOR）、全同核Hartmann-Hahn相关谱（HOHAHA）、异核多键相关谱（HMBC）和旋转坐标系下核Overhauser效应谱（ROESY）实验以及质谱分析，并结合化学方法，确定它们的结构分别为3-O-β-D-吡喃木糖基-（1→2）-α-L-吡喃阿拉伯糖基-（1→6）-β-D-吡喃葡萄糖基齐墩果酸28-O-β-D-吡喃木糖基-（1→3）-β-D-吡喃木糖基-（1→4）-α-L-吡喃鼠李糖基-（1→2）-[(6S,2E)-6-羟基-2,6-二甲基-2,7-辛二烯酰基-（1→6）]-β-D-吡喃葡萄糖基酯（1）；3-O-β-D-吡喃木糖基-（1→2）-α-L-吡喃阿拉伯糖基-（1→6）-β-D-吡喃葡萄糖基齐墩果酸28-O-β-D-吡喃木糖基-（1→3）-β-D-吡喃木糖基-（1→4）-α-L-吡喃鼠李糖基-（1→2）-[(2E)-2-羟甲基-6-羟基-6-甲基-2,7-辛二烯酰基-（1→6）]-β-D-吡喃葡萄糖基酯（2）；3-O-β-D-吡喃木糖基-（1→2）-α-L-吡喃阿拉伯糖基-（1→6）-β-D-吡喃葡萄糖基刺囊酸28-O-β-D-吡喃木糖基-（1→3）-β-D-吡喃木糖基-（1→4）-[β-D-吡喃半乳糖基-（1→2）]-α-L-吡喃鼠李糖基-（1→2）-[(2E)-2-羟甲基-6-羟基-6-甲基-2,7-辛二烯酰基-（1→6）]-β-D-吡喃葡萄糖基酯（3）；以及3-O-β-D-吡喃木糖基-（1→2）-α-L-吡喃阿拉伯糖基-（1→6）-β-D-吡喃葡萄糖基刺囊酸28-O-β-D-吡喃木糖基-（1→3）-β-D-吡喃木糖基-（1→4）-[β-D-吡喃半乳糖基-（1→2）]-α-L-吡喃鼠李糖基-（1→2）-[(6S,2E)-6-羟基-2,6-二甲基-2,7-辛二烯酰基-（1→6）]-β-D-吡喃葡萄糖基酯（4）。
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