Bioactive saponins and glycosides .8. Notoginseng .1. New dammarane-type triterpene oligoglycosides, notoginsenosides-A, -B, -C, and -D, from the dried root of Panax notoginseng (Burk) F. H. Chen
Bioactive saponins and glycosides .8. Notoginseng .1. New dammarane-type triterpene oligoglycosides, notoginsenosides-A, -B, -C, and -D, from the dried root of Panax notoginseng (Burk) F. H. Chen
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DOI：
10.1248/cpb.45.1039
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发表时间：
1997-06-01
影响因子：
1.7
通讯作者：
Tanaka, O
中科院分区：
文献类型：
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作者：
Yoshikawa, M;Murakami, T;Tanaka, O
三七（Panax notoginseng（BURK.）F. H. CHEN对D-半乳糖胺和脂多糖诱导的肝损伤有明显的保护作用。从具有保肝作用的糖苷级分中分离得到9个新的达玛烷型三萜低聚糖苷，即三七皂苷-A、-B、-C、-D、-E、-G、-H、-I和-J，以及一个炔属脂肪酸糖苷，即三七酸β-槐糖苷，同时还分离得到14个已知的达玛烷型三萜低聚糖苷。基于化学和物理化学证据，包括与三七皂苷-Rb的化学相关性，采用光敏氧化法，确定了三七皂苷-A、-B、-C和-D的结构如下：三七皂苷A; 3-O-[β-D-吡喃葡萄糖基（1->2）-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃葡萄糖基（1->6）-β-D-吡喃葡萄糖基] 3 β，12 β，20（S），25-四羟基达玛-23-烯，B; 3-O-[β-D-吡喃葡萄糖基（1->2）-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃葡萄糖基（1->6）-β-D-吡喃葡萄糖基] 3 β，12 β，20（S）-三羟基达玛-25-烯-24-酮C; 3-O-[β-D-吡喃葡萄糖基（1->2）-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃葡萄糖基（1->6）-β-D-吡喃葡萄糖基] 3 β，12 β，20（S）-三羟基-24xi-氢过氧达玛-25-烯和D; 3-O-[β-D-吡喃木糖基（1->2）-β-D-吡喃葡萄糖基（1-> 2）-β-D-吡喃葡萄糖基]-20-O-[β-D-吡喃木糖基（1->6）-β-D-吡喃葡萄糖基（1-> 6）-β-D-吡喃葡萄糖基] 20（S）-原人参二醇。
The glycosidic fraction from the dried roots of Panax notoginseng (BURK.) F. H. CHEN was found to show protective effect on liver injury induced by D-galactasamine and lipopolysaccharide. From the glycosidic fraction with hepatoprotective effect, nine new dammarane-type triterpene oligoglycosides, notoginsenosides-A, -B, -C, -D, -E, -G, -H, -I, and -J and an acetylenic fatty acid glycoside, notoginsenic acid beta-sophoroside, were isolated together with fourteen known dammarane-type triterpene oligoglycosides. The structures of notoginsenosides-A, -B, -C, and -D were determined on the basis of chemical and physicochemical evidence, which included the chemical correlation with ginsenoside-Rb, using photosensitized oxygenation, as follows: notoginsenoside A; 3-O-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 beta,20(S),25-tetrahydroxydammar-23-ene, B; 3-O-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucpyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 beta,20(S)-trihydroxydammar-25-en-24-one C; 3-O-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 beta,20(S)-trihydroxy-24 xi-hydroperoxydammar-25-ene , and D; 3-O-[beta-D-xylopyranosyl (1-->2)-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 20(S)-protopanaxadiol, respectively.