生物活性皂苷和糖苷。VIII. 三七(1)：从三七（Burk.）F.H. 陈的干燥根中分离得到的新型达玛烷型三萜寡糖苷，三七皂苷-A、-B、-C和-D。

Bioactive saponins and glycosides. VIII. Notoginseng (1): new dammarane-type triterpene oligoglycosides, notoginsenosides-A, -B, -C, and -D, from the dried root of Panax notoginseng (Burk.) F.H. Chen.

作者信息

Yoshikawa M, Murakami T, Ueno T, Yashiro K, Hirokawa N, Murakami N, Yamahara J, Matsuda H, Saijoh R, Tanaka O

机构信息

Kyoto Pharmaceutical University, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1997 Jun;45(6):1039-45. doi: 10.1248/cpb.45.1039.

DOI:10.1248/cpb.45.1039

PMID:9214709

Abstract

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-galactosamine 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-Rb1 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-glucopyranosyl (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 zeta-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.

摘要

三七（Burk.）F.H. Chen干燥根中的糖苷部分对D-半乳糖胺和脂多糖诱导的肝损伤具有保护作用。从具有保肝作用的糖苷部分中，分离出9个新的达玛烷型三萜寡糖苷，三七皂苷-A、-B、-C、-D、-E、-G、-H、-I和-J以及1个炔脂肪酸糖苷，三七炔酸β-槐糖苷，同时还分离出14个已知的达玛烷型三萜寡糖苷。基于化学和物理化学证据确定了三七皂苷-A、-B、-C和-D的结构，其中包括使用光敏氧化法与人参皂苷-Rb1的化学关联，具体如下：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]3β，12β，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]3β，12β，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]3β，12β，20（S）-三羟基-24ζ-氢过氧化达玛-25-烯，以及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。