Tapondjou Azefack Léon, Miyamoto Tomofumi, Lacaille-Dubois Marie-Aleth
Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, UMIB UPRES EA3660, Faculté de Pharmacie, Université de Bourgogne, 7, Bd Jeanne d'Arc, BP 87900, F-21079, Dijon Cedex, France.
Phytochemistry. 2006 Oct;67(19):2126-32. doi: 10.1016/j.phytochem.2006.06.034. Epub 2006 Aug 4.
Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-betulinic acid (1), 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosyl]-oleanolic acid (2), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-O-[beta-D-xylopyranosyl-(1-->6)-beta-d-glucopyranosyl]-oleanolic acid (3), 3-O-[beta-D-galactopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl]-oleanolic acid (4), and 3-O-[beta-d-glucopyranosyl-(1-->3)-beta-D-galactopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-O-[beta-d-xylopyranosyl-(1-->6)-beta-D-glucopyranosyl]-oleanolic acid (5).
从恩格勒氏贝利木(Bersama engleriana Gurke)的茎皮中分离出了5种3 - O - 葡萄糖醛酸三萜皂苷(1 - 5),以及两种已知皂苷——多穗木皂苷C和五加皂苷15,还有一种主要的C - 糖苷黄酮——芒果苷。这些皂苷的结构主要通过光谱方法(一维和二维核磁共振光谱以及快原子轰击质谱、高分辨电喷雾电离质谱)确定,分别为3 - O - [β - D - 吡喃葡萄糖基 - (1→2) - β - D - 吡喃葡萄糖醛酸基] - 28 - O - [β - D - 吡喃葡萄糖基] - 桦木酸(1)、3 - O - [β - D - 吡喃葡萄糖基 - (1→2) - [β - D - 吡喃半乳糖基 - (1→3)] - β - D - 吡喃葡萄糖醛酸基] - 齐墩果酸(2)、3 - O - [β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃葡萄糖醛酸基] - 28 - O - [β - D - 吡喃木糖基 - (1→6) - β - D - 吡喃葡萄糖基] - 齐墩果酸(3)、3 - O - [β - D - 吡喃半乳糖基 - (1→3) - β - D - 吡喃葡萄糖醛酸基] - 28 - O - [β - D - 吡喃葡萄糖基 - (1→4) - β - D - 吡喃葡萄糖基] - 齐墩果酸(4)以及3 - O - [β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃半乳糖基 - (1→3) - β - D - 吡喃葡萄糖醛酸基] - 28 - O - [β - D - 吡喃木糖基 - (1→6) - β - D - 吡喃葡萄糖基] - 齐墩果酸(5)。