Zhang Z, Koike K, Jia Z, Nikaido T, Guo D, Zheng J
Department of Pharmacognosy, School of Pharmaceutical Sciences, Toho University, Chiba, Japan.
Chem Pharm Bull (Tokyo). 1999 Nov;47(11):1515-20. doi: 10.1248/cpb.47.1515.
Eight new acylated polyhydroxyoleanene triterpenoidal saponins, aesculiosides A-H (1-8), along with four known ones, have been isolated from the seeds of Aesculus chinensis. On the basis of extensive NMR studies, the structures of the new compounds were determined to be 21-O-tigloylprotoaescigenin 3-O-[beta-D-glucopyranosyl-(1-->2)][beta-D-glucopyranosyl-(1-->4)]- beta-D-glucuronopyranosyl acid (1), 21-O-angeloylprotoaescigenin 3-O-[beta-D-glucopyranosyl- (1-->2)][beta-D-glucopyranosyl-(1-->4)]-beta-D-glucuronopyranosyl acid (2), 21,22-O-ditigloylprotoaescigenin 3-O-[beta-D-glucopyranosyl-(1-->2)][beta-d-glucopyranosyl- (1-->4)]-beta-D-glucuronopyranosyl acid (3), 21-O-tigloyl-22-O-angeloylprotoaescigenin 3-O-[beta-D-glucopyranosyl- (1-->2)][beta-D-glucopyranosyl-(1-->4)]-beta-D-glucuronopyranosyl acid (4), 21,22-O-ditigloylprotoaescigenin 3-O-[beta-D-glucopyranosyl- (1-->2)][beta-D-glucopyranosyl-(1-->4)]-methyl beta-d-glucuronopyranosate (5), 21-O-tigloyl-22-O-angeloylprotoaescigenin 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->4)]-methy l beta-D-glucuronopyranosate (6), 21-O-tigloyl-28-O-acetylprotoaescigenin 3-O-[beta-D-glucopyranosyl-(1-->2)][beta-D-glucopyranosyl-(1-->4)]-methy l beta-D-glucuronopyranosate (7) and 21-O-angeloyl-28-O-acetylprotoaescigenin 3-O-[beta-D-glucopyranosyl-(1-->2)][beta-D-glucopyranosyl-(1-->4)]-methy l beta-D-glucuronopyranosate (8).
从七叶树的种子中分离出了8个新的酰化多羟基齐墩果烷型三萜皂苷,即七叶皂苷A-H(1-8),以及4个已知的皂苷。基于广泛的核磁共振研究,确定了新化合物的结构分别为21-O-惕各酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖醛酸(1)、21-O-当归酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖醛酸(2)、21,22-O-二惕各酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖醛酸(3)、21-O-惕各酰-22-O-当归酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-β-D-吡喃葡萄糖醛酸(4)、21,22-O-二惕各酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-甲基β-D-吡喃葡萄糖醛酸酯(5)、21-O-惕各酰-22-O-当归酰原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)-[β-D-吡喃葡萄糖基-(1→4)]-甲基β-D-吡喃葡萄糖醛酸酯(6)、21-O-惕各酰-28-O-乙酰基原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-甲基β-D-吡喃葡萄糖醛酸酯(7)和21-O-当归酰-28-O-乙酰基原七叶皂苷元3-O-[β-D-吡喃葡萄糖基-(1→2)][β-D-吡喃葡萄糖基-(1→4)]-甲基β-D-吡喃葡萄糖醛酸酯(8)。