Kitagawa I, Hori K, Sakagami M, Zhou J L, Yoshikawa M
Faculty of Pharmaceutical Sciences, Osaka University, Japan.
Chem Pharm Bull (Tokyo). 1993 Aug;41(8):1337-45. doi: 10.1248/cpb.41.1337.
Following the characterization of licorice-saponins A3 (2), B2 (3), and C2 (4), the chemical structures of licorice-saponins D3 (5), E2 (6), F3 (7), G2 (8), H2 (9), J2 (10), and K2 (11), seven of the ten oleanane-type triterpene oligoglycosides isolated from the air-dried roots of Glycyrrhiza uralensis Fischer collected in the northeastern part of China, were investigated. On the basis of chemical and physicochemical evidence, the structures of licorice-saponins D3, E2, F3, G2, H2, J2, and K2 have been determined to be expressed as 3 beta-[alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucuronopyranosyl(1-- >2)-beta-D-glucuronopyranosyloxy]-22 beta-acetoxyolean-12-en-30-oic acid (5), 3-O-[beta-D-glucuronopyranosyl(1-->2)-beta-D- glucuronopyranosyl]glabrolide (6), 3-O-[alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucuronopyranosyl(1--> 2)-beta-D-glucuronopyranosyl]-11-deoxoglabrolide (7), 24-hydroxyglycyrrhizin (8), 3-O-[beta-D-glucuronopyranosyl(1-->2)-beta- D-glucuronopyranosyl]liquiritic acid (9), 24-hydroxy-11-deoxoglycyrrhizin (10), and 3 beta-[beta-D- glucuronopyranosyl(1-->2)-beta-D-glucuronopyranosyloxy]-24-+ ++hydroxyoleana- 11,13(18)-dien-30-oic acid (11), respectively.
在对甘草皂苷A3(2)、B2(3)和C2(4)进行表征之后,对从中国东北采集的甘草干燥根中分离得到的10种齐墩果烷型三萜寡糖苷中的7种,即甘草皂苷D3(5)、E2(6)、F3(7)、G2(8)、H2(9)、J2(10)和K2(11)的化学结构进行了研究。基于化学和物理化学证据,已确定甘草皂苷D3、E2、F3、G2、H2、J2和K2的结构分别表示为3β-[α-L-鼠李糖基(1→2)-β-D-葡萄糖醛酸基(1→2)-β-D-葡萄糖醛酸基氧基]-22β-乙酰氧基齐墩果-12-烯-30-酸(5)、3-O-[β-D-葡萄糖醛酸基(1→2)-β-D-葡萄糖醛酸基]光甘草定(6)、3-O-[α-L-鼠李糖基(1→2)-β-D-葡萄糖醛酸基(1→2)-β-D-葡萄糖醛酸基]-11-脱氧光甘草定(7)、24-羟基甘草酸(8)、3-O-[β-D-葡萄糖醛酸基(1→2)-β-D-葡萄糖醛酸基]甘草次酸(9)、24-羟基-11-脱氧甘草酸(10)和3β-[β-D-葡萄糖醛酸基(1→2)-β-D-葡萄糖醛酸基氧基]-24-羟基齐墩果-11,13(18)-二烯-30-酸(11)。