Yoshikawa K, Eiko K, Mimura N, Kondo Y, Arihara S
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-Cho, Tokushima 770-8514, Japan.
J Nat Prod. 1998 Jun 26;61(6):786-90. doi: 10.1021/np9800396.
Two 2-hydroxy-2-benzylcoumaranone glycosides, 2,4, 6-trihydroxy-2-[(4'-hydroxyphenyl) methyl]-3(2H)-benzofuranone-4-yl-beta-D-glucopyranoside (maesopsin 4-O-glucoside) (1) and 2,4,6-trihydroxy-2-[(4'-hydroxyphenyl) methyl]-3(2H)-benzofuranone-4-yl-beta-D-glucopyranosido-4'-y l-alpha-L -rhamnopyranoside (maesopsin 4-O-glucosido 4'-O-rhamnoside) (2), two neolignan glycosides, 2R-(E)-2, 3-dihydro-2-(4'-hydroxy-3'-methoxylphenyl)-5-(3"-hydroxy-1"-pro pen yl) -7-methoxy-3-benzofuranmethanol-4'-yl-beta-D-glucopyranosyl-(1-->3 )-[ beta-D-glucopyranosyl-(l-->2)]-beta-d-glucopyranoside (3) and (threo) 1-(4'-hydroxy-3'-methoxy)-2-(4"-hydroxymethyl-2", 6"-dimethoxyphenoxy)-propane-1,3-diol-4'-yl-beta-d-glucopynosid e (4), and a phenylpropanoid glycoside, 3-methoxy-5-(2'-propenyl)-1, 2-benzenediol-1-yl-beta-D-apiofuranosyl-(1-->6)-beta-D- glucopyransodie (5) were isolated from the bark of Hovenia trichocarea. Compounds 1-5 were named hovetricosides C-G, respectively, and their structures were established by extensive NMR experiments and chemical methods. Also obtained in this investigation were the known compounds acanthoside B, kelampayoside A, shashenoside I, and 3,4, 5-trimethoxyphenol-1-O-beta-D-xylopyranosyl-(1-->6)-beta-D- glucopyranoside.
从毛果枳椇树皮中分离得到两种2-羟基-2-苄基香豆满酮糖苷,即2,4,6-三羟基-2-[(4'-羟基苯基)甲基]-3(2H)-苯并呋喃酮-4-β-D-吡喃葡萄糖苷(山茱萸苷4-O-葡萄糖苷)(1)和2,4,6-三羟基-2-[(4'-羟基苯基)甲基]-3(2H)-苯并呋喃酮-4-β-D-吡喃葡萄糖苷-4'-α-L-鼠李糖苷(山茱萸苷4-O-葡萄糖苷-4'-O-鼠李糖苷)(2),两种新木脂素糖苷,2R-(E)-2,3-二氢-2-(4'-羟基-3'-甲氧基苯基)-5-(3"-羟基-1"-丙烯基)-7-甲氧基-3-苯并呋喃甲醇-4'-β-D-吡喃葡萄糖基-(1→3)-[β-D-吡喃葡萄糖基-(1→2)]-β-D-吡喃葡萄糖苷(3)和(苏式)1-(4'-羟基-3'-甲氧基)-2-(4"-羟甲基-2",6"-二甲氧基苯氧基)-丙烷-1,3-二醇-4'-β-D-吡喃葡萄糖苷(4),以及一种苯丙素糖苷,3-甲氧基-5-(2'-丙烯基)-1,2-苯二酚-1-β-D-阿糖呋喃糖基-(1→6)-β-D-吡喃葡萄糖苷(5)。化合物1-5分别命名为枳椇三糖苷C-G,其结构通过广泛的核磁共振实验和化学方法确定。在本研究中还得到了已知化合物刺囊酸苷B、开兰帕苷A、沙参苷I和3,4,5-三甲氧基苯酚-1-O-β-D-吡喃木糖基-(1→6)-β-D-吡喃葡萄糖苷。