Li Wen-Xian, Lei Ming, Fei Dong-Qing, Gao Kun
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
Planta Med. 2009 May;75(6):635-40. doi: 10.1055/s-0029-1185359. Epub 2009 Feb 6.
Eight new highly oxygenated eremophilane-type sesquiterpene derivatives (1- 8), including two norsesquiterpenes, were isolated from an extract of the roots and the aerial parts of Ligularia hodgsonii Hook. Their structures and relative configurations were elucidated by spectroscopic methods, including IR, UV, HR-ESI-MS, and 1D and 2D NMR techniques, as 3 beta-acetoxy-10 beta-hydroxy-6 beta,8 beta-dimethoxyeremophil-7(11)-en-8 alpha,12-olide (1), 3 beta-acetoxy-10 beta-hydroxy-6 beta-methoxyeremophil-7(11),8(9)-dien-8,12-olide (2), 3 beta-acetoxy-10 beta-hydroxy-6 beta,8 alpha-dimethoxyeremophil-7(11)-en-8 beta,12-olide (3), 6 beta-(2'-methylbutanoyloxy)-3 beta-acetoxy-10 beta-hydroxy-8 alpha-methoxyeremophil-7(11)-en-8 beta,12-olide (4), 6 beta-(2'-methylbutanoyloxy)-3 beta-acetoxy-10 beta-hydroxyeremophil-7(11)-en-8 beta,12-olide (5), 3 beta-acetoxy-8-oxoeremophil-6(7),9(10)-dien-12-oic methyl ester (6), 3 beta-acetoxy-6 alpha,7 alpha-epoxy-9(10)-en-8-oxoeremophil-12-nor-11-one (7), and 2-acetyl-5 beta-acetoxy-3a,4,5,6,7,7a-hexahydro-7a beta-hydroxy-3a beta,4 beta-dimethyl-1H-indene (9).
从滇西橐吾(Ligularia hodgsonii Hook.)根及地上部分的提取物中分离得到8个新的高度氧化的桉叶烷型倍半萜衍生物(1-8),其中包括2个降倍半萜。通过红外光谱(IR)、紫外光谱(UV)、高分辨电喷雾电离质谱(HR-ESI-MS)以及一维和二维核磁共振技术(1D和2D NMR)等光谱方法确定了它们的结构和相对构型,分别为3β-乙酰氧基-10β-羟基-6β,8β-二甲氧基桉叶-7(11)-烯-8α,12-内酯(1)、3β-乙酰氧基-10β-羟基-6β-甲氧基桉叶-7(11),8(9)-二烯-8,12-内酯(2)、3β-乙酰氧基-10β-羟基-6β,8α-二甲氧基桉叶-7(11)-烯-8β,12-内酯(3)、6β-(2'-甲基丁酰氧基)-3β-乙酰氧基-10β-羟基-8α-甲氧基桉叶-7(11)-烯-8β,12-内酯(4)、6β-(2'-甲基丁酰氧基)-3β-乙酰氧基-10β-羟基桉叶-7(11)-烯-8β,12-内酯(5)、3β-乙酰氧基-8-氧代桉叶-6(7),9(10)-二烯-12-甲酯(6)、3β-乙酰氧基-6α,7α-环氧-9(10)-烯-8-氧代桉叶-12-降-11-酮(7)以及2-乙酰基-5β-乙酰氧基-3a,4,5,6,7,7a-六氢-7aβ-羟基-3aβ,4β-二甲基-1H-茚(9)。