Planta Med 2009; 75(6): 635-640
DOI: 10.1055/s-0029-1185359
Natural Product Chemistry
Original Paper
© Georg Thieme Verlag KG Stuttgart · New York

Eremophilane-Type Sesquiterpene Derivatives from Ligularia hodgsonii

Wen-Xian Li1 , Ming Lei2 , Dong-Qing Fei1 , 3 , Kun Gao1
  • 1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, P. R. China
  • 2Shaanxi Key Laboratory of Molecular Biology for Agriculture Biotechnology Center NWAFU, Northwest A & F University, Xian, P. R. China
  • 3School of Pharmacy, Lanzhou University, Lanzhou, P. R. China
Further Information

Publication History

received January 24, 2008 revised Nov. 4, 2008

accepted January 6, 2009

Publication Date:
06 February 2009 (online)

Abstract

Eight new highly oxygenated eremophilane-type sesquiterpene derivatives (18), 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 3β-acetoxy-10β‐hydroxy-6β,8β-dimethoxyeremophil-7(11)-en-8α,12-olide (1), 3β-acetoxy-10β-hydroxy-6β-methoxyeremophil-7(11),8(9)-dien-8,12-olide (2), 3β-acetoxy-10β-hydroxy-6β,8α-dimethoxyeremophil-7(11)-en-8β,12-olide (3), 6β-(2′-methylbutanoyloxy)-3β-acetoxy-10β-hydroxy-8α-methoxyeremophil-7(11)-en-8β,12-olide (4), 6β-(2′-methylbutanoyloxy)-3β-acetoxy-10β-hydroxyeremophil-7(11)-en-8β,12-olide (5), 3β-acetoxy-8-oxoeremophil-6(7),9(10)-dien-12-oic methyl ester (6), 3β-acetoxy-6α,7α-epoxy-9(10)-en-8-oxoeremophil-12-nor-11-one (7), and 2-acetyl-5β-acetoxy-3a,4,5,6,7,7a-hexahydro-7aβ-hydroxy-3aβ,4β-dimethyl-1H-indene (8).

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Prof. Kun Gao

State Key Laboratory of Applied Organic Chemistry
College of Chemistry and Chemical Engineering
Lanzhou University

Lanzhou 730000

People's Republic of China

Phone: + 86 93 18 91 25 92

Fax: + 86 93 18 91 25 82

Email: npchem@lzu.edu.cn