Eremophilane-Type Sesquiterpene Derivatives from Ligularia hodgsonii

Abstract

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 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).

Key words

Ligularia hodgsonii - Compositae - eremophilane‐type sesquiterpene - norsesquiterpene

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