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DOI: 10.1055/s-2005-916256
New Eremophilane-Type Sesquiterpenes from Ligularia hodgsonii
Publication History
Received: October 13, 2005
Accepted: November 10, 2005
Publication Date:
10 February 2006 (online)
Abstract
Four new eremophilanlides (1 - 4) together with a known sesquiterpene were isolated from the roots and rhizomes of Ligularia hodgsonii. The structures of these new compounds were established as 6β-(2′-methylbutanoyloxy)-10β-acetoxy-3β,8β-dihydroxyeremophil-7(11)-en-8,12-olide (1), 6β,10β-dihydroxyeremophil-7(11)-en-8α,12-olide (2), 3β-acetoxy-6,9-dien-8-oxoeremophil-12-nor-11-ketone (3), and 3β-acetoxy-6α,8α-dihydroxyeremophil-7(11),9-dien-8,12-olide (4) by means of mass, IR and NMR spectroscopy.
References
- 1 Compiler Group of Yunnan Medicinal Materias C ompany. In: Wu ZY, editor Items of traditional Chinese medicinal materia resources in Yunnan Province. Beijing; Science Press 1993: p 577
- 2 Ganzer U, Jakupovic J, Bohlmann F, King R M. A highly oxygenated germacrane from Aspilia eenii and constituents from other Aspilia species. Phytochemistry. 1992; 31 209-12
- 3 Ishizaki Y, Tanahashi Y, Takahashi T. Furanoeremophilan-14β,6α-olide, a new furanosesquiterpene lactone from Ligularia hodgsonii Hook, f. The structure and nuclear Overhauser effects. J Chem Soc Chem Commun 1969: 551-2
- 4 Ishizaki Y, Tanahashi Y, Moriyama Y, Takahashi T. Sesquiterpenes from the root of Ligularia hodgsonii . Phytochemistry. 1974; 13 674-5
- 5 Ishizaki Y, Tanahashi Y, Tsuyuki T, Takahashi T, Tori K. Furanoeremophilan-14β,6α-olide, a new furanosesquiterpene lactone of an eremophilane-type from Ligularia hodgsonii Hook, f. Bull Chem Soc Jpn. 1979; 52 1182-6
- 6 Liao J C, Zhu Q X, Yang X P, Jia Z J. Sesquiterpenes from Ligularia hodgsonii . J Chin Chem Soc. 2002; 49 129-32
- 7 Lin G, Rose P, Chatson K B, Hawes E M, Zhao X G, Wang Z T. Characterization of two structural forms of otonecine-type pyrrolizidine alkaloids from Ligularia hodgsonii by NMR spectroscopy. J Nat Prod. 2000; 63 857-60
- 8 Li Y S, Wang Z T, Zhang M, Zhou H, Chen J J, Luo S D. New eremophilane-type sesquiterpene from Ligularia lapathifolia . Planta Med. 2004; 70 239-43
- 9 Li Y S, Wang Z T, Zhang M, Luo S D, Chen J J. A new pinoresinol-type lignan from Ligularia kanaitizensis . Nat Prod Res. 2005; 19 125-9
- 10 Li Y S, Wang Z T, Zhang M, Chen J J, Luo S D. Two new norsesquiterpenes from Ligularia lapathifolia . Nat Prod Res. 2004; 18 99-104
- 11 Li Y S, Luo S D, Zhang M, Chen J J, Wang Z T. Constituents of Liguliria vellerea (Franch.) Hand-Mazz. China J Chin Mater Med. 2001; 26 835-7
- 12 Zhang S M, Zhao G L, Li R, Lin G Q. Eremophilane sesquiterpenes from Cacalia roborowskii . Phytochemistry. 1998; 48 519-24
- 13 Massiot G, Nuzillard J M, Men-Olivier L L, Aclinou P, Benkouider A, Khelifa A. Eremophilenolides from Hertia cheirifolia . Phytochemistry. 1990; 29 2207-10
- 14 Moriyama Y, Takahashi T. New sesquiterpene lactones of the eremophilane-type from Ligularia fauriei (Fr.) Koidz. Bull Chem Soc Jpn. 1976; 49 3196-9
- 15 Zhao Y, Peng H R, Jia Z J. Six new eremophilane derivatives from two Ligularia species. J Nat Prod. 1994; 57 1626-30
- 16 Mao M J, Jia Z J. Eremophilane sesquiterpenes from Cacalia ainsliaeflora . Planta Med. 2002; 68 55-9
Prof. Da-Yuan Zhu
State Key Laboratory of Drug Research
Shanghai Institute of Materia Medica
Chinese Academy of Sciences
555 ZuChongZhi Road
Shanghai 201203
People’s Republic of China
Fax: +86-21-5080-7088
Email: dyzhu@mail.shcnc.ac.cn