Planta Med 2004; 70(3): 239-243
DOI: 10.1055/s-2004-815541
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

New Eremophilane-Type Sesquiterpenes from Ligularia lapathifolia

Yun-sen Li1 , 2 , Zheng-tao Wang2 , Mian Zhang2 , Hui Zhou1 , Ji-jun Chen3 , Shi-de Luo3
  • 1Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, P. R. China
  • 2Department of Pharmacognosy, China Pharmaceutical University, Nanjing, P. R. China
  • 3Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
This research was financially supported by the Natural Science Foundation (NSFC) for outstanding young scientists for Wang Z. T. (39 825 129)
Further Information

Publication History

Received: July 28, 2003

Accepted: December 12, 2003

Publication Date:
23 March 2004 (online)

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Abstract

Seven new eremophilanolides were isolated from the roots and rhizomes of Ligularia lapathifolia. Their structures were established as 3β-angeloyloxy-8βH-eremophil-7(11)-ene-12,8α (14β, 6α)-diolide, 3β-angeloyloxy-8β-hydroxyeremophil-7(11)-ene-12,8α(14β,6α)-diolide,3β-angeloyloxy-8β-methoxyeremophil- 7(11)-ene-12,8α(14β,6α)-diolide,3β-angeloyloxy-8β-ethoxyeremophil-7(11)-ene-12, 8α (14β,6α)-diolide, 3β-angeloyloxy-10β- hydroxyeremophil-8(9),7(11)-diene-12,8(14β,6α)-diolide, 3β-angeloyloxy-8,12-expoy-12α-hydroxy-8β-methoxyeremophil-7(11)-en-14β,6α-olide and 3β-angeloyloxyeremophilan-7,11-dien-14β,6α-olide, by means of spectroscopic analyses. Moreover, application of a photooxygenation reaction on 7 resulted in the generation of 2 with an α,β-unsaturated γ-lactone moiety. This biomimetic transformation supports a biogenetic pathway proposed for 2.

References

Dr. Yun-sen Li

State Key Laboratory of Drug Research

Shanghai Institute of Materia Medica

Chinese Academy of Sciences

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