宽叶橐吾中新的雅槛蓝烷型倍半萜类化合物。

New eremophilane-type sesquiterpenes from Ligularia lapathifolia.

作者信息

Li Yun-Sen, Wang Zheng-Tao, Zhang Mian, Zhou Hui, Chen Ji-Jun, Luo Shi-De

机构信息

Shanghai Institute of Materia Medica, Chinese Academy of Sciences, P. R. China.

出版信息

Planta Med. 2004 Mar;70(3):239-43. doi: 10.1055/s-2004-815541.

DOI:10.1055/s-2004-815541

PMID:15114501

Abstract

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

摘要

从宽叶橐吾的根和根茎中分离出了七种新的艾里莫芬烷型倍半萜内酯。通过光谱分析确定了它们的结构分别为3β-当归酰氧基-8βH-艾里莫芬-7(11)-烯-12,8α(14β,6α)-二内酯、3β-当归酰氧基-8β-羟基艾里莫芬-7(11)-烯-12,8α(14β,6α)-二内酯、3β-当归酰氧基-8β-甲氧基艾里莫芬-7(11)-烯-12,8α(14β,6α)-二内酯、3β-当归酰氧基-8β-乙氧基艾里莫芬-7(11)-烯-12,8α(14β,6α)-二内酯、3β-当归酰氧基-10β-羟基艾里莫芬-8(9),7(11)-二烯-12,8(14β,6α)-二内酯、3β-当归酰氧基-8,12-环氧-12α-羟基-8β-甲氧基艾里莫芬-7(11)-烯-14β,6α-内酯和3β-当归酰氧基艾里莫芬-7,11-二烯-14β,6α-内酯。此外，对化合物7进行光氧化反应生成了带有α,β-不饱和γ-内酯部分的化合物2。这种仿生转化支持了为化合物2提出的生源途径。