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白皮蒿中的倍半萜和二萜。

Sesquiterpenes and diterpenes from Ambrosia arborescens.

机构信息

Dipartimento di Scienze Farmaceutiche, Università di Pisa, Pisa, Italy.

出版信息

Phytochemistry. 2010 May;71(7):804-9. doi: 10.1016/j.phytochem.2010.02.002. Epub 2010 Feb 22.

DOI:10.1016/j.phytochem.2010.02.002
PMID:20181366
Abstract

Six compounds, eudesm-11(13)-en-4beta,9beta-diol, 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene, 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene, 1alpha-hydroxy-7-oxo-iso-anhydrooplopanone, 10alpha-hydroxy-11,13-dihydro-5-epi-psilostachyin, and 4beta-hydroxypseudoguaian-12,6-olide 4-O-beta-d-glucopyranoside, together with 12 known sesquiterpenes, were isolated from the leaves of Ambrosia arborescens. Structures were elucidated by 1D and 2D NMR spectroscopy including 1D-TOCSY, DQF-COSY, 2D-ROESY, HSQC, and HMBC experiments, as well as by ESI mass spectrometry. The absolute configuration of the 15,16-diol moiety in 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene and 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene was determined using Snatzke's method. All compounds were evaluated for antiproliferative activity.

摘要

从 Ambrosia arborescens 的叶子中分离得到了六种化合物,分别为 eudesm-11(13)-en-4beta,9beta-diol、15R,16-dihydroxy-3-oxoisopimar-9(11)-ene、15S,16-dihydroxy-3-oxoisopimar-9(11)-ene、1alpha-hydroxy-7-oxo-iso-anhydrooplopanone、10alpha-hydroxy-11,13-dihydro-5-epi-psilostachyin 和 4beta-hydroxypseudoguaian-12,6-olide 4-O-beta-d-glucopyranoside,此外还有 12 种已知的倍半萜。通过 1D 和 2D NMR 光谱学(包括 1D-TOCSY、DQF-COSY、2D-ROESY、HSQC 和 HMBC 实验)以及 ESI 质谱,确定了 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene 和 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene 中 15,16-二醇部分的绝对构型。所有化合物均进行了抗增殖活性评估。

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