从紫菀属两个物种中分离得到的倍半萜类化合物。

Sesquiterpenoids Isolated from Two Species of the Asteriscus Alliance.

作者信息

Triana Jorge, Eiroa José Luis, Morales Manuel, Perez Francisco J, Brouard Ignacio, Quintana José, Ruiz-Estévez Mercedes, Estévez Francisco, León Francisco

机构信息

Departamento de Química, Unidad Asociada al CSIC, Universidad de Las Palmas de Gran Canaria , Campus de Tafira, 35017 Las Palmas de Gran Canaria, Canary Islands, Spain.

Instituto de Productos Naturales y Agrobiología-Consejo Superior de Investigaciones Científicas (CSIC) , Avenida Astrofísico Francisco Sánchez 3, 38206 La Laguna, Tenerife, Spain.

出版信息

J Nat Prod. 2016 May 27;79(5):1292-7. doi: 10.1021/acs.jnatprod.5b01013. Epub 2016 May 4.

DOI:10.1021/acs.jnatprod.5b01013

PMID:27145162

Abstract

Investigation of the aerial parts of two Spanish members of the Asteriscus alliance, Asteriscus graveolens subsp. stenophyllus and Asteriscus schultzii, afforded four new sesquiterpene lactones containing a humulene skeleton (1-4) and one new sesquiterpene lactone of the asteriscanolide type (5). Their chemical structures were determined on the basis of the HRMS and from 1D and 2D NMR spectroscopic studies. Both species showed different profiles of sesquiterpenoid constituents. A. schultzii did not show humulene or asteriscane sesquiterpenes, suggesting a resemblance to the genus Pallenis, another member of the Asteriscus alliance. A literature review on chemical isolates from the Asteriscus alliance supported the placement of A. schultzii in the genus Pallenis. The isolated components (1-5) were assessed for cytotoxicity against the HL-60 and MOLT-3 leukemia cell lines, with compound 1 showing activity in both biological assays (IC50 value range 4.1-5.4 μM).

摘要

对紫菀属联盟中两种西班牙植物——狭叶紫菀（Asteriscus graveolens subsp. stenophyllus）和舒氏紫菀（Asteriscus schultzii）的地上部分进行研究，得到了四种含有葎草烯骨架的新倍半萜内酯（1 - 4）和一种新的紫菀内酯型倍半萜内酯（5）。它们的化学结构是基于高分辨质谱（HRMS）以及一维和二维核磁共振光谱研究确定的。这两个物种显示出不同的倍半萜类成分谱。舒氏紫菀未显示出葎草烯或紫菀烷倍半萜，这表明它与紫菀属联盟的另一个成员帕勒尼斯属（Pallenis）相似。对紫菀属联盟化学分离物的文献综述支持将舒氏紫菀归入帕勒尼斯属。对分离出的成分（1 - 5）进行了针对HL - 60和MOLT - 3白血病细胞系的细胞毒性评估，化合物1在两种生物学测定中均显示出活性（IC50值范围为4.1 - 5.4 μM）。