Isolation, structure elucidation and cytotoxic evaluation of endiandrin B from the Australian rainforest plant Endiandra anthropophagorum

被引：21

作者：

Davis, Rohan A. ^{[1
]}

Barnes, Emma C. ^{[1
]}

Longden, James ^{[1
]}

Avery, Vicky M. ^{[1
]}

Healy, Peter C. ^{[1
]}

机构：

[1] Griffith Univ, Eskitis Inst Cell & Mol Therapies, Brisbane, Qld 4111, Australia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 03期

关键词：

Endiandrin B; Endiandrin A; (-)-Dihydroguaiaretic acid; Cinbalansan; Natural products; High content screening; Cytotoxicity; A549; X-ray; NMR; Structure elucidation; CRYPTOPLEURINE;

D O I：

10.1016/j.bmc.2008.12.030

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Chemical investigations of the DCM extract from the roots of Endiandra anthropophagorum resulted in the isolation of a new cyclobutane lignan endiandrin B (1), together with the known natural products, endiandrin A (2), and (-)-dihydroguaiaretic acid (3). The structure of 1 was determined by extensive spectroscopic analyses, and confirmed by single crystal X-ray crystallography. Methylation of 1 using diazomethane afforded the previously reported natural product, cinbalansan (4). All compounds were evaluated for their cytotoxicity towards human lung carcinoma cells (A549) using high-content screening. (-)-Dihydroguaiaretic acid (3) was found to be the most potent cytotoxin against the A549 lung carcinoma cell line, with an IC50 value of 7.49 mu M. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：1387 / 1392

页数：6

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