Chemical constituents of the bark of Machilus wangchiana and their biological activities

Journal of Natural Products
Wei ChengJian-Gong Shi

Abstract

Eleven new metabolites, butanolides 1-6, lignan derivatives 7-9, sesquiterpene 10, and 3',4'-seco-flavane derivative 11, have been isolated from an ethanol extract of Machilus wangchiana. Twenty known compounds, including ginkgolides A and B (16 and 17), were also isolated. Their structures and absolute configurations were determined by spectroscopic and chemical methods. Compounds 7, 8a, 8b, 9, 11, (+)-guaiacin (12), meso-dihydroguaiaretic acid (13), and hamabiwalactone A (15) showed potent in vitro activities against the release of beta-glucuronidase in rat polymorphonuclear leukocytes (PMNs) induced by platelet-activating factor (PAF), with 42.5-75.6% inhibition at 10(-5) M. Compounds 8, 8a, 8b, 9, and 11 reduced dl-galactosamine (GalN)-induced hepatocyte (WB-F344 cells) damage with 39.4 +/- 6.3% to 53.6 +/- 3.5% inhibition at 10(-4) M. Isomahubannolide-23 (14) was cytotoxic against human stomach cancer (BGC-823) and ovarian cancer (A2780) cell lines, with IC(50) values of 0.13 and 2.66 muM, respectively.

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Citations

Apr 8, 2011·Journal of Natural Products·Liang XiongJiangong Shi
Jun 2, 2011·Journal of Natural Products·Yanru LiJiangong Shi
Nov 3, 2011·Journal of Natural Products·Maoluo GanJiangong Shi
May 23, 2012·Journal of Natural Products·Bingya JiangJiangong Shi
Jun 14, 2012·Journal of Natural Products·Liang XiongJiangong Shi
Jun 15, 2012·Journal of Natural Products·Minghua ChenJiangong Shi
Jul 12, 2012·Journal of Natural Products·Maoluo GanJiangong Shi
Oct 20, 2011·Journal of Asian Natural Products Research·Feng ZhaoJian-Gong Shi
May 12, 2012·Journal of Asian Natural Products Research·Ming-Tao LiuJian-Gong Shi
Aug 29, 2012·Journal of Asian Natural Products Research·Wei ChengJian-Gong Shi
Jun 5, 2010·Chemical & Pharmaceutical Bulletin·Kou WangQin-Shi Zhao
Apr 26, 2013·Journal of Asian Natural Products Research·Peng-Bin BuJian-Gong Shi
Dec 24, 2015·Journal of Natural Products·Chen ZhangPeng-Fei Tu
Jul 1, 2015·Journal of Asian Natural Products Research·Yu-Feng LiuJian-Gong Shi
Aug 28, 2014·Journal of Asian Natural Products Research·Zhi-Bo JiangJian-Gong Shi
May 24, 2016·Journal of Natural Products·Trong D TranRonald J Quinn
Jun 9, 2016·Journal of Asian Natural Products Research·Hui LongWei-Lie Xiao
Nov 9, 2016·Natural Product Research·Jie-Ping LeiHe-Zhong Jiang
Apr 27, 2017·Organic & Biomolecular Chemistry·Santikorn ChaimaneeDarunee Soorukram
Apr 30, 2013·International Journal of Molecular Sciences·Chung-Ping YangYueh-Hsiung Kuo
Nov 16, 2011·Chemistry & Biodiversity·Jie ZhaoKun Gao
Oct 6, 2010·Natural Product Reports·Braulio M Fraga
Jul 15, 2015·Chemistry & Biodiversity·Shan-Yu LinIh-Sheng Chen
Nov 18, 2016·Organic & Biomolecular Chemistry·Primali V Navaratne, Alexander J Grenning
Aug 15, 2014·Journal of Natural Products·Jia-Yin DingXiao-Jiang Hao
Feb 4, 2012·Organic Letters·Mingtao LiuJiangong Shi

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