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茂兰楠木树皮的化学成分及其生物活性。

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

机构信息

Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College (Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education), Beijing 100050, People's Republic of China.

出版信息

J Nat Prod. 2009 Dec;72(12):2145-52. doi: 10.1021/np900504a.

DOI:10.1021/np900504a
PMID:19916529
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.

摘要

从 Machilus wangchiana 的乙醇提取物中分离得到 11 种新的代谢产物,包括丁内酯 1-6、木脂素衍生物 7-9、倍半萜 10 和 3',4'-seco-flavane 衍生物 11。还分离得到 20 种已知化合物,包括银杏内酯 A 和 B(16 和 17)。通过光谱和化学方法确定了它们的结构和绝对构型。化合物 7、8a、8b、9、11、(+)-guaiacin(12)、meso-dihydroguaiaretic acid(13)和 hamabiwalactone A(15)在 10(-5) M 时对血小板活化因子(PAF)诱导的大鼠多形核白细胞(PMN)β-葡萄糖醛酸酶释放显示出强烈的体外抑制活性,抑制率为 42.5-75.6%。化合物 8、8a、8b、9 和 11 在 10(-4) M 时对 dl-半乳糖胺(GalN)诱导的肝细胞(WB-F344 细胞)损伤的抑制率为 39.4 +/- 6.3%至 53.6 +/- 3.5%。Isomahubannolide-23(14)对人胃癌(BGC-823)和卵巢癌(A2780)细胞系具有细胞毒性,IC(50)值分别为 0.13 和 2.66 μM。

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