Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, Korea.
J Enzyme Inhib Med Chem. 2010 Dec;25(6):887-92. doi: 10.3109/14756360903514156. Epub 2010 Jun 28.
The ethyl acetate (EtOAc) soluble fraction of the 85% ethanol (EtOH) extract of the dried bark of Limonia acidissima potently inhibited nitric oxide (NO) production in lipopolysaccharide (LPS) activated BV-2 cells, a microglial cell line. Bioassay-guided column chromatography separation afforded a new stereoisomer of neolignan, (7'E)-(7R,8S)-4-hydroxy-3,5'-dimethoxy-4',7-epoxy-8,3'-neolig-7'-en-9,9'-diyil diacetate (1), together with two known lignans, (+)-yangambin (2) and (+)-syringaresinol (3), three known triterpenoids, hederatriol (4), basic acid methyl ester (5), and 3β-hydroxyolean-12-en-11-one (6), and four known fatty acid derivatives, cascarillic acid (7), (+)-α-dimorphecolic acid (8), 8(R)-hydroxylinoleic acid (9), and (6Z,9Z,12Z)-pentadecatrienoic acid (10). The structure of the new compound 1 was elucidated by detailed analysis of spectroscopic data and circular dichroism (CD) spectroscopy. Compounds 1, 3-6, and 8-10 isolated from L. acidissima significantly reduced NO production in LPS-stimulated BV-2 microglia cells.
酸溜溜树皮的 85%乙醇(EtOH)提取物的乙酸乙酯(EtOAc)可溶部分强烈抑制脂多糖(LPS)激活的 BV-2 细胞(一种小胶质细胞系)中一氧化氮(NO)的产生。基于生物测定的柱层析分离提供了新的新木脂素立体异构体,(7'E)-(7R,8S)-4-羟基-3,5'-二甲氧基-4',7-环氧-8,3'-新木脂素-7'-烯-9,9'-二乙烯基二乙酸酯(1),以及两种已知的木脂素,(+)-yangambin(2)和(+)-丁香树脂酚(3),三种已知的三萜类化合物,hederatriol(4),酸甲酯(5)和 3β-羟基齐墩果酸-12-烯-11-酮(6),以及四种已知的脂肪酸衍生物,cascarillic 酸(7),(+)-α-二甲基morfolcolic 酸(8),8(R)-羟基亚油酸(9)和(6Z,9Z,12Z)-十五碳三烯酸(10)。新化合物 1 的结构通过详细的光谱数据分析和圆二色性(CD)光谱学阐明。从酸溜溜树皮中分离出的化合物 1、3-6 和 8-10 显著降低了 LPS 刺激的 BV-2 小胶质细胞中 NO 的产生。