Bioactive constituents of Clausena lansium and a method for discrimination of aldose enantiomers

De Yang Shen, Chih Hua Chao, Hsiu Hui Chan, Guan Jhong Huang, Tsong Long Hwang, Chin Yu Lai, Kuo Hsiung Lee, Tran Dinh Thang, Tian Shung Wu

研究成果: Article同行評審

43 引文 斯高帕斯(Scopus)

摘要

Glycosides, clausenosides A and B, and carbazole alkaloids, clausenaline A, claulamine A, and claulamine B, together with 50 known compounds, were isolated from the stems of Clausena lansium. Their structures were determined by means of spectroscopic methods, including that of CD and 1D/2D NMR analysis. Claulamine A has a 1-oxygenated carbazole skeleton with a rare 2,3-lactone ring, and claulamine B represents an hitherto unknown acetal carbazole alkaloid. Thirty-one of the isolated known compounds were evaluated in various assays for anti-inflammatory activity. Among them, imperatorin, isoheraclenin, and osthol exhibited selective and potent inhibition of formyl-l-methionyl-l-leucyl-l- phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation, and lansiumarin C also decreased nitric oxide (NO) and tumor necrosis factor-α (TNF-α) production in lipopolysaccharide (LPS)-induced macrophages. In addition, a modified HPLC method of pre-column derivatization was developed that is more practical for simultaneous analysis of aldose enantiomers as compared to the literature method. The absolute configurations of the sugar moieties in clausenosides A and B were determined with this modified method.

原文English
頁(從 - 到)110-117
頁數8
期刊Phytochemistry
82
DOIs
出版狀態Published - 2012 十月

All Science Journal Classification (ASJC) codes

  • 生物化學
  • 分子生物學
  • 植物科學
  • 園藝科學

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