Anti-inflammatory and antitumor phenylpropanoid sucrosides from the seeds of Raphanus sativus

被引:33
|
作者
Kim, Ki Hyun [1 ]
Kim, Chung Sub [1 ]
Park, Yong Joo [1 ]
Moon, Eunjung [2 ]
Choi, Sang Un [3 ]
Lee, Jei Hyun [4 ]
Kim, Sun Yeou [2 ]
Lee, Kang Ro [1 ]
机构
[1] Sungkyunkwan Univ, Sch Pharm, Nat Prod Lab, Suwon 440746, South Korea
[2] Gachon Univ, Coll Pharm, Inchon 406799, South Korea
[3] Korea Res Inst Chem Technol, Taejon 305600, South Korea
[4] Dongguk Univ, Coll Oriental Med, Gyeong Ju 780714, South Korea
基金
新加坡国家研究基金会;
关键词
Raphanus sativus; Brassicaceae; Sucrose derivatives; Anti-inflammation; Cytotoxicity; Antioxidant activity; GLYCOSIDES; DERIVATIVES; LEAVES; ANALOGS; ESTERS;
D O I
10.1016/j.bmcl.2014.11.001
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A bioassay-guided fractionation and chemical investigation of the MeOH extract of Raphanus sativus seeds resulted in the isolation and identification of eight phenylpropanoid sucrosides (1-8) including two new compounds, named raphasativuside A and B (1-2) from the most active CHCl3-soluble fraction. The structures of these new compounds were elucidated through spectral analysis, including extensive 2D-NMR data, and chemical reaction experiments. We evaluated the anti-inflammatory effects of 1-8 in lipopolysaccharide (LPS)-stimulated murine microglia BV2 cells. Compounds 2 and 5 exhibited significant inhibitory effect on nitric oxide production in LPS-activated BV-2 cells with IC50 values of 21.63 and 26.96 mu M, respectively. All isolates were also evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15). Compounds 1-7 showed consistent cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC50 values of 6.71-27.92 mu M. Additionally, the free-radical scavenging activity of 1-8 was assessed using the DPPH (2,2-diphenyl-1-picrylhydrazyl) assay where compounds 1, 3, and 4 scavenged DPPH radical strongly with IC50 values of 23.05, 27.10, and 29.63 mu g/mL, respectively. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:96 / 99
页数:4
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