Securinega Alkaloids from the Twigs of Securinega suffruticosa and Their Biological Activities

被引:44
作者
Park, Kyoung Jin [1 ]
Kim, Chung Sub [1 ,4 ,5 ]
Khan, Zahra [2 ,3 ]
Oh, Joonseok [4 ,5 ]
Kim, Sun Yeou [2 ,3 ]
Choi, Sang Un [6 ]
Lee, Kang Ro [1 ]
机构
[1] Sungkyunkwan Univ, Sch Pharm, Nat Prod Lab, Suwon 16419, South Korea
[2] Gachon Univ, Gachon Inst Pharmaceut Sci, Incheon 21936, South Korea
[3] Gachon Univ, Coll Pharm, 191 Hambakmoero, Incheon 21936, South Korea
[4] Yale Univ, Dept Chem, New Haven, CT 06520 USA
[5] Yale Univ, Chem Biol Inst, West Haven, CT 06516 USA
[6] Korea Res Inst Chem Technol, Daejeon 34114, South Korea
来源
JOURNAL OF NATURAL PRODUCTS | 2019年 / 82卷 / 05期
基金
新加坡国家研究基金会;
关键词
GLYCOSIDES;
D O I
10.1021/acs.jnatprod.9b00142
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Seven new Securinega alkaloids, securingines A-G (1-7), together with seven known analogues (8-14), were isolated from the twigs of Securinega suffruticosa. Their chemical structures were elucidated by a combined approach of spectroscopic analysis, chemical methods, ECD calculations, and DP4+ probability analysis. The full NMR assignments and the absolute configuration of compound 8 are also reported. In addition, all the isolated phytochemicals (1-14) were assessed for their cytotoxic, anti-inflammatory, and potential neuroprotective activities. Compound 4 showed cytotoxic activity (IC50 values of 1.5-6.8 mu M) against four human cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 3, 10, 12, and 13 showed potent inhibitory effects on nitric oxide production (IC50 values of 12.6, 12.1, 1.1, and 7.7 mu M, respectively) in lipopolysaccharide-stimulated murine microglia BV-2 cells. Compound 5 exhibited a nerve growth factor production effect (172.6 +/- 1.2%) in C6 glioma cells at 20 mu g/mL.
引用
收藏
页码:1345 / 1353
页数:9
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