[关键词]
[摘要]
目的 研究黄皮Clausena lansium种子中的化学成分及其生物活性。方法 采用多种色谱技术如硅胶、Sephadex LH-20凝胶和半制备高效液相色谱法等对黄皮种子中的化合物进行分离纯化,并根据理化常数、核磁和质谱数据进行结构鉴定;以及通过PNPG法和贝曼漏斗法对化合物进行体外降血糖活性和全齿复活线虫致死活性测试。结果 从黄皮种子中共分离到11个化合物,分别鉴定为(4R*,6R*)-6-羟基胡椒酮(1)、(4S*,6R*)-6-羟基胡椒酮(2)、(1S*,2S*,4R*)-1-methyl-4-(prop-l-en-2-yl)cyclohexane-1,2-diol(3)、subamone(4)、methyl(1R*,2R*,2'Z)-2-(5'-hydroxy-pent-2'-enyl)-3-oxo-cyclopentane acetate(5)、5-hydroxy-4-phenyl-5H-furan-2-one(6)、黑麦草内酯(7)、xylogranatinin(8)、2,6-dihydroxyhumula-3(12),7(13),9(E)-triene(9)、xanthoxol(10)和ligballinol(11)。结论 化合物1~8均为首次从该属植物中分离得到,化合物9为首次从该植物中分离得到。其中化合物8具有较强的体外α-葡萄糖苷酶抑制活性,化合物5具有较强的全齿复活线虫致死活性。
[Key word]
[Abstract]
Objective To study the chemical constituents and their biological activities of the seeds of Clausena lansium. Methods The compounds were isolated by various column chromatographic techniques including silica gel, Sephadex LH-20, semi-preparative HPLC, et al., and their structures were identified through a combined analysis of physicochemical properties, as well as NMR and MS data. The in vitro α-glucosidase inhibitory activity and nematicidal activity against Panagrellus redivivusl were screened by PNPG and Berman funnel methods, respectively. Results Eleven compounds were isolated and identified as (4R*,6R*)-6-hydroxypiperitone (1), (4S*,6R*)-6-hydroxypiperitone (2), (1S*,2S*,4R*)-1-methyl-4-(prop-l-en-2-yl) cyclohexane-1,2-diol (3), subamone (4), methyl (1R*,2R*,2'Z)-2-(5'-hydroxy-pent-2'-enyl)-3-oxo-cyclopentane acetate (5), 5-hydroxy-4-phenyl-5H-furan-2-one (6), loliolide (7), xylogranatinin (8), 2,6-dihydroxyhumula-3(12),7(13),9(E)-triene (9), xanthoxol (10), and ligballinol (11). Conclusion Compounds 1-8 are isolated from the genus for the first time, and compound 9 is first isolated from this species. Compound 8 showed strong α-glucosidase inhibitory activity, and compound 5 exhibited potent nematicidal activity.
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[基金项目]
海南省重点研发计划项目(ZDYF2017124,ZDYF2018070);海南省卫生计生科教项目(16A200125);中国热带农业科学院基本科研业务费专项资金(17CXTD-15);中国热带农业科学院热带生物技术研究所基本科研业务费专项(1630052016008);海南省自然科学基金创新研究团队项目(2017CXTD020)