滇黄精中的生物碱、高异黄酮类化学成分及其活性研究  

Chemical composition and activity of alkaloids and homoisoflavonoids from Polygonatum kingianum

作　　者：禤雨鹏 徐伶俐 郑景中 莫文艳 周雪[2] 葛发欢 XUAN Yu-peng;XU Ling-li;ZHENG Jing-zhong;MO Wen-yan;ZHOU Xue;GE Fa-huan(School of Traditional Chinese Medicine,Guangdong Pharmaceutical University;School of Pharmaceutical Sciences,Sun Yat-Sen University,Guangzhou 510006,China)

机构地区：[1]广东药科大学中药学院 [2]中山大学药学院,广州510006

出　　处：《天然产物研究与开发》2025年第3期457-464,共8页Natural Product Research and Development

摘　　要：本研究旨在探究滇黄精(Polygonatum kingianum)根茎中的化学成分的分离鉴定及其抗肿瘤、抗炎活性。采用正反相硅胶柱色谱、AB-8大孔吸附树脂柱色谱及制备高效液相等多种分离方法对滇黄精乙醇浸提物的乙酸乙酯部位和正丁醇部位进行分离纯化,并结合^(1)H NMR、^(13) C NMR、旋光等方法鉴定化合物的结构。共分离鉴定了13个化合物,分别为N-反式-阿魏酰真蛸胺(1)、N-顺式-阿魏酰真蛸胺(2)、N-顺式-对-香豆酰真蛸胺(3)、N-顺式-对-香豆酰酪胺(4)、黄精碱A(5)、烟酰胺(6)、腺苷(7)、S-ribalinine(8)、4-甲氧基-N-甲基-2-喹诺(9)、ophiopogonanone G(10)、(±)-5,7-dihydroxy-6,8-dimethyl-3-(2′,4′-dihydroxybenzyl)chroman-4-one(11)、5,7-dihydroxy-6-methyl-3-(4-hydroxy-benzyl)-chromane-4-one(12)、(3 R)-5,7-dihydroxy-8-methyl-3-(2′-hydroxy-4′-methoxybenzyl)-chroman-4-one(13),包括9个生物碱类化合物(1~9),4个高异黄酮类化合物(10~13),其中化合物1~4、7~13为首次从滇黄精中分离得到,化合物8、9为首次从黄精属中分离得到。采用CCK-8法测试化合物对人肝癌细胞HepG2和人非小细胞肺癌细胞A549的体外细胞毒活性;采用脂多糖诱导小鼠巨噬细胞(RAW 264.7)模型对化合物进行抗炎活性筛选。结果显示,化合物10、12、13对2种肿瘤细胞均有一定的抑制作用,对A549的抑制作用相对较强,其中化合物13抑制作用较强(IC_(50)值为17.99±1.45μmol/L)。化合物10~13均可抑制NO释放,其中化合物11表现出较好的潜在抗炎活性,在16μmol/L下NO抑制率(91.16%±3.51%)优于阳性药地塞米松(64.81%±1.71%)。This study aims to study the constituents from the rhizomes of Polygonatum kingianum Coll.et&Hemsl.and screen their antitumor and anti-inflammatory activities.The chemical constituents of the ethyl acetate extract and n-butanol extract from the ethanol extract of P.kingianum rhizomes were isolated and purified using various separation techniques,including normal and negative phase silica gel column chromatography,AB-8 macroporous adsorption resin column chromatography and preparative high performance liquid chromatography.Their structures were identified by ^(1)H NMR,^(13) C NMR and optical rotation methods.Thirteen compounds were isolated from P.kingianum,and identified as N-trans-feruloyloctopamine(1),N-cis-feruloyloctopamine(2),N-cis-p-coumaroyloctopamine(3),N-cis-p-coumaroyltyramine(4),polygonatine A(5),nicotinamide(6),adenosine(7),S-ribalinine(8),4-methoxy-N-methyl-2-quinolone(9),ophiopogonanone G(10),(±)-5,7-dihydroxy-6,8-dimethyl-3-(2′,4′-dihydroxybenzyl)chroman-4-one(11),5,7-dihydroxy-6-methyl-3-(4-hydroxy-benzyl)-chromane-4-one(12),(3 R)-5,7-dihydroxy-8-methyl-3-(2′-hydroxy-4′-methoxybenzyl)-chroman-4-one(13),including nine alkaloids(1-9)and four homoisoflavonoids(10-13).Compounds 1-4,7-13 were firstly isolated from P.kingianum,while compounds 8 and 9 were isolated from genus Polygonatum for the first time.The isolated compounds were screened by cytotoxic activity against human hepatocellular carcinoma cells HepG2 and human non-small cell lung cancer cells A549 using the CCK-8 assay,and the anti-inflammatory activity by lipopolysaccharide-induced mouse macrophage(RAW 264.7)model.The results showed that compounds 10,12 and 13 had inhibitory effects on both cancer cell lines,with relatively strong inhibitory effect on A549.Among them,compound 13 had a notable inhibitory effect with IC_(50) values of 17.99±1.45μmol/L.Compound 10-13 could inhibit the release of NO,and compound 11 showed good potential anti-inflammatory activity,and the NO inhibition rate(91.16%±3.51%)at 16μmol/L was better than

关 键 词：滇黄精 化学成分 生物碱类 高异黄酮类 抗肿瘤活性 抗炎活性 

分 类 号：R284[医药卫生—中药学] R285[医药卫生—中医学]