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羊开口化学成分及其抑制一氧化氮生成活性的研究 |
李 晶1,2, 邹碧群2,3, 曾思文2,4, 王亚凤2, 阳丙媛2, 李桂勤2, 刘章彬2, 黄永林2, 郭伦发2, 葛 利1, 何瑞杰2*, 杨克迪1,4*
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1.广西大学医学院,南宁 530004;2.广西壮族自治区中国科学院广西植物研究所,广西植物功能物质与资源持续利用重点实验室,广西 桂林 541006;3.桂林师范高等专科学校化学与药学系,广西 桂林 541199;4.广西大学化学化工学院,南宁 530004
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摘要: |
为探明羊开口中的抗炎活性成分,该研究采用Sephadex LH-20柱层析和反相高效液相色谱(RP-HPLC)等技术,对羊开口的乙醇提取物进行系统的分离与纯化,基于质谱(MS)和核磁共振(NMR)波谱数据的综合分析,鉴定了所得化合物的结构。此外,利用脂多糖(LPS)诱导小鼠巨噬细胞RAW 264.7释放一氧化氮(NO)的模型,评估了化合物的抗炎活性。结果表明:(1)从羊开口中分离并鉴定了19个化合物,分别为 1,6-二-O-没食子酰-β-D-葡萄糖苷(1)、3,5-二甲氧基-4-羟基苯基丙三醇-9-O-β-D-吡喃葡萄糖苷(2)、(-)-表儿茶素没食子酸酯(3)、香草醛酸4-O-β-D-葡萄糖苷(4)、杨梅素-3-O-β-D-葡萄糖苷(5)、6-O-没食子酰基葡萄糖(6)、3′-O-甲基鞣花酸-4-O-α-L-鼠李糖苷(7)、3,3′,4-O-三甲基鞣花酸-4-O-α-L-鼠李糖苷(8)、3,3′,4- O-三甲基鞣花酸-4′-O-芸香糖苷(9)、3,3′-O-二甲基鞣花酸-4-O-β-D-葡萄糖苷(10)、原儿茶酸(11)、原儿茶醛(12)、β-D-吡喃葡萄糖氧基苯乙腈(13)、1-O-苯甲酰肌醇(14)、2α-羟基乌苏酸(15)、熊果酸(16)、木栓酮(17)、α-香树脂醇(18)、harprogenin-28-β-D-glucopyranosylester(19)。除了化合物6、10、18外,其余化合物均为首次从该种植物中分离得到。 (2)化合物12对LPS诱导RAW 264.7细胞释放NO具有显著的抑制作用,其IC 50值为18.2 μmol·L-1。该研究为羊开口的抗炎作用的深入研究提供科学依据。 |
关键词: 羊开口,野牡丹属,一氧化氮抑制活性,化学成分,结构鉴定 |
DOI:10.11931/guihaia.gxzw202411053 |
分类号:Q946 |
Fund project:国家自然科学基金项目(面上项目:32060108,82060764);广西自然科学基金(2018GXNSFAA294033,2018GXNSFAA281078,2023GXNSFAA02642);广西科技重大专项(桂科AA18118015);广西重点研发计划(桂科AB22035019);桂北特色药资源研究中心科研项目(YJZX202104);桂林市创新平台和人才计划(20210102-3);广西植物功能物质与资源持续利用重点实验室开放基金(FPRU2022-5) |
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Chemical constituents from the roots of Melastoma normale and their nitric oxide inhibitory activities |
LI Jing1,2, ZOU Biqun2, ZENG Siwen2, WANG Yafeng2, YANG Bingyuan2, LI GuiQing2, LIU ZhangBin2, HUANG Yonglin2, GUO Lunfa2, GE Li1, HE Ruijie2, YANG Kedi1
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1.(1.Medical College, Guangxi University, Nanning 530004, China; 2. Guangxi Key Laboratory of Functional Phytochemicals and Continuous Utilization of Resources, Guangxi Institute of Botany, Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences, Guilin 541006, Guangxi, China; 3. Department of Chemistry and Pharmaceutical Science,Guilin Normal College, Guilin 541199, Guangxi, China; 4. School of Chemistry & Chemical Engineering, Guangxi University, Nanning 530004, China
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Abstract: |
To study the chemical constituents of Melastoma normale roots and their ant-inflammatory activities, the ethanol extracts of M. normale roots were isolated using techniques such as Sephadex LH-20 column chromatography and RP-HPLC.The structures of obtained compounds were determined using a comprehensive analysis of NMR and HRESIMS data. Additionally, the anti-inflammatory activity of the compound was evaluated by inducing the release of nitric oxide in RAW 264.7 cells using lipopolysaccharide (LPS). The results were as follows: (1) A total of 19 compounds were isolated and identified as 1,6-di-O-galloyl-β-D-glucose (1), syringylglycerol-9-O-β-D-glucopyranoside (2), (-)-epicatechin gallate (3), vanillic acid 4-O-β-D-glucoside (4), myricetin 3-O-β-D-glucopyranoside (5), 6-O-galloylglucose (6), 3-O-Methylellagic acid 4''-O-rhamnopyranoside (7), ellagic acid-3,3′,4-trimethoxy-4′-O-α-L-rhamnopyranoside (8) , 3,3′,4-tri-O-methyl-4′-O-rutinosylellagicacid (9), 3,3′-di-O-methylellagic acid-4′-O-glucoside (10), 3,4-dihydroxybenzoicacid (11), 3,4-dihydroxybenzaldehyde (12), β-D-glucopyranosyloxyphenylacetoniwile (13), 1-O-Benzoyl-myo-inositol (14), 2α-hydroxyursolic acid (15), ursolic acid (16), ?friedelin (17), α-amyrin (18), and harprogenin-28-β-D-glucopyranosylester (19). Except for compounds 6, 10, and 18, all others were obtained from this plant for the first time. (2) Compound 12 exhibited significant inhibitory effect on LPS induced NO release in RAW 264.7 cells with an IC 50 value of 18.2 μ mol · L-1. This finding provids a scientific basis for in-depth research on the anti-inflammatory effect of M. normale. |
Key words: Melastoma normal roots Melastoma.L. nitric oxide inhibitory activities chemical constituents structural identification |
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