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半夏乙酸乙酯部位化学成分及抗炎活性研究

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研究半夏(Pinelliae Rhizoma)的化学成分及其抗炎活性.采用硅胶、MCI、ODS、Toyopearl HW-40C柱色谱及半制备液相等方法对半夏乙酸乙酯萃取部位进行分离纯化,根据理化性质结合现代波谱技术鉴定化合物结构.从中共分离鉴定了 26个化合物,分别为环-(L-脯-8-羟基-D-异亮)二肽(1)、环-(L-脯-L-亮)二肽(2)、环-(L-脯-L-苯丙)二肽(3)、环-(L-脯-L-缬)二肽(4)、腺苷(5)、5'-硫甲基-5'-硫代腺(6)、2'-O-甲基腺苷(7)、腺嘌呤(8)、1,8,15-三氮杂环二十一烷-2,9,16-三酮(9)、1,8,15,22-四氮杂环二十八烷-2,9,16,23-四酮(10)、1,8,15,22,29-五氮杂环三十五烷-2,9,16,23,30-五酮(11)、壬二酸二甘油酯(12)、棕榈酸单甘油酯(13)、亚油酸甘油酯(14)、9,12-十八烷二烯基N-羟乙基(15)、亚麻酸2-丁氧基乙酯(16)、(2S)-1-O-(9Z,12Z-十八烷二烯基)-3-O-β-半乳糖基甘油(17)、胡萝卜苷-6'-O-棕榈酸酯(18)、邻苯二甲酸二-(2-乙基)-己酯(19)、落叶松脂素(20)、落叶松脂醇-9-O-β-吡喃葡萄糖苷(21)、(+)-表松脂素-4'-O-β-吡喃葡萄糖苷(22)、(+)-异落叶松脂素-9'-O-β-吡喃葡萄糖苷(23)、(+)-异落叶松脂素-9-O-β-吡喃葡萄糖苷(24)、香草酸(25)、对羟基肉桂醇(26).其中,化合物1、3、4、8~12、15、16、19、22和23为首次从半夏中分离得到.采用脂多糖(LPS)诱导小鼠巨噬细胞(RAW 264.7)模型对部分单体化合物进行抗炎活性筛选.结果显示,化合物2、3、11、16和21具有抑制NO释放作用,其中化合物16的NO抑制作用较强,其IC50值为10.47±0.89 μmol/L.
Chemical constituents from EtOAc extract of Pinelliae Rhizoma and their anti-inflammatory activity
This study aims to invstigate the chemical constituents from Pinelliae Rhizoma and their anti-inflammatory activity.Twenty-six compounds were isolated and purified from the ethyl acetate extract of Pinelliae Rhizoma silica gel,MCI,ODS and Toyopearl HW-40C column chromatography and semi-preparative HPLC methods.Their chemical structures were elucidated by physiochemical properties and spectral data as cyclo-(L-Pro-8-hydroxy-D-Ile)(1),cyclo-(L-Pro-L-Leu)(2),cyclo-(L-Pro-L-Phe)(3),cyclo-(L-Pro-L-Val)(4),adenosine(5),5'-S-methyl-5'-thioadenosine(6),2'-methoxyadenosine(7),adenine(8),1,8,15-triazecycloterpine-2,9,16-trione(9),1,8,15,22-tetraazacyclooctacosane-2,9,16,23-tetraketone(10),1,8,15,22,29-pentaaza-pentadecane-2,9,16,23,30-pentanone(11),diethylene glycol azelate(12),glycerol monop-almitate(13),glycerin monolinoleate(14),9,12-octadecadienoic acid N-(2-hydroxyethyl)(15),2-butoxyethyl linolenate(16),(2S)-1-O-(9Z,12Z-octadecandienyl)-3-O-β-galactosyl glycerol(17),β-sitosteryl-3β-glucopyranoside-6'-O-palmitate(18),bis(2-ethylhexyl)phthalate(19),lariciresinol(20),lariciresinol-9-O-β-glucopyranoside(21),(+)-epipinoresinol-4'-O-β-glucopyranoside(22),(+)-isolariciresinol-9'-O-β-glucopyranoside(23),(+)-isolariciresinol-9-O-β-glucopyrano-side(24),vanillic acid(25),and(E)-p-coumaroyl alcohol(26).Compounds 1,3,4,8-12,15,16,19 and 23 were isolated from Pinelliae Rhizoma for the first time.Some of isolated compounds were further evaluated for their anti-inflammatory activi-ty in lipopolysaccharide(LPS)-induced mouse macrophage(RAW 264.7)cells.The results showed that compounds 2,3,11,16 and 21 had inhibitory effects on NO release,and compound 16 had stronger NO inhibition with IC50 values of 10.47±0.89 μmol/L.

Pinelliae Rhizomaethyl acetate fractionchemical compositionsanti-inflammatory activity

谢安琪、池军、张伟进、王智民、代丽萍

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河南中医药大学 豫药全产业链研发河南省协同创新中心,郑州 450046

中国中医科学院中药研究所 中药质量控制技术国家工程实验室,北京 100700

半夏 乙酸乙酯部位 化学成分 抗炎活性

2023年度河南省高校科技创新团队项目河南省科技研发计划联合基金重点项目河南省省级重大科技专项

23IRTSTHN028222301420023221100310400

2024

天然产物研究与开发
中国科学院成都文献情报中心

天然产物研究与开发

CSTPCD北大核心
影响因子:0.783
ISSN:1001-6880
年,卷(期):2024.36(8)