首页|山茱萸中1个新的裂环环烯醚萜类化合物

山茱萸中1个新的裂环环烯醚萜类化合物

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采用大孔吸附树脂、硅胶、ODS、Sephadex LH-20和HPLC等多种技术对山茱萸化学成分进行分离纯化,综合利用HR-ESI-MS、1D和2D NMR等波谱技术鉴定化合物结构,从山茱萸水提物中分离鉴定了 10个化合物,分别为(±)-cornuscone(1)、(-)-(Z)-4-hydroxy-3-methoxyphenylpropene 4-O-β-L-xylopyranosyl-(1 →6)-β-D-glucopyranoside(2)、kaempferol 3-O-β-D-glucopyranoside(3)、kampferol(4)、myricetin(5)、trifolin(6)、quercetin 3-O-β-D-glucopyranoside(7)、quercetin 3-O-β-D-glucuronide-6"-methyl ester(8)、quercetin 3-O-β-D-glucuronide-6"-ethyl ester(9)、pyrogallol(10).化合物 1 为新的裂环环烯醚萜类化合物,命名为(±)-cornuscone,其结构中具有少见的C-1位甲基取代.选用脂多糖(lipopolysaccharide,LPS)诱导的小鼠RAW264.7细胞模型以评价化合物的抗炎活性,结果显示化合物1的半数抑制浓度(IC50)为(31.15±1.29)μmol·L-1,表明其抗炎活性显著优于阳性药吲哚美辛[indomethacin,IC50 为(48.32±1.66)μmol·L-1].
A new secoiridoid from Cornus officinalis
The chemical constituents from Cornus officinalis were isolated and purified by various techniques such as macroporous adsorption resin,silica gel,octadecylsilyl(ODS),Sephadex LH-20 column chromatography and preparative high-performance liquid chromatography(HPLC).The structures of the isolates were determined by a combination of spectroscopic techniques such as high-resolution electrospray ionization mass spectrometry(HR-ESI-MS),one-dimensional(1D)and two-dimensional(2D)nuclear magnetic resonance(NMR)spectroscopy.Ten compounds were isolated from the aqueous extract of C.officinalis and identified as(±)-cornuscone(1),(-)-(Z)-4-hydroxy-3-methoxyphenylpropene 4-O-β-L-xylopyranosyl-(1 → 6)-β-D-glucopyranoside(2),kaempferol 3-O-β-D-glucopyranoside(3),kampferol(4),myricetin(5),trifolin(6),quercetin 3-O-β-D-glucopyranoside(7),quercetin 3-O-β-D-glucuronide-6"-methyl ester(8),quercetin 3-O-β-D-glucuronide-6"-ethyl ester(9)and pyrogallol(10).Compound 1 is a new secoiridoid,named(±)-cornuscone with a rare methyl substitution at the C-1 position.The anti-inflammatory activity of 1 was evaluated in lipopolysaccharide(LPS)-induced RAW264.7 cells in mice.The results showed the median inhibition concentration(IC50)of 1 was(31.15±1.29)μmol·L-1,which demonstrated that the anti-inflammatory activity of 1 was significantly superior to that of indomethacin[IC50 value of(48.32±1.66)μmol·L-1].

Cornus officinalissecoiridoid(±)-cornusconeanti-inflammation

吴晶晶、彭中灿、赫军、丁康、续洁琨、张维库

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中日友好医院临床医学研究所&药学部,北京 100029

中国医学科学院北京协和医学院,北京 100730

北京中医药大学 生命科学学院,北京 100029

山茱萸 裂环环烯醚萜 (±)-cornuscone 抗炎

国家自然科学基金国家自然科学基金国家自然科学基金中央高水平医院临床科研业务费专项中日友好医院菁英计划成果转化项目中央高水平医院临床科研业务费专项中日友好医院菁英计划成果转化项目

8227380982273815820737312023-NHLHCRF-CXYW-01ZRJY2024-BJ01

2024

10.19540/j.cnki.cjcmm.20240507.201

中国中药杂志
中国药学会

中国中药杂志

CSTPCD北大核心
影响因子：1.718
ISSN：1001-5302
年,卷(期)：2024.49(15)