LC-MS导向分离龙血竭中2个具有抗炎活性的二氢查耳烷环合型三聚体
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摘要
中药活性成分的高效分离与结构鉴定为中药化学生物学的重要组成部分。该文利用LC-MS为导向,对剑叶龙血树Dracaena cochinchinensis树脂龙血竭的抗炎活性部位进行研究,采用硅胶、ODS、半制备HPLC等色谱技术分离得到nordracophane(1)和dracophane(2) 2个化合物,通过MS,NMR,IR,UV等波谱学数据确定结构为二氢查耳烷环合型三聚体。其中,化合物1为新化合物,化合物2为首次从该种植物中分离得到。化合物1和2可显著抑制脂多糖(LPS)刺激RAW264. 7细胞释放NO,IC50分别为(14. 9±4. 5),(9. 0±0. 7)μmol·L-1。
As an important integral part of traditional Chinese medicine chemical biology( TCMCB),it is of great importance to rapid isolate,and reliably identify the chemical components in herbal medicines. Phytochemical studies on the anti-inflammatory active part of Chinese dragon's blood,the red resin of Dracaena cochinchinensis,resulted in the isolation of two compounds,nordracophane( 1) and dracophane( 2),using LC-MS and chromatographic techniques( Silica gel,ODS and preparative HPLC). The structures,cyclic dihydrochalcane trimers,were elucidated on the basis of 1 D and 2 D NMR,MS,IR and UV spectral analysis. Compound 1 is a new compound,and 2 is isolated from D. cochinchinensis for the first time. Both compounds exhibited significant inhibition of nitric oxide production in lipopolysaccharides( LPS)-stimulated RAW264. 7 cells with IC50 values of( 14. 9±4. 50) and( 9. 0±0. 7) μmol·L-1.
As an important integral part of traditional Chinese medicine chemical biology( TCMCB),it is of great importance to rapid isolate,and reliably identify the chemical components in herbal medicines. Phytochemical studies on the anti-inflammatory active part of Chinese dragon's blood,the red resin of Dracaena cochinchinensis,resulted in the isolation of two compounds,nordracophane( 1) and dracophane( 2),using LC-MS and chromatographic techniques( Silica gel,ODS and preparative HPLC). The structures,cyclic dihydrochalcane trimers,were elucidated on the basis of 1 D and 2 D NMR,MS,IR and UV spectral analysis. Compound 1 is a new compound,and 2 is isolated from D. cochinchinensis for the first time. Both compounds exhibited significant inhibition of nitric oxide production in lipopolysaccharides( LPS)-stimulated RAW264. 7 cells with IC50 values of( 14. 9±4. 50) and( 9. 0±0. 7) μmol·L-1.
引文
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[3] Zheng J,Liu B,Lun Q,et al. Longxuetongluo capsule inhibits atherosclerosis progression in high-fat diet-induced ApoE-/-mice by improving endothelial dysfunction[J]. Atherosclerosis,2016,255:156.
[4]苏小琴,李曼曼,顾宇凡,等.龙血竭酚类成分研究[J].中草药,2014,45(11):1511.
[5] Su X Q,Song Y L,Zhang J,et al. Dihydrochalcones and homoisoflavanes from the red resin of Dracaena cochinchinensis(Chinese dragon's blood)[J]. Fitoterapia,2014,99:64.
[6] Pang D R,Su X Q,Zhu Z X,et al. Flavonoid dimers from the total phenolic extract of Chinese dragon's blood,the red resin of Dracaena cochinchinensis[J]. Fitoterapia,2016,115:135.
[7] Pang D R,Pan B,Sun J,et al. Homoisoflavonoid derivatives from the red resin of Dracaena cochinchinensis[J]. Fitoterapia,2018,131:105.
[8] Huo H X,Zhu Z X,Song Y L,et al. Anti-inflammatory dimeric2-(2-phenylethyl)chromones from the resinous wood of Aquilaria sinensis[J]. J Nat Prod,2018,81(3):543.
[9] Li M M,Su X Q,Sun J,et al. Anti-inflammatory ursane-and oleanane-type triterpenoids from Vitex negundo var. cannabifolia[J]. J Nat Prod,2014,77(10):2248.
[10] Huo H X,Gu Y F,Sun H,et al. Anti-inflammatory 2-(2-phenylethyl)chromone derivatives from Chinese agarwood[J]. Fitoterapia,2017,118:49.
[11] Vesela D,Marek R,Ubik K,et al. Dracophane,a metacyclophane derivative from the resin of Dracaena cinnabari Balf[J].Phytochemistry,2002,61(8):967.