摘要
为研究桉属植物细叶桉(Eucalyptus tereticornis)的化学成分,探究所得化合物的潜在生理活性,本研究通过硅胶柱层析、凝胶柱层析和半制备型高效液相色谱等多种分离手段对其乙醇提取物的石油醚和乙酸乙酯萃取部位进行分离纯化,共得到21个化合物。通过核磁共振波谱、质谱和比旋光法并结合文献数据对比分析对化合物进行结构解析,分别鉴定为10个木脂素类化合物:ehletianol C(1)、dihydrobuddlenol B(2)、二氢去氢双松柏醇(3)、波棱素(4)、vitrifol A(5)、(−)-丁香树脂酚(6)、(−)-南烛木树脂酚(7)、异落叶松脂素(8)、erythro-1-(3,4-dimethoxyphenyl)-2-O-(2-methoxy-4-omegahydroxypropylphenyl)propane-1,3-diol(9)和threo-guaiacylglycerol-β-O-4′-dihydroconiferyl alcohol(10);3个间苯三酚类化合物:multifidol glucoside(11)、lysidiside A(12)和2,4,6-trihydroxy-1-butyrophenone-2-O-β-D-glucopyranoside(13);3个黄酮类化合物:(S)-柚皮素7-O-葡萄糖苷(14)、(−)-2,3-trans-dihydrokeampferol-3-O-α-L-rhamnoside(15)和根皮素(16);5个芳苷类化合物:garcimangosone D(17)、脱氧土大黄苷(18)、glochierioside F(19)、citrusin C(20)和苄基-β-D-葡萄糖苷(21)。化合物1~21均为首次从细叶桉中分离得到,化合物1、2、4、5、19和20为首次从桉属中分离得到。利用DPPH法探究所得化合物的体外抗氧化活性,结果显示化合物1、4、6、7、9、10、12、13、15和16的抗氧化活性IC50为13.42~65.97μg/mL,均弱于阳性对照维生素C,其中化合物3、6和10活性相对较强,与维生素C接近。
To study the chemical constituents of the Eucalyptus tereticornis and explore their potential biological activity,a total of 21 compounds were obtained from the petroleum ether and ethyl acetate part of the ethanol extract of Eucalyptus tereticornis by silica gel column chromatography,Sephadex LH-20 column chromatography,and semi-preparative high performance liquid chromatography(HPLC).By the analysis of NMR,ESI-MS,and specific rotation values combined with comparative analysis with literature data,the structures of compounds were identified as ten lignans:Ehletianol C(1),dihydrobuddlenol B(2),dehydrodiconiferyl alcohol(3),herpetin(4),vitrifol A(5),(−)-syringaresinol(6),(−)-lyoniresinol(7),(−)-isolariciresinol(8),erythro-1-(3,4-dimethoxyphenyl)-2-O-(2-methoxy-4-omegahydroxypropylphenyl)propane-1,3-diol(9),and threoguaiacylglycerol-β-O-4′-dihydroconiferyl alcohol(10);three phloroglucinols:multifidol glucoside(11),lysidiside A(12),and 2,4,6-trihydroxy-1-butyrophenone-2-O-β-D-glucopyranoside(13);three flavones:(S)-naringenin 7-O-glycoside(14),(−)-2,3-trans-dihydrokeampferol-3-O-α-Lrhamnoside(15),and phloretin(16);and five aryl C-glycosides:garcimangosone D(17),deoxyrhaponticin(18),glochierioside F(19),citrusin C(20),and benzylβ-D-glucopyranoside(21).All the compounds were separated from Eucalyptus tereticornis for the first time,and compounds 1,2,4,5,19,and 20 were separated from the genus Eucalyptus for the first time.The in vitro antioxidant activity of compounds was evaluated by using DPPH method.The results indicated that compounds 1,4,6,7,9,10,12,13,15,and 16 exhibited certain activity,with IC50 values ranging from 13.42-65.97μg/mL,weaker than vitamin C.Among them,compounds 3,6,and 10 showed significant antioxidant activity,comparable to vitamin C.
作者
薛俊娟
李波
王雷清
崔玉磊
廖琼
XUE Junjuan;LI Bo;WANG Leiqing;CUI Yulei;LIAO Qiong(Department of Traditional Chinese Medicine,Shandong College of Traditional Chinese Medicine,Yantai 264199,China;New Technology Research and Development Center of Traditional Chinese Medicine Production and Quality Control in Universities of Shandong Province,Yantai 264199,China;Collaborative Innovation Center for High quality Development of Genuine Medicinal Materials Industry in the Yellow River Basin,Yantai 264199,China;School of Medicine,Linyi University,Linyi 276000,China;Laboratory Animal Center,Sun Yat-sen University,Guangzhou 510006,China)
出处
《中山大学学报(自然科学版)(中英文)》
北大核心
2025年第3期36-46,共11页
Acta Scientiarum Naturalium Universitatis Sunyatseni
基金
国家自然科学基金(82204762)
山东省中医药科技发展计划项目(2020M037)。
