高良姜的化学成分及细胞毒活性研究

Study on the Chemical Constituents and Cytotoxic Activity of Alpinia officinarum Hance

[目的]对高良姜(Alpinia officinarum Hance)正丁醇部位的化学成分进行分离纯化,并测定化合物的细胞毒活性。[方法]采用硅胶柱色谱、ODS柱色谱、制备和半制备型HPLC法及重结晶等技术手段对高良姜正丁醇萃取部位进行分离纯化,利用1H-NMR、13 C-NMR、MS等现代波谱技术,结合参考文献进行结构鉴定。通过MTT法测试分离得到化合物对肝癌细胞、胃癌细胞(3株)和乳腺癌细胞的细胞毒活性。[结果]从高良姜的正丁醇部位分离得到9个化合物,通过现代波谱学技术分别鉴定为:ethyl-β-D-glucopyranoside(1)、2,6-dimethoxy-4-hydroxyphenol-1-O-glucopyranoside(2)、3,5-dimethoxy-4-hydroxy-benzoic acid-7-O-β-D-glucopyranoside(3)、uridine(4)、Staphylionoside D(5)、3-methoxy-4-methyl-benzaldehyde(6)、4-(4′-hydroxy-3′-methoxyphenyl)-phenyl-2-butanone(7)、protocatechuic aldehyde(8)、protocatechuic acid(9)。[结论]从山姜属中首次分离得到化合物1~4和化合物6,该植物中首次分离得到化合物5、7、8、9。MTT结果显示化合物1、2、3和6具有微弱的细胞毒活性。

[Objective]The chemical components of the n-butanol part of Alpinia officinarum were separated and purified,and the cytotoxic activity of the compound was determined.[Method]The silica gel column chromatography,ODS column chromatography,preparative and semi-preparative HPLC method and recrystallization were used to separate and purify the extraction part of Alpinia officinarum n-butanol.Refer to the literature for structural identification.The MTT method was used to test the cytotoxic activity of the compound on liver cancer cells,gastric cancer cells(3 strains)and breast cancer cells.[Result]9 compounds were isolated from the n-butanol part of Alpinia officinarum,which were identified as:ethyl-β-D-glucopyranoside(1),2,6-dimethoxy-4-hydroxyphenol-1-O-glucopyranoside(2),3,5-dimethoxy-4-hydroxy-benzoic acid-7-O-β-D-glucopyranoside(3),uridine(4),Staphylionoside D(5);3-methoxy-4-methylbenzaldehyde(6),4-(4′-hydroxy-3′-methoxyphenyl)-phenyl-2-butanone(7),protocatechuic aldehyde(8),protocatechuic acid(9).[Conclusion]Compounds 1 to 4 and 6 are isolated for the first time from Alpinia,and compounds 5,7,8,9 were isolated for the first time in this plant.MTT results showed that compounds 1,2,3 and 6 had weak cytotoxic activity.