摘要
目的:高良姜(Alpinia officinarum hance)主要化学成分为黄酮类与二芳基庚烷类成分,在前期工作中分离得到高良姜总庚烷组分和总黄酮组分,本文对这两个组分进行分离纯化得到单体化合物,并测定其细胞毒活性。方法:采用硅胶柱色谱、ODS柱色谱、制备薄层色谱、制备及半制备型HPLC法等手段对高良姜总庚烷组分和总黄酮组分进行分离纯化,利用1H-NMR、^(13)C-NMR等现代波谱技术并结合文献鉴定化合物的结构。采用CCK-8法测试所分离得到化合物对MDA-MB-231(乳腺癌)、HepG-2(肝癌)、MKN-45(胃癌)细胞的细胞毒活性。结果:从高良姜总庚烷组分中分离得到6个化合物,从高良姜总黄酮组分中分离得到3个化合物,分别鉴定其结构为:5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one(1)、(E)-7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one(2)、5-hydroxy-1,7-diphenylheptan-3-one(3)、7-(4-hydroxyphenyl)-5-methoxy-1-phenylheptan-3-one(4)、(E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one(5)、(E)-1,7-diphenylhept-4-en-3-one(6)、pinocembrin(7)、galangin(8)、3-O-methylgalangin(9)。结论:从高良姜总庚烷组分中分离得到化合物1~6,从高良姜总黄酮组分中分离得到化合物7~9,CCK-8结果显示化合物2、3、5、6、7和8具有微弱的抗肿瘤活性。
Objective:The main chemical components of galangal(Alpinia officinarum Hance)are flavonoids and diarylheptanes.In the previous work,the total heptane and total flavonoid components of galangal were isolated.In this paper,the two components were separated.The monomeric compound was purified and its cytotoxic activity was determined.Methods:Silica gel column chromatography,ODS column chromatography,preparative thin layer chromatography,preparative and semi-preparative HPLC methods were used to separate and purify the total heptane components and total flavonoid components of galangal.Structures of compounds were identified by 1H-NMR、^(13)C-NMR modern spectroscopic techniques combined with literature.The cytotoxic activity of the isolated compounds against MDA-MB-231(breast cancer),HepG-2(liver cancer)and MKN-45(gastric cancer)cells was tested by CCK-8 method.Results:Six compounds were isolated from the total heptane fractions of galangal,and three compounds were isolated from the total flavonoids of galangal.Their structures were identified as:5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one(1),(E)-7-(4-hydr-oxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one(2),5-hydroxy-1,7-diphenylheptan-3-one(3)7-(4-hydroxyphenyl)-5-methoxy-1-phenylheptan-3-one(4),(E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one(5),(E)-1,7-diphenylhept-4-en-3-one(6),pinocembrin(7),galangin(8),3-O-methylgalangin(9).Conclusion:Compounds 1-6 were isolated from the total heptane components of galangal,and compounds 7-9 were isolated from the total flavonoids of galangal.The results of CCK-8 showed that compounds 2,3,5,6,7 and 8 had weak antitumor activity.
作者
欧虹雅
屈慧娟
周小妹
张迎
张海莹
靳德军
魏娜
OU Hong-ya;QU Hui-juan;ZHOU Xiao-mei;ZHANG Ying;ZHANG Hai-ying;JIN De-jun;WEI Na(School of Pharmaceutical Science,Hainan Medical University,Haikou 571199,China)
出处
《海南医学院学报》
CAS
2023年第4期241-245,252,共6页
Journal of Hainan Medical University
基金
海南省重点研发项目(ZDYF2022SHFZ127)
国家自然科学基金资助项目(81660649)。
关键词
高良姜
化学成分
抗肿瘤活性
Galangal
Chemical constituents
Antitumor activity
