白木香茎皮的化学成分及其抗幽门螺旋杆菌活性研究  

Chemical constituents from stem bark of Aquilaria sinensis and their antibacterial activity against Helicobacter pylori

作　　者：陈小宇 李俊甫 李颖硕 杨珺[1,3] 段晓燕 罗吉凤 赵富伟[4] 王跃虎 CHEN Xiao-yu;LI Jun-fu;LI Ying-shuo;YANG Jun;DUAN Xiao-yan;LUO Ji-feng;ZHAO Fu-wei;WANG Yue-hu(Key Laboratory of Resource Plants and Biotechnology,Yunnan Province Key Laboratory of Wild Resource Plants Research and Development,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China;College of Life Science,University of Chinese Academy of Sciences,Beijing 100049,China;Yunnan International Joint Laboratory of Southeast Asia Biodiversity Conservation,Menglun 666303,China;Nanjing Institute of Environmental Sciences,Ministry of Ecology and Environment,Nanjing 210042,China)

机构地区：[1]中国科学院昆明植物研究所资源植物与生物技术重点实验室、云南省野生资源植物研发重点实验室,云南昆明650201 [2]中国科学院大学生命科学学院,北京100049 [3]云南省东南亚生物多样性保护国际联合实验室,云南勐仑666303 [4]生态环境部南京环境科学研究所,江苏南京210042

出　　处：《中国中药杂志》2024年第15期4100-4110,共11页China Journal of Chinese Materia Medica

基　　金：云南省科技厅建设面向南亚东南亚科技创新中心专项(202203AP140007);生态环境部生物多样性调查、观测与评估专项。

摘　　要：瑞香科植物白木香Aquilaria sinensis的茎皮为彝族药,彝族名为“理娃资姓”,用于治疗慢性胃炎等疾病,但其活性成分未见报道。该研究以幽门螺旋杆菌(Helicobacter pylori,Hp)为模型,试图阐明白木香茎皮的活性成分。采用柱色谱、高效液相色谱、重结晶等方法从白木香茎皮中分离得到19个化合物,包括1个新的木脂素:白木香双酯(1),以及18个已知化合物:咖啡酸二十二酯(2)、6-羟基-2-[2-(4-甲氧基苯基)乙基]-4H-1-苯并吡喃-4-酮(3)、qinanone A(4)、6-羟基-2-(2-苯乙基)色酮(5)、6-羟基-2-[2-(3-羟基-4-甲氧基苯基)乙基]-4H-1-苯并吡喃-4-酮(6)、6-羟基-2-[2-(3-甲氧基-4-羟基苯基)乙基]-4H-1-苯并吡喃-4-酮(7)、6-羟基-2-[2-(3,4-二甲氧基苯基)乙基]色酮(8)、6-羟基-2-[(1E)-2-(4-羟基-3-甲氧基苯基)乙基]-4H-1-苯并吡喃-4-酮(9)、芫花素(10)、5-羟基-2-(4-羟基-3,5-二甲氧基苯基)-7-甲氧基-4H-1-苯并吡喃-4-酮(11)、3-羟基-1-(4-羟基-3,5-二甲氧基苯基)-1-丙酮(12)、(+)-丁香脂素(13)、浙贝素(14)、aquilarin A(15)、caruilignan D(16)、(-)-榕醛(17)、pistaciamide(18)、原儿茶酸(19)。抗菌结果显示,化合物2~7、10~11和13对Hp有一定的抑制活性,其中,2-(2-苯乙基)色酮类化合物6-羟基-2-(2-苯乙基)色酮(5)和6-羟基-2-[2-(3-甲氧基-4-羟基苯基)乙基]-4H-1-苯并吡喃-4-酮(7)对Hp抑制作用最强,MIC均为6.25μmol·L^(-1)。2-(2-苯乙基)色酮类化合物是白木香茎皮的主要活性成分。The stem bark of Aquilaria sinensis(Thymelaeaceae),with the local name of"Li-Wa-Zi-Xing",is used in traditional Yi medicine for treating chronic gastritis and other diseases.However,its active ingredients remain currently unknown.In this study,Helicobacter pylori(Hp)is used in anti-bacterial experiments to test the active compounds derived from A.sinensis stem bark.Nineteen compounds were isolated from the stem bark of A.sinensis by column chromatography,high-performance liquid chromatography,recrystallization,etc.Aquilaridiester(1)is a new lignan.The other eighteen compounds were reported before,including docosyl caffeate(2),6-hydroxy-2-[2-(4-methoxyphenyl)ethyl]-4H-1-benzopyran-4-one(3),qinanone A(4),6-hydroxy-2-(2-phenylethyl)chromone(5),6-hydroxy-2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-4H-1-benzopyran-4-one(6),6-hydroxy-2-[2-(3-methoxy-4-hydroxyphenyl)ethyl]-4H-1-benzopyran-4-one(7),6-hydroxy-2-[2-(3,4-dimethoxyphenyl)ethyl]chromone(8),6-hydroxy-2-[(1E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4H-1-benzopyran-4-one(9),genkwanin(10),5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one(11),3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(12),(+)-syringaresinol(13),zhebeiresinol(14),aquilarin A(15),caruilignan D(16),(-)-ficusal(17),pistaciamide(18),and protocatechuic acid(19).The anti-bacterial results show that compounds 2-7,10-11,and 13 have inhibitory activity against Hp.Among them,6-hydroxy-2-(2-phenylethyl)chromone(5)and 6-hydroxy-2-[2-(3-methoxy-4-hydroxyphenyl)ethyl]-4H-benzopyran-4-one(7)have superior inhibitory effects on Hp to others,with the same minimum inhibitory concentration(MIC)of 6.25μmol·L^(-1).The 2-(2-phenylethyl)chromones are the major active ingredients in A.sinensis stem bark.

关 键 词：沉香属 白木香茎皮 胃炎 幽门螺旋杆菌 2-(2-苯乙基)色酮 

分 类 号：R284.1[医药卫生—中药学] R285[医药卫生—中医学]