栽培奇楠沉香化学成分及其抗炎活性研究  

Chemical constituents from cultivated“Qi-Nan”agarwood and their anti-inflammatory activity

作　　者：张琳[1,2] 王昊 董文化 李薇[2] 云翠鸿 袁靖喆 蔡彩虹 吴妃[2] 梅文莉 戴好富[2] 李震宇[1] ZHANG Lin;WANG Hao;DONG Wen-hua;LI Wei;YUN Cui-hong;YUAN Jing-zhe;CAI Cai-hong;WU Fei;MEI Wen-li;DAI Hao-fu;LI Zhen-yu(Modern Research Center for Traditional Chinese Medicine,the Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education,Shanxi University,Taiyuan 030006,China;Key Laboratory of Natural Products Research and Development of Li Folk Medicine of Hainan Province,Institute of TropicalBioscience and Biotechnology,Chinese Academy of Tropical Agricultural Sciences/Key Laboratory of Conservation and Utilization of Tropical Agro-bioresources of Hainan Province,Hainan Academy of Tropical Agricultural Resources,Haikou 571101,China)

机构地区：[1]山西大学化学生物学与分子工程教育部重点实验室,中医药现代研究中心,山西太原030006 [2]中国热带农业科学院热带生物技术研究所海南省黎药资源天然产物研究与利用重点实验室/海南热带农业资源研究院海南省热带农业生物资源保护与利用重点实验室,海南海口571101

出　　处：《中草药》2023年第3期695-703,共9页Chinese Traditional and Herbal Drugs

基　　金：海南省重大科技计划项目(ZDKJ2021031);海南省院士创新平台科研项目资金(YSPTZX202037);财政部和农业农村部国家现代农业产业技术体系(CARS-21);中央级公益性科研院所基本科研业务费专项(1630052022031,1630052022022)。

摘　　要：目的研究栽培奇楠沉香Aquilariae Lignum Resinatum的化学成分及其抗炎活性。方法采用硅胶、Sephadex LH-20凝胶等多种柱色谱分离技术分离化合物,并通过质谱、核磁共振等现代波谱学方法鉴定其结构,采用Griess法测试化合物的抗炎活性。结果从栽培奇楠沉香的乙醇提取物中分离得到17个化合物,分别为2-[(4-甲氧基苯甲酰氧基)甲基]色酮(1)、2-(2-苯乙基)色酮(2)、2-[2-(3-羟基-4-甲氧基苯)乙基]色酮(3)、2-[2-(3-甲氧基-4-羟基苯)乙基]色酮(4)、2-[2-(4-甲氧基苯)乙基]色酮(5)、2-[2-(2-羟基苯)乙基]色酮(6)、2-[2-(4-羟基苯)乙基]色酮(7)、6-羟基-2-[2-(3-羟基-4-甲氧基苯)乙基]色酮(8)、6-甲氧基-2-[2-(4-甲氧基苯)乙基)]色酮(9)、(R)-2-[2-羟基-2-(4-羟基苯)乙基]色酮(10)、(S)-2-[2-羟基-2-(4-羟基苯)乙基]色酮(11)、4-羟基苯甲酸甲酯(12)、4-丙烯基苯甲醚(13)、7β-H-9(10)-烯-11,12-环氧-8-氧艾里莫芬烷(14)、(5S,7S,9S,10S)-(-)-9-羟基-芹子烷-3,11-二烯-14-醛(15)、β-榄香烯-9β-醇(16)、角鲨烯(17)。结论化合物1为新化合物,化合物16首次在沉香中发现。体外抗炎活性测试结果表明,化合物8具有抑制脂多糖诱导小鼠单核巨噬细胞RAW264.7产生NO的活性,半数抑制浓度(median inhibition concentration,IC50)值为(27.81±2.34)μmol/L。Objective To investigate the chemical constituents from cultivated“Qi-Nan”agarwood and their anti-inflammatory activity.Methods Various chromatographic techniques,such as Sephadex LH-20 and silica gel were used for separation.Their structures were elucidated based on mass spectrometry(MS),nuclear magnetic resonance(NMR)and other modern spectroscopic methods.The anti-inflammatory activity of these compounds was screened by Griess method.Results Seventeen compounds were isolated from ethanol extract of cultivated“Qi-Nan”agarwood,which were 2-[(4-methoxybenzoyloxy)methyl]chromone(1),2-(2-phenylethyl)chromone(2),2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]chromone(3),2-[2-(3-methoxy-4-hydroxyphenyl)ethyl]chromone(4),2-[2-(4-methoxyphenyl)ethyl]chromone(5),2-[2-(2-hydroxyphenyl)ethyl]chromone(6),2-[2-(4-hydroxyphenyl)ethyl]chromone(7),6-hydroxy-2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]chromone(8),6-methoxy-2-[2-(4-methoxyphenyl)ethyl]chromone(9),(R)-2-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]chromone(10),(S)-2-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]chromone(11),methyl 4-hydroxybenzoate(12),anethole(13),7β-H-9(10)-ene-11,12-epoxy-8-oxoeremophilane(14),(5S,7S,9S,10S)-(-)-9-hydroxy-selina-3,11-dien-14-al(15),β-elemen-9β-ol(16),squalene(17).Conclusion Compound 1 was a new compound,compound 16 was identified from agarwood for the first time.In vitro anti-inflammatory assay results showed that compound 8 inhibits the NO production in mouse mononuclear macrophages RAW264.7 induced by LPS with IC50 value of(27.81±2.34)μmol/L.

关 键 词：栽培奇楠沉香 白木香 色酮 抗炎活性 2-[(4-甲氧基苯甲酰氧基)甲基]色酮 β-榄香烯-9β-醇 

分 类 号：R284.1[医药卫生—中药学]