奇楠沉香超临界提取物的化学成分研究

Chemical Constituents of"Qi-Nan"Agarwood from Aquilaria sinensis

目的:研究奇楠沉香超临界提取物的化学成分。方法:采用硅胶柱色谱、薄层色谱及半制备液相色谱等技术对奇楠沉香超临界提取物进行分离纯化,结合谱学手段和文献数据鉴定化合物的结构。体外测定化合物对皮质酮(CORT)诱导的PC12细胞损伤的保护作用。结果:从奇楠沉香超临界提取物中分离得到17个化合物,分别鉴定为12,15-二酮基-α-芹子烯(1)、15-酮基-桉叶烷-4,11(13)-二烯-12-甲酯(2)、petafolia A (3)、12-羟基-4(5),11(13)-桉叶二烯-15-醛(4)、12,15-二酮基-芹子-4,11-二烯(5)、(7S,8R,10S)-(+)-8,12-二羟基-芹子-4,11-二烯-14-醛(6)、白木香酸(7)、1α-羟基-7βH-荒漠木-9,11-二烯-8-酮(8)、7α-H-9(10)-烯-11,12-环氧-8-氧代荒漠木烷(9)、petafolia B (10)、11-羟基-瓦伦-1(10)-烯-2-酮(11)、白木香醇(12)、2-(2-苯乙基)色酮(13)、奇楠沉香酮A (14)、4′-甲氧基-2-(2-苯乙基)色酮(15)、6-甲氧基-2-[2-(4′-甲氧基苯乙基)]色酮(16)和丁香醛(17)。CORT诱导细胞损伤后的细胞存活率为48.78%,给予受试药物后,不同化合物不同质量浓度下细胞存活率出现不同程度的升高,存活率为50.35%~91.36%。结论:化合物1~17均为首次从奇楠沉香超临界提取物中分离得到,化合物2和4对CORT诱导的PC12细胞损伤的保护活性较强。

Objective:To study the chemical constituents of"Qi-Nan"agarwood from Aquilaria sinensis.Methods:The compounds were isolated and purified by silica gel column chromatography,thin layer chromatography,and semipreparative high performance liquid chromatography,and their chemical structures were identified by spectral techniques and comparison with literature data.Furthermore,the protective effects of the compounds on the PC12 cells exposed to corticosterone(CORT)were determined.Results:Seventeen compounds were isolated from"Qi-Nan"agarwood and identified as 12,15-dioxo-α-selinen(1),methyl-15-oxo-eudesmane-4,11(13)-dien-12-oate(2),petafolia A(3),12-hydroxy-4(5),11(13)-eudesmadien-15-al(4),12,15-dioxo-selina-4,11-dine(5),(7S,8R,10S)-(+)-8,12-dihydroxy-selina-4,11-dien-14-al(6),baimuxifuranic acid(7),1α-hydroxy-7βH-eremophil-9,11-dien-8-one(8),7α-H-9(10)-ene-11,12-epoxy-8-oxoeremophilane(9),petafolia B(10),11-hydroxy-valenc-1(10)-en-2-one(11),baimuxinol(12),2-(2-phenylethyl)chromone(13),qinanone A(14),4′-methoxy-2-(2-phenylethyl)chromone(15),6-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone(16),and syringaldehyde(17).The survival of the cells exposed to CORT was 48.78%,and it increased to 50.35%-91.36%after treatment with different compounds at different concentrations.Conclusions:Compounds 1-17 were isolated from the supercritical extract of"Qi-Nan"agarwood from A.sinensis for the first time,and compounds 2 and 4 showed strong neuroprotective activities against CORT-induced damage in PC12 cells.