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作 者:周浪 陈发菊 王丽[1,2] 廖秀 潘雄 杨娟 杨小生 李齐激 ZHOU Lang;CHEN Fa-ju;WANG Li;LIAO Xiu;PAN Xiong;YANG Juan;YANG Xiao-sheng;LI Qi-ji(State Key Laboratory of Functions and Applications of Medicinal Plants,Guizhou Medical University;Natural Products Research Center of Guizhou Province,Guiyang 550014,China)
机构地区:[1]贵州医科大学省部共建药用植物功效与利用国家重点实验室 [2]贵州省天然产物研究中心,贵阳550014
出 处:《天然产物研究与开发》2024年第12期2064-2073,共10页Natural Product Research and Development
基 金:国家自然科学基金委-贵州喀斯特中心项目(U1812403);国家自然科学基金(32160104)。
摘 要:为探究大果木姜子的倍半萜类成分及神经保护作用,采用硅胶柱色谱、反相柱色谱和半制备高效液相等色谱技术对大果木姜子果实乙醇提取物的进行分离纯化,通过理化性质与核磁共振波谱数据并结合参考文献鉴定化合物的结构。从大果木姜子果实提取物中分离鉴定了25个倍半萜类化合物:camganoid B(1)、4,10-diepi-guaiol(2)、愈创醇(3)、(+)-异愈创木醇(4)、magnodelavin C(5)、(4S,5R,7S)-4,11-dihydroxy-guaia-1(2),9(10)-dien(6)、(1S,4S,5S,7R)-4,13-dihydroxyguaia-10-ene(7)、pancherione(8)、lancilimbnoid D(9)、lancilimbnoid E(10)、山姜烯酮(11)、litsemene B(12)、stachytriol(13)、α-桉叶醇(14)、β-桉叶醇(15)、6α-hydroxy-4(15)-eudesmen-1-one(16)、ent-4(15)-eudesmen-1α,11-diol(17)、7-epi-4-eudesmene-lβ,11-diol(18)、rosifoliol(19)、6,8-cycloeudesm-4(15)-en-1-ol(20)、1-oxo-5α,7αH-eudesma-3-en-14-al(21)、假虎刺酮(22)、anhuienosol(23)、4-eudesmene-lβ,11-diol(24)、α-香附酮(25)。其中,化合物2~7、9~25为首次从大果木姜子中分离到。活性筛选结果表明,化合物3、10、12、19在30μmol/L下对N-甲基-D-天冬氨酸损伤的PC12细胞具有保护作用。该研究结果丰富了大果木姜子化学成分库,为进一步研究与开发利用大果木姜子提供了一定的科学依据。This study aims to investigate the sesquiterpenoids from the fruits of Cinnamomum migao and evaluate their neuroprotective effects.The ethanol extract from the fruits of C.migao was isolated and purified by silica gel and reversed phase column chromatography,semi-preparative HPLC.Their structures were identified by physicochemical properties,comprehensive spectral data combined with relevant literatures.Twenty-five sesquiterpenes were isolated from the fruits of C.migao,which were identified as camganoid B(1),4,10-diepi-guaiol(2),guaiol(3),bulnesol(4),magnodelavin C(5),(4 S,5 R,7 S)-4,11-dihydroxy-guaia-1(2),9(10)-dien(6),(1 S,4 S,5 S,7 R)-4,13-dihydroxyguaia-10-ene(7),pancherione(8),lancilimbnoid D(9),lancilimbnoid E(10),alpinenone(11),litsemene B(12),stachytriol(13),α-eudesmol(14),β-eudesmol(15),6α-hydroxy-4(15)-eudesmen-1-one(16),ent-4(15)-eudesmen-1α,11-diol(17),7-epi-4-eudesmene-lβ,11-diol(18),rosifoliol(19),6,8-cycloeudesm-4(15)-en-1-ol(20),1-oxo-5α,7αH-eudesma-3-en-14-al(21),carissone(22),anhuienosol(23),4-eudesmene-lβ,11-diol(24),α-cyperone(25).Compounds 2-7,9-25 were isolated from C.migao for the first time.The results of neuroprotective effects showed that compounds 3,10,12,19 exhibited protective activity against N-methyl-D-aspartic acid-induced neurotoxicity in PC12 cells at 30μmol/L.In conclusion,this finding enriched the chemical composition of C.migao,and provided a reference for the development and utilization of the plant resource in the future.
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