稀花八角枫的化学成分及其体外抗炎活性研究  

Study on the Chemical Constituents of Alangium chinense subsp.pauciflorum and Anti-inflammatory Activity In Vitro

作　　者：王美芹 朱敏汇 杨婷[1,2,3] 汪洋 刘亭 李勇军[1,2,3] 王永林[1,2] WANG Mei-qin;ZHU Min-hui;YANG Ting;WANG Yang;LIU Ting;LI Yong-jun;WANG Yong-lin(Guizhou Medical University Guizhou Provincial Key Laboratory of Pharmaceutics/State Key Laboratory of Functions and Applications of Medicinal Plants,Guiyang 550004,China;Guizhou Medical University Engineering Research Center for the Development and Application of Ethnic Medicine and TCM(Ministry of Education)/Guizhou Provincial Engineering Research Center for the Development and Application of Ethnic Medicine and TCM,Guiyang 550004,China;College of Pharmacy,Guizhou Medical University,Guiyang 550004,China)

机构地区：[1]贵州医科大学贵州省药物制剂重点实验室/省部共建药用植物功效与利用国家重点实验室,贵州贵阳550004 [2]贵州医科大学民族药与中药开发应用教育部工程研究中心/贵州省民族药与中药开发应用工程技术研究中心,贵州贵阳550004 [3]贵州医科大学药学院,贵州贵阳550004

出　　处：《中药材》2024年第3期615-623,共9页Journal of Chinese Medicinal Materials

基　　金：国家自然科学基金项目(U1812403);贵州省高层次创新型人才培养计划(20165677持续培养期)。

摘　　要：目的:研究八角枫科八角枫属植物稀花八角枫Alangium chinense subsp.pauciflorum的化学成分及其体外抗炎活性。方法:采用多种色谱技术对稀花八角枫70%乙醇提取物进行分离纯化,并根据化合物的波谱数据进行结构鉴定。采用脂多糖(LPS)诱导的小鼠巨噬细胞RAW 264.7体外炎症模型测定化合物对一氧化氮(NO)释放的抑制作用。结果:从稀花八角枫的醇提物中分离得到30个化合物,分别鉴定为:八角枫碱(1)、尿嘧啶(2)、尿嘧啶苷(3)、5-羟基-2-羟基甲基吡啶(4)、β-腺苷(5)、5-(hydroxymethyl)-1H-pyrrole-2-carbaldehyde(6)、N-trans-cinnamoyltyramine(7)、6-hydroxy-3,4-dihydro-1-oxo-β-carboline(8)、8-羟基喹啉(9)、(-)-(2R)-1-O-β-D-glucopyranosyl-2-{2,6-dimethoxy-4-[1-(E)-propen-3-ol]phenoxyl}propane-3-ol(10)、愈创木基甘油-9-O-β-D-吡喃葡萄糖苷(11)、4-O-(glycer-2-yl)-dihydroconiferyl alcohol-1′-O-β-D-mannopyranoside(12)、3,5-dimethoxy-4-O-β-D-glucopyranosylphenylpropane-7,9-diol(13)、4-(2,3-dihydroxypropyl)-2,6-dimethoxyphenyl-β-D-glucopyranoside(14)、7-(3-ethoxy-5-methoxyphenyl)propane-7,8,9-triol(15)、4-(α-L-鼠李吡喃糖基氧基)苯甲醛(16)、对羟基苯甲醛(17)、丁香醛(18)、对羟基苯甲酸乙酯(19)、(R)-6-hydroxy-4,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one(20)、对羟基苯乙酮(21)、二氢松柏醇(22)、邻苯二酚(23)、dibothrioclininsⅡ(24)、水杨苷(25)、2,3,5,4′-tetrahydroxystilbene-2-O-β-D-glucopyranoside(26)、2-(ethoxymethyl)phenol-1-O-β-D-glucopyranoside(27)、3′-O-methyl-3,4-di-O-methylenedioxyellagic acid(28)、岩白菜素(29)、3′-O-methyl-3,4-methylenedioxyellagic acid-4′-O-β-D-glucopyranoside(30)。结论:其中,化合物3~10、12~22、24、26、27、29为首次从八角枫属植物中分离得到,化合物1、2、11、23、25、28、30为首次从稀花八角枫中分离得到。化合物4、5、7、11~13具有一定的抗炎活性。Objective:To study the chemical constituents of Alangium chinense subsp.pauciflorum and anti-inflammatory activity in vitro.Methods:The 70%ethanol extract of Alangium chinense subsp.pauciflorum was isolated and purified by various chromatographic techniques,the structures were identified on the basis of spectral data.The inhibitory effect of the compounds on nitric oxide(NO)release was determined by lipopolysaccharide(LPS)-induced inflammation model of mouse macrophage RAW 264.7 in vitro.Results:Thrity compounds were isolated from the ethanol extract of Alangium chinense subsp.pauciflorum and identified as anabasine(1),uracil(2),uridine(3),5-hydroxyl-2-hydroxymethylpyridine(4),β-adenosine(5),5-(hydroxymethyl)-1H-pyrrole-2-carbaldehyde(6),N-trans-cinnamoyltyramine(7),6-hydroxy-3,4-dihydro-1-oxo-β-carboline(8),8-hydroxyquinoline(9),(-)-(2R)-1-O-β-D-glucopyranosyl-2-{2,6-dimethoxy-4-[1-(E)-propen-3-ol]phenoxyl}propane-3-ol(10),uaiacylglycerol-9-O-β-D-glucopyranoside(11),4-O-(glycer-2-yl)-dihydroconiferyl alcohol-1′-O-β-D-mannopyranoside(12),3,5-dimethoxy-4-O-β-D-glucopyranosylphenylpropane-7,9-diol(13),4-(2,3-dihydroxypropyl)-2,6-dimethoxyphenyl-β-D-glucopyranoside(14),7-(3-ethoxy-5-methoxyphenyl)propane-7,8,9-triol(15),4-(α-L-rhamnopyranosyloxy)benzaldehyde(16),p-hydroxy-benzaldehyde(17),syringaldehyde(18),p-hydroxybenzoic acid ethyl ester(19),(R)-6-hydroxy-4,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one(20),4-hydroxyacetophenone(21),dihydroconiferylalcohol(22),catechol(23),dibothrioclininsⅡ(24),salicin(25),2,3,5,4′-tetrahydroxystilbene-2-O-β-D-glucopyranoside(26),2-(ethoxymethyl)phenol-1-O-β-D-glucopyranoside(27),3′-O-methyl-3,4-di-O-methylenedioxyellagic acid(28),bergenin(29),3′-Omethyl-3,4-methylenedioxyellagic acid-4′-O-β-D-glucopyranoside(30),respectively.Conclusion:Among them,compounds 3 to 10,12 to 22,24,26,27,29 are isolated from Alangium for the first time,compounds 1,2,11,23,25,28,30 are isolated from Alangium chinense subsp.pauciflorum for the first time,compounds 4,5,7,11 to 13 show

关 键 词：稀花八角枫 化学成分 结构鉴定 抗炎活性 

分 类 号：R284.1[医药卫生—中药学] R284.2[医药卫生—中医学] R285.5