板栗种仁化学成分的研究

【作者】 张冬松；

【导师】 李铣； 吴立军；

【作者基本信息】 沈阳药科大学 ， 天然药物化学， 2008， 硕士

【摘要】 板栗为壳斗科（Fagacaea）栗属（Castanea）植物的落叶果木,性温,味甘平,入脾、胃、肾经,有养胃、健脾、补肾之功效。主治肾虚所致的腰膝酸痛,腰腿不遂,小便过多和脾胃虚寒所引起的慢性腹泻等症。为了进一步阐明板栗的药效物质基础,为板栗的开发利用提供依据,我们对板栗种仁的化学成分进行了较为系统的研究。将板栗种仁粗粉10kg,经CO₂超临界萃取技术去除脂肪油部分,对药渣采用90%乙醇进行提取得提取物,经水分散后依次用EtOAc、n-BuOH进行萃取,回收溶剂得乙酸乙酯,正丁醇,水溶性成分等3种萃取产物。采用硅胶柱色谱、Sephadex LH-20柱色谱、ODS柱色谱等多种分离手段,对EtOAc和n-BuOH萃取物进行化学成分分离,得到26个化合物,利用谱学分析及化合物的理化性质鉴定了23个化合物的结构,包括2个新化合物:6-（2′,3′-二羟基-4′-羟甲基-四氢呋喃）-环戊烯[c]吡咯-1,3-二醇（6-（2′,3′-dihydroxy-4′-hydroxymethyl-tetrahydrofuran-1′-yl）-cyclopenta[c]pyrrole-1,3-diol,1）和mollioside（2）,21个已知化合物分别为:山柰酚-3-O-[6″-O-反式-对-香豆酰基]-β-D-吡喃半乳糖苷（kaempferol-3-O-[6″-O-（E）-p-coumaroyl]-β-D-galactopyranoside,3）、tiliroside（kaempferol-3-O-[6″-O-（E）-p-coumaroyl]-β-D-glucopyranoside,4）、山柰酚-3-O-[6″,4″-双-反式-对-香豆酰基]-β-D-吡喃葡萄糖苷（kaempferol-3-O-[6″,2″-di-O-（E）-p-coumaroyl]-β-D-glucopyranoside,5）、5-羟基-2-羟甲基吡啶（5-hydroxy-2-hydroxymethylpyridine,6）、尿嘧啶（uracil,7）、（6S,9S）6-羟基-3-酮-α-紫罗兰醇-9-O-β-D-葡糖苷（（6S,9S）6-hydroxy-3-oxo-α-ionol-9-O-β-D-glucopyranoside,8）、（6S,9R）6-羟基-3-酮-α-紫罗兰醇-9-O-β-D-葡糖苷（（6S,9R）6-hydroxy-3-oxo-α-ionol-9-O-β-D-glucopyranoside,9）、正丁基-O-β-D-吡喃果糖苷（n-butyl-O-β-D-fructopyranoside,10）、壬二酸（azelaic acid,11）、异戊酸甲酯（isopentanic acid methlyester,12）、软脂酸-1-甘油单酯（hexadecanoic acid 2,3-di-hydroxypropyl ester,13）、5-羟甲基糠醛（5-hydroxymethyl-furaldehyde,14）、麦芽糖（maltose,15）、蔗糖（sucrose,16）、果糖（fructose,17）、山柰酚（kaempferol,18）、对羟基苯甲酸（p-hydroxybenzoic acid,19）、原儿茶酸（protocatechuic acid,20）、没食子酸（gallic acid,21）、葡萄糖（glucose,22）、胡萝卜苷（daucosterol,23）,已知化合物3,5-14为栗属植物中首次分离得到,化合物4,15-17为本种植物中首次分离得到。更多还原

【Abstract】 Castanea mollissima Blume,a member of Castanea genus of Fagacaea family,whose warm-natured,property sweet taste,put in should be spleen,chylostomach and shenjing system according to the herd property rules and used to treat waist pain,urination redundancy and chronic bacillary diarrhea.In order to research its chemical constituents,especially to find the new agents with the bioactivities,seeds of Castanea mollissima Blume were extrated by the method of CO₂ supercritical fluid extraction,and then the crude extract further was extracted with 90%EtOH.The 90%EtOH was suspended in water and extracted with EtOAc,n-BuOH solvent.By means of the silica gel,sephadex LH-20 column chromatogry and ODS column chromatogry isolation methods, 26 compounds were obtained,and among them 23 compounds structures were identified as 6-（2’,3’-dihydroxy-4’-hydroxymethyl-tetrahydro-furan-1 ’-yl）-cyclopenta[c]pyrrole-1,3-diol（1）,moll ioside（2）,kaempferol3-O-[6"-O-（E）-p-coumaroyl]-β-D-galactopyranoside（3）,tiliroside（4）,kaempf erol-3-O-[6",2"-di-O-（E）-p-coumaroyl]-β-D-glucopyranoside（5）,5-hydroxy-2-hydroxymethyl-pyridi ne（6）,uracil（7）,（6S,9S）6-hydroxy-3-oxe-α-ionol-9-O-β-D-glucopyranoside（8）,（6S,9R） 6-hydroxy-3-oxo-α-ionol-9-O-β-D-glucopyranoside（9）,n-butyl-O-β-D-fructopyranoside（10）, azelaic acid（11）,isopentanoic acid methlyester（12）,hexadecanoic acid 2,3-di-hydroxypropyl es ter（13）,5-hydroxymethyl-furaldehyde（14）,maltose（15）,sucrose（16）,fructose（17）,kaempferol（18）, p-hydroxybenzoic acid（19）,protocatechuic acid（20）,gallic acid（21）,glucose（22）,daucosterol（23）. Among these compounds,compound 1 and 2 were new compounds,compound 3,5-14 were obtained from Castanea genus for the first time and compound 4,15-17 were isolated from this plant for the first time.更多还原