板栗总苞化学成分的分离与鉴定(Ⅱ)Isolation and identification of chemical constituents from the involucres of Castanea mollissima Blume(Ⅱ)
金秀梅,吴迪,黄健,孙博航,吴立军,高慧媛
JIN Xiu-mei1,WU Di2,HUANG Jian1,SUN Bo-hang1,WU Li-jun1,GAO Hui-yuan1 (1.School of Traditional Chinese Materia Medica
摘要(Abstract):
目的对板栗总苞(Castanea mollissimaBlume)的化学成分进行深入研究。方法采用硅胶柱色谱、凝胶柱色谱和制备性HPLC等多种分离方法对板栗总苞体积分数为95%乙醇溶液回流提取物进行成分分离,结合化合物的理化常数、谱学分析等方法鉴定其结构。结果分离得到10个化合物,分别鉴定为8-(3,5-dihydroxyphenyl)-1-propyloctyl 2,4-dihydroxy-6-undecylbenzoate(1)、苹果酸二丁酯(dibutylmalate,2)、槲皮素(quercetin,3)、山柰酚(kaempferol,4)、tiliroside(5)、山柰酚3-O-(2″,6″-双-反式-对-香豆酰基)-β-D-吡喃葡萄糖苷(kaempferol-3-O-[2″,6″-di-O-(E)-p-coumaroyl]β-D-glucopyranoside,6)、3′,3″-dimethoxylarreatricin(7)、大黄素(emodin,8)、乌索酸(ursolic acid,9)、原儿茶酸(3,4-dihydroxybenzoic acid,10)。结论化合物1、2为从栗属植物中首次分离得到,化合物8为该种植物中首次分离得到,以上化合物均为板栗总苞中首次分离得到。
Objective To isolate the chemical constituents and elucidate their structures from the involucres of Castanea mollissima Blume.Methods Compounds were isolated by column chromatography on silica gel columns,Sephadex LH-20 and preparative HPLC methods.Physical-chemical properties and spectral analysis were employed for the structural elucidation.Results Ten compounds were obtained and identified as 8-(3,5-dihydroxyphenyl)-1-propyloctyl 2,4-dihydroxy-6-undecylbenzoate(1),dibutylmalate(2),quercetin(3),kaempferol(4),tiliroside(5),kaempferol-3-O-[2″,6″-di-O-(E)-p-coumaroyl]-glucopyranoside(6),3′,3″-dimethoxylarreatricin(7),emodin(8),ursolic acid(9),3,4-dihydroxybenzoic acid(10),respectively.Conclusions Compounds 1 and 2 are isolated from this genus for the first time,and compound 8 is isolated from this plant for the first time,while,all compounds are reported for the involucre part firstly.
关键词(KeyWords):
板栗总苞;化学成分;结构鉴定
Castanea mollissima Blume;chemical constituent;structural identification
基金项目(Foundation):
作者(Author):
金秀梅,吴迪,黄健,孙博航,吴立军,高慧媛
JIN Xiu-mei1,WU Di2,HUANG Jian1,SUN Bo-hang1,WU Li-jun1,GAO Hui-yuan1 (1.School of Traditional Chinese Materia Medica
DOI: 10.14066/j.cnki.cn21-1349/r.2010.08.005
参考文献(References):
- [1]赵德义,高文海,花成文,等.板栗壳化学成分的初步研究[J].陕西林业科技,2003,47(2):1-3.
- [2]吴云龙,凌桂生,许振朝,等.板栗壳的抗菌抗炎作用及对胃肠平滑肌运动的影响[J].广西中医药,2008,25(4):54-56.
- [3]焦启扬,吴立军,黄健,等.板栗总苞化学成分的分离与鉴定[J].沈阳药科大学学报,2009,26(1):23-26.
- [4]OYAMA M,XU ZH,LEE K H,et al.Fungal metabo-lites as protein kinase inhibitors:identification of a no-vel metabolite and novel activities of known metabo-lites[J].Letters in Drug and Discovery,2004,1,24-29.
- [5]SINGH S B,ZINK D L,BILLS G F,et al.Discovery,structure and HIV-1intergrase inhibitory activities ofintegracins,novel dimeric alkyl aromatics fromCy-tonaemasp[J].Tetrahedron Letters,2002,43,1617-1620.
- [6]SUZUKI Y,KURANO M,ESUMI Y,et al.Biosyn-thesis of5-alkylresorcinol in rice:incorporation of aputative fatty acid unit in the5-alkylresorcinol carbonchain[J].Bioorganic Chemistry,2003,31:437-452.
- [7]VERESHCHAGIN A L,ANIKIA E V,SYRCHINA AI.Chemical investigation of the bitter principles ofLonicera Caerulea[J].Khimiya Prirodnykh Soedine-nii,1989,3,338-342.
- [8]汪嘉庆,王喆星,黄健,等.苦荞麦种子的化学成分[J].沈阳药科大学学报,2009,26(4):270-273.
- [9]WU Tao,LIN Jian-bo,YANG Yi,et al.Preparative i-solation of three flavonoids fromFlos Gossypiibyhigh-speed counter-current chromatography[J].Sepa-ration and Purification Technology,2009,66:295-298.
- [10]ZHANG Dong-song,GAO Hui-yuan,WANG Li-bo,et al.Flavonol glycisides fromCastanea mollissimaBlume[J].Asian Journal of Traditional Medicines,2007,2(6):229-234.
- [11]龙志敏,吴立军,江冰娅,等.板栗种仁的化学成分(Ⅲ)[J].沈阳药科大学学报,2008,25(11):856.
- 金秀梅
- 吴迪
- 黄健
- 孙博航
- 吴立军
- 高慧媛
JIN Xiu-mei1 - WU Di2
- HUANG Jian1
- SUN Bo-hang1
- WU Li-jun1
- GAO Hui-yuan1 (1.School of Traditional Chinese Materia Medica
- 金秀梅
- 吴迪
- 黄健
- 孙博航
- 吴立军
- 高慧媛
JIN Xiu-mei1 - WU Di2
- HUANG Jian1
- SUN Bo-hang1
- WU Li-jun1
- GAO Hui-yuan1 (1.School of Traditional Chinese Materia Medica