漆树木粉醇提物中多酚化合物的分离及结构表征

doi:10.3969/j.issn.0253-2417.2016.06.001

林产化学与工业 ›› 2016, Vol. 36 ›› Issue (6): 1-8.doi: 10.3969/j.issn.0253-2417.2016.06.001

• 研究报告 • 下一篇

漆树木粉醇提物中多酚化合物的分离及结构表征

陈虹霞¹, 王成章^1,2, 周昊^1,2, 陶冉¹, 叶建中¹, 李文君¹

1. 中国林业科学研究院林产化学工业研究所, 生物质化学利用国家工程实验室, 国家林业局林产化学工程重点开放性实验室, 江苏省生物质能源与材料重点实验室, 江苏南京 210042;
2. 中国林业科学研究院林业新技术研究所, 北京 100091

收稿日期:2016-02-01 出版日期:2016-12-25 发布日期:2016-12-23
通讯作者: 王成章,男,研究员,博士,博士生导师,主要从事天然产物研究与利用工作;E-mail:wangczlhs@sina.com E-mail:wangczlhs@sina.com
作者简介:陈虹霞(1983-),女,浙江舟山人,助理研究员,博士,从事天然产物化学研究;E-mail:shirenyahui@126.com
基金资助:
国家林业局948技术引进项目（2015-4-46）；中国林科院林业新技术所基本科研业务费专项资金（CAFINT2013C03）；国家国际科技合作专项（2014DFR31300）

Separation and Identification of Phenolic Compounds of Ethanol Extract from Lacquertree Woods

CHEN Hong-xia¹, WANG Cheng-zhang^1,2, ZHOU Hao^1,2, TAO Ran¹, YE Jian-zhong¹, LI Wen-jun¹

1. Institute of Chemical Industry of Forest Products, CAF, National Engineering Lab. for Biomass Chemical Utilization, Key and Open Lab. of Forest Chemical Engineering, SFA, Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China

Received:2016-02-01 Online:2016-12-25 Published:2016-12-23

摘要/Abstract

摘要： 采用硅胶柱层析、中低压色谱和制备高效液相色谱协同活性跟踪方法，对漆树木粉醇提取物乙酸乙酯部位的具有抑制酪氨酸酶活性的化合物进行分离，并用红外、质谱和核磁等色谱分析手段对化合物的结构进行表征。从漆树木粉提取物乙酸乙酯部位分离得到7种多酚化合物，分别为没食子酸（1）、黄颜木素（2）、漆黄素（3）、硫黄菊素（4）、3，4'，7-三羟基二氢黄酮醇（5）、槲皮素（6）和紫铆花素（7）。各化合物抑制酪氨酸酶活性（半数抑制质量浓度，IC₅₀）由强到弱顺序：硫黄菊素（3.74 mg/L）、紫铆花素（4.32 mg/L）、槲皮素（18.73 mg/L）、漆黄素（69.4 mg/L）、没食子酸（89.5 mg/L）、黄颜木素（100 mg/L）和3，4'，7-三羟基二氢黄酮醇（164.07 mg/L）。

关键词: 乙酸乙酯萃取部位, 多酚化合物, 中低压色谱, 抑制酪氨酸酶活性

Abstract: The aim of this study was to separate antityrosinase compounds of the ethyl acetate fraction of ethanol extract from Toxicodendron vernicifluum (Stokes) F. A. Barkley(lacquertree) wood power using silica-gel column chromatography, medium pressure liquid chromatography and preparative high performance liquid chromatography through bioactivity-guided isolation. Seven phenolic compounds were obtained and identified from the ethyl acetate fraction from lacquertree by IR, MS and NMR chromatographies. The separated compounds were gallic acid(1), fustin(2), fisetin(3), sulfuretin(4), 3,4',7-trihydroxy-flavanonol(5), quercetin(6) and butin(7). The antityrosinase activities(IC₅₀) from strong to weak were sulfuretin(3.74 mg/L), butin(4.32 mg/L), quercetin(18.73 mg/L), fisetin(69.4 mg/L), gallic acid(89.5 mg/L), fustin(100 mg/L) and 3,4',7-trihydroxy-flavanonol(164.07 mg/L).

Key words: ethyl acetate fraction, phenolic compounds, middle pressure chromatography, antityrosinase activity

中图分类号:

TQ351

陈虹霞, 王成章, 周昊, 陶冉, 叶建中, 李文君. 漆树木粉醇提物中多酚化合物的分离及结构表征[J]. 林产化学与工业, 2016, 36(6): 1-8.

CHEN Hong-xia, WANG Cheng-zhang, ZHOU Hao, TAO Ran, YE Jian-zhong, LI Wen-jun. Separation and Identification of Phenolic Compounds of Ethanol Extract from Lacquertree Woods[J]. Chemistry and Industry of Forest Products, 2016, 36(6): 1-8.

参考文献

[1] 徐青春,李家贵,张德顺.浅谈漆树适生条件及育苗技术[J].陕西林业,2011(3):43. XU Qing-chun,LI Jia-gui,ZHANG De-shun.The suitable growth conditions and seedling technique of lacquer tree[J].Shananxi Forestry,2011(3):43.
[2] 王秦生.陕西省漆树的分布、类型和品种[J].西北植物研究,1983,8(S1):61-62. WANG Qin-sheng.The distribution,types and varieties of shananxi lacquer tree[J].Northwest Plant Research,1983,8(S1):61-62.
[3] 张继祖,刘谦虎,肖育檀.漆树割漆产漆量及其影响产漆量的主要因子分析[J].陕西林业科技,1980,5:29-39. ZHANG Ji-zu,LIU Qian-hu,XIAO Yu-tan.Reaping lacuqer quantity from lacquer tree and analysis the main factors of the paint production quantity[J].Shaanxi Forest Science and Technology,1980,5:29-39.
[4] 廉鹏.生漆的化学组成及成膜机理[J].陕西师范大学学报:自然科学版,2004,32:99-101. LIAN Peng.Chemical composition and filming mechanism of the oriental lacquer[J].Journal of Shaanxi Normal University:Natural Sciences Edition,2004,32:99-101.
[5] 雒礼润,雷艳,贺娜,等.生漆腻子制备及性能初步研究[J].中国生漆,2013,32(1):47-49. LUO Li-run,LEI Yan,HE Na,et al.Preparation and the performance of raw lacquer putty[J].Journal of Chinese Lacquer,32(1):47-49.
[6] 陈虹霞,王成章,叶建中,等.一种漆脂基季铵盐双子表面活性剂的合成与性能[J].中国油脂,2014,39(4):74-78. CHEN Hong-xia,WANG Cheng-zhang,YE Jian-zhong,et al.Synthesis and properties of lacquer wax-based quarternary ammonium gemini surfactant[J].China Oils and Fats,2014,39(4):74-78.
[7] 陈虹霞,王成章,叶建中,等.漆蜡脂肪酸甲酯磺酸盐的制备及其性能研究[J].中国油脂,2014,39(5):37-40. CHEN Hong-xia,WANG Cheng-zhang,YE Jian-zhong,et al.Preparation and properties of lacquer wax-based fatty acid methyl ester sulfonate[J].China Oils and Fats,2014,39(5):37-40.
[8] 陈虹霞,王成章,叶建中,等.漆树多酚的负压提取工艺及其抑制酪氨酸酶活性的研究[J].林产化学与工业,2015,35(2):47-54. CHEN Hong-xia,WANG Cheng-zhang,YE Jian-zhong,et al.Phenolic extracts from Rhus verniciflua Stokes woods by vacuum extraction and their anti-tyrosinase activities[J].Chemistry and Industry of Forest Products,2015,35(2):47-54.
[9] 陈虹霞,王成章,叶建中,等.漆树木材中漆黄素的分离及其抑制酪氨酸酶活性的研究[J].林产化学与工业,2015,35(6):101-107. CHEN Hong-xia,WANG Cheng-zhang,YE Jian-zhong,et al.Separation of fisetin from Toxicodendron verniciflua (Stokes) F.A.Barkl.woods and its anti-tyrosinase activity[J].Chemistry and Industry of Forest Products,2015,35(6):101-107.
[10] PARK K Y,JUNG G O,LEE K T,et al.Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua[J].Journal of Ethnopharmacol,2004,90(1):73-79.
[11] KIM J S,KWON Y S,CHUN W J,et al.Rhus verniciflua Stokes flavonoid extracts have anti-oxidant,anti-microbial and α-glucosidase inhibitory effect[J].Food Chemistry,2010,120(2):539-543.
[12] KANG S Y,KANG J Y,OH M J.Antiviral activities of flavonoids isolated from the bark of Rhus verniciflua Stokes against fish pathogenic viruses in vitro[J].The Journal of Microbiology,2012,50(2):293-300.
[13] MU Yan,LI Lin,HU Song-qing.Molecular inhibitory mechanism of tricin on tyrosinase[J].Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,2013,107:235-240.
[14] 裴月湖,韩冰,冯宝民,等.狼毒大戟化学成分的研究[J].中草药,2002(7):591-592. PEI Yue-hu,HAN Bing,FENG Bao-min,et al.Studies on chemical constituents of Euphorbia fischeriana[J].Chinese Traditional and Herbal Drugs,2002(7):591-592.
[15] 张国英,曾韬.辣蓼主要化学成分的研究[J].林产化学与工业,2005,25(3):21-24. ZHANG Guo-ying,ZENG Tao.Study on chemical constituents of Polygonum hydropiper Linn.[J].Chemistry and Industry of Forest Products,2005,25(3):21-24.
[16] KIM D,PARK J,KIM J,et al.Flavonoids as mushroom tyrosinase inhibitors:A fluorescence quenching study[J].Journal Agriculture and food chemistry,2006,54(3):935-941.
[17] KHATIB S,NERYA O,MUSA R,et al.Chalcones as potent tyrosinase inhibitors:The importance of a 2,4-substituted resoreinol moiety[J].Bioorganic Medicinal Chemistry,2005,13(2):433-441.
[18] SHIMIZU K,KONDO R,SAKAI K.Inhibition of tyrosinase by flavonoids,stilbenes and related 4-subtituted resorcinols:Structure-activity investigations[J].Planta Medica,2000,66(1):11-15.

漆树木粉醇提物中多酚化合物的分离及结构表征

Separation and Identification of Phenolic Compounds of Ethanol Extract from Lacquertree Woods

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 2

编辑推荐

Metrics

本文评价

关于本刊

投稿指南

在线期刊

相关单位

联系我们

[1]	姜萍, 张茜, 赵雅洁, 陆婷婷, 王飞, 张力平. 巨尾桉树皮总多酚的提取分离及其生物活性研究[J]. 林产化学与工业, 2018, 38(5): 37-44.
[2]	陈虹霞, 王成章, 叶建中, 周昊, 陶冉. 漆树木材中漆黄素的分离及其抑制酪氨酸酶活性的研究[J]. 林产化学与工业, 2015, 35(6): 101-107.