巨尾桉树皮总多酚的提取分离及其生物活性研究

doi:10.3969/j.issn.0253-2417.2018.05.006

林产化学与工业 ›› 2018, Vol. 38 ›› Issue (5): 37-44.doi: 10.3969/j.issn.0253-2417.2018.05.006

巨尾桉树皮总多酚的提取分离及其生物活性研究

姜萍¹, 张茜¹, 赵雅洁¹, 陆婷婷¹, 王飞¹, 张力平²

1. 南京林业大学化学工程学院;江苏省生物质绿色燃料与化学品重点实验室;江苏省高校农林生物质资源化学利用国家重点实验室培育建设点, 江苏南京 210037;
2. 北京林业大学材料科学与技术学院, 北京 100083

收稿日期:2018-05-18 出版日期:2018-10-25 发布日期:2018-11-06
作者简介:姜萍(1969-),女,黑龙江伊春人,副教授,硕士生导师,主要从事天然产物化学与应用研究;E-mail:pingj_chem@njfu.edu.cn。
基金资助:
国家重点研发计划项目（2016YFD0600801，2017YFD0601306）；江苏高校品牌专业建设工程资助项目（无编号）

Extraction Technology for Total Polyphenols from Eucalyptus grandis×E. urograndis Bark and Their Bioactivities

JIANG Ping¹, ZHANG Qian¹, ZHAO Yajie¹, LU Tingting¹, WANG Fei¹, ZHANG Liping²

1. College of Chemical Engineering, Nanjing Forestry University;Jiangsu Key Lab. of Biomass-based Green Fuels and Chemicals;Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, Nanjing 210037, China;
2. College of Materials Science and Technology, Beijing Forestry University, Beijing 100083, China

Received:2018-05-18 Online:2018-10-25 Published:2018-11-06

摘要/Abstract

摘要： 以巨尾桉树皮为原料提取按树皮中的总多酚，通过正交试验优化了酶处理与超声波辅助联合提取法及超声波辅助提取法的工艺条件，并对抗氧化活性较强的乙酸乙酯萃取物进一步分离，通过大孔吸附树脂分离纯化制备得到11个活性组分（Fr.1~Fr.11）及1个活性单体化合物（Pu1），同时对其进行了体外抗氧化活性实验，并对Pu1进行了结构表征。研究结果表明：超声波辅助提取法的最佳工艺条件为60%乙醇、提取温度60℃、超声波作用时间50min、料液比为1：12（g：mL），总多酚得率为5.12%。酶处理与超声波辅助联合提取法中最佳酶处理工艺条件为：酶溶液质量浓度0.15g/L、酶解温度50℃、酶解时间50min、酶溶液pH值5.0，在此基础上再经超声波辅助提取，总多酚得率为6.23%。乙酸乙酯萃取物的分离活性组分中Fr.5、Fr.6、Fr.7和Fr.8在质量浓度为24mg/L时对DPPH·清除率大于60%，具有较好抗氧化能力，Pu1的半数抑制质量浓度（IC₅₀）值为8.99mg/L，小于对照样Vc的IC₅₀值（10.46mg/L），说明Pu1具有显著的体外抗氧化活性。活性组分的总多酚含量与其抗氧化活性有很好的相关性（R=0.944 8，P＜0.000 1）。通过UV、FT-IR、MS和NMR等分析表明：化合物Pu1的相对分子质量为498，分子C₂₁H₂₂O₁₄，确定化合物Pu1为2'-甲氧基-六羟基联苯二酸-4-O-α-L-鼠李糖苷。

关键词: 巨尾桉树皮, 总多酚化合物, 酶处理, 抗氧化活性

Abstract: The optimum extraction conditions of total polyphenols from Eucalyptus grandis×E. urograndis bark via enzymolysis treatment and ultrasonic-assisted coupling extraction method and ultrasonic extraction method were investigated by using orthogonal experiment. Vitro antioxidant activities of different solvent extracts by ultrasonic extracts were studied and the ethyl acetate extract exhibited stronger antioxidant activity. Then, 11 kinds of fractions(Fr.1-Fr.11) and a purified compound (Pu1) were separated from the ethyl acetate extract by AB-8 macroporous resin. The optimum crafts for ultrasonic extraction method were 60% ethanol, ultrasonic time 50 min, ratio of material-liquid 1:12 (g:mL), ultrasonic temperature 60℃, and the yield of total polyphenols was 5.12%. The optimum crafts for enzymolysis treatment and ultrasonic-assisted coupling extraction method were 0.15 g/L enzyme concentration,enzymolysis temperature 50℃,enzymolysis time 50 min,enzyme solution pH 5.0, combining with ultrasonic extraction, the yield of total polyphenols was 6.23%. The results of radical scavenging capacity assay showed that the scavenging rates of Fr.5, Fr.6, Fr.7 and Fr.8 active fractions at 50 mg/L were greater than 60%, and they had high antioxidant activity. The IC₅₀ of the active compound Pu1 was 8.99 mg/L, less than that of Vc(10.46 mg/L), indicating significant antioxidant activities. Moreover, the phenolic content of the active fractions showed positive correlation with their antioxidant activities (R=0.944 8,P<0.000 1). The structure of compound Pu1 was characterized by UV, FT-IR, MS and NMR and the results showed that its molecular formula and molar mass were C₂₁H₂₂O₁₄ and 498, respectively, which was named as 2'-methoxy-hexadylic biphenylate-4-O-α-L-rhamnoside.

Key words: Eucalyptus grandis×E. urograndis, total polyphenolics, enzymolysis treatment, antioxidant activity

中图分类号:

TQ35

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.

JIANG Ping, ZHANG Qian, ZHAO Yajie, LU Tingting, WANG Fei, ZHANG Liping. Extraction Technology for Total Polyphenols from Eucalyptus grandis×E. urograndis Bark and Their Bioactivities[J]. Chemistry and Industry of Forest Products, 2018, 38(5): 37-44.

参考文献

[1] 祁述雄. 中国桉树[M]. 北京:中国林业出版社,2002:8. QI S X. Chinese Eucalypts[M]. Beijing:Chinese Forestry Press,2002:8.
[2] BROOKER M I H. Field Guide to Eucalypts[M].[S. l.]:Inkata Press,2006.
[3] FORRESTER D I,MEDHURST J L,WOOD M,et al. Growth and physiological responses to silviculture for producing solid-wood products from Eucalyptus plantations:An Australian perspective[J]. Forest Ecology and Management,2010,259(9):1819-1835.
[4] GHISALBERTI E L. Bioactive acylphloroglucinol derivatives from Eucalyptus species[J]. Phytochemistry,1996,41(1):7-22.
[5] DOMINGUES R M A,SOUSA G D A,SILVA C M,et al. High value triterpenic compounds from the outer barks of several Eucalyptus species cultivated in Brazil and in Portugal[J]. Industrial Crops and Products,2011,33(1):158-164.
[6] SANTOS S A,VILLAVERDE J J,FREIRE C S,et al. Phenolic composition and antioxidant activity of Eucalyptus grandis,E. urograndis (E. grandis×E. urophylla) and E. maidenii bark extracts[J]. Industrial Crops and Products,2012,39:120-127.
[7] 廖维良,赵美顺,杨红,等. 超声波辅助提取技术研究进展[J]. 广东药学院学报,2012,28(3):347-350. LIAO W L,ZHAO M S,YANG H,et al. Research progress on utrasonic-assisted extraction technology[J]. Journal of Guangdong Pharmaceutical University,2012,28(3):347-350.
[8] SANTOS S A,FREIRE C S,DOMINGUES M R M,et al. Characterization of phenolic components in polar extracts of Eucalyptus globulus Labill. bark by high-performance liquid chromatography-mass spectrometry[J]. Journal of Agricultural and Food Chemistry,2011,59(17):9386-9393.
[9] KIM J P,LEE I K,YUN B S,et al. Ellagic acid rhamnosides from the stem bark of Eucalyptus globulus [J]. Phytochemistry,2001,57(4):587-591.
[10] ABDEL-SATTAR E,KOHIEL M A,SHIHATA I A,et al. Phenolic compounds from Eucalyptus maculata [J]. Die Pharmazie,2000,55(8):623-624.
[11] YUN B S,LEE I K,KIM J P,et al. Lipid peroxidation inhibitory activity of some constituents isolated from the stem bark of Eucalyptus globulus [J]. Archives of Pharmacological Research,2000,23(2):147-150.
[12] DOMINGUES R M A,SOUSA G D A,FREIRE C S R,et al. Eucalyptus globulus biomass residues from pulping industry as a source of high value triterpenic compounds[J]. Industrial Crops and Products,2010,31(1):65-70.
[13] FREIRE C,SILVESTRE A,NETO C P,et al. Lipophilic extractives of the inner and outer barks of Eucalyptus globulus [J]. Holzforschung,2002,56(4):372-379.
[14] 付文卫,赵春杰,裴玉萍,等. 桉属植物的化学成分与生物活性[J]. 国外医药:植物药分册,2003,18(2):51-58. FU W W,ZHAO C J,PEI Y P,et al. Chemical composition and biological activity of Eucalyptus [J]. World Phytomedicines,2003,18(2):51-58.
[15] 游见明,曹新志. 福林酚法测定茶树中茶多酚的分布水平[J]. 湖北农业科学,2013,52(10):2417-2419. YOU J M,CAO X Z. Analysis on the distribution of tea polyphenol in tea tree by Folin-Ciocalteaut method[J]. Hubei Agricultural Sciences,2013,52(10):2417-2419.
[16] GOTTLIED H E, KOTLYAR V, NUDELMAN A. NMR chemical shifts of common laboratory solvents as trace impurities[J]. Journal of Organic Chemistry, 1997, 62(21):7512-7515.

巨尾桉树皮总多酚的提取分离及其生物活性研究

Extraction Technology for Total Polyphenols from Eucalyptus grandis×E. urograndis Bark and Their Bioactivities

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

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]	张慧芳, 王叶, 户维超, 袁澍, 袁明. 绵马贯众多酚的分离纯化及其抗氧化活性研究[J]. 林产化学与工业, 2019, 39(2): 81-88.
[2]	周凌云, 鲁斌, 余小红, 张明芮, 华燕. 隐孔菌中倍半萜类化合物及其抗氧化活性研究[J]. 林产化学与工业, 2018, 38(1): 73-80.
[3]	姜萍, 陈华芳, 黄海斌, 包新业, 徐岚. 东北红豆杉枝叶总黄酮超声波辅助提取及其抗氧化活性[J]. 林产化学与工业, 2017, 37(6): 125-132.
[4]	周蒙, 刘功骏, 何凌霄, 王飞. 黑荆树原花色素二聚体的分离制备及抗氧化活性研究[J]. 林产化学与工业, 2017, 37(2): 135-140.
[5]	李艳, 安丽萍, 郭禹辰, 靳利娥. 酚羟基保护法合成硬脂酰单宁酸酯及其抗氧化性能评价[J]. 林产化学与工业, 2016, 36(6): 49-55.
[6]	卫强, 纪小影, 龙先顺, 李前荣, 尹浩. 红叶李叶化学成分及其体外抗氧化活性研究[J]. 林产化学与工业, 2015, 35(5): 116-122.
[7]	旷春桃, 李湘洲, 薛海鹏, 邓楠, 王玲芝. 姜黄素衍生物的合成和生物活性研究[J]. 林产化学与工业, 2014, 34(5): 67-72.
[8]	陈莉华, 高文昱, 王晓静, 孙红乐. 竹笋总多糖的提取及抗氧化活性研究[J]. 林产化学与工业, 2014, 34(5): 157-161.
[9]	王莹莹;熊双丽;史敏娟;姚晓蕾. 夏枯草酸性多糖及其衍生物的生物活性研究[J]. 林产化学与工业, 2013, 33(5): 35-40.
[10]	杨雨春;李吉;付玉杰;祖元刚;. 鼠掌老鹳草抗氧化活性成分季节变化研究[J]. 林产化学与工业, 2013, 33(1): 91-96.
[11]	苗建银;车科;陈雪香;吕洪财;黄奕诚;管晓盛;陈洪璋;庄雪影;曹庸. 亚临界流体萃取油茶籽油的抗氧化活性研究[J]. 林产化学与工业, 2012, 32(4): 67-71.
[12]	王玉秀;童国林;尤纪雪. 相思木EMCC硫酸盐浆氧脱木质素前后酶处理的影响研究[J]. 林产化学与工业, 2012, 32(4): 77-82.
[13]	徐曼;汪咏梅;张亮亮;吴冬梅;陈笳鸿. 毛杨梅、余甘子、落叶松树皮原花色素抗氧化能力研究[J]. 林产化学与工业, 2011, 31(6): 41-45.
[14]	朱淑云;董英;周越;陈晓东. 超滤对水飞蓟蛋白酶解物抗氧化活性的影响[J]. 林产化学与工业, 2011, 31(5): 37-40.
[15]	徐曼;陈笳鸿;汪咏梅;吴冬梅;吴在嵩;张亮亮;. 落叶松原花青素的没食子酰化及其抗氧化活性增强效应[J]. 林产化学与工业, 2010, 30(6): 55-60.