大叶黄杨叶、茎、果挥发油成分及抗病毒作用

doi:10.11944/j.issn.1000-0518.2016.06.150323

摘要/Abstract

摘要：

研究了大叶黄杨叶、茎、果挥发油的化学成分及抗病毒活性。采用超临界二氧化碳萃取,应用气相色谱-质谱联用(GC-MS) 法鉴定挥发油化学成分,考察体外抗病毒作用。共鉴定133个化合物,大叶黄杨叶挥发油中主要有2-乙氧丙烷(41.92%)、(E)-2-己烯-1-醇(17.8%)、 (E)-香叶醇(7.86%)、甲基环己烷(6.60%)等;大叶黄杨茎挥发油中主要有甲氧基苯基肟(33.10%)、二十八烷(14.34%)、α-甲基-α-[4-甲基-3-戊烯基]环氧乙烷甲醇(12.48%)、甲苯(11.88%)、二十一烷(7.74%) 等;大叶黄杨果挥发油中主要有苯甲醛(15.52%)、甲苯(15.03%)、甲基环己烷(14.76%)、(Z)-3-己烯-1-醇(10.98%)等。大叶黄杨叶、茎、果的环己烷、乙醚萃取挥发油对特定病毒有显著抑制效果。大叶黄杨叶、茎、果中挥发油萃取部位成分差异明显,有特定抗病毒活性。

关键词: 大叶黄杨叶、茎、果, 挥发油, 化学成分, 抗病毒活性

Abstract:

To analyze the chemical constituents of the essential oils of leaf, stem, and fruit from Euonymus japonicus Thunb. and study their antiviral activities, the volatile oils were extracted by supercritical carbon dioxide and were separated and identified by GC-MS. Their antiviral activities in vitro were inspected. There are 133 components identified, in which the main constituents are 2-ethoxy-propane(41.92%), (E)-2-hexen-1-ol(17.80%), (E)-3,7-dimethyl-2,6-octadien-1-ol(7.86%), methyl cyclohexane(6.60%) from the leaf volatile oil, methoxy phenyl oxime(33.10%), octacosane(14.34%), α-methyl-α-[4-methyl-3-pentenyl]oxiranemethanol(12.48%), toluene(11.88%)and heneicosane(7.74%) from the stem volatile oil and benzaldehyde(15.52%), toluene(15.03%), methyl cyclohexane(14.76%) and (Z)-3-hexen-1-ol(10.98%) from the fruit volatile oil. The volatile oils of the leaf, stem and fruit extracted by cyclonexane and ether show special inhibiting activities against some viruses. Chemical compositions of the volatile oils of the leaf, stem, and fruit show significant differences and special antiviral activities.

Key words: leaf,stem,and fruit from Euonymus japonicus Thunb., volatile oil, chemical components, antiviral activities

卫强, 刘洁. 大叶黄杨叶、茎、果挥发油成分及抗病毒作用[J]. 应用化学, 2016, 33(6): 719-726.

WEI Qiang, LIU Jie. Chemical Components of the Essential Oils of Leaf, Stem and Fruit from Euonymus japonicus Thunb. and Their Antiviral Activities[J]. Chinese Journal of Applied Chemistry, 2016, 33(6): 719-726.

参考文献

[1]	ZHANG Liang,CAO Conghua,REN Rongzhu,et al.Extraction and Stability of Chlorophyll in Euonymus Japonicus[J]. J Anhui Agric Sci,2010,38(17):8923-8925,8943(in Chinese). 张亮,曹丛华,任荣珠,等. 大叶黄杨叶绿素的提取及稳定性研究[J]. 安徽农业科学,2010,38(17):8923-8925,8943.
[2]	LIU Wenwen,QIU Bao,ZHANG Gang,et al.Effects of Simulated Acid Rain on Chlorophyll Fluorescence Parameters in Leaves of Euonymus Japonicus[J]. J Hebei Agric Univ,2012,35(3):52-57(in Chinese). 刘雯雯,邸葆,张钢,等.模拟酸雨对大叶黄杨叶片叶绿素荧光参数的影响[J].河北农业大学学报,2012,35(3):52-57.
[3]	WANG Xiao,HOU Yuanxi,MA Xiaolai,et al.Study on the Preparation of Sodium Copper Chlorophyllin from Buxusmyrica. Levl Leaves[J]. Shandong Sci,2001,14(4):14-17(in Chinese). 王晓,侯元夕,马小来,等. 大叶黄杨叶制备叶绿素铜钠盐的工艺研究[J]. 山东科学,2001,14(4):14-17.
[4]	Tantry M A,Idris A,Khan I A. Glycosylsphingolipids from Euonymus Japonicus Thunb[J]. Fitoterapia,2013,89:58-67.
[5]	Zhang Q,Ji Z,Wang M,et al.Two New Insecticidal Sesquiterpene Esters from Euonymus Japonicus[J]. Nat Prod Res,2009,23(15):1402-1407.
[6]	Wang M,Shi B,Zhang Q,et al.A New Aromatic Triterpene from Euonymus Japonicus[J]. Nat Prod Res,2009,23(7):617-621.
[7]	LU Weidong,TIAN Xuelian,MAO Xia,et al.Research on the Isolation of Endophytic Fungi from Euonymus Japonicus and Its Antibacterial Activity[J]. J Anhui Agric Sci,2011,39(35):21704-21705,21799(in Chinese). 陆伟东,田雪莲,卯霞,等. 大叶黄杨内生真菌的分离及抑菌活性研究[J]. 安徽农业科学,2011,39(35):21704-21705,21799.
[8]	HE Zhongmei,MENG Xiangying,BAO Yongli,et al.Antivirus Effect of Volatile Oil from Senecio Cannabifolius Less. and Its Constituents Analysis[J]. Chinese J Anal Chem,2007,35(10):1513-1516(in Chinese) 何忠梅,孟祥颖,鲍永利,等. 麻叶千里光挥发油抗病毒活性及成分分析[J]. 分析化学,2007,35(10):1513-1516.
[9]	HE Ting,CHEN Tian,ZENG Nan,et al.Study on the Effect and Mechanism of Anti-influenza a Virus of the Volatile Oil of Herba Schizonepetae Briq. in Vitro[J]. Pharmacol Clin Chinese Mater Med,2012,28(3):51-55(in Chinese). 何婷,陈恬,曾南,等. 荆芥挥发油体外抗甲型流感病毒作用及机制的研究[J]. 中药药理与临床,2012,28(3):51-55.
[10]	ZHANG Wei,LU Fangguo,PAN Shuangyin,et al.Extraction of Volatile Oil from Houttuynia Cordata and Its Anti-biotic and Anti-virus Activities[J]. Pract Prevent Med,2008,15(2):312-316(in Chinese). 张薇,卢芳国,潘双银,等. 鱼腥草中挥发油的提取分析及其抗菌抗病毒作用的研究[J]. 实用预防医学,2008,15(2):312-316.
[11]	WEI Qiang,GUI Wenhu. Study on Chemical Components of the Essential Oils of Leaf, Stem and Fruit from Acer Palmatum cv. Atropurpureum and Their Antiviral Activities[J]. J Yunnan Univ(Nat Sci Edn),2016,38(2):282-290(in Chinese). 卫强,桂文虎. 红枫叶、茎、果挥发油成分及抗病毒活性研究[J]. 云南大学学报(自然科学版),2016,38(2):282-290.
[12]	LIU Yuanyuan,YANG Zhanqiu,HE Jing,et al.Comparison and Analysis of CPE Assay, MTT Assay and Plaque Reductive Assay for Evaluating Medicines in Antiviral Effects in Vitro[J]. Med J Wuhan Univ,2005,26(2):199-202(in Chinese). 刘媛媛,杨占秋,何静,等. MTT分析法、空斑减数法及CPE观察法评估药物体外抗病毒效果的比较与分析[J]. 武汉大学学报(医学版),2005,26(2):199-202.

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