[1]倪妍妍,张玉婷,刘建锋*,等.崖柏属5种植物叶片挥发油成分分析[J].南京林业大学学报(自然科学版),2018,42(06):179-185.[doi:10.3969/j.issn.1000-2006.201805041]
 NI Yanyan,ZHANG Yuting,LIU Jianfeng*,et al.Comparison of chemical constituents in volatile compounds from leaves of five Thuja species[J].Journal of Nanjing Forestry University(Natural Science Edition),2018,42(06):179-185.[doi:10.3969/j.issn.1000-2006.201805041]
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崖柏属5种植物叶片挥发油成分分析
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《南京林业大学学报(自然科学版)》[ISSN:1000-2006/CN:32-1161/S]

卷:
42
期数:
2018年06期
页码:
179-185
栏目:
研究论文
出版日期:
2018-12-15

文章信息/Info

Title:
Comparison of chemical constituents in volatile compounds from leaves of five Thuja species
作者:
倪妍妍12张玉婷1刘建锋1*肖文发2黄跃宁1姚 宁1胡 军3
(1.中国林业科学研究院林业研究所,国家林业局林木育种重点实验室,北京 100091; 2. 中国林业科学研究院森林生态环境与保护研究所,国家林业局森林生态环境重点实验室,北京 100092; 3. 南昌市林业科学研究所,江西 南昌 330004)
Author(s):
NI Yanyan12 ZHANG Yuting1 LIU Jianfeng1* XIAO Wenfa2HUANG Yuening1YAO Ning1 HU Jun3
(1. Key Laboratory of Tree Breeding and Cultivation of State Forestry Administration, Research Institute of Forestry, Chinese Academy of Forestry, Beijing 100091, China; 2. Key Laboratory of Forest Ecology and Environment of State Forestry Administration, Research Institute of Forest Ecology, Environment and Protection, Chinese Academic of Forestry, Beijing 100092, China; 3. Nanchang Institute of Forestry, Nanchang 330004, China)
关键词:
崖柏属 挥发性成分 固相微萃取 气相色谱-质谱联用
Keywords:
Thuja volatile component solid phase microextraction gas chromatography-mass spectrometry
分类号:
Q791.37
DOI:
10.3969/j.issn.1000-2006.201805041
文献标志码:
A
摘要:
【目的】通过比对分析崖柏属5种植物叶片挥发性成分化合物的组成及相对含量,为进一步开发利用崖柏属植物资源提供理论依据。【方法】选择长势一致的4年生幼苗,通过固相微萃取技术(SPME)对幼苗相同部位叶片中的挥发性成分进行提取,利用气相色谱质谱联用(GC-MS)进行分离并鉴定,采用质谱进行定性,最终通过峰面积归一化法求得各组成成分的相对含量。【结果】5种植物幼苗叶挥发油成分共解析出136种化合物,崖柏、朝鲜崖柏、日本香柏、北美香柏、北美乔柏幼苗叶挥发油成分中分别鉴定出41、48、40、41和36种化合物。崖柏属5种植物叶片挥发油成分主要为萜类化合物,以单萜类化合物为主,质量分数均值为61.154%,其中北美乔柏含量最高(78.669%),朝鲜崖柏含量最低(49.451%)。5种植物叶片挥发油组成成分及相对含量差异较大。崖柏属5种植物共有成分仅有γ-松油烯、α-崖柏酮和(8β,13β)- 13-methyl-17-norkaur-15-ene 3种,异松油烯、α-石竹烯、棕榈酸甲酯和α,α-4-三甲基-3-环己烯-1-甲醇乙酸酯由其中4种植物共有; 且共有成分相对含量在种间差异显著,但α-崖柏酮在5种植物中相对含量均较高。崖柏属5种植物所含特有成分达75种,崖柏、朝鲜崖柏、日本香柏、北美香柏和北美乔柏所含特有成分分别为18、23、11、12和11种,且分别以长叶烯(Longifolene, 4.950%)、乙酸桃金娘烯酯(myrtenyl acetate,2.759%)、松油烯(1-methyl-4-(1-methylethyl)- 1,3-cyclohexadiene, 0.678%)、β-蒎烯(β-pinene, 4.232%)和草蒿脑(estragole,0.963%)含量最高。【结论】崖柏属5种植物挥发油化学成分以单萜类化合物为主,化合物成分组成及其相对含量差异显著,但α-崖柏酮含量均较高。
Abstract:
【Objective】 To provide a theoretical basis for the development and utilization of Thuja resources, the composition of essential oils from leaves of five Thuja species were analyzed. 【Method】 Healthy 4-year-old seedlings, having the same size and with consistent growth patterns, of five Thuja species were selected as study materials. The volatile components of new leaves in the same position of seedlings from all five species were extracted by solid-phase micro-extraction(SPME), separated and identified by gas chromatography-mass spectrometry(GC-MS). Qualitative analysis was carried out by mass spectrometry and the relative contents of the volatile components were calculated by peak area normalization. 【Result】 One hundred and thirty-six essential oils were detected; 41, 48, 40, 41 and 36 were identified from Thuja sutchuenensis, T. koraiensis, T. standishii, T. occidentalis and T. plicata, respectively. The volatile components of all five species were dominated by monoterpenes, and the average relative monoterpene content was 61.154%; the highest and lowest contents were found in T. plicata (78.669%)and T. koraiensis(49.451%), respectively. The composition and the relative content of the essential oils were significantly different among the five congeneric species. Only three components, γ-terpinene, α-thujone and(8β,13β)-13-methyl-17-norkaur-15-ene, were shared by all five species. Terpinolene, α-caryophyllene, methyl hexadecanoate, and α,α,4-trimethyl-3-cyclohexene-1-methanol, acetate, were found in four species. The common components of the essential oils differed among the five species, and only α-thujone, which was generally present at high levels, was found in all Thuja species. Seventy-five components were only identified in only one of the five species; 18, 23, 11, 12 and 11 unique components were found in T. sutchuenensis, T. koraiensis, T. standishii, T. occidentalis and T. plicata, respectively, and longifolene(4.950%), myrtenyl acetate(2.759%), 1-methyl-4-(1-methylethyl)-1,3-cyclohexadiene(0.678%), β-pinene(4.232%), and estragole(0.963%)were the unique components with the highest content in each species, respectively. 【Conclusion】 The volatile components of five Thuja species were dominated by monoterpenes, and the relative contents of essential oils from leaves differed significantly among the five species, but the α-thujone content was the highest in all five species.

参考文献/References:


[1] ECKENWALDER J E. Conifers of the world: the complete reference[M]. Partland: Timber Press, 2009.
[2] PENG D, WANG X Q. Reticulate evolution in Thuja inferred from multiple gene sequences: implications for the study of biogeographical disjunction between eastern Asia and north America[J]. Molecular Phylogenetics & Evolution, 2008, 47(3): 1190-1202.
[3] 刘建锋, 江泽平, 肖文发,等. 极度濒危植物——崖柏种群空间格局与动态的初步研究[J]. 江西农业大学学报, 2005, 27(5):708-712. DOI: 10.3969/j.issn.1000-2286.205.05.015.
LIU J F, JIANG Z P, XIAO W F, et al. A preliminary study on the population pattern and dynamics of critically endangered plant, Thuja sutchuenensis(Cupressaceae)[J]. Acta Agriculturae Universitis Jiangxiensis, 2005, 27(5):708-712.
[4] 倪妍妍, 杨文娟, 刘建锋, 等. 崖柏属植物的核型分析[J]. 林业科学研究, 2017, 30(2): 189-193. DOI: 10.13275/J. CNKI. LYKXYJ. 2017.02.001.
NI Y Y, YANG W J, LIU J F,et al. Karyomorphology of five species in genus Thuja L. and their phylogenetic implications[J]. Forest Research, 2017, 30(2): 189-193.
[5] LIU J F, SHI S Q, CHANG E M,et al. Genetic diversity of the critically endangered Thuja sutchuenensis revealed by ISSR markers and the implications for conservation[J]. International Journal of Molecular Sciences, 2013, 14: 14860-14871. DOI: 10.3390/ijms140714860.
[6] 马凡强,秦爱丽,郭泉水,等. 极度濒危物种崖柏的地理分布及其生境特征[J]. 生态学报杂志, 2017, 36(7):1777-1784. DOI: 10. 13292/j. 1000-4890. 201707.034.
MA F Q, QIN A L, GUO Q S,et al. Geographical distribution and habitat characteristics of critically endangered species, Thuja sutchuenensis[J]. Chinese Journal of Ecology, 2017, 36(7):1777-1784.
[7] 国家林业局.国家重点保护野生植物名录[M].北京:林业出版社, 1999.
[8] 陈孟广, 葛永金, 刘日林,等. 日本柏在浙江中山地区的生长量检测[J]. 东北林业大学学报, 2017, 45(1):13-15. DOI: 10. 13759/j. cnki. dlxb. 2017.01.003.
CHEN M G, GE Y J, LIU R L, et al. Increment of three cypress trees in middle-high mountains of Zhejiang Province[J]. Journal of Northeast Forestry University, 2017,45(1):13-15.
[9] NASER R, BODINET C, TEGTMEZER M, et al. Thuja occidentalis (Arbor vitae): a review of its pharmaceutical, pharmacolo-gical and clinical properties[J]. Evidence-based Complementary and Alternative Medicime, 2005, 2(1): 69-78. DOI: 10.1093/ecam/neh065.
[10] TSIRI D, GRAIKOU K, POBLOCKA-OLECH L, et al. Chemosystematic value of the essential oil composition of Thuja species cultivated in Poland-antimicrobial activity[J]. Molecules, 2009, 14(11): 4707-4715. DOI: 10.3390/molecules14114707.
[11] JAINN, SHARMA M. Ethanobotany, phytochemical and pharmacological aspects of Thuja orientalis: a review[J]. International Journal of Pure Applied Bioscience, 2017, 5(3): 73-83. DOI: http://dx.doi.org/10.18782/2320-7051.2976.
[12] KAMDEM P D, HANOVER J W. Inter-tree variation of essential oil composition of Thuja occidentalis L.[J]. Journal of Essential Oil Research, 1993, 5(3): 279-282. DOI: 10.1080/10412905.1993.9698220.
[13] FAO(Food and Agriculture Organization of the United Nations). Non-wood forest products from conifers Chapter 7-Essential Oils.[Z]. Rome: FAO, 1995.
[14] ELSHARKAWY E R, ALJOHAR H, DONIA A M. Comparative study of antioxidant and anticancer activity of Thuja orientalis growing in Egypt and Saudi Arabia[J]. British Journal of Pharmaceutical Research, 2017, 15(5): 1-9. DOI: 10.9734/BJPR/2017/32387.
[15] SUNILA E S, HAMSA T P, KUTTAN G. Effect of Thuja occidentalis and its polysaccharide on cell-mediated immune responses and cytokine levels of metastatic tumor-bearing animals[J]. Pharmaceutical Biology, 2011, 49(10): 1965-1073. DOI: 10.3109/13880209.2011.565351.
[16] 王广要, 周虎, 曾晓峰. 植物精油应用研究进展[J]. 食品科技, 2006, 31(5): 11-14.DOI: 10.3969/j.issn.1005-9489.2006.05.004.
WANG G Y, ZHOU H, ZENG X F. Advances in the research and the development of plant essential oils[J]. Food Science and Technology, 2006, 31(5): 11-14.
[17] 吴章文, 吴楚材, 陈奕洪, 等. 8种柏科植物的精气成分及其生理功效分析[J]. 中南林业科技大学学报, 2010, 30(10): 1-9.DOI:10.3969/j.issn.1673-923x.2010.10.001.
WU Z W, WU C C, CHEN Y H,et al. Components of phytoncidere in Cupressaceae plants and theirs physiological efficacy ana-lysis[J]. Journal of Central South University of Forestry & Technology, 2010, 30(10):1-9.
[18] 刘喜梅, 李海朝. 2个地区祁连圆柏叶挥发油化学成分分析[J]. 林业科学, 2013, 49(10): 149-154. DOI: 10. 11707 / j. 1001-7488. 20131023.
LIU X M, LI H C. Analysis of the chemical constituents in the volatile oils from leaves of Sabina przewalskii in two different regions[J]. Science Silvae Sinicae, 2013, 49(10): 149-154.
[19] 刘喜梅, 李海朝. 不同海拔高度祁连圆柏叶中挥发性成分的比较[J]. 北京林业大学学报, 2014, 36(1): 126-131.
LIU X M, LI H C. Comparison of volatile components of Sabina przewalskii in different altitudes[J]. Journal of Beijing Forestry University, 2014, 36(1): 126-131.
[20] 蒋继宏, 李晓储, 高雪芹, 等. 侧柏挥发油成分及抗肿瘤活性的研究[J]. 林业科学研究, 2006, 19(3): 311-315.
JIANG J H, LI X C, GAO X Q,et al. Volatile constituents from Platycladus orentalis and their antitumor activities[J]. Forest Research, 2006, 19(3): 311-315.
[21] 武雪, 宋平顺, 赵建邦, 等. 藏药圆柏的比较鉴别[J]. 西部中医药, 2016, 29(1): 32-36.
WU X, SONG P S, ZHAO J B. Comparative identification of Tibetan medicine Yuanbai [J]. Western Journal of Traditional Chinese Medicine, 2016,29(1): 32-36.
[22] 杨智蕴, 田作霖, 刘群, 等. 朝鲜崖柏叶挥发油化学成分研究[J]. 东北师范大学学报(自然科学版), 1994, 26(1): 136-140.
YANG Z Y, TIAN Z L, LIU Q,et al. Study on the chemical constituents of the volatile oil from leaves of Thuja koraiensis Nakai Maxim[J]. Journal of Northeast Normal University(Natural Science Edition), 1994, 26(1):136-140.
[23] 丁洪美, 马骥. 四种柏树叶精油成分的比较研究与分类[J]. 植物学报, 1989, 6(1): 43-47.
DING H M, MA J. Comparison and classification of chemical composition of the essential oils from 4 species of Platycladus[J]. Chinese Bulletin of Botany, 1989, 6(1): 43-47.
[24] HAN X, PARKER T L. Arborvitae(Thuja plicata)essential oil significantly inhibited critical inflammation-and tissue remodeling-related proteins and genes in human dermal fibroblasts[J]. Biochimie Open, 2017, 4:56-60. DOI: http://dx.doi.org/10.1016/j.biopen.2017.02.003.
[25] SVAJDLENKA E, M?RTONFI P, TOMASKO I, et al. Essential oil composition of Thuja occidentalis L. samples from Slovakia[J]. Journal of Essential Oil Research, 1999, 11(5): 532-536. DOI: 10.1080/10412905.1999.9701208.
[26] LIS A, LISZKIEWICZ R, KRAJEWSKA A. Comparison of chemical composition of the essential oils from different parts of Thuja occidentalis L. ‘Brabant’ and T. occidentalis L. ‘Smaragd’[J]. Herba Polonica, 2016, 62(3): 20-27. DOI: 10.1515/hepo-2016-0014.
[27] AKERS H A, ABREGO V A, GARLAND E. Thujaplicins from Thuja plicata as iron transport agents for Salmonella typhimurium[J]. Journal of Bacteriology, 1980, 141(1): 164-8. DOI: 0021-9193/80/01-0164/05$02.00/0.
[28] JASUJA N D, SHARMA S K, SAXENA R,et al. Antibacterial, antioxidant and phytochemical investigation of Thuja orientalis leaves[J]. Journal of Medicinal Plant Research, 2013, 725(25): 1886-1893. DOI: 10.5897/JMPR12.1323.
[29] TANVEER M Z, JAVEED A, ASHRAF M,et al. Evaluation of anti-inflammatory and analgesic potential of aqueous methanolic extract of Thuja orientalis in albino rats[J]. Journal of Animal & Plant Sciences, 2015, 25(4): 1183-1186.
[30] JAFARIANDEHKORDIA, EMAMI S A, SAEIDI M, et al. Cytotoxicologic studies of the extracts of Iranian Juniperus sabina and Platycladus orientalis on cancer cells[J]. Journal of Research in Medical Sciences, 2004, 9(5):205-209.
[31] FARAG M A, RYU C M, SUMNER L W, et al. GC-MS SPME profiling of rhizobacterial volatiles reveals prospective inducers of growth promotion and induced systemic resistance in plants[J]. Phytochemistry, 2006, 67(20):2262-2268. DOI: 10.1016/j.phytochem.2006.07.021.
[32] 秦爱丽, 郭泉水, 简尊吉, 等. 不同育苗基质对圃地崖柏出苗率和苗木生长的影响[J]. 林业科学, 2015, 51(9): 9-17. DOI: 10. 11707 / j. 1001-7488. 20150902.
QIN A L, GUO Q S, JIAN Z J, et al.Effects of different nursery substrates on germination rate and seedling growth of Thuja sutchuenensis[J]. Science Silvae Sinicae, 2015, 51(9): 9-17.
[33] 刘永书. 向江南山地推荐几个引进的优良造林树种[J]. 江西林业科技, 1990(2):15-20.
[34] 尹航, 赵莹, 金慧,等. IBA处理对朝鲜崖柏硬枝插穗生根的影响[J]. 吉林林业科技, 2016, 45(6):19-22. DOI: 10.16115 /j. cnki. issn. 1005-7129.2016.06.005.
YIN H, ZHAO Y, JIN H, et al. The effect of IBA treatment on rooting of hard-woods cuttings rooting of Thuja koraiensis[J]. Journal of Jilin Forestry Science and Technology, 2016, 45(6):19-22.
[35] 王戈戎, 夏富才, 刘宝东,等. 朝鲜崖柏生境及高生长规律分析[J]. 北华大学学报(自然科学版), 2017, 18(3):312-314. DOI: 10. 11713 /j. issn. 1009-4822.2017.03.007.
WANG G R, XIA F C, LIU B D, et al. Habitat and height growth rhythm of Thuja koraiensis[J]. Journal of Beihua University, 2017, 18(3):312-314.
[36] BUBEN I, KARMAZIN M, TIOJáNKOVá J, et al. Seasonal variability in the contents and composition of essential oil in various Thuja species occuring in Czechoslovakia[J]. European Journal of Pharmacology, 1990, 183(2): 573-574. DOI: 10.1016/0014-2999(90)93487-B.
[37] RUDLOFF E V. Gas-liquid chromatography of terpenes VI. The volatile oil of Thuja plicata Donn[J]. Phytochemistry, 1962, 1(3): 195-202. DOI: 10.1016/S0031-9422(00)82822-8.
[38] MANIMEGALAIS, ADHITHYA R, VELLAIKUMAR S, et al. Separation and characterization of antibacterial compounds from Aegle marmelos Correa and Thuja orientalis L. against silkworm pathogens[J]. International Journal of Genetic Engineering and Biotechnology, 2011, 2(3): 251-260.
[39] SONDERMANN W, SCHWEERS W. über die biogenese von thujon in Thuja occidentalis[J]. Tetrahedron Lett, 1962, 7: 259-260.
[40] TRAUD J, MUSCHE H. Bestimmung und identifizierung von α-und β-thujon in pflanzen mittels capillar-gas-chromatographie-massenspektronomie(GC/MS)[J]. Fresenius’ Journal of Analytical Chemistry, 1983, 315(3): 221-226. DOI: 10.1007/BF00594996.
[41] ISMAIL A, MOHSEN H, BASSEM J, et al. Chemical composition of Thuja orientalis L. essential oils and study of their allelopathic potential on germination and seedling growth of weeds[J]. Archives of Phytopathology and Plant Protection, 2015, 48(1): 18-27. DOI: 10.1080/03235408.2014.882107.
[42] KHUBEIZ M J, MANSOUR G, ZAHRAA B. Antibacterial and phytochemical investigation of Thuja orientalis(L.)leaves essential oil from Syria[J]. International Journal of Current Pharmaceutical Review and Research, 2016, 7(5): 243-247.

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备注/Memo

备注/Memo:
收稿日期:2018-05-16 修回日期:2018-07-12
基金项目:国家林业局“948”项目(2013-4-47); 中央级公益性科研院所基本科研业务费专项项目(CAFYBB2018SY002)
第一作者:倪妍妍(nyy_ecology@126.com),博士生。*通信作者:刘建锋(Liujf2000cn@163.com),副研究员,博士。
更新日期/Last Update: 2018-11-30