顶空固相微萃取-气相色谱-质谱联用法分析鸡骨香叶挥发性成分
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摘要
采用顶空固相微萃取-气相色谱-质谱联用法(HS-SPME-GC-MS)研究了鸡骨香叶的挥发性成分,在优化HS-SPME萃取条件的基础上,通过GC-MS从鸡骨香叶中鉴定了54个主要组分,并采用峰面积归一化法测定了各成分的相对含量,主要为反-2-己烯醛(38.62%)、芳樟醇(11.96%)、石竹烯(11.10%)、反-橙花叔醇(6.78%)和β-榄香烯(3.67%)等。其中,醛类化合物占40.37%,烯萜类化合物占36.03%,醇类化合物占21.90%,以及少量的酮类和酯类化合物。
The work was carried out to analyze the volatile components of Croton crassifolius Geisel. leaf by HS-SPME-GC-MS method. Based on the optimization for HS-SPME conditions, fifty-four compounds were identified by GC-MS and their relative contents were also calculated by area normalization method. It was found that the main volatile components of Croton crassifolius Geisel. leaf were(E)-2-Hexenal(38.62%), Linalool(11.96%) and Caryophyllene(11.10%), trans-Nerolidol(6.78%) and β-Elemene(3.67%), etc. Among these components, aldehyde, terpene and alcohol compounds accounted for 40.37%, 36.03%, and 21.90%, respectively, as well as small quantities of ester and ketone constituents.
The work was carried out to analyze the volatile components of Croton crassifolius Geisel. leaf by HS-SPME-GC-MS method. Based on the optimization for HS-SPME conditions, fifty-four compounds were identified by GC-MS and their relative contents were also calculated by area normalization method. It was found that the main volatile components of Croton crassifolius Geisel. leaf were(E)-2-Hexenal(38.62%), Linalool(11.96%) and Caryophyllene(11.10%), trans-Nerolidol(6.78%) and β-Elemene(3.67%), etc. Among these components, aldehyde, terpene and alcohol compounds accounted for 40.37%, 36.03%, and 21.90%, respectively, as well as small quantities of ester and ketone constituents.
引文
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[15]陈澄宇.苯并噻唑和反式-2-己烯醛对不同虫态韭菜迟眼蕈蚊的生物活性[D].泰安:山东农业大学,2014.
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[20]张辰露,梁宗锁,吴三桥,等.不同方法提取紫苏叶挥发油成分GC-MS分析[J].中药材,2016,39(2):337-341.
[21]Sk?ld M,Karlberg A.T,Matura M,et al.The fragrance chemical beta-caryophyllene-air oxidation and skin sensitization[J].Food and Chemical Toxicology,2006,44(4):538-545.
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[23]Klauke A.L,Racz I,Pradier B,et al.The cannabinoid CB2receptor-selective phytocannabinoid beta-caryophyllene exerts analgesic effects in mouse models of inflammatory and neuropathic pain[J].European Neuropsychopharmacology,2014,24(4):608-620.
[24]Cheng Y,Dong Z,Liu S.β-Caryophyllene ameliorates the Alzheimer-like phenotype in APP/PS1 mice through CB2receptor activation and the PPARγpathway[J].Pharmacology,2014,94(1-2):1-12.
[25]Veronika H,Kate?ina C,Hana S,et al.The effects ofβ-caryophyllene oxide and trans-nerolidol on the efficacy of doxorubicin in breast cancer cells and breast tumor-bearing mice[J].Biomedicine&Pharmacotherapy,2017,95:828-836.
[26]程必强,马信祥,许勇,等.橙花叔醇植物资源及利用的研究[J].林产化学与工业,1996,16(2):22-28.
[27]Shi H,Liu L,Liu L,et al.β-Elemene inhibits the metastasis of B16F10 melanoma cells by downregulation of the expression of uPA,uPAR,MMP-2,and MMP-9[J].Melanoma research,2014,24(2):99-107.
[28]Li Q Q,Lee R X,Liang H,et al.β-Elemene enhances susceptibility to cisplatin in resistant ovarian carcinoma cells via downregulation of ERCC-1 and XIAP and inactivation of JNK[J].International Journal of Oncology,2013,43(3):721-728.
[29]Zhao S,Wu J,Zheng F,et al.β-elemene inhibited expression of DNA methyltransferase 1 through activation of ERK1/2and AMPKαsignaling pathways in human lung cancer cells:the role of Sp1.[J].Journal of Cellular&Molecular Medicine,2015,19(3):630-641.
[30]陈玉山.川佛手果叶香精油成分分析与应用研究[D].重庆:西南农业大学,2004.
[31]Cheng S S,Chua M T,Chang E H,et al.Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages[J].Bioresource Technology,2009,100(1):465-470.
[32]佟鹤芳,薛健,童燕玲.GC-MS法测定人参和西洋参挥发性成分[J].中医药学报,2013,41(1):49-54.
[33]尤志勉,韩安榜,林崇良.浙产细叶艾挥发油成分的GC-MS分析[J].浙江中医杂志,2013,48(4):299-301.
[34]范会,李荣,李明明,等.固相微萃取-气质联用分析川芎挥发性成分[J].遵义医学院学报,2015,38(6):642-645.
[35]林娜,陈静,张万科,等.海南产沉香挥发油成分研究[J].海南医学,2016,27(9):1383-1385.
[36]宋慧华.栗山天牛寄主与非寄主挥发物的研究[D].长春:东北师范大学,2013.
[37]Grecco S D S,Martins E G A,Girola N,et al.Chemical composition and in vitro cytotoxic effects of the essential oil from Nectandra leucantha leaves[J].Pharmaceutical Biology,2015,53(1):1-5.
[38]Xu Y,Wu B,Cao X,et al.Citrus CmTPS1 is associated with formation of sesquiterpene bicyclogermacrene[J].Scientia Horticulturae,2017,226:133-140.
[39]Cascaes M M,Andrade E H D A,Zoghbi M D G B,et al.Constituents and pharmacological activities of Myrcia(Myrtaceae):a review of an aromatic and medicinal group of plants[J].International Journal of Molecular Sciences,2015,16(10):23881-23904.
[2]《中华本草》编委会国家中医药管理局.中华本草:第4册[M].第1版.上海:上海科技出版社,1999:767-768.
[3]杨先会,陈尚文,林强,等.鸡骨香的萜类成分研究[J].广西植物,2009,29(2):272-274.
[4]赵玉,任风芝,陈书红.鸡骨香中的抗癌化学成分研究[J].煤炭与化工,2017,40(1):78-80.
[5]李甲桂.鸡骨香的化学成分研究[D].广州:暨南大学,2013:31-67.
[6]陈书红,任风芝,李丽红,等.鸡骨香化学成分研究[J].中国药学杂志,2010,45(24):1907-1909.
[7]朱耀魁,胡颖,程妮,等.鸡骨香化学成分研究[J].中草药,2013,44(10):1231-1236.
[8]杨先会,邓世明,梁振益,等.鸡骨香挥发油成分分析[J].海南大学学报(自然科学版),2007,25(3):262-264.
[9]Carasek E,Pawliszyn J.Screening of tropical fruit volatile compounds using solid-phase microextraction(SPME)fibers and internally cooled SPME fiber[J].Journal of Agricultural and Food Chemistry,2006,54(23):8688-8696.
[10]林家永,高艳娜,吴胜芳,等.顶空固相微萃取-气质联用法分析稻谷挥发性成分[J].食品科学,2009,30(20):277-282.
[11]林恋竹.溪黄草有效成分分离纯化、结构鉴定及活性评价[D].广州:华南理工大学,2013.
[12]韩素芳,丁明,刘亚群,等.顶空固相微萃取-气相色谱-质谱测定百香果香气条件的优化[J].中国食品学报,2010,10(4):278-284.
[13]Feron V J,Til H P,De V F,et al.Aldehydes:occurrence,carcinogenic potential,mechanism of action and risk assessment[J].Mutation Research,1991,259(3-4):363.
[14]刘刚.反式-2-己烯醛及香茅醛具有较好的熏蒸抑菌及杀线虫活性[J].农药市场信息,2013,(2):38-39.
[15]陈澄宇.苯并噻唑和反式-2-己烯醛对不同虫态韭菜迟眼蕈蚊的生物活性[D].泰安:山东农业大学,2014.
[16]Kuwahata H,Komatsu T,Katsuyama S,et al.Peripherally injected linalool and bergamot essential oil attenuate mechanical allodynia via inhibiting spinal ERK phosphorylation[J].Pharmacology Biochemistry&Behavior,2013,103(4):735.
[17]Miyashita M,Sadzuka Y.Effect of linalool as a component of Humulus lupulus on doxorubicin-induced antitumor activity[J].Food&Chemical Toxicology,2013,53(3):174-179.
[18]Rodenak K B,Polo M,Montero V S,et al.Synergistic antiproliferative and anticholesterogenic effects of linalool,1,8-cineole,and simvastatin on human cell lines[J].Chemico-biological Interactions,2014,214(1):57.
[19]薛晓丽,张心慧,孙鹏,等.六种长白山药用植物挥发油成分GC-MS分析[J].中药材,2016,39(5):1062-1066.
[20]张辰露,梁宗锁,吴三桥,等.不同方法提取紫苏叶挥发油成分GC-MS分析[J].中药材,2016,39(2):337-341.
[21]Sk?ld M,Karlberg A.T,Matura M,et al.The fragrance chemical beta-caryophyllene-air oxidation and skin sensitization[J].Food and Chemical Toxicology,2006,44(4):538-545.
[22]Alvarez G.I,Madrigal B.E,Castro G.S.Antigenotoxic capacity of beta-caryophyllene in mouse,and evaluation of its antioxidant and GST induction activities[J].The Journal of Toxicological Sciences,2014,39(6):849-859.
[23]Klauke A.L,Racz I,Pradier B,et al.The cannabinoid CB2receptor-selective phytocannabinoid beta-caryophyllene exerts analgesic effects in mouse models of inflammatory and neuropathic pain[J].European Neuropsychopharmacology,2014,24(4):608-620.
[24]Cheng Y,Dong Z,Liu S.β-Caryophyllene ameliorates the Alzheimer-like phenotype in APP/PS1 mice through CB2receptor activation and the PPARγpathway[J].Pharmacology,2014,94(1-2):1-12.
[25]Veronika H,Kate?ina C,Hana S,et al.The effects ofβ-caryophyllene oxide and trans-nerolidol on the efficacy of doxorubicin in breast cancer cells and breast tumor-bearing mice[J].Biomedicine&Pharmacotherapy,2017,95:828-836.
[26]程必强,马信祥,许勇,等.橙花叔醇植物资源及利用的研究[J].林产化学与工业,1996,16(2):22-28.
[27]Shi H,Liu L,Liu L,et al.β-Elemene inhibits the metastasis of B16F10 melanoma cells by downregulation of the expression of uPA,uPAR,MMP-2,and MMP-9[J].Melanoma research,2014,24(2):99-107.
[28]Li Q Q,Lee R X,Liang H,et al.β-Elemene enhances susceptibility to cisplatin in resistant ovarian carcinoma cells via downregulation of ERCC-1 and XIAP and inactivation of JNK[J].International Journal of Oncology,2013,43(3):721-728.
[29]Zhao S,Wu J,Zheng F,et al.β-elemene inhibited expression of DNA methyltransferase 1 through activation of ERK1/2and AMPKαsignaling pathways in human lung cancer cells:the role of Sp1.[J].Journal of Cellular&Molecular Medicine,2015,19(3):630-641.
[30]陈玉山.川佛手果叶香精油成分分析与应用研究[D].重庆:西南农业大学,2004.
[31]Cheng S S,Chua M T,Chang E H,et al.Variations in insecticidal activity and chemical compositions of leaf essential oils from Cryptomeria japonica at different ages[J].Bioresource Technology,2009,100(1):465-470.
[32]佟鹤芳,薛健,童燕玲.GC-MS法测定人参和西洋参挥发性成分[J].中医药学报,2013,41(1):49-54.
[33]尤志勉,韩安榜,林崇良.浙产细叶艾挥发油成分的GC-MS分析[J].浙江中医杂志,2013,48(4):299-301.
[34]范会,李荣,李明明,等.固相微萃取-气质联用分析川芎挥发性成分[J].遵义医学院学报,2015,38(6):642-645.
[35]林娜,陈静,张万科,等.海南产沉香挥发油成分研究[J].海南医学,2016,27(9):1383-1385.
[36]宋慧华.栗山天牛寄主与非寄主挥发物的研究[D].长春:东北师范大学,2013.
[37]Grecco S D S,Martins E G A,Girola N,et al.Chemical composition and in vitro cytotoxic effects of the essential oil from Nectandra leucantha leaves[J].Pharmaceutical Biology,2015,53(1):1-5.
[38]Xu Y,Wu B,Cao X,et al.Citrus CmTPS1 is associated with formation of sesquiterpene bicyclogermacrene[J].Scientia Horticulturae,2017,226:133-140.
[39]Cascaes M M,Andrade E H D A,Zoghbi M D G B,et al.Constituents and pharmacological activities of Myrcia(Myrtaceae):a review of an aromatic and medicinal group of plants[J].International Journal of Molecular Sciences,2015,16(10):23881-23904.