GC-MS法比较分析不同产地川佛手精油成分

王春龙 罗禹 段灵鑫 韩江云 邹顺梅 张倩 罗金凤 张丹

王春龙,罗禹,段灵鑫,等. GC-MS法比较分析不同产地川佛手精油成分[J]. 食品工业科技,2021,42(7):274−281. doi: 10.13386/j.issn1002-0306.2020050372
引用本文: 王春龙,罗禹,段灵鑫,等. GC-MS法比较分析不同产地川佛手精油成分[J]. 食品工业科技,2021,42(7):274−281. doi: 10. 13386/j.issn1002-0306.2020050372
WANG Chunlong, LUO Yu, DUAN Lingxin, et al. Comparative Analysis of Essential Oil Components of Bergamot from Different Origins by GC-MS[J]. Science and Technology of Food Industry, 2021, 42(7): 274−281. (in Chinese with English abstract). doi:  10.13386/j.issn1002-0306.2020050372
Citation: WANG Chunlong, LUO Yu, DUAN Lingxin, et al. Comparative Analysis of Essential Oil Components of Bergamot from Different Origins by GC-MS[J]. Science and Technology of Food Industry, 2021, 42(7): 274−281. (in Chinese with English abstract). doi:  10.13386/j.issn1002-0306.2020050372

GC-MS法比较分析不同产地川佛手精油成分

doi: 10.13386/j.issn1002-0306.2020050372
基金项目: 四川省合江县人民政府-西南医科大学科技专项项目(2018-HJXNYD-2);西南医科大学国家级大学生创新创业项目(201816032069)
详细信息
    作者简介:

    王春龙(1996−),男,硕士研究生,研究方向:中药制剂工艺、中药生物活性,E-mail:1366694848@qq.com

    通讯作者:

    张丹(1975−),女,博士,副教授,研究方向:中药新工艺、中药新剂型、中药炮制,E-mail:393335427@qq.com

  • 中图分类号: R284.1

Comparative Analysis of Essential Oil Components of Bergamot from Different Origins by GC-MS

  • 摘要: 比较分析不同产地川佛手鲜果精油成分,采用水蒸气蒸馏法提取10 个不同产地川佛手精油并计算得率,利用GC-MS、相关性分析及聚类分析法对样品成分进行分析。结果表明,从10 批川佛手精油中共鉴定出117 种化学成分,主要为单萜类、醇类、倍半萜类成分,其中柠檬烯和γ-松油烯为最主要成分;其共有的9 种成分中部分成分之间显著相关(P<0.05);聚类分析将10 批川佛手分为4 类:S1、S2聚为一类,S6、S7、S9聚为一类,S3、S4、S5、S8聚为一类,S10为一类。综上所述,不同产地川佛手精油的化学成分存在一定的差异,同一成分的含量在不同产地川佛手精油中也存在差异。
  • 图  1  川佛手精油(S9)的总离子流图

    Figure  1.  Total ion flow diagram of bergamot essential oil(S9)

    图  2  不同产地川佛手聚类分析谱系图

    Figure  2.  Pedigree of cluster analysis of bergamot from different origins

    表  1  川佛手鲜果样品信息来源

    Table  1.   Sample information of fresh fruit of bergamot

    编号来源
    S1四川省泸州市合江县
    S2四川省宜宾市长宁县
    S3四川省甘孜州泸定县
    S4四川省雅安市荥经县
    S5重庆市万州区
    S6四川省绵阳市安州区
    S7四川省绵阳市罗江区
    S8重庆市梁平区
    S9四川省成都市金堂县
    S10云南省昆明市宜良县
    下载: 导出CSV

    表  2  10 批川佛手鲜果样品的精油得率(${\rm{\bar X \pm SD}}$,n=3)

    Table  2.   The yield of essential oil of fresh fruit of bergamot from 10 batches (${\rm{\bar X \pm SD}}$, n=3)

    编号精油得率(%)
    S10.71 ± 0.03
    S20.66 ± 0.02
    S30.22 ± 0.04
    S40.38 ± 0.03
    S50.52 ± 0.01
    S60.60 ± 0.02
    S70.59 ± 0.04
    S80.55 ± 0.02
    S90.46 ± 0.03
    S100.38 ± 0.02
    下载: 导出CSV

    表  3  不同产地川佛手精油成分分离鉴别情况

    Table  3.   Isolation and identification of bergamot essential oil from different origins

    编号分离成分(种)鉴别成分(种)鉴别成分总含量(%)
    S1322599.63
    S2353399.92
    S3956192.94
    S4875497.66
    S5895895.68
    S6705899.63
    S7695499.63
    S8705496.95
    S9383498.38
    S10474399.68
    下载: 导出CSV

    表  4  不同产地川佛手精油成分相对含量(%)

    Table  4.   Relative mass fraction of components in bergamot essential oil from different origins (%)

    序号化合物名称类别分子式相对分子质量S1S2S3S4S5S6S7S8S9S10
    13-乙烯基-1,2-二甲基-1,4-环己二烯(3-Ethenyl-1,2-dimethyl-1,4-cyclohexadiene)单萜C10H141340.340.020.010.05
    2α-罗勒烯(α-Ocimene)单萜C10H161360.380.61
    3别罗勒烯((4E,6Z)-2,6-Dimethylocta-2,4,6-triene)单萜C10H161360.070.020.110.130.09
    4蒎烯((1R)-(+)-α-Pinene)单萜C10H161363.223.321.562.682.03
    52-蒈烯(2-Carene)单萜C10H161361.991.571.861.692.263.09
    6桧烯(Sabinene)单萜C10H161360.060.100.260.210.280.30
    7萜品油烯 (Terpinolene)单萜C10H161360.560.752.251.712.481.42
    8α-蒎烯 (α-Pinene)单萜C10H161361.524.061.682.120.700.600.59
    9δ-4-蒈烯 (δ-4-Carene)单萜C10H161360.650.391.370.941.821.460.85
    10α-水芹烯 (α-Phellandrene)单萜C10H161360.060.070.170.070.160.100.220.170.15
    11(+)-柠檬烯 ((+)-Dipentene)单萜C10H1613648.4647.6927.3528.6937.4939.1141.4233.8432.4743.48
    12α-苎烯 (α-Thujene)单萜C10H161360.210.731.200.381.200.870.280.791.200.87
    13γ-松油烯 (γ-Terpinene)单萜C10H1613635.3933.3018.7521.7318.2927.7426.1420.1725.2715.53
    14莰烯 (Camphene)单萜C10H161360.020.030.240.030.080.040.010.030.040.03
    15罗勒烯 (Ocimene)单萜C10H161360.210.351.100.300.480.770.311.051.120.72
    16月桂烯 (Myrcene)单萜C10H161360.991.172.001.012.532.041.601.911.832.53
    17左旋-β-蒎烯 ((1S)-(1)-β-Pinene)单萜C10H161361.272.854.772.484.593.081.922.763.612.38
    182-甲基-6-亚甲基-2-辛烯
    (2-Methyl-6-methylideneoct-
    2-ene)
    单萜C10H181380.080.14
    19(R)-氧化柠檬烯 (Limonene 1,
    2-epoxide)
    单萜C10H16O1520.20.05
    201,4-二甲基-4-乙酰基-1-环己烯 (1-(1,4-Dimethylcyclohex-3-en-1-yl)ethanone)单萜C10H16O1520.320.13
    212-异丙烯基-5-甲基己基-4-烯
    (2-Isopropenyl-5-methylhex-
    4-enal)
    单萜C10H16O1521.373.71
    22水合桧烯 (Sabinene hydrate)单萜C10H18O1540.010.010.100.071.70
    23邻-异丙基苯 (ο-Cymene)芳香烃C10H141342.902.51
    24ρ-伞花烃 (ρ-Cymol)芳香烃C10H141345.574.593.38
    251,2,3,4,4a,5,6,7-八氢-4a-甲基-萘 (1,2,3,4,4a,5,6,7-Octahydro-4a-methyl-Naphthalene)芳香烃C11H181500.060.06
    263-糠醛 (3-Furancarboxaldehyde)C5H4O2960.100.03
    27正己醛 (Hexanal)C6H12O1000.020.10
    28壬醛 (Nonanal)C9H18O1420.060.510.040.040.100.09
    292,4,6-三甲基-3-环己烯-1-羧醛 (2,4,6-Trimethylcyclohex-3-ene-1-carbaldehyde)C10H16O1520.110.15
    30橙花醛 (Neral)C10H18O1525.407.846.26
    31柠檬醛 (Citral)C10H16O1520.471.092.252.139.96
    32香叶醛 (Geranial)C10H16O1520.410.731.483.855.444.315.166.88
    33α-香茅醛 (Rhodinal)C10H18O1540.90
    34(+)-香茅醛 ((R)-(+)-Citronellal)C10H18O1540.490.280.230.170.170.350.32
    35正癸醛 (Decanal)C10H20O1560.020.02
    36十一醛 (Undecanal)C11H22O1700.010.03
    37香芹酚 (Carvacrol)C10H14O1500.470.31
    383-甲基-4-异丙基苯酚 (4-Isopropyl-3-methylphenol)C10H14O1500.110.10
    39百里酚 (Thymol)C10H14O1500.290.27
    40甲基庚烯酮 (Sulcatone)C8H14O1260.060.030.100.060.070.12
    41左旋香芹酮 (L(-)-Carvone)C10H14O1500.100.09
    42右旋香芹酮 ((+)-Carvone)C10H14O1500.070.03
    435-甲基-3-(1-甲基亚乙基)-4-己烯-2-酮 (5-methyl-3-(1-methylethylidene)- 4-Hexen-2-one)C10H16O1520.110.09
    442-戊基环戊酮 (2-Pentylcyclopentanone)C10H18O1540.100.12
    452-十一酮 (2-Undecanone)C11H22O1700.080.270.15
    46大根香叶酮D (Germacrene D)C15H242040.320.320.400.660.15
    47环已基环已烷 (Bicyclohexyl)烷烃C12H221660.53
    48异戊烯醇 (3-Methyl-2-buten-1-ol)C5H10O860.030.02
    492-(4-甲基苯基)丙-2-醇 (2-(4-Methylphenyl)propan-2-ol)C10H14O1500.020.020.030.02
    50ρ-Mentha-1,5-dien-8-olC10H16O1520.150.08
    51(S)-顺式-马鞭草烯醇 ((S)-Cis-verbenol)C10H16O1520.210.160.36
    52(Z)-香芹醇 ((Z)-Carveol)C10H16O1520.050.030.04
    53葛缕醇 (Carveol)C10H16O1520.120.180.13
    543,7-二甲基-2,6-辛二烯-1-醇 (3,7-Dimethyl-2,6-octadien-1-ol)C10H18O1540.73
    55蒽紫红素 (Thujyl alcohol)C10H18O1540.060.21
    567-甲基-3-亚甲基辛基-6-烯-1-醇 (7-Methyl-3-methylideneoct-6-en-1-ol)C10H18O1540.210.47
    57异香叶醇 (Isogeraniol)C10H18O1540.040.18
    58异胡薄荷醇 (Isopulegol)C10H18O1540.050.010.04
    59(+)-葑醇 ((+)-Fenchol)C10H18O1540.070.040.040.02
    604-萜烯醇 (Terpinen-4-ol)C10H18O1541.171.183.492.71
    61葑醇 (Fenchol)C10H18O1540.210.030.150.08
    62顺式6-(异丙基)-3-甲基环己-2-烯-1-醇 (Cis-6-(isopropyl)-3-methylcyclohex-2-en-1-ol)C10H18O1540.050.050.040.07
    63(-)-4-萜品醇 ((-)-Terpinen-4-ol)C10H18O1543.312.341.473.002.85
    64橙花醇 (Nerol)C10H18O1540.142.083.380.702.580.420.93
    65反式-4-(异丙基)-1-甲基环己-2-烯-1-醇 (trans-4-(Isopropyl)-1-methylcyclohex-2-en-1-ol)C10H18O1540.210.090.260.060.040.080.050.03
    66香叶醇 (Geraniol)C10H18O1540.112.762.781.950.580.852.000.410.80
    67α-松油醇 ((S)-(-)-α-Terpineol)C10H18O1543.701.335.114.863.373.101.913.443.521.45
    68芳樟醇 (Linalool)C10H18O1540.050.181.851.550.930.550.521.160.420.57
    69(R)-(+)-β-香茅醇 ((R)-(+)-Citronellol)C10H20O1561.81
    70(E)-氧化芳樟醇 ((E)-Furan linalool oxide)C10H18O21700.010.180.060.01
    71(-)-斯巴醇((-)-Spathulenol)C15H24O2200.150.14
    72斯巴醇 (Spathulenol)C15H24O2200.310.210.230.01
    73百秋李醇 (Patchouli alcohol)C15H26O2220.050.04
    74反式-橙花叔醇 (trans-Nerolidol)C15H26O2220.020.02
    75库贝醇 ((-)-Cubenol)C15H26O2220.090.01
    76蓝桉醇 ((-)-Globulol)C15H26O2220.810.01
    77τ-杜松醇 (τ-Cadinol)C15H26O2220.330.010.01
    78α-毕橙茄醇 (α-Cadinol)C15H26O2220.300.450.01
    79绿花白千层醇 ((+)-Viridiflorol)C15H26O2220.050.050.020.02
    80表蓝桉醇 (Epiglobulol)C15H26O2220.380.040.140.010.02
    81红没药醇 (α-Bisabolol)C15H26O2220.070.890.230.260.060.040.100.02
    82(+-)-顺-6,7-二氢-法尼醇 ((+-)-Cis-6,7-dihydro-farnesol)C15H28O2240.840.22
    83姜烯 (Zingiberene)倍半萜C15H242040.63
    84(-)-异丁香烯 ((-)-Isocaryophyllene)倍半萜C15H242040.210.09
    85β-荜澄茄烯 (β-Cubebene)倍半萜C15H242040.530.01
    86β-榄香烯 (β-Elemene)倍半萜C15H242040.010.03
    87大根香叶烯B ((1E,4E)-Germacrene B)倍半萜C15H242040.080.13
    88Decahydro-1,1,7-trimethyl-4-methylene-1H-cycloprop[e]azulene倍半萜C15H242040.110.03
    89(-)-β-檀香烯 ((-)-β-Santalene)倍半萜C15H242040.010.010.01
    90(+)-1,7-二表-α-雪松烯 ((+)-1,7-Diepi-α-cedrene)倍半萜C15H242040.030.010.01
    91(1E,6E,8S)-1-甲基-5-亚甲基-8-(1-甲基乙基)-1,6-环癸二烯 ((1E,6E,8S)-1-Methyl-5-methylene-8-(1-methylethyl)-1,6-cyclodecadiene)倍半萜C15H242040.050.070.18
    92(Z)-α-没药烯 ((Z)-α-Bisabolene)倍半萜C15H242040.150.110.09
    93(E)-β-法呢烯 ((E)-β-Farnesene)倍半萜C15H242040.130.020.020.02
    94δ-榄香烯 ((+/-)-δ-Elemene)倍半萜C15H242040.090.030.150.15
    95反式α-香柠檬烯 ((E)-α-Bergamotene)倍半萜C15H242040.110.050.010.39
    96红没药烯 (Bisabolen)倍半萜C15H242040.230.010.010.020.02
    97Δ-杜松烯 ((+)-δ-Cadinene)倍半萜C15H242040.270.080.150.020.030.06
    98α-香柠檬烯 (α-Bergamotene)倍半萜C15H242040.390.180.230.020.330.080.35
    99(S)-β-没药烯 ((S)-β-Bisabolene)倍半萜C15H242041.330.750.360.340.500.530.100.39
    100β-石竹烯 ((-)-β-Caryophyllene)倍半萜C15H242040.810.200.220.160.140.230.080.11
    101氧化石竹烯 ((-)-Caryophyllene oxide)倍半萜C15H24O2200.070.410.21
    102甲酸異莰酯 (Isobornyl formate)C11H18O21820.370.08
    103反式乙酸蒽基酯 (trans-Chrysanthenyl acetate)C12H18O21940.090.27
    104左旋乙酸冰片酯 (L-Bornyl acetate)C12H20O21960.93
    105乙酸龙脑酯 (Bornyl acetate)C12H20O21960.080.29
    106乙酸橙花酯 (Neryl acetate)C12H20O21960.654.271.190.301.132.300.100.54
    107乙酸香叶酯 (Geranyl acetate)C12H20O21960.150.513.601.300.271.501.450.040.29
    108乙酸香茅酯 (Citronellyl acetate)C12H22O21980.190.380.220.060.100.510.02
    109异戊酸芳樟酯 (Linalyl isovalerianate)C15H26O22380.050.04
    110棕榈酸甲酯 (Methyl palmitate)C17H34O22700.050.04
    111亚麻酸甲酯 (Methyl linolenate)C19H32O22920.040.05
    112亚油酸甲酯 (Methyl linoleate)C19H34O22940.070.11
    113月桂酸 (Dodecanoic acid)C12H24O22000.68
    114肉豆蔻酸 (Myristic acid)C14H28O22280.690.36
    115十五烷酸 (Pentadecanoic acid)C15H30O22420.240.030.03
    116亚麻酸 (Linolenic acid)C18H30O22780.200.050.17
    117亚油酸 (Linoleic acid)C18H32O22800.600.36
    下载: 导出CSV

    表  5  共有成分相关性分析结果

    Table  5.   The results of correlation analysis of common components

    成分(+)-柠檬烯α-苎烯γ-松油烯莰烯罗勒烯月桂烯左旋-β-蒎烯α-松油醇芳樟醇
    (+)-柠檬烯1
    α-苎烯−0.4321
    γ-松油烯0.601−0.5221
    莰烯−0.5500.574−0.3891
    罗勒烯−0.5810.750*−0.4820.4841
    月桂烯−0.1790.728*−0.734*0.3000.5441
    左旋-β-蒎烯−0.5950.897**−0.5120.753*0.5740.5681
    α-松油醇−0.760*0.144−0.1990.5570.273-0.1590.3741
    芳樟醇−0.869**0.298−0.684*0.672*0.3800.1870.5450.704*1
    注:* P <0.05,变量相关关系显著;* * P <0.01,变量相关关系极显著(均为双侧检验)。
    下载: 导出CSV
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出版历程
  • 收稿日期:  2020-06-01
  • 网络出版日期:  2021-01-28
  • 刊出日期:  2021-04-01

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