LI Kai, ZHANG Jiaming, HAO Han, et al. Comparative Analysis of Volatile Components in Red Orange Essential Oil Extracted by Two Cold Pressing Processes[J]. Science and Technology of Food Industry, 2024, 45(19): 286−295. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2023110021.
Citation: LI Kai, ZHANG Jiaming, HAO Han, et al. Comparative Analysis of Volatile Components in Red Orange Essential Oil Extracted by Two Cold Pressing Processes[J]. Science and Technology of Food Industry, 2024, 45(19): 286−295. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2023110021.

Comparative Analysis of Volatile Components in Red Orange Essential Oil Extracted by Two Cold Pressing Processes

More Information
  • Received Date: November 05, 2023
  • Available Online: August 19, 2024
  • Volatile components in red orange essential oil extracted by two cold pressing processes (cup pressing and lime method) were analyzed by gas chromatography quadrupole time-of-flight mass spectrometry (GC-Q/TOF). A total of 93 components were identified, 89 and 84 compounds were identified for the two types of red orange essential oils, respectively. Among the 93 components, there were 29 terpenes, 20 alcohols, 20 aldehydes, 5 esters, 2 ketones, 12 hydrocarbons, and 5 other compounds. There were 80 compounds shared by the two essential oils. The total volatile component content of red orange essential oil by cup pressing method was significantly higher than that by lime method. The highest content of these compounds was terpenes which total content was over 80%. In addition, the compounds with higher content were D-limonene, γ-terpinene, β-myrcene, linalool and α-pinene. According to principal component analysis (PCA), there was a significant difference in the volatile components of the two types of red orange essential oils. The relative odor activity value (ROAV) method indicated that linalool was the most important aroma component of the two red orange essential oils. And the citrus aroma properties of red orange essential oil extracted by cup pressing method was significantly stronger than that extracted by lime method. Linalool, thymol, β-myrcene, D-limonene, citronellal, and γ-terpinene were confirmed to the key aroma components of the red orange essential oils.
  • [1]
    蒲昌权, 何才智. 万州大红袍红橘生产现状及发展建议[J]. 现代农业科技,2008(23):97,99. [PU C Q, HE C Z. Current status and development suggestions of Wanzhou Dahongpao red orange production[J]. Modern Agricultural Science and Technology,2008(23):97,99.]

    PU C Q, HE C Z. Current status and development suggestions of Wanzhou Dahongpao red orange production[J]. Modern Agricultural Science and Technology, 2008(23): 97,99.
    [2]
    曾鸣, 崔翠翠, 王冬, 等. 浓缩红橘汁贮藏过程中的风味物质变化及其机制[J]. 食品科学,2019,40(20):100−105. [ZENG M, CUI C C, WANG D, et al. Flavor changes and underlying mechanisms of red orange juice concentrate (Citrus reticulate Blanco ‘Dahongpao’) during storage[J]. Food Science,2019,40(20):100−105.]

    ZENG M, CUI C C, WANG D, et al. Flavor changes and underlying mechanisms of red orange juice concentrate (Citrus reticulate Blanco ‘Dahongpao’) during storage[J]. Food Science, 2019, 40(20): 100−105.
    [3]
    BORA H, KAMLE M, MAHATO D K, et al. Citrus essential oils (CEOs) and their applications in food:An overview[J]. Plants, Multidisciplinary Digital Publishing Institute,2020,9(3):357.
    [4]
    单杨, 丁胜华, 苏东林, 等. 柑橘副产物资源综合利用现状及发展趋势[J]. 食品科学技术学报,2021,39(4):1−13. [SHAN Y, DING S H, SU D L, et al. Status quo of comprehensive utilization and development trend of citrus by-product resources[J]. Journal of Food Science and Technology,2021,39(4):1−13.]

    SHAN Y, DING S H, SU D L, et al. Status quo of comprehensive utilization and development trend of citrus by-product resources[J]. Journal of Food Science and Technology, 2021, 39(4): 1−13.
    [5]
    GOH R M V, PUA A, LIU S Q, et al. Characterisation of volatile compounds in Kumquat and Calamansi peel oil extracts[J]. Journal of Essential Oil Bearing Plants, Taylor & Francis, 2020, 23(5):953−969.
    [6]
    GONZÁLEZ-MAS M C, RAMBLA J L, LÓPEZ-GRESA M P, et al. Volatile compounds in citrus essential oils:A comprehensive review[J]. Frontiers in Plant Science,2019,10:12. doi: 10.3389/fpls.2019.00012
    [7]
    HAOKIP S W, SHEIKH KH A, DAS S, et al. Unraveling physicochemical profiles and bioactivities of citrus peel essential oils:A comprehensive review[J]. European Food Research and Technology,2023,249:2821−2834. doi: 10.1007/s00217-023-04330-w
    [8]
    MAHATO N, SHARMA K, KOTESWARARAO R, et al. Citrus essential oils:Extraction, authentication and application in food preservation[J]. Critical Reviews in Food Science and Nutrition, Taylor & Francis, 2019, 59(4):611-625.
    [9]
    UEHARA A, BALDOVINI N. Volatile constituents of yuzu (Citrus junos Sieb. ex Tanaka) peel oil:A review[J]. Flavour and Fragrance Journal,2021,36(2):292−318. doi: 10.1002/ffj.3630
    [10]
    金如月. 柑橘精油的优化提取及活性研究[D]. 上海:上海应用技术大学, 2019. [JIN R Y. Study on the optimum extraction and activities of citrus essential oils[D]. Shanghai:Shanghai Institute of Technology, 2019.]

    JIN R Y. Study on the optimum extraction and activities of citrus essential oils[D]. Shanghai: Shanghai Institute of Technology, 2019.
    [11]
    刘欢, 赵巨堂, 邓丽娟, 等. 柑橘类植物精油的提取及其应用研究进展[J]. 食品研究与开发,2021,42(20):173−179. [LIU H, ZHAO J T, DENG L J, et al. Research progress on extraction and application of essential oil from citrus plant[J]. Food Research and Development,2021,42(20):173−179.]

    LIU H, ZHAO J T, DENG L J, et al. Research progress on extraction and application of essential oil from citrus plant[J]. Food Research and Development, 2021, 42(20): 173−179.
    [12]
    方修贵, 黄振东. 宽皮柑橘皮精油提取现状及工艺改良[J]. 浙江柑桔,2008(2):27−29. [FANG X G, HUANG Z D. Current situation and process improvement of extracting essential oil from broad skinned citrus peel[J]. Zhejiang Ganju,2008(2):27−29.]

    FANG X G, HUANG Z D. Current situation and process improvement of extracting essential oil from broad skinned citrus peel[J]. Zhejiang Ganju, 2008(2): 27−29.
    [13]
    蔡苏川. 红桔皮精油的提取鉴定及功效研究[D]. 重庆:重庆三峡学院, 2023. [CAI S C. Extraction identification and efficacy study of essential oil from red orange peel[D]. Chongqing:Chongqing Three Gorges University, 2023.]

    CAI S C. Extraction identification and efficacy study of essential oil from red orange peel[D]. Chongqing: Chongqing Three Gorges University, 2023.
    [14]
    曾祥奎, 吴丽宁, 岳欢. 现代分离技术与装备在橙汁加工中的应用[J]. 饮料工业,2011,14(10):9−15. [ZENG X K, WU L N, YUE H. Application of modern separation techniques and equipment in orange juice processing[J]. Beverage Industry,2011,14(10):9−15.]

    ZENG X K, WU L N, YUE H. Application of modern separation techniques and equipment in orange juice processing[J]. Beverage Industry, 2011, 14(10): 9−15.
    [15]
    李贵节. 柑橘果汁和精油中的氧杂环化合物:分析方法学、化学表征和降血压活性研究[D]. 重庆:西南大学, 2019. [LI G J. Oxygen heterocyclic compounds in citrus juice and essential oils:Analytical methodology, chemical characterization, and antihypertensive activity research[D]. Chongqing:Southwest University, 2019.]

    LI G J. Oxygen heterocyclic compounds in citrus juice and essential oils: Analytical methodology, chemical characterization, and antihypertensive activity research[D]. Chongqing: Southwest University, 2019.
    [16]
    XIAO Z, HE J, NIU Y, et al. Characterization and comparison of aroma profiles of orange pulp and peel by GC-MS/O, OAV, aroma recombination and omission tests[J]. European Food Research and Technology,2023,249(3):619−630. doi: 10.1007/s00217-022-04157-x
    [17]
    HASLINA ABD LATIB E, MOYEENUL HUQ A K M, ZAREEN S, et al. Gas chromatography mass spectrometry couple with quadrupole time-of-flight (GC-QTOF MS) as a powerful tool for profiling of oxygenated sesquiterpenes in agarwood oil[J]. Arabian Journal of Chemistry,2023,16(9):105025. doi: 10.1016/j.arabjc.2023.105025
    [18]
    赵晨曦, 梁逸曾, 胡黔楠, 等. 气相色谱保留指数定性方法研究进展[J]. 分析化学,2005,33(5):715−721. [ZHAO C X, LIANG Y Z, HU Q N, et al. Review on gas chromatographic retention index[J]. Chinese Journal of Analytical Chemistry,2005,33(5):715−721.]

    ZHAO C X, LIANG Y Z, HU Q N, et al. Review on gas chromatographic retention index[J]. Chinese Journal of Analytical Chemistry, 2005, 33(5): 715−721.
    [19]
    STRÁNSKÝ K, ZAREVÚCKA M, VALTEROVÁ I, et al. Gas chromatographic retention data of wax esters[J]. Journal of Chromatography A,2006,1128(1):208−219.
    [20]
    李开, 范誉川, 丁岚, 等. 核桃蛋白酶解过程中香气成分的动态变化[J]. 食品工业科技,2022,43(6):41−49. [LI K, FAN Y C, DING L, et al. Dynamic changes in volatile flavor components during enzymatic hydrolysis of walnut (Juglans regia L.) protein[J]. Science and Technology of Food Industry,2022,43(6):41−49.]

    LI K, FAN Y C, DING L, et al. Dynamic changes in volatile flavor components during enzymatic hydrolysis of walnut (Juglans regia L.) protein[J]. Science and Technology of Food Industry, 2022, 43(6): 41−49.
    [21]
    刘登勇, 周光宏, 徐幸莲. 确定食品关键风味化合物的一种新方法:“ROAV”法[J]. 食品科学,2008,29(7):370−374. [LIU D Y, ZHOU G H, XU X L. "ROAV" method:A new method for determining key odor compounds of Rugao ham[J]. Food Science,2008,29(7):370−374.]

    LIU D Y, ZHOU G H, XU X L. "ROAV" method: A new method for determining key odor compounds of Rugao ham[J]. Food Science, 2008, 29(7): 370−374.
    [22]
    曹雪丹, 方修贵, 李二虎, 等. 宽皮橘精油挥发性成分的电子鼻和GC-MS分析[J]. 食品与机械,2018,34(7):48−53. [CAO X D, FANG X G, LI E H, et al. Electronic nose and GC-MS analysis on volatile compounds in essential oils from mandarin (Citrus reticulata Blanco) peels[J]. Food & Machinery,2018,34(7):48−53.]

    CAO X D, FANG X G, LI E H, et al. Electronic nose and GC-MS analysis on volatile compounds in essential oils from mandarin (Citrus reticulata Blanco) peels[J]. Food & Machinery, 2018, 34(7): 48−53.
    [23]
    ANANDAKUMAR P, KAMARAJ S, VANITHA M K. D-limonene:A multifunctional compound with potent therapeutic effects[J]. Journal of Food Biochemistry,2021,45(1):e13566.
    [24]
    NGUYEN H, CAMPI E M, ROY JACKSON W, et al. Effect of oxidative deterioration on flavour and aroma components of lemon oil[J]. Food Chemistry,2009,112(2):388−393.
    [25]
    周如隽, 赵雯琪, 张越, 等. 基于GC-MS与GC-O法分析两种桔子油中特征性香气成分[J]. 香料香精化妆品,2021(3):1−5. [ZHOU R J, ZHAO W Q, ZHANG Y, et al. Study on characteristic aroma components in two tangerine oils by GC-MS and GC-O[J]. Flavour Fragrance Cosmetics,2021(3):1−5.]

    ZHOU R J, ZHAO W Q, ZHANG Y, et al. Study on characteristic aroma components in two tangerine oils by GC-MS and GC-O[J]. Flavour Fragrance Cosmetics, 2021(3): 1−5.
    [26]
    刘晓艳, 白卫东, 曾晓房, 等. 气相色谱-飞行时间质谱法分析柠檬果皮精油挥发性风味成分[J]. 香料香精化妆品,2018(4):1−5,16. [LIU X Y, BAI W D, ZENG X F, et al. Study on volatile flavor components in essential oil of lemon peel by GC-TOF/MS[J]. Flavour Fragrance Cosmetics,2018(4):1−5,16.]

    LIU X Y, BAI W D, ZENG X F, et al. Study on volatile flavor components in essential oil of lemon peel by GC-TOF/MS[J]. Flavour Fragrance Cosmetics, 2018(4): 1−5,16.
    [27]
    李丽, 蒋景龙, 胡佳乐, 等. 不同品种柑橘果皮精油关键香气物质筛选[J]. 食品工业科技,2023,44(24):1−11. [LI L, JIANG J L, HU J L, et al. Screening of key aroma components in essential oils from citrus peels of different cultivars[J]. Science and Technology of Food Industry,2023,44(24):1−11.]

    LI L, JIANG J L, HU J L, et al. Screening of key aroma components in essential oils from citrus peels of different cultivars[J]. Science and Technology of Food Industry, 2023, 44(24): 1−11.
    [28]
    张群琳, 李贵节, 程玉娇, 等. 冷磨橙皮油生产工艺中离心废水与精油的挥发性物质差异分析[J]. 食品与发酵工业,2019,45(23):214−221. [ZHANG Q L, LI G J, CHENG Y J, et al. Analysis of volatiles differences among aqueous effluents and essential oil from cold-pressing process of orange peel oil[J]. Food and Fermentation Industries,2019,45(23):214−221.]

    ZHANG Q L, LI G J, CHENG Y J, et al. Analysis of volatiles differences among aqueous effluents and essential oil from cold-pressing process of orange peel oil[J]. Food and Fermentation Industries, 2019, 45(23): 214−221.
    [29]
    Volatile Compounds in Food[OL]. VCF online. https://www.vcf-online.nl/VcfHome.cfm.
    [30]
    Flavor Ingredient Library[OL]. FEMA. https://www.femaflavor.org/flavor-library.
    [31]
    SUN H, NI H, CHEN F, et al. Effect of oxygen and heating on aromas of pummelo (Citrus maxima) essential oil[J]. Journal of Essential Oil Research, Taylor & Francis,2018,30(2):92−104.
  • Other Related Supplements

  • Cited by

    Periodical cited type(1)

    1. 李娟,张源,张子桐,王淼,张东杰. 基于CiteSpace食品抗菌膜领域研究态势分析. 包装工程. 2025(01): 89-96 .

    Other cited types(0)

Catalog

    Article Metrics

    Article views PDF downloads Cited by(1)

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return