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2021, 05, v.37 244-248
柠檬烯应用的研究现状
基金项目(Foundation): 国家自然科学基金项目(编号:81760787); 江西省2011协同创新项目(编号:JXXT2018002); 国家大学生创新创业训练计划项目(编号:202010412112); 江西中医药大学大学生创新创业训练计划项目(编号:201910412076、201910412088、201910412089); 江西省技术创新引导类计划项目(国家科技奖后备项目培育计划项目,编号:20192AEI91002)
邮箱(Email): 157185405@qq.com;
DOI: 10.13412/j.cnki.zyyl.20210607.002
发布时间: 2021-06-07
出版时间: 2021-06-07
网络发布时间: 2021-06-07
移动端阅读
摘要:

芸香科植物是含挥发油最多的植物之一,普遍都含有挥发油,其中柠檬烯(limonene)是广泛存在于芸香科植物中的一种天然单萜烯,也往往是芸香科植物挥发油作用时的关键物质。因柠檬烯来源广泛,提取简单,应用面广、实用价值高,近年来对其研究逐渐增多和深入,应用场景逐渐扩大,涵盖了食品、医药、农业等方面,通过对柠檬烯作用机制的研究,发现其与某些活性物质或细胞因子在作用过程中具有拮抗或协同作用,也使人们在应用柠檬烯时更为安全、有效,而柠檬烯作为一种天然物质,在应用过程中更具有优势,符合当代人们需求。本文主要综述了近年来对柠檬烯生物医药领域的应用,讨论了其存在的不足与未来发展趋势,为柠檬烯上述方面的研究与应用提供参考。

关键词: 柠檬烯; 应用; 现状;
Abstract:

Rutaceae is one of the plants that produce the most volatile oil. Limonene is a natural monoterpene widely found in rutaceae, which is also the key substance in the action of volatile oil in rutaceae. Due to the variety of limonene sources, the simple extraction method, the wide application and the high practical value, the research on limonene has been gradually increased in recent years. The application range has been gradually expanded, which covered the field of food, medicine, agriculture, etc. Through the research on the mechanism of limonene, the antagonistic or synergistic effects were observed between limonene and some active substances or cytokines, which made the use of limonene safe and effective. As a kind of natural material, limonene shows more advantages in the application process, which meets the demand of people. In this paper, the applications of limonene in biomedicine in recent years were reviewed, and its shortcomings and future development trends were discussed, providing a reference for the research and application of limonene in the above aspects.

参考文献

[1]Nejdet G.Protective effect of d -limonene derived from orange peel essential oil against Yersinia ruckeri in rainbow trout[J].Aquaculture Reports,2020,18(2020):100417.

[2]Joki,Molnar,Ciko,et al.Separation of selected bioactive compounds from orange peel using the sequence of supercritical CO2 extraction and ultrasound solvent extraction:optimization of limonene and hesperidin content[J].Separation Science and Technology,2020,55(15):2799-2811.

[3]Zhihui H,Liangcai L,Hongxuan L,et al.Engineering Saccharomyces cerevisiae for production of the valuable monoterpene d- limonene during Chinese Baijiu fermentation[J].Journal of Industrial Microbiology & Biotechnology:Official Journal of the Society for Industrial Microbiology and Biotechnology,2020,47(6-7):511-523.

[4]Yusif M M,Michael A,Ximing X,et al.Biochemical significance of limonene and its metabolites:future prospects for designing and developing highly potent anticancer drugs[J].Bioscience Reports,2018,38(6):BSR20181253.

[5]Javad S,Seyedeh H,Majid S,et al.Phytochemical Compositions and Biological Activities of Essential Oil from Xanthium strumarium L.[J].Molecules,2015,20(4):7034-7047.

[6]Anis B H,Mohamed T,Riadh B M,et al.Chemical composition,cytotoxicity effect and antimicrobial activity of Ceratonia siliqua essential oil with preservative effects against Listeria inoculated in minced beef meat[J].International Journal of Food Microbiology,2011,148(1):66-72.

[7]卢海燕,徐重新,张宵,等.柠檬烯对食源性病原菌的抑菌活性(英文)[J].浙江大学学报(农业与生命科学版),2016,42(03):306-312.

[8]舒慧珍,唐志凌,刘雪,等.柠檬烯对荧光假单胞菌抑菌活性及机理研究[J].食品工业科技,2019,40(12):134-140.

[9]李巧巧,雷激,唐洁,等.柑橘精油的抑菌性及D-柠檬烯在面包的初步应用研究[J].食品工业,2012,33(1):21-23.

[10]王雪梅,谌徽,李雪姣,等.天然活性单萜—柠檬烯的抑菌性能研究[J].吉林农业大学学报,2010,32(01):24-28.

[11]卢海燕,徐重新,张宵,等.柠檬烯对食源性病原菌的抑菌活性(英文)[J].浙江大学学报(农业与生命科学版),2016,42(3):306-312.

[12]Subramenium G A,Vijayakumar K,Pandian S K.Limonene inhibits streptococcal biofilm formation by targeting surface-associated virulence factors[J].J Med Microbiol,2015,64(8):879-890.

[13]洪耿德,陈思旭,蒋振杰,等.超声乳化法制备D-柠檬烯纳米乳及其抑菌效果研究[J].中国食品添加剂,2018,(5):128-133.

[14]刘雪,王静楠,陈文学,等.柠檬烯对铜绿假单胞菌的抑菌活性及其机理[J].食品工业科技,2018,39(7):1-5.

[15]Yingjie H,Zhichang S,Wenxue C.Antimicrobial Susceptibility and Antibacterial Mechanism of Limonene against Listeria monocytogenes[J].Molecules,2019,25(1):33-33.

[16]Ana C J D A,Priscilla R F,Cristina R D S B,et al.GC-MS-FID characterization and antibacterial activity of the Mikania cordifolia essential oil and limonene against MDR strains[J].Food and Chemical Toxicology,2020,136(2020):110123-110123.

[17]Costa M D S,Rocha J E,Campina F F,et al.Comparative analysis of the antibacterial and drug-modulatory effect of d-limonene alone and complexed with β-cyclodextrin[J].European journal of pharmaceutical sciences :official journal of the European Federation for Pharmaceutical Sciences,2019,128(2019):158-161.

[18]张智敏,聂莼,李亚梅,等.枳壳挥发油中柠檬烯含量与麸炒炮制及抑菌活性的关系[J].亚太传统医药,2019,15(6):30-33.

[19]刘可.赣南脐橙精油的提取及抑菌、抗癌活性研究[D].赣南师范大学,2019.

[20]叶肖辰皓,姜珊珊,焉炳飞,等.柚皮挥发油化学成分及对灰葡萄孢菌的抑菌活性[J].天然产物研究与开发,2020,32(1):47-56.

[21]Ambrosio C M S,Contreras-Castillo C J,Da G E M.In vitro mechanism of antibacterial action of a citrus essential oil on an enterotoxigenic Escherichia coli and Lactobacillus rhamnosus[J].Journal of applied microbiology,2020,129(3):541-553.

[22]Jiaqi S,Qing G,Yongjian C,et al.Effect of Ultra-high temperature processing on the physicochemical properties and antibacterial activity of d -limonene emulsions stabilized by β-lactoglobulin/Gum arabic bilayer membranes[J].Food Chemistry,2020,332(2020):127391.

[23]Jiaqi S,Qing G,Like M,et al.Effect of gum arabic on the storage stability and antibacterial ability of β-lactoglobulin stabilized d -limonene emulsion[J].Food Hydrocolloids,2018,84(11):75-83.

[24]Mate J,Periago P M,Palop A.Combined effect of a nanoemulsion of D-limonene and nisin on Listeria monocytogenes growth and viability in culture media and foods[J].Food Sci Technol Int,2016,22(2):146-152.

[25]胡军华,彭凤格,王娟,等.柑桔提取物中主要成分的杀螨活性评价[J].应用昆虫学报,2016,53(1):95-102.

[26]Saroj K F,Harminder P S,Daizy R B,et al.Phytotoxicity and cytotoxicity of Citrus aurantiifolia essential oil and its major constituents:Limonene and citral[J].Industrial Crops & Products,2017,108(2017):708-715.

[27]Romón P,Aparicio D,Palacios F,et al.Seasonal Terpene Variation in Needles of Pinus radiata (Pinales:Pinaceae) Trees Attacked by Tomicus piniperda (Coleoptera:Scolytinae) and the Effect of Limonene on Beetle Aggregation[J].Journal of insect science (Online),2017,17(5):98.

[28]A M,O C,F L,et al.Fumigant and Repellent Activity of Limonene Enantiomers Against Tribolium confusum du Val[J].Neotropical Entomology,2016,45(5):597-603.

[29]江志利.植物精油杀虫作用及制剂研究[D].西北农林科技大学,2013.

[30]Ma B,Ban X,Huang B,et al.Interference and Mechanism of Dill Seed Essential Oil and Contribution of Carvone and Limonene in Preventing Sclerotinia Rot of Rapeseed[J].PloS one,2015,10(7):e0131733.

[31]邱小梅,熊宝林,陈石.气相色谱内标法测定d-柠檬烯含量[J].云南化工,2019,46(2):89-90.

[32]Hazem S E,Daniela G O,Beáta B,et al.Antimicrobial Activity and Chemical Composition of Essential Oil Extracted from Solidago canadensis L.Growing Wild in Slovakia[J].Molecules,2019,24(7):1206-1206.

[33]Ralf G B.Biotechnology of flavours—the next generation[J].Biotechnology Letters,2009,31(11):1651.

[34]李厚金,蓝文健,蔡创华,等.海洋细菌对柠檬烯的生物转化及萜类产物鉴定[J].分析化学,2006,(7):946-950.

[35]Miroslav N,Danka B,Vlatka V,et al.Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger[J].Natural Product Communications,2018,13(4):479-482.

[36]李厚金,蓝文健.天然单萜柠檬烯的微生物转化[J].化学进展,2011,23(11):2318-2325.

[37]方允中,杨胜,伍国耀.自由基、抗氧化剂、营养素与健康的关系[J].营养学报,2003,(4):337-343.

[38]张芳,姜媛媛,杨洋,等.柚提取物含量测定及其抗氧化、抑菌活性研究[J].食品工业科技,2015,36(3):65-69.

[39]章斌,侯小桢,秦轶,等.柠檬果皮精油主要组分抑菌及抗氧化活性研究[J].食品与机械,2017,33(12):138-142.

[40]刘雅丽,陈思佳,张晨,等.橙皮苷、柠檬烯及茶多酚清除自由基能力的对比研究[J].口腔医学研究,2015,31(1):11-14.

[41]冯堃,秦昭,王文蜀,等.5种柚皮精油成分及油脂抗氧化和抑菌活性[J].食品科技,2018,43(11):255-261.

[42]Noemí E,Francisco J V.Inflammation and cancer[J].World Journal of Gastrointestinal Surgery,2012,4(3):62-72.

[43]Paola A,Cecilia G,Maria G B,et al.Pathways connecting inflammation and cancer[J].Current Opinion in Genetics & Development,2008,18(1):3-10.

[44]Mann A P,Verma A,Sethi G,et al.Overexpression of tissue transglutaminase leads to constitutive activation of nuclear factor-kappaB in cancer cells:delineation of a novel pathway[J].Cancer research,2006,66(17):8788-8795.

[45]郭辉,张斌,钱俊青.柑橘皮精油分离纯化工艺及其抗炎活性研究[J].食品工业,2014,35(1):168-171.

[46]王永军,刘燕美,殷敏,等.桉柠蒎肠溶软胶囊对鼻内翻乳头状瘤术后鼻腔炎症、术后症状的效果观察[J].肿瘤药学,2016,6(6):446-450.

[47]吕海涛,梁惠,王文成,等.D-柠檬烯对酒精性脑损伤大鼠脑组织NF-κB、IκB 及 TNF-α表达的影响[J].山东医药,2015,55(27):21-23.

[48]Bruno G D S,Ana M F F,Mary A F,et al.Supercritical carbon dioxide extraction of compounds from Schinus terebinthifolius Raddi fruits:Effects of operating conditions on global yield,volatile compounds,and antiproliferative activity against human tumor cell lines[J].The Journal of Supercritical Fluids,2017,130(2017):10-16.

[49]王博龙,刘志强.枳实芍药散“成分-靶点-通路”的网络药理学研究[J].中药新药与临床药理,2018,29(5):586-594.

[50]Kapoor S.D-Limonene:an emerging antineoplastic agent[J].Human & experimental toxicology,2013,32(11):1228.

[51]SC C,MS S,M A,et al.d -Limonene modulates inflammation,oxidative stress and Ras-ERK pathway to inhibit murine skin tumorigenesis[J].Human & Experimental Toxicology,2012,31(8):798-811.

[52]Miller J A,Lang J E,Ley M,et al.Human breast tissue disposition and bioactivity of limonene in women with early-stage breast cancer[J].Cancer prevention research (Philadelphia,Pa.),2013,6(6):577-584.

[53]Shu-Sheng J,Guang-Peng X,Ming Z,et al.Induction of apoptosis by D-limonene is mediated by inactivation ofAkt in LS174T human colon cancer cells[J].Oncology Reports,2013,29(1):349-354.

[54]Rabi T,Bishayee A.d -Limonene sensitizes docetaxel-induced cytotoxicity in human prostate cancer cells:Generation of reactive oxygen species and induction of apoptosis[J].Journal of carcinogenesis,2009,8(1):9.

[55]张皖晋,张春磊,葛海涛,等.清宣止咳颗粒挥发油原料药的化学成分鉴定[J].海峡药学,2019,31(9):62-65.

[56]袁青青,崔颖,王浩,等.苏贝止咳颗粒中挥发油的质量标准初步研究[J].安徽医药,2017,21(11):1994-1998.

[57]王广超,梁惠,韩磊,等.D-柠檬烯对乙醇性肝损伤大鼠抗氧化活性与NF-κB及COX-2表达影响[J].青岛大学医学院学报,2015,51(4):441-444.

[58]王东风,梁惠,王文成.D-柠檬烯对大鼠酒精性肝损伤脂质代谢紊乱的影响[J].食品科学,2015,36(5):163-167.

[59]孙婷婷,梁惠,刘颖,等.D-柠檬烯对酒精性肝损伤大鼠铁过载调节作用[J].中国公共卫生,2015,31(9):1176-1179.

[60]杨子玉.甜橙精油对抑郁小鼠缓解作用的研究[D].华中农业大学,2017.

[61]林洪斌,张凤芳,曹东,等.花椒调味油制备及工艺优化[J].中国调味品,2015,40(8):90-93.

[62]杨继敏.胡椒鲜果调味酱制备工艺的研究[D].黑龙江八一农垦大学,2016.

[63]Leticia P A C,Joan G F,Fernando C G,et al.AlIII‐Catalysed Formation of Poly(limonene)carbonate:DFT Analysis of the Origin of Stereoregularity[J].Chemistry – A European Journal,2015,21(16):1-9.

基本信息:

DOI:10.13412/j.cnki.zyyl.20210607.002

中图分类号:R285

引用信息:

[1]刘洋,吉燕华,雒珂昕,等.柠檬烯应用的研究现状[J].中药药理与临床,2021,37(05):244-248.DOI:10.13412/j.cnki.zyyl.20210607.002.

基金信息:

国家自然科学基金项目(编号:81760787); 江西省2011协同创新项目(编号:JXXT2018002); 国家大学生创新创业训练计划项目(编号:202010412112); 江西中医药大学大学生创新创业训练计划项目(编号:201910412076、201910412088、201910412089); 江西省技术创新引导类计划项目(国家科技奖后备项目培育计划项目,编号:20192AEI91002)

发布时间:

2021-06-07

出版时间:

2021-06-07

网络发布时间:

2021-06-07

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