ZHANG Xuan, TIAN Mingshuo, WANG Jian, et al. Research Progress in Extraction, Purification and Anticancer Function of Sulforaphane[J]. Science and Technology of Food Industry, 2022, 43(17): 424−434. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021040167.
Citation: ZHANG Xuan, TIAN Mingshuo, WANG Jian, et al. Research Progress in Extraction, Purification and Anticancer Function of Sulforaphane[J]. Science and Technology of Food Industry, 2022, 43(17): 424−434. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021040167.

Research Progress in Extraction, Purification and Anticancer Function of Sulforaphane

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  • Received Date: April 25, 2021
  • Available Online: June 25, 2022
  • Glucosinolates are a kind of important sulfur-containing anionic hydrophilic natural products in cruciferous vegetables. Under the catalysis of endogenous myrosinase, glucosinolates can be hydrolyzed to produce active substances with anti-cancer, anti-oxidation, antimicrobial and other effects, which have attracted wide attention of researchers. Sulforaphane is a thioglucose monomer with the best anticancer effect and the strongest efficacy. As an effective component of drugs or functional foods, it has high research value and broad application prospects. In this study, the source, structure, properties, functional activities of sulforaphane are summarized, and its extraction technology, separation and purification methods and anticancer applications are systematically introduced. The research prospect is discussed and anticipated, in order to provide research basis and technical support for the research and development of sulforaphane functional components and high value-added utilization.
  • [1]
    GONZÁLEZ K M F, ALMANZA A Y H, SALCIDO N M D F. The value of bioactive compounds of cruciferous vegetables (Brassica) as antimicrobials and antioxidants: A review[J]. Journal of Food Biochemistry,2020,44(10):e13414.
    [2]
    TORTORELLA S M, ROYCE S G, LICCIARDI P V, et al. Dietary sulforaphane in cancer chemoprevention: The role of epigenetic regulation and HDAC inhibition[J]. Antioxidants & Redox Signaling,2015,22(16):1382−1424.
    [3]
    LI Z, ZHENG S, LIU Y, et al. Characterization of glucosinolates in 80 broccoli genotypes and different organs using UHPLC-Triple-TOF-MS method[J]. Food Chemistry,2020,334:127519.
    [4]
    郑姝宁, 张延国, 郭宁, 等. 羽衣甘蓝和白菜型油菜硫代葡萄糖苷超高效液相色谱—飞行时间质谱分析方法[J]. 园艺学报,2016,43(12):2481−2490. [ZHENG S N, ZHANG Y G, GUO N, et al. Glucosinolate analysis in kale and yellow sarson based on UHPLC-Triple-TOF-MS[J]. Acta Horticulturae Sinica,2016,43(12):2481−2490. doi: 10.16420/j.issn.0513-353x.2016-0479

    ZHENG S N, ZHANG Y G, GUO N, et al. Glucosinolate analysis in kale and yellow sarson based on UHPLC-Triple-TOF-MS[J]. Acta Horticulturae Sinica, 2016, 43(12): 2481-2490. doi: 10.16420/j.issn.0513-353x.2016-0479
    [5]
    ABUKHABTA S, GHAWI S K, KARATZAS K A, et al. Sulforaphane-enriched extracts from glucoraphanin-rich broccoli exert antimicrobial activity against gut pathogens in vitro and innovative cooking methods increase in vivo intestinal delivery of sulforaphane[J]. European Journal of Nutrition,2020,60(prepublish):1−14.
    [6]
    SUN J, WANG Y, PANG X, et al. The effect of processing and cooking on glucoraphanin and sulforaphane in brassica vegetables[J]. Food Chemistry,2021,360:130007. doi: 10.1016/j.foodchem.2021.130007
    [7]
    LIU H R, XIA Z Y, WANG N L. Sulforaphane modulates TGFbeta2-induced conjunctival fibroblasts activation and fibrosis by inhibiting PI3K/Akt signaling[J]. Int J Ophthalmol,2020,13(10):1505−1511. doi: 10.18240/ijo.2020.10.01
    [8]
    张胜智. 西兰花种子中硫代葡萄糖苷的提取及高纯度莱菔硫烷的制备工艺研究[D]. 北京: 北京化工大学, 2012.

    ZHANG S Z. Separation of glucosinolates in broccoli seeds and the preparation of high purity sulforaphane[D]. Beijing: Beijing University of Chemical Technology, 2012.
    [9]
    MAHN A, SAAVEDRA A, RUBIO M P. Kinetic study of sulforaphane stability in blanched and un-blanched broccoli (Brassica oleracea var. italica) florets during storage at low temperatures[J]. Journal of Food Science and Technology,2018,55(11):4687−4693. doi: 10.1007/s13197-018-3395-4
    [10]
    董俊杰, 施琪浩, 张英杰, 等. 拓展实验萝卜硫素质谱分析与指认[J]. 当代化工,2020,49(8):1643−1646, 1663. [DONG J J, SHI Q H, ZHANG Y J, et al. Mass spectroscopic analysis and identification of sulforaphane for materials and pharmaceutical professional expansion experiments[J]. Contemporary Chemical Industry,2020,49(8):1643−1646, 1663. doi: 10.3969/j.issn.1671-0460.2020.08.020

    DONG J J, SHI Q H, ZHANG Y J, et al. Mass spectroscopic analysis and identification of sulforaphane for materials and pharmaceutical professional expansion experiments[J]. Contemporary Chemical Industry, 2020, 49(8): 1643-1646, 1663. doi: 10.3969/j.issn.1671-0460.2020.08.020
    [11]
    ALKHARASHI N A O, PERIASAMY V S, ATHINARAYANAN J, et al. Sulforaphane alleviates cadmium-induced toxicity in human mesenchymal stem cells through POR and TNFSF10 genes expression[J]. Biomedicine & Pharmacotherapy,2019,115:108896.
    [12]
    AKBARI E, NAMAZIAN M. Sulforaphane: A natural product against reactive oxygen species[J]. Computational and Theoretical Chemistry,2020:1183.
    [13]
    ALA’A A B, LUAY A Q. Sulforaphane from broccoli attenuates inflammatory hepcidin by reducing IL-6 secretion in human HepG2 cells[J]. Journal of Functional Foods,2020,75:104210. doi: 10.1016/j.jff.2020.104210
    [14]
    DERAMAUDT T B, ALI M, VINIT S, et al. Sulforaphane reduces intracellular survival of Staphylococcus aureus in macrophages through inhibition of JNK and p38 MAPK-induced inflammation[J]. International Journal of Molecular Medicine,2020,45(6):1927−1941.
    [15]
    ANDREA M, ANTONIO C. Potential of sulforaphane as a natural immune system enhancer: A Review[J]. Molecules,2021,26(3):752. doi: 10.3390/molecules26030752
    [16]
    ELKASHTY O A, TRAN S D. Sulforaphane as a promising natural molecule for cancer prevention and treatment[J]. Current Medical Science,2021,41(2):250−269. doi: 10.1007/s11596-021-2341-2
    [17]
    CEDROWSKI J, DĄBROWA K, KROGULSOBCZAK A, et al. A lesson learnt from food chemistry—Elevated temperature triggers the antioxidant action of two edible isothiocyanates: Erucin and sulforaphane[J]. Antioxidants,2020,9(11):1090. doi: 10.3390/antiox9111090
    [18]
    季宇彬, 池文杰, 邹翔, 等. 西兰花中萝卜硫素提取、分离与抗癌活性研究[J]. 哈尔滨商业大学学报(自然科学版),2005(3):270−273. [JI Y B, CHI W J, ZHOU X, et al. Study on extraction, isolation and anticarcinogenic activity of sulforaphane in broccoli[J]. Journal of Harbin University of Commerce (Natural Sciences Edition),2005(3):270−273. doi: 10.19492/j.cnki.1672-0946.2005.03.002

    JI Y B, CHI W J, ZHOU X, et al. Study on extraction, isolation and anticarcinogenic activity of sulforaphane in broccoli[J]. Journal of Harbin University of Commerce (Natural Sciences Edition), 2005(3): 270-273. doi: 10.19492/j.cnki.1672-0946.2005.03.002
    [19]
    蒋秀芹. 抗癌药物莱菔硫烷类化合物的合成及其性能研究[D]. 北京: 北京化工大学, 2016.

    JIANG X Q. Study on synthesis and properties of anti-cancer drugs sulforaphane compounds[D]. Beijing: Beijing University of Chemical Technology, 2016.
    [20]
    LÓPEZ-CERVANTES J, TIRADO-NORIEGA L G, SÁNCHEZ-MACHADO D I, et al. Biochemical composition of broccoli seeds and sprouts at different stages of seedling development[J]. International Journal of Food Science & Technology,2013,48(11):2267−2275.
    [21]
    G W L, A M K, A B B, et al. Glucoraphanin and 4-hydroxyglucobrassicin contents in seeds of 59 cultivars of broccoli, raab, kohlrabi, radish, cauliflower, brussels sprouts, kale, and cabbage[J]. Journal of Agricultural and Food Chemistry,2004,52(4):916−926. doi: 10.1021/jf0307189
    [22]
    VO D V, TRUONG V D, TRAN T D, et al. A new and effective approach to the synthesis of sulforaphane[J]. Letters in Organic Chemistry,2016,13(1):7−10.
    [23]
    胡翠珍, 李胜, 马绍英, 等. 响应面优化西兰花中萝卜硫素复合提取工艺[J]. 食品工业科技,2016,37(4):271−277. [HU C J, LI S, MA S Y, et al. Response surface optimizes the compound extraction process of sulforaphane from broccoli[J]. Science and Technology of Food Industry,2016,37(4):271−277. doi: 10.13386/j.issn1002-0306.2016.04.046

    HU C J, LI S, MA S Y, et al. Response surface optimizes the compound extraction process of sulforaphane from broccoli[J]. Science and Technology of Food Industry, 2016, 37(4): 271-277. doi: 10.13386/j.issn1002-0306.2016.04.046
    [24]
    吴元锋, 徐维亮, 申雨珂, 等. 萝卜硫素制备及纯化工艺研究进展[J]. 食品工业科技,2016,37(19):381−386. [WU Y F, XU W L, SHEN Y K, et al. Preparation and purification of sulforaphane-an overview[J]. Science and Technology of Food Industry,2016,37(19):381−386. doi: 10.13386/j.issn1002-0306.2016.19.066

    WU Y F, XU W L, SHEN Y K, et al. Preparation and purification of sulforaphane-an overview[J]. Science and Technology of Food Industry, 2016, 37(19): 381-386. doi: 10.13386/j.issn1002-0306.2016.19.066
    [25]
    吴元锋, 沈莲清, 毛建卫, 等. 芸苔属植物种子中萝卜硫素的提取工艺研究[J]. 食品与生物技术学报,2009,28(5):647−651. [WU Y F, SHEN L Q, MAO J W, et al. Study on extraction of sulforaphane from broccoli[J]. Journal of Food Science and Biotechnology,2009,28(5):647−651. doi: 10.3321/j.issn:1673-1689.2009.05.013

    WU Y F, SHEN L Q, MAO J W, et al. Study on extraction of sulforaphane from broccoli[J]. Journal of Food Science and Biotechnology, 2009, 28(5): 647-651. doi: 10.3321/j.issn:1673-1689.2009.05.013
    [26]
    林毅, 张金娟, 李晓露, 等. 西兰花种子中萝卜硫素的提取工艺研究[J]. 化学与生物工程,2014,31(12):48−50. [LIN Y, ZHANG J J, LI X X, et al. Study on extraction process of sulforaphane from broccoli seeds[J]. Chemistry & Bioengineering,2014,31(12):48−50. doi: 10.3969/j.issn.1672-5425.2014.12.014

    LIN Y, ZHANG J J, LI X X, et al. Study on extraction process of sulforaphane from broccoli seeds[J]. Chemistry & Bioengineering, 2014, 31(12): 48-50. doi: 10.3969/j.issn.1672-5425.2014.12.014
    [27]
    黄忆真. 西兰花种子中萝卜硫素的提取分离与微胶囊化工艺研究[D]. 杭州: 浙江大学, 2019.

    HUANG Y Z. Study on extraction separation and microencapsulation of sulforaphane from broccoli seed[D]. Hangzhou: Zhejiang University, 2019.
    [28]
    谢述琼, 何珺, 舒华. 西兰花种子中萝卜硫素酶解浸提工艺研究[J]. 广州化工,2016,44(8):73−75, 99. [XIE S Q, HE J, SHU H. Leaching process research of sulforaphane with broccoli seeds[J]. Guangzhou Chemical Industry,2016,44(8):73−75, 99. doi: 10.3969/j.issn.1001-9677.2016.08.027

    XIE S Q, HE J, SHU H. Leaching process research of sulforaphane with broccoli seeds[J]. Guangzhou Chemical Industry, 2016, 44(8): 73-75, 99. doi: 10.3969/j.issn.1001-9677.2016.08.027
    [29]
    吴华彰, 赵云利. 西兰花种子提取萝卜硫素的酶解体系[J]. 光谱实验室,2012,29(1):431−434. [WU H Z, ZHAO Y L. Enzymatic degradation system for sulforaphane extraction from broccoli seeds[J]. Chinese Journal of Spectroscopy Laboratory,2012,29(1):431−434. doi: 10.3969/j.issn.1004-8138.2012.01.106

    WU H Z, ZHAO Y L. Enzymatic degradation system for sulforaphane extraction from broccoli seeds[J]. Chinese Journal of Spectroscopy Laboratory, 2012, 29(1): 431-434. doi: 10.3969/j.issn.1004-8138.2012.01.106
    [30]
    WU Y F, LÜ C Z, ZOU L G, et al. Approaches for enhancing the stability and formation of sulforaphane[J]. Food Chemistry,2021,345:128771. doi: 10.1016/j.foodchem.2020.128771
    [31]
    张锦华, 郭楠, 杨妍, 等. 西兰花副产物中萝卜硫素提取、纯化及鉴定[J]. 食品科学,2019,40(8):248−255. [ZHANG J H, GUO N, YANG Y, et al. Extraction, purification and identification of sulforaphane from broccoli byproducts[J]. Food Science,2019,40(8):248−255. doi: 10.7506/spkx1002-6630-20180907-077

    ZHANG J H, GUO N, YANG Y, et al. Extraction, purification and identification of sulforaphane from broccoli byproducts[J]. Food Science, 2019, 40(8): 248-255. doi: 10.7506/spkx1002-6630-20180907-077
    [32]
    ZHANG S, YING D Y, CHENG L J, et al. Sulforaphane in broccoli-based matrices: Effects of heat treatment and addition of oil[J]. LWT,2020,128:109443. doi: 10.1016/j.lwt.2020.109443
    [33]
    LIANG H, YUAN Q P, DONG H R, et al. Determination of sulforaphane in broccoli and cabbage by high-performance liquid chromatography[J]. Journal of Food Composition and Analysis,2006,19(5):473−476. doi: 10.1016/j.jfca.2005.11.005
    [34]
    CAMPAS-BAYPOLI O N, SANCHEZ-MACHADO D I, BUENO-SOLANO C, et al. HPLC method validation for measurement of sulforaphane level in broccoli by-products[J]. Biomed Chromatogr,2010,24(4):387−392.
    [35]
    PONGMALAI P, DEVAHASTIN S, CHIEWCHAN N, et al. Enhancing the recovery of cabbage glucoraphanin through the monitoring of sulforaphane content and myrosinase activity during extraction by different methods[J]. Separation and Purification Technology,2017,174:338−344. doi: 10.1016/j.seppur.2016.11.003
    [36]
    GU Z, GUO Q, GU Y. Factors influencing glucoraphanin and sulforaphane formation in brassica plants: A review[J]. Journal of Integrative Agriculture,2012,11(11):1804−1816. doi: 10.1016/S2095-3119(12)60185-3
    [37]
    唐斌, 马绍英, 李胜, 等. 响应面优化西兰花中萝卜硫素的超声辅助提取工艺[J]. 甘肃农业大学学报,2015,50(3):171−177. [TANG B, MA S Y, LI S, et al. Optimization on extraction techniques of sulforaphane from broccoli with ultrasound-assisted by response surface methodology[J]. Journal of Gansu Agricultural University,2015,50(3):171−177. doi: 10.3969/j.issn.1003-4315.2015.03.029

    TANG B, MA S Y, LI S, et al. Optimization on extraction techniques of sulforaphane from broccoli with ultrasound-assisted by response surface methodology[J]. Journal of Gansu Agricultural University, 2015, 50(3): 171-177. doi: 10.3969/j.issn.1003-4315.2015.03.029
    [38]
    张静, 马永强, 冯进, 等. 响应面法优化纤维素酶辅助提取西蓝花萝卜硫素工艺研究[J]. 食品科技,2020,45(12):188−195. [ZHANG J, MA Y Q, FENG J, et al. Optimization of the cellulose-assisted extraction technique of sulforaphane from broccoli by response surface method[J]. Food Science and Technology,2020,45(12):188−195. doi: 10.13684/j.cnki.spkj.2020.12.029

    ZHANG J, MA Y Q, FENG J, et al. Optimization of the cellulose-assisted extraction technique of sulforaphane from broccoli by response surface method[J]. Food Science and Technology, 2020, 45(12): 188-195. doi: 10.13684/j.cnki.spkj.2020.12.029
    [39]
    GUO L, YANG R, WANG Z, et al. Glucoraphanin, sulforaphane and myrosinase activity in germinating broccoli sprouts as affected by growth temperature and plant organs[J]. Journal of Functional Foods,2014,9:70−77. doi: 10.1016/j.jff.2014.04.015
    [40]
    赵登奇, 孙亚天, 黄建颖, 等. 西兰花叶中生物活性成分的测定[J]. 核农学报,2020,34(6):1266−1271. [ZHAO D Q, SUN Y T, HUAN J Y, et al. Determination of bioactive ingredients in broccoli leaves[J]. Journal of Nuclear Agricultural Sciences,2020,34(6):1266−1271. doi: 10.11869/j.issn.100-8551.2020.06.1266

    ZHAO D Q, SUN Y T, HUAN J Y, et al. Determination of bioactive ingredients in broccoli leaves[J]. Journal of Nuclear Agricultural Sciences, 2020, 34(6): 1266-1271. doi: 10.11869/j.issn.100-8551.2020.06.1266
    [41]
    阳晖, 赵学勤, 李昌满, 等. 胭脂萝卜废渣中提取萝卜硫素的酶解工艺优化[J]. 食品工业科技,2016,37(5):207−211. [YANG H, ZHAO X Q, LI C M, et al. Optimization of enzymatic hydrolysis conditions for extracting sulforaphane from waste of carmine radish[J]. Science and Technology of Food Industry,2016,37(5):207−211. doi: 10.13386/j.issn1002-0306.2016.05.032

    YANG H, ZHAO X Q, LI C M, et al. Optimization of enzymatic hydrolysis conditions for extracting sulforaphane from waste of carmine radish[J]. Science and Technology of Food Industry, 2016, 37(5): 207-211. doi: 10.13386/j.issn1002-0306.2016.05.032
    [42]
    阳晖, 杨呈凤, 李昌满, 等. 胭脂萝卜废渣中萝卜硫素的提取工艺研究[J]. 食品科技,2016,41(2):259−264. [YANG H, YANG C F, LI C M, et al. Process of sulforaphane extracted from waste of carmine radish[J]. Food Science and Technology,2016,41(2):259−264. doi: 10.13684/j.cnki.spkj.2016.02.049

    YANG H, YANG C F, LI C M, et al. Process of sulforaphane extracted from waste of carmine radish[J]. Food Science and Technology, 2016, 41(2): 259-264. doi: 10.13684/j.cnki.spkj.2016.02.049
    [43]
    张国良, 赵秀娟, 张宇秋, 等. 红心萝卜中莱菔烷提取及纯化方法建立[J]. 中国公卫生,2009,25(10):1256−1257. [ZHANG G L, ZHAO X J, ZHANG Y Q, et al. Establishment of extraction and purification method of sulforaphane from radish[J]. Chinese Journal of Public Health,2009,25(10):1256−1257.

    ZHANG G L, ZHAO X J, ZHANG Y Q, et al. Establishment of extraction and purification method of sulforaphane from radish[J]. Chinese Journal of Public Health, 2009, 25(10): 1256-1257.
    [44]
    TANONGKANKIT Y, SABLANI S S, CHIEWCHAN N, et al. Microwave-assisted extraction of sulforaphane from white cabbages: Effects of extraction condition, solvent and sample pretreatment[J]. Journal of Food Engineering,2013,117(1):151−157. doi: 10.1016/j.jfoodeng.2013.02.011
    [45]
    BARBOZA M, ALMEIDA R M R G, HOKKA C O. Influence of temperature on the kinetics of adsorption and desorption of clavulanic acid by ionic exchange[J]. Biochemical Engineering Journal,2003,14(1):19−26. doi: 10.1016/S1369-703X(02)00103-1
    [46]
    LI C, LIANG H, YUAN Q, et al. Optimization of sulforaphane separation from broccoli seeds by macroporous resins[J]. Separation Science and Technology,2008,43(3):609−623. doi: 10.1080/01496390701787222
    [47]
    刘锡建, 肖稳发, 曹俭, 等. SP850树脂分离萝卜硫素[J]. 食品与发酵工业,2011,37(7):197−200. [LIU X J, XIAO W F, CAO J, et al. Separation of sulforaphen by SP850 macroporous resin adsorbent[J]. Food and Fermentation Industries,2011,37(7):197−200. doi: 10.13995/j.cnki.11-1802/ts.2011.07.046

    LIU X J, XIAO W F, CAO J, et al. Separation of sulforaphen by SP850 macroporous resin adsorbent[J]. Food and Fermentation Industries, 2011, 37(7): 197-200. doi: 10.13995/j.cnki.11-1802/ts.2011.07.046
    [48]
    杨俊佼, 张硕. 单分散高纯硅胶色谱柱填料的制备[J]. 高等学校化学学报,2012,33(4):689−694. [YANG J J, ZHANG S. Preparation of monodisperse and high-purity silica packing materials[J]. Chemical Journal of Chinese Universities,2012,33(4):689−694. doi: 10.3969/j.issn.0251-0790.2012.04.009

    YANG J J, ZHANG S. Preparation of monodisperse and high-purity silica packing materials[J]. Chemical Journal of Chinese Universities, 2012, 33(4): 689-694. doi: 10.3969/j.issn.0251-0790.2012.04.009
    [49]
    LIANG H, YUAN Q, XIAO Q. Purification of sulforaphane from Brassica oleracea seed meal using low-pressure column chromatography[J]. Journal of Chromatography B,2005,828(1−2):91−96. doi: 10.1016/j.jchromb.2005.09.041
    [50]
    BOI V N, TRANG N T M, CUONG D X, et al. Antioxidant phlorotannin from brown algae sargassum dupplicatum: Enzyme-assissted extraction and purification[J]. World Journal of Food Science and Technology,2020,4(2):62−68. doi: 10.11648/j.wjfst.20200402.17
    [51]
    MAMYLOV S G, SKRIPKINA T S, TIKHOVA V D, et al. Thermal analysis of mechanochemically activated humic acids of brown coal[J]. Journal of Physics:Conference Series,2020,1675(1):12093. doi: 10.1088/1742-6596/1675/1/012093
    [52]
    EBE H, CHIBA T, OHISA S, et al. Gel permeation chromatography purification process for highly efficient perovskite nanocrystal light-emitting devices[J]. Journal of Photopolymer Science and Technology,2020,33(4):393−397. doi: 10.2494/photopolymer.33.393
    [53]
    ZHANG Y S, ZHANG Q Y, WANG B, et al. Chemical constituents from Ampelopsis grossedentata[J]. Journal of Chinese Pharmaceutical Sciences,2006(4):211−214.
    [54]
    ANDERSEN O M, FOSSEN T, TORSKANGERPOLL K, et al. Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin[J]. Phytochemistry,2003,65(4):405−410.
    [55]
    WANG B, QUAN Y, GUO H. Discrimination of car headlight plastic by gel permeation chromatography[J]. Journal of Forensic Science and Medicine,2015,1(1):43−47. doi: 10.4103/2349-5014.157909
    [56]
    李扬. 西兰花芽苗菜中莱菔硫烷的分离纯化及抗癌活性的测定[D]. 大庆: 黑龙江八一农垦大学, 2009.

    LI Y. Separation and purification of sulforaphane from broccoli sprouts and determination of anticancer activity[D]. Daqing: Heilongjiang Bayi Agricultural University, 2009.
    [57]
    苏光耀. 西兰花种子中硫苷酶解产物萝卜硫素的提取分离与结构鉴定[D]. 杭州: 浙江工商大学, 2007.

    SU G Y. Sulforaphane hydrolyzed from glucosinolate in broccoli seed[D]. Hangzhou: Zhejiang Gongshang University, 2007.
    [58]
    REKHI H, RANI S, SHARMA N, et al. A review on recent applications of high-performance liquid chromatography in metal determination and speciation analysis[J]. Critical Reviews in Analytical Chemistry,2017,47(6):524−537. doi: 10.1080/10408347.2017.1343659
    [59]
    MALVIYA R, BANSAL V, PAL O P, et al. High performance liquid chromatography: A short review[J]. Journal of Global Pharma Technology,2010,2(5):22−26.
    [60]
    MATUSHESKI N V, WALLING M A, JUVIK J A, et al. Preparative HPLC method for the purification of sulforaphane and sulforaphane nitrile from Brassica oleracea[J]. Journal of Agricultural and Food Chemistry,2001,49(4):1867−1872. doi: 10.1021/jf0013860
    [61]
    KORE A M, SPENCER G F, WALLIG M A. Purification of the ω-(methylsulfinyl)alkyl glucosinolate hydrolysis products: 1-isothiocyanato-3-(methylsulfinyl)propane, 1-isothiocyanato-4-(methylsulfinyl)butane, 4-(methylsulfinyl)butanenitrile, and 5-(methylsulfinyl)pentanenitrile from broccoli and Lesquerella fendleri[J]. Journal of Agricultural and Food Chemistry,1993,41(1):89−95. doi: 10.1021/jf00025a019
    [62]
    HAO L, CHUNFANG L, QIPENG Y, et al. Separation and purification of sulforaphane from broccoli seeds by solid phase extraction and preparative high-performance liquid chromatography[J]. Journal of Agricultural and Food Chemistry,2007,55(20):8047−8053. doi: 10.1021/jf0706833
    [63]
    ITO Y. Golden rules and pitfalls in selecting optimum conditions for high-speed counter-current chromatography[J]. Journal of Chromatogr A,2004,1065(2):145−168.
    [64]
    YANG Y, KHAN B M, ZHANG X, et al. Advances in separation and purification of bioactive polysaccharides through high-speed counter-current chromatography[J]. Journal of Chromatographic Science,2020,58(10):992−1000. doi: 10.1093/chromsci/bmaa063
    [65]
    LIANG H, LI C, YUAN Q, et al. Application of high-speed countercurrent chromatography for the isolation of sulforaphane from broccoli seed meal[J]. Journal of Agricultural and Food Chemistry,2008,56(17):7746−7749. doi: 10.1021/jf801318v
    [66]
    李椿方. 大孔吸附树脂和逆流色谱分离纯化莱菔硫烷的研究[D]. 北京: 北京化工大学, 2008.

    LI C F. Separation and purification of sulforaphane by macroporous resins and counter-current chromatography[D]. Beijing: Beijing University of Chemical Technology, 2008.
    [67]
    郭楠. 西兰花副产物中萝卜硫素提取及其对癌症转移的影响[D]. 太原: 山西大学, 2019.

    GUO N. Extraction of sulforaphane from broccoli by-products and its effect on cancer metastasis[D]. Taiyuan: Shanxi University, 2019.
    [68]
    HAYES J D, KELLEHER M O, EGGLESTON I M. The cancer chemopreventive actions of phytochemicals derived from glucosinolates[J]. European Journal of Nutrition,2008,47(Suppl 2):73−88.
    [69]
    LI L Y, LUO Y, LU M D, et al. Cruciferous vegetable consumption and the risk of pancreatic cancer: A meta-analysis[J]. World Journal of Surgical Oncology,2015,13:44. doi: 10.1186/s12957-015-0454-4
    [70]
    LARSSON S C, HAKANSSON N, NASLUND I, et al. Fruit and vegetable consumption in relation to pancreatic cancer risk: A prospective study[J]. Cancer Epidemiol Biomarkers & Prevention,2006,15(2):301−305.
    [71]
    HEINEN M M, VERHAGE B A, GOLDBOHM R A, et al. Intake of vegetables, fruits, carotenoids and vitamins C and E and pancreatic cancer risk in The Netherlands cohort study[J]. International Journal of Cancer,2012,130(1):147−158. doi: 10.1002/ijc.25989
    [72]
    CHAN J M, WANG F, HOLLY E A. Vegetable and fruit intake and pancreatic cancer in a population-based case-control study in the San Francisco bay area[J]. Cancer Epidemiol Biomarkers & Prevention,2005,14(9):2093−2097.
    [73]
    NOTHLINGS U, WILKENS L R, MURPHY S P, et al. Vegetable intake and pancreatic cancer risk: The multiethnic cohort study[J]. American Journal of Epidemiology,2007,165(2):138−147.
    [74]
    LIU X, LÜ K. Cruciferous vegetables intake is inversely associated with risk of breast cancer: A meta-analysis[J]. The Breast,2013,22(3):309−313. doi: 10.1016/j.breast.2012.07.013
    [75]
    LIU B, MAO Q, WANG X, et al. Cruciferous vegetables consumption and risk of renal cell carcinoma: A meta-analysis[J]. Nutrition and Cancer,2013,65(5):668−676. doi: 10.1080/01635581.2013.795980
    [76]
    ZHAO J, ZHAO L. Cruciferous vegetables intake is associated with lower risk of renal cell carcinoma: Evidence from a meta-analysis of observational studies[J]. PLoS One,2013,8(10):e75732. doi: 10.1371/journal.pone.0075732
    [77]
    LIU B, MAO Q, LIN Y, et al. The association of cruciferous vegetables intake and risk of bladder cancer: A meta-analysis[J]. World Journal of Urology,2013,31(1):127−133. doi: 10.1007/s00345-012-0850-0
    [78]
    KIRSH V A, PETERS U, MAYNE S T, et al. Prospective study of fruit and vegetable intake and risk of prostate cancer[J]. Journal of the National Cancer Institut,2007,99(15):1200−1209. doi: 10.1093/jnci/djm065
    [79]
    HAN B, LI X, YU T. Cruciferous vegetables consumption and the risk of ovarian cancer: A meta-analysis of observational studies[J]. Diagnostic Pathology,2014,9(1):7. doi: 10.1186/1746-1596-9-7
    [80]
    GU H F, MAO X Y, DU M. Metabolism, absorption, and anti-cancer effects of sulforaphane: An update[J]. Critical Reviews in Food Science and Nutrition,2021:1−17.
    [81]
    MOHAMMAD M K, SHARMIN A, CHIN-NU L, et al. Sulforaphane as an anticancer molecule: Mechanisms of action, synergistic effects, enhancement of drug safety, and delivery systems[J]. Archives of Pharmacal Research,2020,43(9):371−384.
    [82]
    HUANG L, LI B L, HE C X, et al. Sulforaphane inhibits human bladder cancer cell invasion by reversing epithelial-to-mesenchymal transition via directly targeting microRNA-200c/ZEB1 axis[J]. Journal of Functional Foods,2018,41:118−126. doi: 10.1016/j.jff.2017.12.034
    [83]
    HUANG B, LEI S, WANG D, et al. Sulforaphane exerts anticancer effects on human liver cancer cells via induction of apoptosis and inhibition of migration and invasion by targeting MAPK7 signalling pathway[J]. Journal of B U ON:Official Journal of the Balkan Union of Oncology,2020,25(2):959−964.
    [84]
    ZHU J, WANG S, CHEN Y, et al. MiR-19 targeting of GSK3beta mediates sulforaphane suppression of lung cancer stem cells[J]. The Journal of Nutritional Biochemistry,2017,44:80−91. doi: 10.1016/j.jnutbio.2017.02.020
    [85]
    KIANI S, AKHAVAN-NIAKI H, FATTAHI S, et al. Purified sulforaphane from broccoli (Brassica oleracea var. italica) leads to alterations of CDX1 and CDX2 expression and changes in miR-9 and miR-326 levels in human gastric cancer cells[J]. Gene,2018,678:115−123. doi: 10.1016/j.gene.2018.08.026
    [86]
    GWON Y, OH J, KIM J S. Sulforaphane induces colorectal cancer cell proliferation through Nrf2 activation in a p53-dependent manner[J]. Applied Biological Chemistry,2020,63(1):1−11. doi: 10.1186/s13765-019-0484-7
    [87]
    BURNETT J P, LIIM G, LI Y, et al. Sulforaphane enhances the anticancer activity of taxanes against triple negative breast cancer by killing cancer stem cells[J]. Cancer Letters,2017,394:52−64. doi: 10.1016/j.canlet.2017.02.023
    [88]
    GEROGIKOU C, YIN L, GLADKICH J, et al. Inhibition of miR30a-3p by sulforaphane enhances gap junction intercellular communication in pancreatic cancer[J]. Cancer Letters,2020,469:238−245. doi: 10.1016/j.canlet.2019.10.042
    [89]
    SHARMA C, SADRIEH L, PRIYANI A, et al. Anti-carcinogenic effects of sulforaphane in association with its apoptosis-inducing and anti-inflammatory properties in human cervical cancer cells[J]. Cancer Epidemiology,2011,35(3):272−278. doi: 10.1016/j.canep.2010.09.008
    [90]
    ALUMKAL J J, SLOTTKE R, SCHWARTZMAN J, et al. A phase II study of sulforaphane-rich broccoli sprout extracts in men with recurrent prostate cancer[J]. Invest New Drugs,2015,33(2):480−489. doi: 10.1007/s10637-014-0189-z
    [91]
    LOZANOVSKI V J, POLYCHRONIDIS G, GROSS W, et al. Broccoli sprout supplementation in patients with advanced pancreatic cancer is difficult despite positive effects-results from the POUDER pilot study[J]. Invest New Drugs,2020,38(1):776−784.
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