首頁 資訊 柑橘中黃酮類化合物的提取技術(shù)、功能特性及應(yīng)用研究進(jìn)展

柑橘中黃酮類化合物的提取技術(shù)、功能特性及應(yīng)用研究進(jìn)展

來源:泰然健康網(wǎng) 時(shí)間:2024年12月15日 18:09

摘要: 柑橘中的黃酮類化合物是自然界存在的多酚類物質(zhì)中占比最多的一類,是植物次生代謝產(chǎn)物,具有如抗氧化、抗癌、抗炎抑菌、抗衰老等多種對人體有益的生理作用。本綜述介紹了柑橘中黃酮類化合物的種類以及包括溶劑浸提、超臨界流體萃取、超聲波輔助、酶法在內(nèi)的多種有效提取方法。并在此基礎(chǔ)上進(jìn)一步對其所具有的抗氧化、抗炎抑菌、抗衰老等生理功能活性以及其最新應(yīng)用等方面的研究進(jìn)展進(jìn)行了調(diào)研總結(jié),以期為柑橘黃酮的深度開發(fā)及綜合利用提供參考。

關(guān)鍵詞: 柑橘  /  黃酮類化合物  /  提取  /  功能特性  

Abstract: The flavonoids in Citrus are the most common type of polyphenols in nature. They are the secondary metabolites of plants. They have many beneficial physiological effects to the human body, such as antioxidant, anti-cancer, anti-inflammatory, anti-bacterial, and anti-aging. This review introduces the types of flavonoids in Citrus and a variety of effective extraction methods including solvent extraction, supercritical fluid extraction, ultrasonic assist, and enzymatic extraction. And on this basis, the research progress of its anti-oxidation, anti-inflammatory, antibacterial, anti-aging and other physiological functions, as well as the latest applications, etc. are investigated and summarized, in order to provide references for the in-depth development and comprehensive utilization of Citrus flavonoids.

圖  1   黃酮基本結(jié)構(gòu)

Figure  1.   The basic structure for flavonoid

[1]

FAO. Citrus fruit fresh and processed[R]. Statistical Bulletin, 2017.

[2]

MAHATO N, SINHA M, SHARMA K, et al. Modern extraction and purification techniques for obtaining high purity food-grade bioactive compounds and value-added co-products from Citrus wastes[J]. Foods,2019,8:1.

[3]

HOSSAIN M K, DAYEM A A, HAN J, et al. Molecular mechanisms of the anti-obesity and anti-diabetic properties of flavonoids[J]. International Journal of Molecular Sciences,2016,17:569. doi: 10.3390/ijms17040569

[4] 楊雪妍. 柑橘黃酮抗氧化、抗增殖及抗衰老活性研究[D]. 廣州: 華南理工大學(xué), 2020.

YANG X Y. Research on anti-oxidative, anti-proliferative and anti-aging activities of Citrus flavonoids[D]. Guangzhou: South China University of Technology, 2020.

[5] 王剛, 蔡才, 王亞珍, 等. 新橙皮苷二氫查耳酮的合成工藝及應(yīng)用進(jìn)展[J]. 江漢大學(xué)學(xué)報(bào)(自然科學(xué)版),2020,48(1):37?44. [WANG G, CAI C, WANG Y Z, et al. Synthetic technology and application progress of neohesperidin dihydrochalcone[J]. Journal of Jianghan University (Natural Science Edition),2020,48(1):37?44. [6]

PEREIRA C G, LUDWIG I A, POLYVIOU T, et al. Identification of plasma and urinary metabolites and catabolites derived from orange juice (poly) phenols: Analysis by high performance liquid chromatography-high-resolution mass spectrometry[J]. Journal of Agricultural and Food Chemistry,2016,64:5724. doi: 10.1021/acs.jafc.6b02088

[7] 李繼偉, 任璇, 周紹慶. 柑橘皮黃酮石灰水提取工藝及果膠去除效果的研究[J]. 食品研究與開發(fā),2019,40(10):101?104. [LI J W, REN X, ZHOU S Q. Study on the extraction technology of Citrus peel flavonoids with lime water and the removal effect of pectin[J]. Food Research and Development,2019,40(10):101?104. doi: 10.3969/j.issn.1005-6521.2019.10.018 [8] 單飛獅, 張東鈁, 楊敏. 乙醇-堿液回流法提取紅橘果皮中橙皮苷工藝研究[J]. 綿陽師范學(xué)院學(xué)報(bào),2018,2(37):66?71. [SHAN F S, ZHANG D F, YANG M. Study on extraction process of hesperidin from red orange peel by ethanol-lye reflux method[J]. Journal of Mianyang Normal University,2018,2(37):66?71. [9] 區(qū)曉云, 王浩, 謝寶誼, 等. 紫外光譜檢測下陳皮中橙皮苷的提取工藝研究[J]. 食品科學(xué),2010,35(8):265?267. [QU X Y, WANG H, XIE B Y, et al. Study on the extraction process of hesperidin from tangerine peel by ultraviolet spectroscopy[J]. Food Science,2010,35(8):265?267. [10]

MIYAKE Y. Characteristics of flavonoids in niihime fruit-a new sour Citrus fruit[J]. Food Science & Technology International,2006,12(3):186?193.

[11] 呂凜, 陶寧萍. 超臨界二氧化碳萃取橘皮中黃酮類化合物的工藝研究[J]. 食品科學(xué),2008,29(9):150?154. [LV L, TAO N P. Study on the technology of supercritical carbon dioxide extraction of flavonoids from orange peel[J]. Food Science,2008,29(9):150?154. [12] 姜澤放, 林敏, 李雪, 等. 超臨界萃取山柚油及其Sn-2位脂肪酸的測定[J]. 食品安全與檢測,2019,1(44):330?335. [JIANG Z F, LIN M, LI X, et al. Supercritical extraction of grapefruit oil and determination of Sn-2 fatty acid[J]. Food Safety and Testing,2019,1(44):330?335. [13]

ZHU F. Impact of ultrasound on structure, physicochemical properties, modifications, and applications of starch[J]. Trends in Food Science & Technology,2015,43:1.

[14]

IDARESIT E, SALDA?A M. Ultrasound processing of rutin in food-grade solvents: Derivative compounds, antioxidant activities and optical rotation[J]. Food Chemistry,2021:344.

[15]

KIM D S, LIM S B. Optimization of subcritical water hydrolysis of rutin into isoquercetin and quercetin[J]. Preventive Nutrition and Food Science,2017,22:131.

[16]

RAVBER M, KNEZ Z, ?KERGET M. Optimization of hydrolysis of rutin in subcritical water using response surface methodology[J]. The Journal of Supercritical Fluids,2015,104:145. doi: 10.1016/j.supflu.2015.05.028

[17]

SCHERER R I, GODOY H T. Effects of extraction methods of phenolic compounds from Xanthium strumarium L. and their antioxidant activity[J]. Revista Brasileira De Plantas Medicinais,2014,16:41. doi: 10.1590/S1516-05722014000100006

[18] 黨婭, 耿靜章. 超聲波輔助提取橘皮中黃酮類化合物[J]. 食品研究與開發(fā),2012,10(33):10?13. [DANG Y, GENG J Z. Ultrasonic assisted extraction of flavonoids from orange peel[J]. Food Research and Development,2012,10(33):10?13. [19]

ABBOTT A P, CAPPER G, DAVIES D L, et al. Novel solvent properties of choline chloride/urea mixtures[J]. Chemical Communications,2003,9:70.

[20] 劉丹寧, 黃潔瑤, 楊璐嘉, 等. 超聲波輔助低共熔溶劑提取枳實(shí)中蕓香柚皮苷、柚皮苷和橙皮苷[J]. 中藥材,2020,1(43):155?160. [LIU D N, HUANG J Y, YANG J L, et al. Ultrasonic-assisted eutectic solvent extraction of ruta naringin, naringin and hesperidin from fructus aurantii[J]. Chinese Herbal Medicine,2020,1(43):155?160. [21] 李建鳳, 廖立敏. 纖維素酶-超聲波法提取夏橙皮橙皮苷[J]. 食品工業(yè),2019,2(40):39?42. [LI J F, LIAO L M. Extraction of hesperidin by cellulase-ultrasonic method[J]. Food Industry,2019,2(40):39?42. [22] 任明, 劉建民, 孫榮. 酶法提取枳實(shí)中橙皮苷工藝研究[J]. 食品與藥品,2019,3(21):206?209. [REN M, LIU J M, SUN R. Study on enzymatic extraction of hesperidin from fructus aurantii[J]. Food and Medicine,2019,3(21):206?209. [23]

NERMIN S K. Organic reactions in subcritical and supercritical water[J]. Tetrahedron,2012,68:949?958. doi: 10.1016/j.tet.2011.10.070

[24] 齊兵, 何志勇, 秦肪. 亞臨界水萃取陳皮中橙皮苷的工藝研究[J]. 食品工業(yè)科技,2013,12(34):225?228. [QI B, HE Z Y, QIN F. Study on the technology of subcritical water extraction of hesperidin from tangerine peel[J]. Food Industry Technology,2013,12(34):225?228. [25]

SHAO H K, ZHAO L G, CHEN J, et al. Preparation, characterization and application of molecularly imprinted monolithic column for hesperetin[J]. Journal of Pharmaceutical and Biomedical Analysis,2016,111:241?247.

[26] 謝捷, 曹銘希, 朱興一, 等. 響應(yīng)面法優(yōu)化閃式提取陳皮中橙皮苷工藝的研究[J]. 食品工業(yè)科技,2019,10(32):285?288. [XIE J, CAO X M, ZHU X Y, et al. Optimization of flash extraction process for hesperidin from tangerine peel by response surface methodology[J]. Food Industry Technology,2019,10(32):285?288. [27]

ZOU Z, XI W P, HU Y, et al. Antioxidant activity of Citrus fruits[J]. Food Chemistry,2016,196:885. doi: 10.1016/j.foodchem.2015.09.072

[28] 文紅波, 吳玉蘭, 李斌元, 等. 甲醇提取柑橘皮總黃酮及其體外抗氧化活性研究[J]. 微量元素與健康研究,2012,29(6):1?4. [WEN H B, WU Y L, LI B Y, et al. Study on extraction of total flavonoids from Citrus peel by methanol and its antioxidant activity in vitro[J]. Research on Trace Elements and Health,2012,29(6):1?4. [29] 陳慶菊. 柑橘黃酮對斷奶仔豬生長性能、抗氧化功能和腸道健康的影響研究[D]. 重慶: 西南大學(xué), 2020.

CHEN Q J. Effects of Citrus flavonoids on growth performance, antioxidant function and intestinal health of weaned piglets[D]. Chongqing: Southwest University, 2020.

[30] 張華, 周志欽, 席萬鵬, 等. 15種柑橘果實(shí)主要酚類物質(zhì)的體外抗氧化活性比較[J]. 食品科學(xué),2015,11(26):64?70. [ZHANG H, ZHOU Z Q, XI W P, et al. Comparison of antioxidant activity of main phenolic compounds in 15 Citrus fruits in vitro[J]. Food Science,2015,11(26):64?70. [31]

REDDY N M, SURYANARAYA V, YATES M S, et al. The triterpenoid CDDO-imidazolide confers potent protection against hyperoxic acute lung injury in mice[J]. American Journal of Respiratory and Critical Care Medicine,2009,180:867. doi: 10.1164/rccm.200905-0670OC

[32]

MA H, FENG X, DING S. Hesperetin attenuates ventilator-induced acute lunginjury through inhibition of NF-κB-mediated inflammation[J]. European Journal of Pharmacology,2015,769:333. doi: 10.1016/j.ejphar.2015.11.038

[33] 丘曉花, 馮明英, 李燕, 等. 柑橘皮提取物體外抑菌活性的研究[J]. 中國民族民間醫(yī)藥,2011,20(10):31?32. [QU X H, FENG M Y, LI Y, et al. Study on antibacterial activity of Citrus peel extract in vitro[J]. Chinese Folk Medicine,2011,20(10):31?32. doi: 10.3969/j.issn.1007-8517.2011.10.024 [34] 鐘桂云, 鄭曉瑞. 新會陳皮黃酮類化合物的提取及其殺菌抗腫瘤活性研究[J]. 云南化工,2020,47(8):65?66. [ZHONG G Y, ZHENG X R. Study on the extraction of flavonoids from tangerine peel and its bactericidal and antitumor activity[J]. Yunnan Chemical Industry,2020,47(8):65?66. [35]

POZZO E D, COSTA B, CAVALLINI C, et al. The Citrus flavanone naringenin protects myocardial cells against age-associated damage[J]. Oxidative Medicine and Cellular Longevity, 2017, 2017: 9536148.

[36] 毛玉霞. 黃酮類化合物抗炎免疫及抗衰老藥理研究分析[J]. 實(shí)驗(yàn)研究,2018,1(17):39?40. [MAO Y X. Analysis of flavonoids anti-inflammatory immunity and anti-aging pharmacological research[J]. Experimental Study,2018,1(17):39?40. [37]

HAYES M T. Parkinson’s disease and parkinsonism[J]. The American Journal of Medicine,2019,7:802.

[38]

KIM T Y, LEEM E, LEE J M. Control of reactive oxygen species for the prevention of Parkinson’s disease: The possible application of flavonoids[J]. Antioxidants,2020,9:583. doi: 10.3390/antiox9070583

[39]

KHAN A, IKRAM M, HAHM J R, et al. Antioxidant and anti-inflammatory effects of Citrus flavonoid hesperetin: Special focus on neurological disorders[J]. Antioxidants,2020,9:609. doi: 10.3390/antiox9070609

[40]

ZHU Q, ZHUANG X, LU J. Neuroprotective effects of baicalein in animal models of Parkinson’s disease: A systematic review of experimental studies[J]. Phytomedicine,2019,55:302. doi: 10.1016/j.phymed.2018.09.215

[41]

MAHER P. Protective effects of fisetin and other berry flavonoids in Parkinson’s disease[J]. Food & Function,2017,8:3033.

[42]

LEEM E, NAM J H, JEON M T, et al. Naringin protects the nigrostriatal dopaminergic projection through induction of GDNF in a neurotoxin model of Parkinson’s disease[J]. The Journal of Nutritional Biochemistry,2014,25:801. doi: 10.1016/j.jnutbio.2014.03.006

[43] 張海萍, 袁梅, 蔣玲, 等. 柑橘黃酮對帕金森病模型細(xì)胞增殖和凋亡的影響研究[J]. 中國臨床藥理學(xué)雜志,2020,36(5):555?559. [ZHANG H P, YUAN M, JIANG L, et al. Effect of Citrus flavonoids on cell proliferation and apoptosis in Parkinson's disease models[J]. Chinese Journal of Clinical Pharmacology,2020,36(5):555?559. [44]

YAMAKUNI T, NAKAJIMA A, OHIZUMI Y. Preventive action of nobiletin, a constituent of aurantiin nobilis pericarpium with anti-dementia activity, against amy-loid-beta peptide-induced neurotoxicity expression and memory impairment[J]. Yakugaku Zasshi,2010,130(4):517?520. doi: 10.1248/yakushi.130.517

[45] 畢俊英. 川陳皮素改善麻醉后老齡大鼠學(xué)習(xí)記憶功能損傷的機(jī)制研究[D]. 濟(jì)南: 山東大學(xué), 2019.

BI J Y. Study on the mechanism of nobiletin on improving the learning and memory impairment of aged rats after anesthesia[D]. Jinan: Shandong University, 2019.

[46]

ZARAGOZA C, MONSERRAT J, MANTECON C, et al. Antiplatelet activity of flavonoid and coumarin drugs[J]. Vascular Pharmacology,2016,87:139. doi: 10.1016/j.vph.2016.09.002

[47] 黃曼婷, 吳煥林, 徐丹蘋, 等. 化橘紅黃酮抗血小板聚集作用及其構(gòu)效關(guān)系研究[J]. 中藥新藥與臨床藥理,2017,28(3):268?272. [HUANG M T, WU H L, XU D P, et al. Anti-platelet-aggregation effects of flavonoids from Citrus grandis 'Tomentosa' and their structure-activity correlation[J]. Traditional Chinese Medicine and Clinical Pharmacology,2017,28(3):268?272. [48]

KARLIZKOVA J, RIHA M, FILIPSKY T, et al. Antiplatelet effects of flavonoids mediated by inhibition of arachidonic acid based pathway[J]. Planta Medica,2016,82:76.

[49] 隗繼浩. 新橙皮苷二氫查耳酮對OVA誘導(dǎo)口服耐受的影響[D]. 長春: 吉林大學(xué), 2020.

KUI J H. Effect of neohesperidin dihydrochalcone on oral tolerance induced by OVA[J]. Changchun: Jilin University, 2020.

[50] 黃嘉麗. 柑橘源黃酮作為甜味劑和苦味抑制劑的評價(jià)和應(yīng)用研究[D]. 廣州: 廣東工業(yè)大學(xué), 2020.

HUANG J L. Evaluation and application of Citrus-derived flavonoids as sweeteners and bitterness inhibitors[D]. Guangzhou: Guangdong University of Technology, 2020.

[51] 鐘永恒, 賈仕杰, 郝同江, 等. 甘草黃酮類化合物生理功能及其在食品中應(yīng)用研究[J]. 中國林副特產(chǎn),2016(3):91?94. [ZHONG Y H, JIA S J, HAO T J, et al. Study on the physiological function of licorice flavonoids and its application in food[J]. China's Forest by-Products,2016(3):91?94. [52] 牛麗娜, 那冬晨. 柑橘保濕霜的制作與保濕效果測試[J]. 廣東化工,2020,419(47):32?33. [NIU L N, NA D C. The production of Citrus moisturizing cream and the test of moisturizing effect[J]. Guangdong Chemical Industry,2020,419(47):32?33. [53] 占晨, 周琪, 劉光斌, 等. 天然野生植物葛根黃酮的提取及其在化妝品的應(yīng)用[J]. 應(yīng)用化工,2018,6(48):1351?1353. [ZHAN C, ZHOU Q, LIU G B, et al. Extraction of natural wild plant Pueraria lobata flavonoids and its application in cosmetics[J]. Application Chemical,2018,6(48):1351?1353. [54] 姚曉琳, 潘思軼, 張曉維, 等. 多甲氧基黃酮提取物對冷卻肉保鮮效果的影響[J]. 食品科學(xué),2009,24(30):460?463. [YAO X L, PAN S Y, ZHANG X W, et al. Effect of polymethoxy flavonoid extract on preservation of chilled meat[J]. Food Science,2009,24(30):460?463. [55] 段靜蕓, 徐幸蓮, 周光宏. 殼聚糖和氣調(diào)包裝在冷卻肉保鮮中的應(yīng)用[J]. 食品科學(xué),2002,23(2):138?142. [DUAN J Y, XU X L, ZHOU G H. Application of chitosan and modified atmosphere packaging in the fresh-keeping of chilled meat[J]. Food Science,2002,23(2):138?142. doi: 10.3321/j.issn:1002-6630.2002.02.043 [56] 王曉君. 橙皮黃酮的提取及其對番茄的保鮮效果研究[D]. 哈爾濱: 東北農(nóng)業(yè)大學(xué), 2017.

WANG X J. Study on extraction of orange peel flavonoids and its fresh-keeping effect on tomato[J]. Harbin: Northeast Agricultural University, 2017.

[57] 研究發(fā)現(xiàn): 柑橘皮提取物有助維持健康體重[N]. 中國食品報(bào)網(wǎng), 2019(5).

Research found: Citrus peel extract helps maintain a healthy weight[N]. China Food News, 2019(5).

[58]

SILVEIRA J Q, CESAR T B. Red-fleshed sweet orange juice improves the risk factors for metabolic syndrome[J]. Food Science and Nutrition,2015,66:830.

[59]

SURAI P F, KOCHISH I I, FISININ V I. Antioxidant defence systems and oxidative stress in poultry biology: An update[J]. Antioxidants,2019:8.

[60]

RAFIEIA F, KHAJALI F. Flavonoid antioxidants in chicken meat production: Potential application and future trends[J]. World’s Poultry Science Journal, 2021.

[61]

BHUTTO Z A, HE F, ZLOH M, et al. Use of quercetin in animal feed: Effects on the P-gp expression and pharmacokinetics of orally administrated enrofloxacin in chicken[J]. Scientific Reports,2018,8:1.

[62]

GOLIOMYTIS M, KARTSONASN, CHARISMIADOUM A, et al. The influence of naringin or hesperidin dietary supplementation on broiler meat quality and oxidative stability[J]. Plos One,2014,93:1957.

相關(guān)知識

助力體重管理,百岳特萃取柑橘幼果打造健康飲品
人參果提取物的美白保濕功效及安全性研究
非熱殺菌技術(shù)在肉及肉制品中的應(yīng)用研究進(jìn)展
17種主要柑橘類水果及其健康益處 – 美豆芽健康飲食養(yǎng)生網(wǎng)
番石榴葉提取物抗氧化作用研究
綠茶茶渣中蛋白質(zhì)的提取技術(shù)研究
柑橘文化和健康論文.doc
荷葉的化學(xué)成分及其藥理作用研究進(jìn)展
番石榴果實(shí)品質(zhì)評價(jià)及黃酮類化合物合成相關(guān)基因挖掘
萬壽菊中葉黃素酯的提取工藝研究

網(wǎng)址: 柑橘中黃酮類化合物的提取技術(shù)、功能特性及應(yīng)用研究進(jìn)展 http://www.u1s5d6.cn/newsview549599.html

推薦資訊