二氢杨梅素的检测、药效及药代学研究进展

doi:10.12052/gdutxb.190067

摘要/Abstract

摘要： 二氢杨梅素（Dihydromyricetin，DMY）是藤茶中一种重要的活性物质，具有抗氧化、抗菌、抗肿瘤、抗疲劳、消炎、解酒护肝等奇特功效，在食品工业和制药工业中应用非常广泛。本文从DMY的结构鉴定、含量测定、药效、药代动力学等方面进行综述，以期为DMY的深入研究及进一步开发利用提供理论依据。

关键词: 二氢杨梅素, 结构, 药效, 药代动力学

Abstract: Dihydromyricetin (DMY) is an important active substance in rattan tea, with antioxidant, antibacterial, anti-tumor, anti-fatigue, anti-inflammatory, anti-alcohol, liver protection and other bioactive effects, which is widely used in the food and pharmaceutical industry. In this study, the structure identification, content determination, efficacy and pharmacokinetics of DMY were reviewed, so as to provide theoretical basis for the in-depth research and further development and utilization of DMY.

Key words: dihydromyricetin, structure, efficacy, pharmacokinetics

中图分类号:

R285

罗俊, 刘丹, 丁利君. 二氢杨梅素的检测、药效及药代学研究进展[J]. 广东工业大学学报, 2020, 37(03): 88-94.

Luo Jun, Liu Dan, Ding Li-jun. Advances in the Detection, Pharmacodynamics and Pharmacokinetics of Dihydromyricetin[J]. Journal of Guangdong University of Technology, 2020, 37(03): 88-94.

参考文献

[1] 魏捷. 紫外分光光度法测定显齿蛇葡萄各部分蛇葡萄素含量[J]. 海峡药学, 2002, 14(5): 62-62
[2] 陈静, 梅广, 符昌雨. 分光光度法测定总黄酮含量中存在问题的研究[J]. 食品科技, 2007, 32(3): 230-232 CHEN J, MEI G, FU C Y. Study on problems in determining total flavonoids by spectrophotometry [J]. Food Science and Technology, 2007, 32(3): 230-232
[3] 刘建兰, 于华忠, 高梦, 等. 藤茶总黄酮和二氢杨梅素的提取检测研究进展[J]. 广东农业科学, 2013, 40(19): 90-93 LIU J L, YU H Z, GAO M, et al. Extraction and detection of flavones and Dihydromyricetin from vine tea [J]. Guangdong Agricultural Sciences, 2013, 40(19): 90-93
[4] 覃洁萍, 梁山丹, 何翠薇. 差示分光光度法测定广西瑶族藤茶中黄酮类成分的含量[J]. 中草药, 2002, 33(7): 34-36 QIN J P, LIANG S D, HE C W. Determination of flavonoids in tender stem and leaf of Ampelosis prossedentata by differential spectrophotometry [J]. Chinese Traditional and Herbal Drugs, 2002, 33(7): 34-36
[5] 安丰田, 王剑, 苏家茹. 酶解法提取藤茶中二氢杨梅素的工艺优化[C]//安丰田. "急诊医学临床学术探讨研究会"会议. 北京: [出版社不详], 2016: 67-68.
[6] 成凤桂, 欧知义. 鄂西藤茶中总黄酮的提取及含量测定[J]. 中南民族大学学报(自然科学版), 2005, 24(2): 19-22 CHENG F G, OU Z Y. Extraction and determination of total flavonoid in A. Megalophylla Diels of Exi [J]. Journal of South-Central University for Nationalities, 2005, 24(2): 19-22
[7] 林淑英, 高建华, 郭清泉, 等. 二氢杨梅素的稳定性及其影响因素[J]. 无锡轻工大学学报(食品与生物技术), 2005, 24(2): 19-22 LIN S Y, GAO J H, GUO Q Q, et al. Stability of dihydromyricetin and factors affecting the stability [J]. Journal of Food Science and Biotechnology, 2005, 24(2): 19-22
[8] 田燕. 紫外-可见光谱在黄酮类鉴定中的应用[J]. 大连医科大学学报, 2002, 24(3): 213-214
[9] JEON S H, CHUN W, CHOI Y J, et al. Cytotoxic constituents from the bark of Salix hulteni [J]. Archives of Pharmacal Research, 2008, 31(8): 978-982
[10] WANG C, XIONG W, REDDY P S, et al. Solid-state characterization of optically pure (+)Dihydromyricetin extracted from Ampelopsis grossedentata leaves [J]. International Journal of Pharmaceutics, 2016, 511(1): 245-252
[11] IGNAT I, VOLF I, POPA V I. A critical review of methods for characterisation of polyphenolic compounds in fruits and vegetables [J]. Food Chemistry, 2011, 126(4): 1821-1835
[12] OUTTRUP H, SCHAUMBURG K, MADSEN J. Isolation of Dihydromyricetin and Dihydroquercetin from bark of pinus contorta [J]. Carlsberg Research Communications, 1985, 50(6): 369-379
[13] 占春瑞, 廖燕燕, 李海燕, 等. 二氢杨梅素分析用标准样品制备及结构分析[J]. 现代食品科技, 2009, 25(10): 1124-1128 ZHAN C R, LIAO Y Y, LI H Y, et al. Preparation and structural identification of standard Dihydromyricetin from ampelopsis grossedentata [J]. Modern Food Science and Technology, 2009, 25(10): 1124-1128
[14] 谢雪佳, 王晨光, 侯小龙, 等. 冷却结晶法纯化二氢杨梅素的工艺[J]. 医药导报, 2017, 36(8): 912-917 XIE X J, WANG C G, HOU X L, et al. Process of purification of Dihydromyricetin by cooling crystallization [J]. Herald of Medicine, 2017, 36(8): 912-917
[15] 何桂霞, 裴刚, 周天达, 等. 薄层扫描法测定藤茶中二氢杨梅素的含量[J]. 中国现代应用药学, 2000, 17(4): 275-277 HE G X, PEI G, ZHOU T D, et al. Determination of dihydromyricetin in ampelopsis grossedetala by TLC-scaner [J]. Chinese Journal of Modern Applied Pharmacy, 2000, 17(4): 275-277
[16] 陈图锋, 高文华, 唐敏. 高效液相色谱法测定藤茶中二氢杨梅素和杨梅素含量[J]. 亚太传统医药, 2015, 11(1): 28-30 CHEN T F, GAO W H, TANG M. Content determination of Dihydromyricetin and Myricetin in leaves of ampelopsis grossedentata by HPLC [J]. Asia-Pacific Traditional Medicine, 2015, 11(1): 28-30
[17] 邹海民, 周琛, 孙成均, 等. 高效液相色谱法同时测定市售醒酒护肝产品中8种化合物[J]. 卫生研究, 2017, 46(4): 633-639 ZHOU H M, ZHOU C, SUN C J, et al. Determination of 8 components in healthy food for anti-hangover and hepatoprotection by high performance liquid chromatography [J]. Journal of Hygiene Research, 2017, 46(4): 633-639
[18] DUQ Z, CAI W J, XIA M, et al. Purification of (+)-Dihydromyricetin from leaves extract of Ampelopsis grossedentata using high-speed countercurrent chromatograph with scale-up triple columns [J]. Journal of Chromatography A, 2002, 973(1): 217-220
[19] 张友胜, 施英, 徐玉娟, 等. 利用高速逆流色谱法同时纯化藤茶中的二氢杨梅素和杨梅素[J]. 现代化工, 2008, 28(3): 44-46 ZHANG Y S, SHI Y, XU Y J, et al. Simultaneous purification of Dihydromyricetin and myricetin from extract of Ampelopsis grossedentata by high-speed countercurrent chromatography [J]. Modern Chemical Industry, 2008, 28(3): 44-46
[20] VIEIRA M N, WINTERHALTER P, JERZ G. Flavonoids from the flowers of Impatiens glandulifera, Royle isolated by high performance countercurrent chromatography [J]. Phytochemical Analysis, 2016, 27(2): 116-125
[21] GAO J, LIU B, NING Z, et al. Characterization and antioxidant activity of flavonoid-rich extracts from leaves of ampelopsis grossedenTATA [J]. Journal of Food Biochemistry, 2009, 33(6): 808-820
[22] LI Y K, FANG J B, QI X J, et al. Combined analysis of the fruit metabolome and transcriptome reveals candidate genes involved in flavonoid biosynthesis in actinidia arguta [J]. International Journal of Molecular Sciences, 2018, 19(5)
[23] ZHANG Y, MA J N, MA C L, et al. Simultaneous quantification of ten constituents of Xanthoceras sorbifolia Bunge using UHPLC-MS methods and evaluation of their radical scavenging, DNA scission protective, and α-glucosidase inhibitory activities [J]. Chinese Journal of Natural Medicines, 2015, 13(11): 213-214
[24] 郭清泉, 林淑英, 周立清, 等. 采用量子化学计算法探讨二氢杨梅素抗氧化机制[J]. 食品研究与开发, 2006, 27(2): 131-133 GUO Q Q, LIN S Y, ZHOU L Q, et al. The mechanism of antioxidant of Dihydromyricetin by quantum chemistry [J]. Food Research and Development, 2006, 27(2): 131-133
[25] 郑秋闿, 范晶晶, 陈鸣才, 等. 核磁共振氢谱研究二氢杨梅素的抗氧化机理[J]. 实验技术与管理, 2013, 30(4): 30-32 ZHENG Q K, FAN J J, CHEN M C, et al. Study on antioxidation mechanism of Dihydromyricetin by 1H-NMR [J]. Experimental Technology and Management, 2013, 30(4): 30-32
[26] 李雪晖. 二氢杨梅素抗氧化功能研究[J]. 云南化工, 2018, 45(7): 64-65 LI X H. Study on antioxidant function of Dihydromycin [J]. Yunnan Chemical Technology, 2018, 45(7): 64-65
[27] WANG E H, QIN Z H, YANG L S, et al. Antioxidant activity evaluation of Dihydromyricetin from ampelopsis grossedentata on Guizhou traditional sausage [J]. Food Science and Technology, 2017, 42(6): 128-132
[28] LI Y Y, HENG J W, SUSAN E, et al. Antioxidant activities of vine tea (ampelopsis grossedentata) extract and its major component Dihydromyricetin in soybean oil and cooked ground beef [J]. Food Chemistry, 2015, 172: 416-422
[29] 王丹, 郁建平, 刘灏. 藤茶二氢杨梅素抗氧化活性研究[J]. 山地农业生物学报, 2013, 32(3): 243-246 WANG D, YU J P, LIU H. The in vitro and vivo antioxidant activity of Dihydromyricetin isolated from ampelopsis grossedentata [J]. Journal of Mountain Agriculture and Biology, 2013, 32(3): 243-246
[30] 曾露露, 王佳奇, 黄宝亮, 等. 二氢杨梅素的抗疲劳作用研究[J]. 中国药学杂志, 2016, 51(23): 2025-2029 ZENG L L, WANG J Q, HUANG B L, et al. Anti-fatigue effect of Dihydromyricetin on mice [J]. Chinese Pharmaceutical Journal, 2016, 51(23): 2025-2029
[31] 刘旺景, 敖长金, 萨茹丽, 等. 植物提取物抑菌活性及作用机理[J]. 动物营养学报, 2016, 28(8): 2344-2352 LIU W J, AO C J, SA R L, et al. Antibacterial activity of plant extracts and its mechanism of action [J]. Acta Zoonutrimenta Sinica, 2016, 28(8): 2344-2352
[32] WU Y, BAI J, ZHONG K, et al. A dual antibacterial mechanism involved in membrane disruption and DNA binding of 2R, 3R-Dihydromyricetin from pine needles of Cedrus deodara against Staphylococcus aureus [J]. Food Chemistry, 2016, 218: 463-470
[33] 谭潇啸. 二氢杨梅素抑制细菌机制的初步探究[D]. 南昌: 南昌大学食品学院, 2015.
[34] LIU D, PANG W C, DING L J, et al. An insight into the inhibitory activity of Dihydromyricetin against Vibrio parahaemolyticus [J]. Food Control, 2016, 67: 25-30
[35] DING L J, XIAO S J, LIU D, et al. Effect of Dihydromyricetin on proline metabolism of Vibrio parahaemolyticus: Inhibitory mechanism and interaction with molecular docking simulation [J]. Journal of Food Biochemistry, 2018, 42(1)
[36] LIU DY, YE JT, YANG WH, et al. Ampelopsin, a small molecule inhibitor of HIV-1 Infection targeting HIV entry [J]. Biomedical & Environmental Sciences, 2004, 17(2): 153-164
[37] 刘淼淼. 杨梅素及二氢杨梅素抗甲型流感病毒作用初制的研究[D]. 广州: 南方医科大学药学院, 2018.
[38] XU Y, WANG S, CHAN H F, et al. Dihydromyricetin induces apoptosis and reverses drug resistance in ovarian cancer cells by p53-mediated downregulation of survivin [J]. Scientific Reports, 2017, 7
[39] WANG Y, WANG W, QIU E. Protection of oxidative stress induced apoptosis in osteosarcoma cells by Dihydromyricetin through down-regulation of caspase activation and up-regulation of BcL-2[J]. Saudi Journal of Biological Sciences, 2017, 24(4): 837-842
[40] LU C J, HE Y F, YUAN W Z, et al. Dihydromyricetin-mediated inhibition of the Notch1 pathway induces apoptosis in QGY7701 and Hep G2 hepatoma cells [J]. World J Gastroenterol, 2017, 23(34): 6242-6251
[41] HUANG H C, LIAO C C, PENG C C, et al. Dihydromyricetin from ampelopsis grossedentata inhibits melanogenesis through down-regulation of MAPK, PKA and PKC signaling pathways [J]. Chemico-Biological Interactions, 2016, 258: 166-174
[42] LI H L, LI Q S, LIU ZW, et al. The versatile effects of Dihydromyricetin in health [J]. Evidence-Based Complementary and Alternative Medicine, 2017, 2017: 1-10
[43] ZHANG J, CHEN Y, LUO H, et al. Recent update on the pharmacological effects and mechanisms of Dihydromyricetin [J]. Frontiers in Pharmacology, 2018, 9
[44] LIU T T, ZENG Y, TANG K, et al. Dihydromyricetin ameliorates atherosclerosis in LDL receptor deficient mice [J]. Atherosclerosis, 2017, 262: 39-50
[45] 逯凤肖, 郁建平, 秦湉, 等. 藤茶中二氢杨梅素对糖尿病小鼠血糖和血脂的影响[J]. 山地农业生物学报, 2015, 34(6): 89-92 LU F X, YU J P, QIN T, et al. Effect of Dihydromyricetin from ampelopsis grossedentata on blood glucose and lipids in diabetic mice [J]. Journal of Mountain Agriculture and Biology, 2015, 34(6): 89-92
[46] XIE C, CHEN Z, ZHANG C, et al. Dihydromyricetin ameliorates oleic acid-induced lipid accumulation in L02 and HepG2 cells by inhibiting lipogenesis and oxidative stress [J]. Life Sciences, 2016, 2017: 131-139
[47] 潘人琦, 郁建平. 二氢杨梅素解酒作用的研究[J]. 山地农业生物学报, 2012, 31(3): 247-249 PAN R Q, YU J P. An investigation in the disintoxication effects of Dihydromyricetin [J]. Journal of Mountain Agriculture and Biology, 2012, 31(3): 247-249
[48] 黄博鑫, 杜志云, 汤亚东, 等. 组织工程皮肤在复方黄芪口服液延缓皮肤衰老研究中的应用[J]. 广东工业大学学报, 2018, 35(6): 95-99 HUANG B X, DU Z Y, TANG Y D, et al. Application of tissue engineering in evaluating anti-aging effect of compound oral liquid of astragalus [J]. Journal of Guangdong University of Technology, 2018, 35(6): 95-99
[49] LIU L, YIN X, WANG X, et al. Determination of Dihydromyricetin in rat plasma by LC-MS/MS and its application to a pharmacokinetic study [J]. Journal of Pharmaceutical & Biomedical Analysis, 2017, 55(1): 657-662
[50] XIANG D, FAN L, HOU X, et al. Uptake and transport mechanism of dihydromyricetin across human intestinal Caco‐2 Cells [J]. Journal of Food Science, 2018, 83(7): 1941-1947
[51] 曾晓丽, 谢燕, 袁秀荣. 黄酮类化合物体内过程的研究进展[J]. 中国新药杂志, 2010, 10(9): 750-754 ZENG X L, XIE Y, YUAN X R. Research progress in disposition of flavonoids in vivo [J]. Chinese Journal of New Drugs, 2010, 10(9): 750-754
[52] 王志琪. 二氢杨梅素动物药代动力学研究[D]. 长沙: 湖南中医药大学, 2012.
[53] 樊静静, 龚飞, 郁建平. 二氢杨梅素在小鼠体内的药代动力学研究[J]. 山地农业生物学报, 2014, 33(3): 13-16 FAN J J, GONG F, YU J P. Pharmacokinetics of Dihydromyricetin in mice [J]. Journal of Mountain Agriculture and Biology, 2014, 33(3): 13-16
[54] FAN L, TONG Q, DONG W, et al. Tissue distribution, excretion and metabolic profile of Dihydromyricetin, a flavonoid from vine tea (ampelopsis grossedentata) after oral administration in rats [J]. Journal of Agricultural and Food Chemistry, 2017, 65(23): 4597-4604

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