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Abstract

This review focused on the recent progress of peony (Paeonia suffruticosa Andr.) flavonoids. Extraction, separation, purification methods of peony flavonoids as well as their biological activities were summarized. An outlook on the peony flavonoids was also put forward for future research.

Publication Date

7-28-2017

First Page

194

Last Page

199

DOI

10.13652/j.issn.1003-5788.2017.07.042

References

[1] 赵兰勇. 中国牡丹栽培与鉴赏[M]. 北京: 金盾出版社, 2004: 1-22.
[2] 耿帅, 赵育林, 曾凯, 等. 丹皮酚的研究进展[J]. 中国新药与临床杂志, 2016, 35(5): 310-313.
[3] SU Jian-hui, MA Chao-yang, LIU Cheng-xiang, et al. Hypolipidemic Activity of Peony Seed Oil Rich in α-Linolenic, is Mediated Through Inhibition of Lipogenesis and Upregulation of Fatty Acid β-Oxidation[J]. Journal of Food Science, 2016, 81(4): 1 001-1 009.
[4] SHI Jun-jun, ZHANG Jian-guo, SUN Yu-han, et al. The rheological properties of polysaccharides sequentially extracted from peony seed dreg[J]. International Journal of Biological Macromolecules, 2016, 91: 760-767.
[5] 袁亚光. 超高压提取牡丹花黄酮及其抗氧化性和稳定性的研究[D]. 济南: 齐鲁工业大学, 2015.
[6] 王洪政, 刘伟, 张琳, 等. 正交实验优化超声辅助提取牡丹种皮总黄酮及其抗凝血活性研究[J]. 植物研究, 2014, 34(6): 856-860.
[7] 单方方. 牡丹叶总黄酮的分离纯化及抗氧化性研究[D]. 洛阳: 河南科技大学, 2011.
[8] 徐金龙, 张红梅, 徐秀泉. 响应面分析法优化牡丹皮中总黄酮的提取工艺[J]. 中国药房, 2011, 22(27): 2 536-2 538.
[9] 肖超妮, 王培, 马翠霞. 牡丹不同根部位的代谢物分布[J]. 波谱学杂志, 2015, 32(4): 648-660.
[10] VERVERIDIS F, TRANTAS E, DOUGLAS C, et al. Biotechnology of flavonoids and other phenyl propanoid-derived natural products[J]. Biotechnology Journal, 2007, 2: 1 214-1 234.
[11] 李佩艳, 韩四海, 罗登林, 等. 牡丹叶黄酮的酶法提取及其对亚硝酸盐的清除作用[J]. 食品科学, 2016, 37(6): 77-81.
[12] WANG Liang-sheng, FUMIO Hashimoto, AYA Shiraishi, et al. Chemical taxonomy of the Xibei tree peony from China by floral pigmentation[J]. Journal of Plant Research, 2004, 117(1): 47-55.
[13] 吴存兵, 陈晓兰, 吴君艳. 响应面法优化乙醇提取牡丹花总黄酮工艺[J]. 南方农业学报, 2016, 47(8): 1 370-1 375.
[14] LI Chong-hui, DU Hui, WANG Liang-sheng. Flavonoid composition and antioxidant activity of tree penoy (paeonia section moutan) yellow flowers[J]. J. Agric. Food Chem., 2009, 57: 8 496-8 503.
[15] 唐浩国. 黄酮类化合物研究[M]. 北京: 科学出版社, 2009.
[16] 王晓, 江婷, 程传格, 等. 超声波强化提取牡丹花黄酮[J]. 山东科学, 2004, 17(3): 13-16.
[17] 吴震生, 侯昌, 毛文岳. 牡丹花蕊中总黄酮的提取与测定[J]. 食品与药品, 2013, 15(5): 344-345.
[18] 郑成, 战宇. 微波萃取技术及其在中草药中的应用[J]. 广州大学学报, 2004, 3(6): 519-521.
[19] 崔政伟, 梅成. 微波萃取技术简介[J]. 农产品加工, 2003(1): 32-33.
[20] 欧阳平, 张高勇, 康保安. 类黄酮的新兴提取技术原理、应用及前景[J]. 天然产物研究与开发, 2003,15(6): 563-566.
[21] 王晓, 耿岩玲, 李福伟, 等. 酶法提取牡丹花总黄酮[J]. 山东科学, 2005, 18(4): 14-17.
[22] 孟庆焕, 祖元刚, 王化, 等. 酶法辅助乙醇优选牡丹种皮总黄酮[J]. 植物研究, 2015, 35(4): 628-631.
[23] 刘娟, 李楠, 王昌涛. 牡丹花粉黄酮的提取及抗氧化性研究[J]. 食品研究与开发, 2012, 33(10): 39-44.
[24] 孙泽飞. 牡丹花类黄酮成分及抗氧化能力分析[D]. 陕西: 西北农林科技大学, 2015: 8-19.
[25] 王晶. 大孔吸附树脂分离纯化中药牡丹皮总苷和山楂总黄酮的工艺研究[D]. 哈尔滨: 黑龙江中医药大学, 2006: 10-19.
[26] 李广, 王清刚, 王义明, 等. 黄酮类化合物的定量色谱分析[J]. 食品科学, 2001, 22(2): 57-61.
[27] 赵伟, 耿岩玲, 崔莉, 等. 牡丹花黄酮类化学成分研究[J]. 中国现代中药, 2016, 18(3): 303-306.
[28] 张宝智, 胡永红, 韩继刚, 等. 七个江南牡丹品种花瓣中类黄酮分析[J]. 北方园艺, 2013(2): 61-65.
[29] FANG Jin-ling, ZHU Wen-xue, KANG Huai-bin, et al. Flavonoid constituents and antioxidant capacity in flowers of different Zhongyuan tree penoy cultivars[J]. Journal of Functional Foods, 2012(4): 147-157.
[30] 孟庆焕, 王化, 王洪政, 等. 牡丹种皮黄酮提取及对ABTS自由基清除作用[J]. 植物研究, 2013, 33(4): 504-507.
[31] WU Shao-hua, WU Da-gang, CHEN You-wei. Chemical Constituents and Bioactivities of Plants from Genus Paeonia[J]. Chemistry and Biodiversity, 2010(7): 90-104.
[32] KIM J S, JOBIN C. The flavonoid luteolin prevents lipopolysaccharide-induced NF-kappaB signalling and gene expression by blocking IkappaB kinase activity in intestinal epithelial cells and bone-marrow derived dendritic cells[J]. Immunology, 2005, 115(3): 375-387.
[33] XAGORARI A, PAPAPETROPOULOS A, MAUROMATIS A, et al. Luteolin inhibits an endotoxin stimulated phosphorylation cascade and proinflammatory cytokine production in macrophages[J]. Journal of Pharmacology and Experimental Therapeutics, 2001, 296(1): 181-187.
[34] PARK M J, LEE E K, HEO H S, et al. The anti-inflammatory effect of kaempferol in aged kidney tissues: the involvement of nuclear factor-kappaB via nuclear factor-inducing kinase/IkappaB kinase and mitogen-activated protein kinase pathways[J]. Journal of Medicinal Food, 2009, 12(2): 351-358.
[35] KIM J M, LEE E K, KIM D H, et al. Kaempferol modulates pro-inflammatory NF-kappaB activation by suppressing advanced glycation endproducts-induced NADPH oxidase[J]. Age, 2010, 32(2): 197-208.
[36] KOWALSKI J, SAMOJEDNY A, PAUL M, et al. Effect of apigenin, kaempferol and resveratrol on the expression of interleukin-1beta and tumor necrosis factor-alpha genes in J774.2 macrophages[J]. Pharmacology Reports, 2005, 57(3): 390-394.
[37] LEE S, KIM Y J, KWON S, et al. Inhibitory effects of flavonoids on TNF-alpha-induced IL-8 gene expression in HEK 293 cells[J]. BMB Reports, 2009, 42(5): 265-270.
[38] GOPALAKRISHNAN A, XU C J, NAIR S S, et al. Modulation of activator protein-1 (AP-1) and MAPK pathway by flavonoids in human prostate cancer PC3 cells[J]. Archives of Pharmacal Research, 2006, 29(8): 633-634.
[39] LEE K M, LEE K W, JUNG S K, et al. Kaempferol inhibits UVB-induced COX-2 expression by suppressing Src kinase activity[J]. Biochemical Pharmacology, 2010, 80(12): 2 042-2 049.
[40] DENG Shi-xin, PALU A K, WEST B J, et al. Lipoxygenase inhibitory constituents of the fruits of noni (Morindacitrifolia) collected in Tahiti[J]. Journal of Natural Products, 2007, 70(5): 859-862.
[41] GARCIA M V, CRESPO I, COLLADO P S, et al. The anti-inflammatory flavones quercetin and kaempferol cause inhibition of inducible nitric oxide synthase, cyclooxygenase-2 and reactive C-protein, and down-regulation of the nuclear factor kappaB pathway in Chang Liver cells[J]. Pharmacology Reports, 2007, 557(2/3): 221-229.
[42] LI Jia-min, ZHANG Bing-feng. Apigenin protects ovalbumin-induced asthma through the regulation of Th17 cells[J]. Fitoterapia, 2013, 91: 298-304.
[43] WANG J, LIU Y T, XIAO L, et al. Anti-inflammatory effects of apigenin in lipopolysaccharide-induced inflammatory in acute lung injury by suppressing COX-2 and NF-κB pathway[J]. Inflammation, 2014, 37: 2 085-2 090.
[44] HORVATHOVA K, NOVOTNY L, TOTHOVA D, et al. Determination of free radical scavenging activity of quercetin, rutin, luteolin and apigenin in H2O2-treated human ML cells K562[J]. Neoplasma, 2004, 51: 395-399.
[45] CHENG A C, HUANG T C, LAI C S, et al. Induction of apoptosis by luteolin through cleavage of Bcl-2 family in human leukemia HL-60 cells[J]. European Journal of Pharmacology, 2005, 509(1): 1-10.
[46] OISHI M, LIZUMI Y, TANIGUCHI T, et al. Apigenin sensitizes prostate cancer cells to Apo2L/TRAIL by targeting Adenine Nucleotide Translocase-2[J]. Plos, 2013, 8(2): 1-9.
[47] CUI Y, MORGENSTERN H, GREENLAND S, et al. Dietary flavonoid intake and lung cancer-A population-based case-control study[J]. Cancer, 2008, 112: 2 241-2 248.
[48] GARCIA C R, GONZALEZ C A, AGUDO A, et al. Intake of specific carotenoids and flavonoids and the risk of gastric cancer in Spain[J]. Cancer Causes and Control, 1999, 10(1): 71-75.
[49] UTE N, SUZANNE P M, LYNNE R W, et al. Flavonols and pancreatic cancer risk: the multiethnic cohort study[J]. American Journal of Epidemiology, 2007, 166(8): 924-931.
[50] GATES M A, TWOROGER S S, HECHT J L, et al. A prospective study of dietary flavonoid intake and incidence of epithelial ovarian cancer[J]. International Journal of Cancer, 2007, 121(10): 2 225-2 232.
[51] KIM Y K, KIM Y S, CHOI S U, et al. Isolation of flavonol rhamnosides from Loranthus tanakae and cytotoxic effect of them on human tumor cell lines[J]. Archives of Pharmacal Research, 2004, 27(1): 44-47.
[52] BRUSSELMANS K, VROLIX R, VERHOEVEN G, et al. Induction of cancer cell apoptosis by flavonoids is associated with their ability to inhibit fatty acid synthase activity[J].Journal of Biological Chemistry, 2005, 280(7): 5 636-5 645.
[53] LI Na, LIU Ji-hua, ZHANG Jian, et al. Comparative Evaluation of Cytotoxicity and Antioxidative Activity of 20 Flavonoids[J]. Journal of Agricultural and Food Chemistry, 2008, 56(10): 3 876-3 883.
[54] ZHANG Qiang, ZHAO Xin-huai, WANG Zhu-jun. Flavones and flavonols exert cytotoxic effects on a human oesophageal adenocarcinoma cell line (OE33) by causing G2/M arrest and inducing apoptosis[J]. Food and Chemical Toxicology, 2008, 46(6): 2 042-2 053.
[55] LUO Hai-tao, JIANG Bing-hua, KING S M, et al. Inhibition of cell growth and VEGF expression in ovarian cancer cells by flavonoids[J]. Nutrition and Cancer, 2008, 60(6): 800-809.
[56] KIM J M, LEE E K, KIM D H, et al. Kaempferol modulates pro-inflammatory NF-kappaB activation by suppressing advanced glycationendproducts-induced NADPH oxidase[J]. Age (Dordr.), 2010, 32: 197-208.
[57] ZHANG Yu-qing, CHEN A Y, LI Min, et al. Ginkgo biloba extract kaempferol inhibits cell proliferation and induces apoptosis in pancreatic cancer cells[J]. Journal of Surgical Research, 2008, 148(1): 17-23.
[58] NADOVA S, MIADOKOVA E, CIPA K L. Flavonoids potentiate the efficacy of cytarabine through modulation of drug-induced apoptosis[J]. Neoplasma, 2007, 54: 202-206.
[59] SHARMA V, JOSEPH C, GHOSH S, et al. Kaempferol induces apoptosis in glioblastoma cells through oxidative stress[J]. Molecular Cancer Therapeutics, 2007, 6(9): 2 544-2 553.
[60] IMAI Y, TSUKAHARA S, ASADA S, et al. Phytoestrogens/flavonoids reverse breast cancer resistance protein/ABCG2-mediated multidrug resistance[J]. Cancer Research, 2004, 64(12): 4 346-4 352.
[61] LII C K, LEI Y P, YAO H T, et al. Chrysanthemum morifolium Ramat. reduces the oxidized LDL-induced expression of intercellular adhesion molecule-1 and E-selectin in human umbilical vein endothelial cells[J]. Journal of Ethnopharmacology, 2010, 128(1): 213-220.
[62] OLSZANECKI R, BUJAK G B, MADEJ J, et al. Kaempferol, but not resveratrol inhibits angiotensin converting enzyme[J]. Physiological Pharmacology, 2008, 59(2): 387-392.
[63] XU Y C, LEUNG G P, WONG P Y, et al. Kaempferol stimulates large conductance Ca2+-activated K+ (BKCa) channels in human umbilical vein endothelial cells via a cAMP/PKA-dependent pathway[J]. British Journal of Pharmacology, 2008, 154(6): 1 247-1 253.
[64] HANNUM S M. Potential impact of strawberries on human health: a review of the science[J]. Food Science and Nutrition, 2004, 44(1): 1-17.
[65] LOPEZ S C, MARTIN R F J, SUN F, et al. Blood micromolar concentrations of kaempferol afford protection against ischemia/reperfusion-induced damage in rat brain[J]. Brain Research , 2007, 1 182(28): 123-137.
[66] SILVA B, OLIVEIRA P J, DIAS A, et al. Quercetin, kaempferol and biapigenin from Hypericum perforatum are neuroprotective against excitotoxic insults[J]. Neurotoxicity Research, 2008, 13(3/4): 265-79.
[67] SHARMA V, MISHRA M, GHOSH S, et al. Modulation of interleukin-1beta mediated inflammatory response in human astrocytes by flavonoids: implications in neuroprotection[J]. Brain Research Bulletin, 2007, 73(1/2/3): 55-63.
[68] TRIVEDI R, KUMAR A, GUPTA V, et al. Effects of Egb 761 on bone mineral density, bone microstructure, and osteoblast function: Possible roles of quercetin and kaempferol[J]. Molecular and Cellular Endocrinology, 2009, 302(1): 86-91.
[69] KUMAR A, SINGH A K, GAUTAM A K, et al. Identification of kaempferol-regulated proteins in rat calvarial osteoblasts during mineralization by proteomics[J]. Proteomics, 2010, 10(9): 1 730-1 739.
[70] TRIVEDI R, KUMAR S, KUMAR A, et al. Kaempferol has osteogenic effect in ovariectomized adult Sprague-Dawley rats[J]. Molecular and Cellular Endocrinology, 2008, 289(1/2): 85-93.
[71] PARK J A, HA S K, KANG T H, et al. Protective effect of apigenin on ovariectomy-induced bone loss in rats[J]. Life Sciences, 2008, 82(25/26): 1 217-1 223.
[72] GOTO T, HAGIWARA K, SHIRAI N, et al. Apigenin inhibits osteoblastogenesis and osteoclastogenesis and prevents bone loss in ovariectomized mice[J]. Cytotechnology, 2015, 67(2): 357-365.
[73] LIM Y H, KIM I H, SEO J J. In vitro activity of kaempferol isolated from the Impatiens balsamina alone and in combination with erythromycin or clindamycin against Propionibacterium acnes[J]. Microbiol., 2007, 45(5): 473-477.
[74] LYU S Y, RHIM J Y, PARK W B. Antiherpetic activities of flavonoids against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro[J]. Archives of Pharmacal Research, 2005, 28(11): 1 293-1 301.
[75] MITROCOTSA D, MITAKU S, AXARLIS S, et al. Evaluation of the antiviral activity of kaempferol and its glycosides against human cytomegalovirus[J]. Planta Med., 2000, 66: 377-379.
[76] JEONG H J, RYU Y B, PARK S J, et al. Neuraminidase inhibitory activities of flavonols isolated from Rhodiolarosea roots and their in vitro anti-influenza viral activities[J]. Bioorganic and Medicinal Chemistry, 2009, 17(19): 6 816-6 823.
[77] MIN B S, TOMIYAMA M, MA Chao-mei, et al. Kaempferol acetylrhamnosides from the rhizome of Dryopteris crassi-rhizoma and their inhibitory effects on three different activities of human immunodeficiency virus-1 reverse transcriptase[J]. Chemical and Pharmaceutical Bulletin, 2001, 49(5): 546-550.
[78] CHUNG J G, HSIA T C, KUO H M, et al. Inhibitory actions of luteolin on the growth and ary-lamine N-acetyltransferase activity in strains of Helicobacter pylori from ulcer patients[J]. Toxicology in Vitro, 2001, 15(3): 191-198.
[79] TSHIKALANGE T E, MEYER J J, HUSSEIN A A. Antimicrobial activity, toxicity and the isolation of a bioactive compound from plants used to treat sexually transmitted diseases[J]. Journal of Ethnopharmacology, 2005, 96(3): 515-519.
[80] MARINA P D C, VALDIR C F, ROSI Z D S, et al. Evaluation of antifungal activity of Piper solmsianum C. DC. var. solmsianum (Piperaceae)[J]. Biological and Pharmaceutical Bulletin, 2005, 28(8): 1 527-1 530.
[81] LEE E J, JI G E, SUNG M K. Quercetin and kaempferol suppress immunoglobulin E-mediated allergic inflammation in RBL-2H3 and Caco-2 cells[J]. Inflammation Research, 2010, 59(10): 847-854.
[82] HENDRIKS J J, ALBLAS J, VAN der Po S M, et al. Flavonoids influence monocytic GTPase activity and are protective in experimental allergic en-cephalitis[J]. The Journal of Experimental Medicine, 2004, 214(6): 1 667-1 672.
[83] ALI F, NAZ F, JYOTI S, et al. Protective effect of apigenin against N-nitrosodiethylamine (NDEA)-induced hepatotoxicity in albino rats[J]. Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 2014, 767: 13-20.
[84] HIDALGO M, SNCHEZ-MORENO C, PASCUAL-TERESA S D. Flavonoid-flavonoid interaction and its effect on their antioxidant activity[J]. Food Chemistry, 2010, 121(3): 691-696.
[85] HARASSTANI O A, MOIN S, THAM C L, et al. Flavonoid combinations cause synergistic inhibition of proinflammatory mediator secretion from lipopolysaccharide-induced RAW 264.7 cells[J]. Inflamm Res, 2010, 59(9): 711-721.

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