Cyanidin 3-glucoside (BioDeep_00000896107)

Main id: BioDeep_00000003546

Secondary id: BioDeep_00001868657

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

化学式: C21H21O11+ (449.10838160000003)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
InChI: InChI=1S/C21H20O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26)/p+1

描述信息

Cyanidin 3-glucoside, also known as chrysanthenin or cyanidin 3-glucoside chloride (CAS: 7084-24-4), belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Cyanidin 3-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyanidin 3-glucoside is found, on average, in the highest concentration within a few different foods, such as black elderberries, rubus (blackberry, raspberry), and bilberries and in a lower concentration in redcurrants, strawberries, and sweet oranges. Cyanidin 3-glucoside has also been detected, but not quantified in, several different foods, such as common pea, peaches, Tartary buckwheats, soft-necked garlic, and fats and oils. This could make cyanidin 3-glucoside a potential biomarker for the consumption of these foods. Cyanidin (and its glycosides) is the most commonly occurring of the anthocyanins, a widespread group of pigments responsible for the red-blue colour of many fruits and vegetables (PMID: 14711454). BioTransformer predicts that cyanidin 3-​glucoside is a product of cyanidin 3-​sophoroside metabolism via a glycoside-hydrolysis reaction occurring in human gut microbiota and catalyzed by the EC.3.2.1.X enzyme (PMID: 30612223).
Found in many plants and fruits, e.g. cherries, olives and grapes

同义名列表

45 个代谢物同义名

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium; 2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol; 2-(3,4-Dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium; 2-(3,4-Dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium; 3-(beta-D-Glucopyranosyloxy)-3,4,5,7-tetrahydroxyflavylium chloride; 3-(β-D-Glucopyranosyloxy)-3’,4’,5,7-tetrahydroxyflavylium chloride; 3-(β-D-Glucopyranosyloxy)-3,4,5,7-tetrahydroxyflavylium chloride; 3-O-(beta-D-Glucopyranosyl)cyanidin; Cyanidin 3-O-beta-D-glucopyranoside; Cyanidin 3-O-beta-glucopyranoside; Cyanidin 3-beta-D-glucopyranoside; Cyanidin 3-beta-glucoside cation; 3-O-(β-D-Glucopyranosyl)cyanidin; Cyanidin 3-O-β-D-glucopyranoside; Cyanidin 3-O-glucoside chloride; Cyanidin 3-beta-glucopyranoside; Cyanidin 3-β-D-glucopyranoside; Cyanidin 3-O-β-glucopyranoside; cyanidin 3-O-beta-D-glucoside; Cyanidin 3-β-glucoside cation; Cyanidin 3-beta-D-O-glucoside; Cyanidin 3-glucoside chloride; Cyanidin 3-β-glucopyranoside; Cyanidin 3-O-glucopyranoside; Cyanidin 3-beta-O-glucoside; Cyanidin 3-O-beta-glucoside; Cyanidin 3-O-β-D-glucoside; Cyanidin 3-β-D-O-glucoside; Cyanidin 3-O-b-D-glucoside; Cyanidin 3-beta-glucoside; Cyanidin 3-β-O-glucoside; Cyanidin 3-monoglucoside; Cyanidin 3-O-β-glucoside; cyanidin 3-O-glucoside; Cyanidin 3-β-glucoside; Cyanidin 3-glucoside; Cyanidol 3-glucoside; Glucocyanidin; Chrysanthemin; Chrysanthenin; Chrysontemin; Kuromanine; Kuromamine; Kuromanin; Asterin



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

PharmGKB(0)

481 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Zhongxin Liang, Hongrui Liang, Yizhan Guo, Dong Yang. Cyanidin 3-O-galactoside: A Natural Compound with Multiple Health Benefits. International journal of molecular sciences. 2021 Feb; 22(5):. doi: 10.3390/ijms22052261. [PMID: 33668383]
  • Li Li, Jun Li, Hui Xu, Fengmei Zhu, Zhijun Li, Hongzhi Lu, Jinrong Zhang, Zhengsheng Yang, Yongsheng Liu. The Protective Effect of Anthocyanins Extracted from Aronia Melanocarpa Berry in Renal Ischemia-Reperfusion Injury in Mice. Mediators of inflammation. 2021; 2021(?):7372893. doi: 10.1155/2021/7372893. [PMID: 33551679]
  • Rita de Cássia Lemos Lima, Ulrike Böcker, Gordon J McDougall, J William Allwood, Nils Kristian Afseth, Sileshi Gizachew Wubshet. Magnetic ligand fishing using immobilized DPP-IV for identification of antidiabetic ligands in lingonberry extract. PloS one. 2021; 16(2):e0247329. doi: 10.1371/journal.pone.0247329. [PMID: 33617581]
  • Lianghua Xie, Jiahong Xie, Yang Xu, Wei Chen. Discovery of anthocyanins from cranberry extract as pancreatic lipase inhibitors using a combined approach of ultrafiltration, molecular simulation and spectroscopy. Food & function. 2020 Oct; 11(10):8527-8536. doi: 10.1039/d0fo01262a. [PMID: 33000849]
  • David Bars-Cortina, Ana Martínez-Bardají, Alba Macià, María-Jose Motilva, Carme Piñol-Felis. Consumption evaluation of one apple flesh a day in the initial phases prior to adenoma/adenocarcinoma in an azoxymethane rat colon carcinogenesis model. The Journal of nutritional biochemistry. 2020 09; 83(?):108418. doi: 10.1016/j.jnutbio.2020.108418. [PMID: 32592950]
  • Liang Chen, Xiulan Xin, Hui Feng, Shuangshi Li, Qiguang Cao, Xinying Wang, Frank Vriesekoop. Isolation and Identification of Anthocyanin Component in the Fruits of Acanthopanax Sessiliflorus (Rupr. & Maxim.) Seem. by Means of High Speed Counter Current Chromatography and Evaluation of Its Antioxidant Activity. Molecules (Basel, Switzerland). 2020 Apr; 25(8):. doi: 10.3390/molecules25081781. [PMID: 32295006]
  • Jim Fang, Jiannan Huang. Accumulation of plasma levels of anthocyanins following multiple saskatoon berry supplements. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Apr; 50(4):454-457. doi: 10.1080/00498254.2019.1637967. [PMID: 31269857]
  • Petko Denev, Milan Číž, Maria Kratchanova, Denica Blazheva. Black chokeberry (Aronia melanocarpa) polyphenols reveal different antioxidant, antimicrobial and neutrophil-modulating activities. Food chemistry. 2019 Jun; 284(?):108-117. doi: 10.1016/j.foodchem.2019.01.108. [PMID: 30744834]
  • Su-Min Lim, Hyun Sook Lee, Jae In Jung, So Mi Kim, Nam Young Kim, Tae Su Seo, Jung-Shik Bae, Eun Ji Kim. Cyanidin-3-O-galactoside-enriched Aronia melanocarpa extract attenuates weight gain and adipogenic pathways in high-fat diet-induced obese C57BL/6 mice. Nutrients. 2019 May; 11(5):. doi: 10.3390/nu11051190. [PMID: 31137884]
  • Paula Henarejos-Escudero, Berenice Guadarrama-Flores, Francisco García-Carmona, Fernando Gandía-Herrero. Digestive glands extraction and precise pigment analysis support the exclusion of the carnivorous plant Dionaea muscipula Ellis from the Caryophyllales order. Plant science : an international journal of experimental plant biology. 2018 Sep; 274(?):342-348. doi: 10.1016/j.plantsci.2018.06.013. [PMID: 30080622]
  • Paulina Strugala, Anna Dudra, Janina Gabrielska. ACTIVITY OF BLACKCURRANT AND CHOKEBERRY EXTRACTS AND TWO MAJOR CYANIDIN GLYCOSIDES AGAINST LIPID MEMBRANE OXIDATION AND THEIR BINDING PROPERTIES TO ALBUMIN. Acta poloniae pharmaceutica. 2017 Mar; 74(2):679-687. doi: . [PMID: 29624274]
  • David Bars-Cortina, Alba Macià, Ignasi Iglesias, Maria Paz Romero, Maria José Motilva. Phytochemical Profiles of New Red-Fleshed Apple Varieties Compared with Traditional and New White-Fleshed Varieties. Journal of agricultural and food chemistry. 2017 Mar; 65(8):1684-1696. doi: 10.1021/acs.jafc.6b02931. [PMID: 28191939]
  • Aimee N Winter, Erika K Ross, Sonia Khatter, Keith Miller, Daniel A Linseman. Chemical basis for the disparate neuroprotective effects of the anthocyanins, callistephin and kuromanin, against nitrosative stress. Free radical biology & medicine. 2017 02; 103(?):23-34. doi: 10.1016/j.freeradbiomed.2016.12.012. [PMID: 27986528]
  • Liyang Xie, Terrence Vance, Bohkyung Kim, Sang Gil Lee, Christian Caceres, Ying Wang, Patrice A Hubert, Ji-Young Lee, Ock K Chun, Bradley W Bolling. Aronia berry polyphenol consumption reduces plasma total and low-density lipoprotein cholesterol in former smokers without lowering biomarkers of inflammation and oxidative stress: a randomized controlled trial. Nutrition research (New York, N.Y.). 2017 Jan; 37(?):67-77. doi: 10.1016/j.nutres.2016.12.007. [PMID: 28215316]
  • Suwen Liu, Xuedong Chang, Xiufeng Liu, Zhanwei Shen. Effects of pretreatments on anthocyanin composition, phenolics contents and antioxidant capacities during fermentation of hawthorn (Crataegus pinnatifida) drink. Food chemistry. 2016 Dec; 212(?):87-95. doi: 10.1016/j.foodchem.2016.05.146. [PMID: 27374510]
  • Nan Song, Ling Zhang, Wei Chen, Hua Zhu, Wei Deng, Yunlin Han, Jianguo Guo, Chuan Qin. Cyanidin 3-O-β-glucopyranoside activates peroxisome proliferator-activated receptor-γ and alleviates cognitive impairment in the APP(swe)/PS1(ΔE9) mouse model. Biochimica et biophysica acta. 2016 09; 1862(9):1786-800. doi: 10.1016/j.bbadis.2016.05.016. [PMID: 27240542]
  • Juliane Würdig, Henryk Flachowsky, Monika Höfer, Andreas Peil, Mohammed Ali Mohammed Saad Eldin Ali, Magda-Viola Hanke. Phenotypic and genetic analysis of the German Malus Germplasm Collection in terms of type 1 and type 2 red-fleshed apples. Gene. 2014 Jul; 544(2):198-207. doi: 10.1016/j.gene.2014.04.045. [PMID: 24768720]
  • Long Tan, Hong Peng Yang, Wei Pang, Hao Lu, Yan Dan Hu, Jing Li, Shi Jun Lu, Wan Qi Zhang, Yu Gang Jiang. Cyanidin-3-O-galactoside and blueberry extracts supplementation improves spatial memory and regulates hippocampal ERK expression in senescence-accelerated mice. Biomedical and environmental sciences : BES. 2014 Mar; 27(3):186-96. doi: 10.3967/bes2014.007. [PMID: 24709099]
  • Shivraj H Nile, Se W Park. Antioxidant, α-glucosidase and xanthine oxidase inhibitory activity of bioactive compounds from maize (Zea mays L.). Chemical biology & drug design. 2014 Jan; 83(1):119-25. doi: 10.1111/cbdd.12205. [PMID: 23957301]
  • Ting Peng, Takanori Saito, Chikako Honda, Yusuke Ban, Satoru Kondo, Ji-Hong Liu, Yoshimichi Hatsuyama, Takaya Moriguchi. Screening of UV-B-induced genes from apple peels by SSH: possible involvement of MdCOP1-mediated signaling cascade genes in anthocyanin accumulation. Physiologia plantarum. 2013 Jul; 148(3):432-44. doi: 10.1111/ppl.12002. [PMID: 23171407]
  • S Trumbeckaitė, D Burdulis, L Raudonė, J Liobikas, A Toleikis, V Janulis. Direct effects of Vaccinium myrtillus L. fruit extracts on rat heart mitochondrial functions. Phytotherapy research : PTR. 2013 Apr; 27(4):499-506. doi: 10.1002/ptr.4750. [PMID: 22628017]
  • Gui-Fang Deng, Xiang-Rong Xu, Yuan Zhang, Dan Li, Ren-You Gan, Hua-Bin Li. Phenolic compounds and bioactivities of pigmented rice. Critical reviews in food science and nutrition. 2013; 53(3):296-306. doi: 10.1080/10408398.2010.529624. [PMID: 23216001]
  • Yan Wang, Xiaoliu Chen, Yanmin Zhang, Xuesen Chen. Antioxidant activities and major anthocyanins of Myrobalan plum (Prunus cerasifera Ehrh.). Journal of food science. 2012 Apr; 77(4):C388-93. doi: 10.1111/j.1750-3841.2012.02624.x. [PMID: 22432436]
  • Yukihiro Yoshimura, Nobuhiro Zaima, Tatsuya Moriyama, Yukio Kawamura. Different localization patterns of anthocyanin species in the pericarp of black rice revealed by imaging mass spectrometry. PloS one. 2012; 7(2):e31285. doi: 10.1371/journal.pone.0031285. [PMID: 22363605]
  • Andreja Vanzo, Urska Vrhovsek, Federica Tramer, Fulvio Mattivi, Sabina Passamonti. Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver. Journal of natural products. 2011 May; 74(5):1049-54. doi: 10.1021/np100948a. [PMID: 21510696]
  • Adriana Telias, Kui Lin-Wang, David E Stevenson, Janine M Cooney, Roger P Hellens, Andrew C Allan, Emily E Hoover, James M Bradeen. Apple skin patterning is associated with differential expression of MYB10. BMC plant biology. 2011 May; 11(?):93. doi: 10.1186/1471-2229-11-93. [PMID: 21599973]
  • Hongpeng Yang, Wei Pang, Hao Lu, Daomei Cheng, Xianzhong Yan, Yiyong Cheng, Yugang Jiang. Comparison of metabolic profiling of cyanidin-3-O-galactoside and extracts from blueberry in aged mice. Journal of agricultural and food chemistry. 2011 Mar; 59(5):2069-76. doi: 10.1021/jf1033619. [PMID: 21302942]
  • Renáta Myjavcová, Petr Marhol, Vladimír Křen, Vilím Simánek, Jitka Ulrichová, Irena Palíková, Barbora Papoušková, Karel Lemr, Petr Bednář. Analysis of anthocyanin pigments in Lonicera (Caerulea) extracts using chromatographic fractionation followed by microcolumn liquid chromatography-mass spectrometry. Journal of chromatography. A. 2010 Dec; 1217(51):7932-41. doi: 10.1016/j.chroma.2010.05.058. [PMID: 21111888]
  • Ryoji Takahashi, Joseph G Dubouzet, Hisakazu Matsumura, Kentaro Yasuda, Tsukasa Iwashina. A new allele of flower color gene W1 encoding flavonoid 3'5'-hydroxylase is responsible for light purple flowers in wild soybean Glycine soja. BMC plant biology. 2010 Jul; 10(?):155. doi: 10.1186/1471-2229-10-155. [PMID: 20663233]
  • Andrea Tarozzi, Fabiana Morroni, Adriana Merlicco, Cecilia Bolondi, Gabriella Teti, Mirella Falconi, Giorgio Cantelli-Forti, Patrizia Hrelia. Neuroprotective effects of cyanidin 3-O-glucopyranoside on amyloid beta (25-35) oligomer-induced toxicity. Neuroscience letters. 2010 Apr; 473(2):72-6. doi: 10.1016/j.neulet.2010.02.006. [PMID: 20152881]
  • Juliana Barrios, Claudia Patricia Cordero, Fabio Aristizabal, Francisco José Heredia, Alicia Lucía Morales, Coralia Osorio. Chemical analysis and screening as anticancer agent of anthocyanin-rich extract from Uva Caimarona ( Pourouma cecropiifolia Mart.) fruit. Journal of agricultural and food chemistry. 2010 Feb; 58(4):2100-10. doi: 10.1021/jf9041497. [PMID: 20121190]
  • Eun-Kyung Kwon, Dae-Young Lee, Hyungjae Lee, Dae-Ok Kim, Nam-In Baek, Young-Eon Kim, Hae-Yeong Kim. Flavonoids from the buds of Rosa damascena inhibit the activity of 3-hydroxy-3-methylglutaryl-coenzyme a reductase and angiotensin I-converting enzyme. Journal of agricultural and food chemistry. 2010 Jan; 58(2):882-6. doi: 10.1021/jf903515f. [PMID: 20038104]
  • Wei Song, Han-Jing Wang, Peter Bucheli, Pei-Fang Zhang, Dong-Zhi Wei, Yan-Hua Lu. Phytochemical profiles of different mulberry (Morus sp.) species from China. Journal of agricultural and food chemistry. 2009 Oct; 57(19):9133-40. doi: 10.1021/jf9022228. [PMID: 19761189]
  • Yusuke Ban, Satoru Kondo, Benjamin Ewa Ubi, Chikako Honda, Hideo Bessho, Takaya Moriguchi. UDP-sugar biosynthetic pathway: contribution to cyanidin 3-galactoside biosynthesis in apple skin. Planta. 2009 Oct; 230(5):871-81. doi: 10.1007/s00425-009-0993-4. [PMID: 19652996]
  • Henna-Maria Lehtonen, Milla Rantala, Jukka-Pekka Suomela, Matti Viitanen, Heikki Kallio. Urinary excretion of the main anthocyanin in lingonberry (Vaccinium vitis-idaea), cyanidin 3-O-galactoside, and its metabolites. Journal of agricultural and food chemistry. 2009 May; 57(10):4447-51. doi: 10.1021/jf900894k. [PMID: 19351112]
  • W Ray Edwards, Judy A Hall, Alan R Rowlan, Tama Schneider-Barfield, Tzeli Julia Sun, Mohini A Patil, Margaret L Pierce, R Gary Fulcher, Alois A Bell, Margaret Essenberg. Light filtering by epidermal flavonoids during the resistant response of cotton to Xanthomonas protects leaf tissue from light-dependent phytoalexin toxicity. Phytochemistry. 2008 Sep; 69(12):2320-8. doi: 10.1016/j.phytochem.2008.05.021. [PMID: 18617197]
  • Marcella Renis, Laura Calandra, Christian Scifo, Barbara Tomasello, Venera Cardile, Luca Vanella, Roberto Bei, Luca La Fauci, Fabio Galvano. Response of cell cycle/stress-related protein expression and DNA damage upon treatment of CaCo2 cells with anthocyanins. The British journal of nutrition. 2008 Jul; 100(1):27-35. doi: 10.1017/s0007114507876239. [PMID: 18053307]
  • Tong Ho Kang, Jin Young Hur, Hyun Bok Kim, Jong Hoon Ryu, Sun Yeou Kim. Neuroprotective effects of the cyanidin-3-O-beta-d-glucopyranoside isolated from mulberry fruit against cerebral ischemia. Neuroscience letters. 2006 Jan; 391(3):122-6. doi: 10.1016/j.neulet.2005.08.053. [PMID: 16181734]
  • Min Xia, Mengjun Hou, Huilian Zhu, Jing Ma, Zhihong Tang, Qing Wang, Yan Li, Dongsheng Chi, Xiaoping Yu, Ting Zhao, Pinghua Han, Xiaodong Xia, Wenhua Ling. Anthocyanins induce cholesterol efflux from mouse peritoneal macrophages: the role of the peroxisome proliferator-activated receptor {gamma}-liver X receptor {alpha}-ABCA1 pathway. The Journal of biological chemistry. 2005 Nov; 280(44):36792-801. doi: 10.1074/jbc.m505047200. [PMID: 16107338]
  • José Cheel, Cristina Theoduloz, Jaime Rodríguez, Guillermo Saud, Peter D S Caligari, Guillermo Schmeda-Hirschmann. E-cinnamic acid derivatives and phenolics from Chilean strawberry fruits, Fragaria chiloensis ssp. chiloensis. Journal of agricultural and food chemistry. 2005 Nov; 53(22):8512-8. doi: 10.1021/jf051294g. [PMID: 16248546]
  • Takashi Ichiyanagi, Yasuo Shida, M Mamunur Rahman, Yoshihiko Hatano, Tetsuya Konishi. Extended glucuronidation is another major path of cyanidin 3-O-beta-D-glucopyranoside metabolism in rats. Journal of agricultural and food chemistry. 2005 Sep; 53(18):7312-9. doi: 10.1021/jf051002b. [PMID: 16131148]
  • Takashi Ichiyanagi, Yasuo Shida, M Mamunur Rahman, Yoshihiko Hatano, Hitoshi Matsumoto, Masao Hirayama, Tetsuya Konishi. Metabolic pathway of cyanidin 3-O-beta-D-glucopyranoside in rats. Journal of agricultural and food chemistry. 2005 Jan; 53(1):145-50. doi: 10.1021/jf0485943. [PMID: 15631521]
  • Annalucia Serafino, Paola Sinibaldi-Vallebona, Giuseppe Lazzarino, Barbara Tavazzi, Guido Rasi, Pasquale Pierimarchi, Federica Andreola, Gabriella Moroni, Giacomo Galvano, Fabio Galvano, Enrico Garaci. Differentiation of human melanoma cells induced by cyanidin-3-O-beta-glucopyranoside. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2004 Dec; 18(15):1940-2. doi: 10.1096/fj.04-1925fje. [PMID: 15451888]
  • Mi-Yeon Kim, Kunihisa Iwai, Akio Onodera, Hajime Matsue. Identification and antiradical properties of anthocyanins in fruits of Viburnum dilatatum thunb. Journal of agricultural and food chemistry. 2003 Oct; 51(21):6173-7. doi: 10.1021/jf034647p. [PMID: 14518940]
  • Angela Maria Amorini, Giuseppe Lazzarino, Fabio Galvano, Giovanna Fazzina, Barbara Tavazzi, Giacomo Galvano. Cyanidin-3-O-beta-glucopyranoside protects myocardium and erythrocytes from oxygen radical-mediated damages. Free radical research. 2003 Apr; 37(4):453-60. doi: 10.1080/1071576021000055253. [PMID: 12747740]
  • A M Amorini, G Fazzina, G Lazzarino, B Tavazzi, D Di Pierro, R Santucci, F Sinibaldi, F Galvano, G Galvano. Activity and mechanism of the antioxidant properties of cyanidin-3-O-beta-glucopyranoside. Free radical research. 2001 Dec; 35(6):953-66. doi: 10.1080/10715760100301451. [PMID: 11811546]
  • Y M Knox, K Hayashi, T Suzutani, M Ogasawara, I Yoshida, R Shiina, A Tsukui, N Terahara, M Azuma. Activity of anthocyanins from fruit extract of Ribes nigrum L. against influenza A and B viruses. Acta virologica. 2001; 45(4):209-15. doi: ". [PMID: 11885927]