7084-24-4,MFCD27665410
Catalog No.:AA005QPL

7084-24-4 | Kuromanine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
95%(HPLC)powder
in stock  
$43.00   $30.00
- +
2mg
95%(HPLC)powder
in stock  
$75.00   $53.00
- +
10mg
95
in stock  
$122.00   $85.00
- +
50mg
95
in stock  
$550.00   $385.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA005QPL
Chemical Name:
Kuromanine
CAS Number:
7084-24-4
Molecular Formula:
C21H21ClO11
Molecular Weight:
484.8378
MDL Number:
MFCD27665410
SMILES:
OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O.[Cl-]
Properties
Properties
 
Form:
Solid  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
623  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
8  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  

Upstream Synthesis Route

[1]JournalofAgriculturalandFoodChemistry,2009,vol.57,#12,p.5271-5278

Literature

Title: Anti-inflammatory protection afforded by cyanidin-3-glucoside and resveratrol in human intestinal cells via Nrf2 and PPAR-γ: Comparison with 5-aminosalicylic acid.

Journal: Chemico-biological interactions 20161225

Title: Cyanidin-3-O-glucoside inhibits NF-kB signalling in intestinal epithelial cells exposed to TNF-α and exerts protective effects via Nrf2 pathway activation.

Journal: Toxicology letters 20161215

Title: Cyanidin-3-glucoside attenuates angiotensin II-induced oxidative stress and inflammation in vascular endothelial cells.

Journal: Chemico-biological interactions 20161028

Title: Phytochemicals and botanical extracts regulate NF-κB and Nrf2/ARE reporter activities in DI TNC1 astrocytes.

Journal: Neurochemistry international 20160701

Title: Palmitate-induced endothelial dysfunction is attenuated by cyanidin-3-O-glucoside through modulation of Nrf2/Bach1 and NF-κB pathways.

Journal: Toxicology letters 20151215

Title: Cyanidin-3-O-glucoside modulates intracellular redox status and prevents HIF-1 stabilization in endothelial cells in vitro exposed to chronic hypoxia.

Journal: Toxicology letters 20140421

Title: Effects of anthocyanins on the AhR-CYP1A1 signaling pathway in human hepatocytes and human cancer cell lines.

Journal: Toxicology letters 20130731

Title: Blockade of the renin-angiotensin system with delphinidin, cyanin, and quercetin.

Journal: Planta medica 20121001

Title: Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation.

Journal: Chemico-biological interactions 20120930

Title: Gut microbiota metabolism of anthocyanin promotes reverse cholesterol transport in mice via repressing miRNA-10b.

Journal: Circulation research 20120928

Title: An antiatherosclerotic signaling cascade involving intestinal microbiota, microRNA-10b, and ABCA1/ABCG1-mediated reverse cholesterol transport.

Journal: Circulation research 20120928

Title: Cyanidin-3-O-β-glucoside, a typical anthocyanin, exhibits antilipolytic effects in 3T3-L1 adipocytes during hyperglycemia: involvement of FoxO1-mediated transcription of adipose triglyceride lipase.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120901

Title: Chronic cyanidin-3-glucoside administration improves short-term spatial recognition memory but not passive avoidance learning and memory in streptozotocin-diabetic rats.

Journal: Phytotherapy research : PTR 20120801

Title: Cyanidin-3-O-β-glucoside induces oxysterol efflux from endothelial cells: role of liver X receptor alpha.

Journal: Atherosclerosis 20120801

Title: Synergistic inhibition of interleukin-6 production in adipose stem cells by tart cherry anthocyanins and atorvastatin.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120715

Title: Neuroprotective effects of black soybean anthocyanins via inactivation of ASK1-JNK/p38 pathways and mobilization of cellular sialic acids.

Journal: Life sciences 20120606

Title: Hypolipidemic and antioxidant effects of hydroxycinnamic acids, quercetin, and cyanidin 3-glucoside in hypercholesterolemic erythrocytes (in vitro study).

Journal: European journal of nutrition 20120601

Title: Interaction of selected anthocyanins with erythrocytes and liposome membranes.

Journal: Cellular & molecular biology letters 20120601

Title: Phytochemicals and antioxidant capacity of tortillas obtained after lime-cooking extrusion process of whole pigmented mexican maize.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands) 20120601

Title: Transport and bioactivity of cyanidin 3-glucoside into the vascular endothelium.

Journal: Free radical biology & medicine 20120501

Title: A new approach on the gastric absorption of anthocyanins.

Journal: Food & function 20120501

Title: Dimethylarginine dimethylaminohydrolase/nitric oxide synthase pathway in liver and kidney: protective effect of cyanidin 3-O-β-D-glucoside on ochratoxin-A toxicity.

Journal: Toxins 20120501

Title: Cyanidin 3-glucoside attenuates obesity-associated insulin resistance and hepatic steatosis in high-fat diet-fed and db/db mice via the transcription factor FoxO1.

Journal: The Journal of nutritional biochemistry 20120401

Title: Antioxidant activities and major anthocyanins of Myrobalan plum (Prunus cerasifera Ehrh.).

Journal: Journal of food science 20120401

Title: Cyanidin-3-O-β-glucoside upregulates hepatic cholesterol 7α-hydroxylase expression and reduces hypercholesterolemia in mice.

Journal: Molecular nutrition & food research 20120401

Title: Cyanidin-3-glucoside suppresses TNF-α-induced cell proliferation through the repression of Nox activator 1 in mouse vascular smooth muscle cells: involvement of the STAT3 signaling.

Journal: Molecular and cellular biochemistry 20120301

Title: Cyanidin-3-glucoside-rich extract from Chinese bayberry fruit protects pancreatic β cells and ameliorates hyperglycemia in streptozotocin-induced diabetic mice.

Journal: Journal of medicinal food 20120301

Title: HPLC-DAD-ESI-MS analysis of flavonoid compounds in 5 seedless table grapes grown in Apulian Region.

Journal: Journal of food science 20120201

Title: The anthocyanin cyanidin-3-O-β-glucoside, a flavonoid, increases hepatic glutathione synthesis and protects hepatocytes against reactive oxygen species during hyperglycemia: Involvement of a cAMP-PKA-dependent signaling pathway.

Journal: Free radical biology & medicine 20120115

Title: Cyanidin-3-O-β-glucoside regulates fatty acid metabolism via an AMP-activated protein kinase-dependent signaling pathway in human HepG2 cells.

Journal: Lipids in health and disease 20120101

Title: Optimization of microwave-assisted extraction of anthocyanins from mulberry and identification of anthocyanins in extract using HPLC-ESI-MS.

Journal: Journal of food science 20120101

Title: Optimization of the extraction of anthocyanins from the fruit skin of Rhodomyrtus tomentosa (Ait.) Hassk and identification of anthocyanins in the extract using High-Performance Liquid Chromatography-Electrospray Ionization-Mass Spectrometry (HPLC-ESI-MS).

Journal: International journal of molecular sciences 20120101

Title: Determination of cyanidin-3-glucoside (red kernel food colour) in beverages by high performance liquid chromatography and a study of its degradation by quadruple time-of-flight mass spectrometry.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20111201

Title: A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans.

Journal: Chemical communications (Cambridge, England) 20111014

Title: Inhibition of host- and bacteria-derived proteinases by natural anthocyanins.

Journal: Journal of periodontal research 20111001

Title: Cyanidin-3-O-β-glucoside with the aid of its metabolite protocatechuic acid, reduces monocyte infiltration in apolipoprotein E-deficient mice.

Journal: Biochemical pharmacology 20111001

Title: Cyanidin-3-glucoside ameliorates ethanol neurotoxicity in the developing brain.

Journal: Journal of neuroscience research 20111001

Title: Dietary anthocyanins protect endothelial cells against peroxynitrite-induced mitochondrial apoptosis pathway and Bax nuclear translocation: an in vitro approach.

Journal: Apoptosis : an international journal on programmed cell death 20111001

Title: Cyanidin-3-O-β-glucoside and protocatechuic acid exert insulin-like effects by upregulating PPARγ activity in human omental adipocytes.

Journal: Diabetes 20110901

Title: Neuroprotective effect of cyanidin-3-O-glucoside anthocyanin in mice with focal cerebral ischemia.

Journal: Neuroscience letters 20110818

Title: Cyanidin-3-glucoside suppresses B[a]PDE-induced cyclooxygenase-2 expression by directly inhibiting Fyn kinase activity.

Journal: Biochemical pharmacology 20110715

Title: Anthocyanin-rich blackberry extract suppresses the DNA-damaging properties of topoisomerase I and II poisons in colon carcinoma cells.

Journal: Journal of agricultural and food chemistry 20110713

Title: Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver.

Journal: Journal of natural products 20110527

Title: Effect of jam processing and storage on total phenolics, antioxidant activity, and anthocyanins of different fruits.

Journal: Journal of the science of food and agriculture 20110401

Title: Switching to black rice diets modulates low-density lipoprotein oxidation and lipid measurements in rabbits.

Journal: The American journal of the medical sciences 20110401

Title: Cyanidin-3-O-β-glucoside improves obesity and triglyceride metabolism in KK-Ay mice by regulating lipoprotein lipase activity.

Journal: Journal of the science of food and agriculture 20110401

Title: Anthocyanin-derived phenolic acids form glucuronides following simulated gastrointestinal digestion and microsomal glucuronidation.

Journal: Molecular nutrition & food research 20110301

Title: Cyanidin-3-O-glucoside protection against TNF-α-induced endothelial dysfunction: involvement of nuclear factor-κB signaling.

Journal: Journal of agricultural and food chemistry 20101124

Title: Comparison of transcriptional profiles of flavonoid genes and anthocyanin contents during fruit development of two botanical forms of Fragaria chiloensis ssp. chiloensis.

Journal: Phytochemistry 20101101

Title: HPLC analysis of polyphenols in the fruits of Rubus idaeus L. (Rosaceae).

Journal: Natural product research 20101101

Title: Cyanidin-3-O-beta-glucoside inhibits LPS-induced expression of inflammatory mediators through decreasing IkappaBalpha phosphorylation in THP-1 cells.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20100901

Title: Anti-inflammatory effects of black rice, cyanidin-3-O-beta-D-glycoside, and its metabolites, cyanidin and protocatechuic acid.

Journal: International immunopharmacology 20100801

Title: Radiolabelled cyanidin 3-O-glucoside is poorly absorbed in the mouse.

Journal: The British journal of nutrition 20100601

Title: Antimicrobial action of the American cranberry constituents; phenolics, anthocyanins, and organic acids, against Escherichia coli O157:H7.

Journal: International journal of food microbiology 20100430

Title: Bog bilberry (Vaccinium uliginosum L.) extract reduces cultured Hep-G2, Caco-2, and 3T3-L1 cell viability, affects cell cycle progression, and has variable effects on membrane permeability.

Journal: Journal of food science 20100401

Title: Spectral alteration and degradation of cyanidin-3-glucoside exposed to pulsed electric field.

Journal: Journal of agricultural and food chemistry 20100324

Title: Blood orange juice inhibits fat accumulation in mice.

Journal: International journal of obesity (2005) 20100301

Title: Isolation and free-radical-scavenging properties of cyanidin 3-O-glycosides from the fruits of Ribes biebersteinii Berl.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20100301

Title: Modulation of flavonoid biosynthetic pathway genes and anthocyanins due to virus infection in grapevine (Vitis vinifera L.) leaves.

Journal: BMC plant biology 20100101

Title: Cyanidin-3-glucoside inhibits ethanol-induced invasion of breast cancer cells overexpressing ErbB2.

Journal: Molecular cancer 20100101

Title: Antioxidant properties, phytochemical composition, and antiproliferative activity of Maryland-grown soybeans with colored seed coats.

Journal: Journal of agricultural and food chemistry 20091209

Title: A rapid and sensitive LC-MS/MS method for quantification of four anthocyanins and its application in a clinical pharmacology study of a bioadhesive black raspberry gel.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091201

Title: Inhibition of low-density lipoprotein oxidation by Nagano purple grape (Vitis viniferaxVitis labrusca).

Journal: Journal of nutritional science and vitaminology 20091201

Title: Pharmacokinetics and metabolism of the putative cancer chemopreventive agent cyanidin-3-glucoside in mice.

Journal: Cancer chemotherapy and pharmacology 20091101

Title: Black raspberry components inhibit proliferation, induce apoptosis, and modulate gene expression in rat esophageal epithelial cells.

Journal: Nutrition and cancer 20091101

Title: Phytochemical profiles of different mulberry (Morus sp.) species from China.

Journal: Journal of agricultural and food chemistry 20091014

Title: Metabolism of cyanidin-3-O-beta-D-glucoside isolated from black colored rice and its antiscratching behavioral effect in mice.

Journal: Journal of food science 20091001

Title: A novel cation-dependent O-methyltransferase involved in anthocyanin methylation in grapevine.

Journal: Plant physiology 20090801

Title: MATE transporters facilitate vacuolar uptake of epicatechin 3'-O-glucoside for proanthocyanidin biosynthesis in Medicago truncatula and Arabidopsis.

Journal: The Plant cell 20090801

Title: Induction of apoptosis and inhibition of invasion in human hepatoma cells by anthocyanins from meoru.

Journal: Annals of the New York Academy of Sciences 20090801

Title: Cyanidin-3-glucoside reverses ethanol-induced inhibition of neurite outgrowth: role of glycogen synthase kinase 3 Beta.

Journal: Neurotoxicity research 20090501

Title: The bioactivity of dietary anthocyanins is likely to be mediated by their degradation products.

Journal: Molecular nutrition & food research 20090501

Title: A comprehensive study of anthocyanin-containing extracts from selected blackberry cultivars: extraction methods, stability, anticancer properties and mechanisms.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090401

Title: A comparison of two determination methods for studying degradation kinetics of the major anthocyanins from blood orange.

Journal: Journal of agricultural and food chemistry 20090114

Title: pH-dependent interaction of rhodopsin with cyanidin-3-glucoside. 1. Structural aspects.

Journal: Photochemistry and photobiology 20090101

Title: pH-dependent interaction of rhodopsin with cyanidin-3-glucoside. 2. Functional aspects.

Journal: Photochemistry and photobiology 20090101

Title: Gastroprotective effect of cyanidin 3-glucoside on ethanol-induced gastric lesions in rats.

Journal: Alcohol (Fayetteville, N.Y.) 20081201

Title: Principal component regression analysis of the relation between CIELAB color and monomeric anthocyanins in young Cabernet Sauvignon wines.

Journal: Molecules (Basel, Switzerland) 20081117

Title: Cyanidin 3-O-glucopyranoside protects and rescues SH-SY5Y cells against amyloid-beta peptide-induced toxicity.

Journal: Neuroreport 20081008

Title: Urinary excretion of strawberry anthocyanins is dose dependent for physiological oral doses of fresh fruit.

Journal: Molecular nutrition & food research 20081001

Title: Pharmacokinetics of anthocyanins and antioxidant effects after the consumption of anthocyanin-rich acai juice and pulp (Euterpe oleracea Mart.) in human healthy volunteers.

Journal: Journal of agricultural and food chemistry 20080910

Title: Purple corn color suppresses Ras protein level and inhibits 7,12-dimethylbenz[a]anthracene-induced mammary carcinogenesis in the rat.

Journal: Cancer science 20080901

Title: Cyanidin-3-O-beta-glucoside inhibits iNOS and COX-2 expression by inducing liver X receptor alpha activation in THP-1 macrophages.

Journal: Life sciences 20080801

Title: Influence of glucose on cyanidin 3-glucoside absorption in rats.

Journal: Molecular nutrition & food research 20080801

Title: Anesthetics and natural heme oxygenase-1 inducers: waiting for carbon monoxide?

Journal: Annals of surgery 20080401

Title: Cyanidin 3-glucoside protects 3T3-L1 adipocytes against H2O2- or TNF-alpha-induced insulin resistance by inhibiting c-Jun NH2-terminal kinase activation.

Journal: Biochemical pharmacology 20080315

Title: Absorption and metabolism of cyanidin-3-glucoside and cyanidin-3-rutinoside extracted from wild mulberry (Morus nigra L.) in rats.

Journal: Nutrition research (New York, N.Y.) 20080301

Title: Determination of antioxidant activity and characterization of antioxidant phenolics in the plum vinegar extract of cherry blossom (Prunus lannesiana).

Journal: Journal of agricultural and food chemistry 20080123

Title: Inhibition of growth and induction of differentiation of colon cancer cells by peach and plum phenolic compounds.

Journal: Anticancer research 20080101

Title: Cyanidin 3-glucoside ameliorates hyperglycemia and insulin sensitivity due to downregulation of retinol binding protein 4 expression in diabetic mice.

Journal: Biochemical pharmacology 20071203

Title: Development and validation of an LC-MS/MS analysis for simultaneous determination of delphinidin-3-glucoside, cyanidin-3-glucoside and cyanidin-3-(6-malonylglucoside) in human plasma and urine after blood orange juice administration.

Journal: Journal of separation science 20071201

Title: Protective effect of cyanidin 3-O-beta-D-glucoside on ochratoxin A-mediated damage in the rat.

Journal: The British journal of nutrition 20071101

Title: Cultivars of apple fruits that are not marketed with potential for anthocyanin production.

Journal: Journal of agricultural and food chemistry 20071003

Title: The Arabidopsis MATE transporter TT12 acts as a vacuolar flavonoid/H+ -antiporter active in proanthocyanidin-accumulating cells of the seed coat.

Journal: The Plant cell 20070601

Title: Heme oxygenase induction by cyanidin-3-O-beta-glucoside in cultured human endothelial cells.

Journal: Molecular nutrition & food research 20070501

Title: Bilberry (Vaccinium myrtillus) anthocyanins modulate heme oxygenase-1 and glutathione S-transferase-pi expression in ARPE-19 cells.

Journal: Investigative ophthalmology & visual science 20070501

Title: Protective activities of Vaccinium antioxidants with potential relevance to mitochondrial dysfunction and neurotoxicity.

Journal: Neurotoxicology 20070101

Title: Black rice anthocyanins inhibit cancer cells invasion via repressions of MMPs and u-PA expression.

Journal: Chemico-biological interactions 20061107

Title: Effect of cyanidin-3-glucoside and an anthocyanin mixture from bilberry on adenoma development in the ApcMin mouse model of intestinal carcinogenesis--relationship with tissue anthocyanin levels.

Journal: International journal of cancer 20061101

Title: Novel and efficient synthesis of cyanidin 3-O-beta-D-glucoside from (+)-catechin via a flav-3-en-3-ol as a key intermediate.

Journal: Organic letters 20060803

Title: Inhibition of nitric oxide biosynthesis by anthocyanin fraction of blackberry extract.

Journal: Nitric oxide : biology and chemistry 20060801

Title: Identification of cyanidin glycosides as constituents of freeze-dried black raspberries which inhibit anti-benzo[a]pyrene-7,8-diol-9,10-epoxide induced NFkappaB and AP-1 activity.

Journal: Carcinogenesis 20060801

Title: The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro.

Journal: Journal of agricultural and food chemistry 20060628

Title: Cyanidin-3-glucoside, a natural product derived from blackberry, exhibits chemopreventive and chemotherapeutic activity.

Journal: The Journal of biological chemistry 20060623

Title: Effect of cyanidin-3-O-glucoside on UVB-induced response in human keratinocytes.

Journal: Journal of agricultural and food chemistry 20060531

Title: Mulberry anthocyanins, cyanidin 3-rutinoside and cyanidin 3-glucoside, exhibited an inhibitory effect on the migration and invasion of a human lung cancer cell line.

Journal: Cancer letters 20060428

Title: Microarray profiling of gene expression in human adipocytes in response to anthocyanins.

Journal: Biochemical pharmacology 20060414

Title: Pharmacokinetics of anthocyanins and ellagic acid in healthy volunteers fed freeze-dried black raspberries daily for 7 days.

Journal: Journal of clinical pharmacology 20051001

Title: DNA stability and lipid peroxidation in vitamin E-deficient rats in vivo and colon cells in vitro--modulation by the dietary anthocyanin, cyanidin-3-glycoside.

Journal: European journal of nutrition 20050601

Title: Gene expression profile of isolated rat adipocytes treated with anthocyanins.

Journal: Biochimica et biophysica acta 20050415

Title: Effects of blood orange juice intake on antioxidant bioavailability and on different markers related to oxidative stress.

Journal: Journal of agricultural and food chemistry 20050223

Title: Ochratoxin A-induced DNA damage in human fibroblast: protective effect of cyanidin 3-O-beta-d-glucoside.

Journal: The Journal of nutritional biochemistry 20050101

Title: Urinary pharmacokinetics of cyanidin glycosides in healthy young men following consumption of elderberry juice.

Journal: International journal of clinical pharmacology research 20050101

Title: In vitro anticancer activity of cyanidin-3-O-beta-glucopyranoside: effects on transformed and non-transformed T lymphocytes.

Journal: Anticancer research 20050101

Title: Cyanidin 3-glucoside and peonidin 3-glucoside inhibit tumor cell growth and induce apoptosis in vitro and suppress tumor growth in vivo.

Journal: Nutrition and cancer 20050101

Title: Cyanidin-3-glucoside regulates phosphorylation of endothelial nitric oxide synthase.

Journal: FEBS letters 20040910

Title: Upregulation of endothelial nitric oxide synthase by cyanidin-3-glucoside, a typical anthocyanin pigment.

Journal: Hypertension (Dallas, Tex. : 1979) 20040801

Title: Adsorption of flavonoids on resins: cyanidin 3-glucoside.

Journal: Journal of agricultural and food chemistry 20040407

Title: Anthocyanin enhances adipocytokine secretion and adipocyte-specific gene expression in isolated rat adipocytes.

Journal: Biochemical and biophysical research communications 20040326

Title: Absorption and metabolism of anthocyanin cyanidin-3-glucoside in the isolated rat small intestine is not influenced by ethanol.

Journal: European journal of nutrition 20030801

Title: Protective effects of anthocyanins from blackberry in a rat model of acute lung inflammation.

Journal: Free radical research 20030801

Title: Cyanidin and cyanidin 3-O-beta-D -glucoside as DNA cleavage protectors and antioxidants.

Journal: Cell biology and toxicology 20030801

Title: Protective effects of cyanidin-3-O-glucoside from blackberry extract against peroxynitrite-induced endothelial dysfunction and vascular failure.

Journal: Life sciences 20030718

Title: Manipulating anthocyanin composition in Vitis vinifera suspension cultures by elicitation with jasmonic acid and light irradiation.

Journal: Biotechnology letters 20030701

Title: Composition and stability of anthocyanins in blue-grained wheat.

Journal: Journal of agricultural and food chemistry 20030409

Title: Cyanidin 3-O-beta-D-glucoside isolated from skin of black Glycine max and other anthocyanins isolated from skin of red grape induce apoptosis in human lymphoid leukemia Molt 4B cells.

Journal: Oncology reports 20030101

Title: Synergistic antioxidant effect of catechin and malvidin 3-glucoside on free radical-initiated peroxidation of linoleic acid in micelles.

Journal: Archives of biochemistry and biophysics 20021215

Title: Effects of dietary anthocyanins on tocopherols and lipids in rats.

Journal: Journal of agricultural and food chemistry 20021204

Title: Anthocyanin color behavior and stability during storage: effect of intermolecular copigmentation.

Journal: Journal of agricultural and food chemistry 20021204

Title: Interactions between cyanidin 3-O-glucoside and furfural derivatives and their impact on food color changes.

Journal: Journal of agricultural and food chemistry 20020925

Title: Cyanidin 3-O-beta-D-glucoside suppresses nitric oxide production during a zymosan treatment in rats.

Journal: Journal of nutritional science and vitaminology 20020801

Title: Anthocyanins from black currants (Ribes nigrum L.).

Journal: Journal of agricultural and food chemistry 20020522

Title: Protective effect of colored rice over white rice on Fenton reaction-based renal lipid peroxidation in rats.

Journal: Free radical research 20020501

Title: Bioavailablility of elderberry anthocyanins.

Journal: Mechanisms of ageing and development 20020430

Title: Cyanidin 3-O-beta-D-glucoside attenuates the hepatic ischemia-reperfusion injury through a decrease in the neutrophil chemoattractant production in rats.

Journal: Journal of nutritional science and vitaminology 20020401

Title: Pronounced inhibition by a natural anthocyanin, purple corn color, of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-associated colorectal carcinogenesis in male F344 rats pretreated with 1,2-dimethylhydrazine.

Journal: Cancer letters 20010928

Title: Cyclooxygenase inhibitory and antioxidant cyanidin glycosides in cherries and berries.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20010901

Title: Reaction mechanism from leucoanthocyanidin to anthocyanidin 3-glucoside, a key reaction for coloring in anthocyanin biosynthesis.

Journal: The Journal of biological chemistry 20010713

Title: Ha -Na Na, et al. Reduction of adenovirus 36-induced obesity andin?ammation by mulberry extract. Microbiol Immunol 2014; 58: 303–306

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Catalog No.: AA005QPL
7084-24-4,MFCD27665410
7084-24-4 | Kuromanine
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Purity: 95%(HPLC)powder
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Purity: 95%(HPLC)powder
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Technical Information
Catalog Number: AA005QPL
Chemical Name: Kuromanine
CAS Number: 7084-24-4
Molecular Formula: C21H21ClO11
Molecular Weight: 484.8378
MDL Number: MFCD27665410
SMILES: OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O.[Cl-]
Properties
Form: Solid  
Storage: Inert atmosphere;-20 ℃;  
Complexity: 623  
Covalently-Bonded Unit Count: 2  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 33  
Hydrogen Bond Acceptor Count: 11  
Hydrogen Bond Donor Count: 8  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
Upstream Synthesis Route
7084-24-4    99-50-3    487-70-7 

[1]JournalofAgriculturalandFoodChemistry,2009,vol.57,#12,p.5271-5278

Literature fold

Title: Anti-inflammatory protection afforded by cyanidin-3-glucoside and resveratrol in human intestinal cells via Nrf2 and PPAR-γ: Comparison with 5-aminosalicylic acid.

Journal: Chemico-biological interactions20161225

Title: Cyanidin-3-O-glucoside inhibits NF-kB signalling in intestinal epithelial cells exposed to TNF-α and exerts protective effects via Nrf2 pathway activation.

Journal: Toxicology letters20161215

Title: Cyanidin-3-glucoside attenuates angiotensin II-induced oxidative stress and inflammation in vascular endothelial cells.

Journal: Chemico-biological interactions20161028

Title: Phytochemicals and botanical extracts regulate NF-κB and Nrf2/ARE reporter activities in DI TNC1 astrocytes.

Journal: Neurochemistry international20160701

Title: Palmitate-induced endothelial dysfunction is attenuated by cyanidin-3-O-glucoside through modulation of Nrf2/Bach1 and NF-κB pathways.

Journal: Toxicology letters20151215

Title: Cyanidin-3-O-glucoside modulates intracellular redox status and prevents HIF-1 stabilization in endothelial cells in vitro exposed to chronic hypoxia.

Journal: Toxicology letters20140421

Title: Effects of anthocyanins on the AhR-CYP1A1 signaling pathway in human hepatocytes and human cancer cell lines.

Journal: Toxicology letters20130731

Title: Blockade of the renin-angiotensin system with delphinidin, cyanin, and quercetin.

Journal: Planta medica20121001

Title: Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation.

Journal: Chemico-biological interactions20120930

Title: Gut microbiota metabolism of anthocyanin promotes reverse cholesterol transport in mice via repressing miRNA-10b.

Journal: Circulation research20120928

Title: An antiatherosclerotic signaling cascade involving intestinal microbiota, microRNA-10b, and ABCA1/ABCG1-mediated reverse cholesterol transport.

Journal: Circulation research20120928

Title: Cyanidin-3-O-β-glucoside, a typical anthocyanin, exhibits antilipolytic effects in 3T3-L1 adipocytes during hyperglycemia: involvement of FoxO1-mediated transcription of adipose triglyceride lipase.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20120901

Title: Chronic cyanidin-3-glucoside administration improves short-term spatial recognition memory but not passive avoidance learning and memory in streptozotocin-diabetic rats.

Journal: Phytotherapy research : PTR20120801

Title: Cyanidin-3-O-β-glucoside induces oxysterol efflux from endothelial cells: role of liver X receptor alpha.

Journal: Atherosclerosis20120801

Title: Synergistic inhibition of interleukin-6 production in adipose stem cells by tart cherry anthocyanins and atorvastatin.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20120715

Title: Neuroprotective effects of black soybean anthocyanins via inactivation of ASK1-JNK/p38 pathways and mobilization of cellular sialic acids.

Journal: Life sciences20120606

Title: Hypolipidemic and antioxidant effects of hydroxycinnamic acids, quercetin, and cyanidin 3-glucoside in hypercholesterolemic erythrocytes (in vitro study).

Journal: European journal of nutrition20120601

Title: Interaction of selected anthocyanins with erythrocytes and liposome membranes.

Journal: Cellular & molecular biology letters20120601

Title: Phytochemicals and antioxidant capacity of tortillas obtained after lime-cooking extrusion process of whole pigmented mexican maize.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands)20120601

Title: Transport and bioactivity of cyanidin 3-glucoside into the vascular endothelium.

Journal: Free radical biology & medicine20120501

Title: A new approach on the gastric absorption of anthocyanins.

Journal: Food & function20120501

Title: Dimethylarginine dimethylaminohydrolase/nitric oxide synthase pathway in liver and kidney: protective effect of cyanidin 3-O-β-D-glucoside on ochratoxin-A toxicity.

Journal: Toxins20120501

Title: Cyanidin 3-glucoside attenuates obesity-associated insulin resistance and hepatic steatosis in high-fat diet-fed and db/db mice via the transcription factor FoxO1.

Journal: The Journal of nutritional biochemistry20120401

Title: Antioxidant activities and major anthocyanins of Myrobalan plum (Prunus cerasifera Ehrh.).

Journal: Journal of food science20120401

Title: Cyanidin-3-O-β-glucoside upregulates hepatic cholesterol 7α-hydroxylase expression and reduces hypercholesterolemia in mice.

Journal: Molecular nutrition & food research20120401

Title: Cyanidin-3-glucoside suppresses TNF-α-induced cell proliferation through the repression of Nox activator 1 in mouse vascular smooth muscle cells: involvement of the STAT3 signaling.

Journal: Molecular and cellular biochemistry20120301

Title: Cyanidin-3-glucoside-rich extract from Chinese bayberry fruit protects pancreatic β cells and ameliorates hyperglycemia in streptozotocin-induced diabetic mice.

Journal: Journal of medicinal food20120301

Title: HPLC-DAD-ESI-MS analysis of flavonoid compounds in 5 seedless table grapes grown in Apulian Region.

Journal: Journal of food science20120201

Title: The anthocyanin cyanidin-3-O-β-glucoside, a flavonoid, increases hepatic glutathione synthesis and protects hepatocytes against reactive oxygen species during hyperglycemia: Involvement of a cAMP-PKA-dependent signaling pathway.

Journal: Free radical biology & medicine20120115

Title: Cyanidin-3-O-β-glucoside regulates fatty acid metabolism via an AMP-activated protein kinase-dependent signaling pathway in human HepG2 cells.

Journal: Lipids in health and disease20120101

Title: Optimization of microwave-assisted extraction of anthocyanins from mulberry and identification of anthocyanins in extract using HPLC-ESI-MS.

Journal: Journal of food science20120101

Title: Optimization of the extraction of anthocyanins from the fruit skin of Rhodomyrtus tomentosa (Ait.) Hassk and identification of anthocyanins in the extract using High-Performance Liquid Chromatography-Electrospray Ionization-Mass Spectrometry (HPLC-ESI-MS).

Journal: International journal of molecular sciences20120101

Title: Determination of cyanidin-3-glucoside (red kernel food colour) in beverages by high performance liquid chromatography and a study of its degradation by quadruple time-of-flight mass spectrometry.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment20111201

Title: A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans.

Journal: Chemical communications (Cambridge, England)20111014

Title: Inhibition of host- and bacteria-derived proteinases by natural anthocyanins.

Journal: Journal of periodontal research20111001

Title: Cyanidin-3-O-β-glucoside with the aid of its metabolite protocatechuic acid, reduces monocyte infiltration in apolipoprotein E-deficient mice.

Journal: Biochemical pharmacology20111001

Title: Cyanidin-3-glucoside ameliorates ethanol neurotoxicity in the developing brain.

Journal: Journal of neuroscience research20111001

Title: Dietary anthocyanins protect endothelial cells against peroxynitrite-induced mitochondrial apoptosis pathway and Bax nuclear translocation: an in vitro approach.

Journal: Apoptosis : an international journal on programmed cell death20111001

Title: Cyanidin-3-O-β-glucoside and protocatechuic acid exert insulin-like effects by upregulating PPARγ activity in human omental adipocytes.

Journal: Diabetes20110901

Title: Neuroprotective effect of cyanidin-3-O-glucoside anthocyanin in mice with focal cerebral ischemia.

Journal: Neuroscience letters20110818

Title: Cyanidin-3-glucoside suppresses B[a]PDE-induced cyclooxygenase-2 expression by directly inhibiting Fyn kinase activity.

Journal: Biochemical pharmacology20110715

Title: Anthocyanin-rich blackberry extract suppresses the DNA-damaging properties of topoisomerase I and II poisons in colon carcinoma cells.

Journal: Journal of agricultural and food chemistry20110713

Title: Exceptionally fast uptake and metabolism of cyanidin 3-glucoside by rat kidneys and liver.

Journal: Journal of natural products20110527

Title: Effect of jam processing and storage on total phenolics, antioxidant activity, and anthocyanins of different fruits.

Journal: Journal of the science of food and agriculture20110401

Title: Switching to black rice diets modulates low-density lipoprotein oxidation and lipid measurements in rabbits.

Journal: The American journal of the medical sciences20110401

Title: Cyanidin-3-O-β-glucoside improves obesity and triglyceride metabolism in KK-Ay mice by regulating lipoprotein lipase activity.

Journal: Journal of the science of food and agriculture20110401

Title: Anthocyanin-derived phenolic acids form glucuronides following simulated gastrointestinal digestion and microsomal glucuronidation.

Journal: Molecular nutrition & food research20110301

Title: Cyanidin-3-O-glucoside protection against TNF-α-induced endothelial dysfunction: involvement of nuclear factor-κB signaling.

Journal: Journal of agricultural and food chemistry20101124

Title: Comparison of transcriptional profiles of flavonoid genes and anthocyanin contents during fruit development of two botanical forms of Fragaria chiloensis ssp. chiloensis.

Journal: Phytochemistry20101101

Title: HPLC analysis of polyphenols in the fruits of Rubus idaeus L. (Rosaceae).

Journal: Natural product research20101101

Title: Cyanidin-3-O-beta-glucoside inhibits LPS-induced expression of inflammatory mediators through decreasing IkappaBalpha phosphorylation in THP-1 cells.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]20100901

Title: Anti-inflammatory effects of black rice, cyanidin-3-O-beta-D-glycoside, and its metabolites, cyanidin and protocatechuic acid.

Journal: International immunopharmacology20100801

Title: Radiolabelled cyanidin 3-O-glucoside is poorly absorbed in the mouse.

Journal: The British journal of nutrition20100601

Title: Antimicrobial action of the American cranberry constituents; phenolics, anthocyanins, and organic acids, against Escherichia coli O157:H7.

Journal: International journal of food microbiology20100430

Title: Bog bilberry (Vaccinium uliginosum L.) extract reduces cultured Hep-G2, Caco-2, and 3T3-L1 cell viability, affects cell cycle progression, and has variable effects on membrane permeability.

Journal: Journal of food science20100401

Title: Spectral alteration and degradation of cyanidin-3-glucoside exposed to pulsed electric field.

Journal: Journal of agricultural and food chemistry20100324

Title: Blood orange juice inhibits fat accumulation in mice.

Journal: International journal of obesity (2005)20100301

Title: Isolation and free-radical-scavenging properties of cyanidin 3-O-glycosides from the fruits of Ribes biebersteinii Berl.

Journal: Acta pharmaceutica (Zagreb, Croatia)20100301

Title: Modulation of flavonoid biosynthetic pathway genes and anthocyanins due to virus infection in grapevine (Vitis vinifera L.) leaves.

Journal: BMC plant biology20100101

Title: Cyanidin-3-glucoside inhibits ethanol-induced invasion of breast cancer cells overexpressing ErbB2.

Journal: Molecular cancer20100101

Title: Antioxidant properties, phytochemical composition, and antiproliferative activity of Maryland-grown soybeans with colored seed coats.

Journal: Journal of agricultural and food chemistry20091209

Title: A rapid and sensitive LC-MS/MS method for quantification of four anthocyanins and its application in a clinical pharmacology study of a bioadhesive black raspberry gel.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20091201

Title: Inhibition of low-density lipoprotein oxidation by Nagano purple grape (Vitis viniferaxVitis labrusca).

Journal: Journal of nutritional science and vitaminology20091201

Title: Pharmacokinetics and metabolism of the putative cancer chemopreventive agent cyanidin-3-glucoside in mice.

Journal: Cancer chemotherapy and pharmacology20091101

Title: Black raspberry components inhibit proliferation, induce apoptosis, and modulate gene expression in rat esophageal epithelial cells.

Journal: Nutrition and cancer20091101

Title: Phytochemical profiles of different mulberry (Morus sp.) species from China.

Journal: Journal of agricultural and food chemistry20091014

Title: Metabolism of cyanidin-3-O-beta-D-glucoside isolated from black colored rice and its antiscratching behavioral effect in mice.

Journal: Journal of food science20091001

Title: A novel cation-dependent O-methyltransferase involved in anthocyanin methylation in grapevine.

Journal: Plant physiology20090801

Title: MATE transporters facilitate vacuolar uptake of epicatechin 3'-O-glucoside for proanthocyanidin biosynthesis in Medicago truncatula and Arabidopsis.

Journal: The Plant cell20090801

Title: Induction of apoptosis and inhibition of invasion in human hepatoma cells by anthocyanins from meoru.

Journal: Annals of the New York Academy of Sciences20090801

Title: Cyanidin-3-glucoside reverses ethanol-induced inhibition of neurite outgrowth: role of glycogen synthase kinase 3 Beta.

Journal: Neurotoxicity research20090501

Title: The bioactivity of dietary anthocyanins is likely to be mediated by their degradation products.

Journal: Molecular nutrition & food research20090501

Title: A comprehensive study of anthocyanin-containing extracts from selected blackberry cultivars: extraction methods, stability, anticancer properties and mechanisms.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20090401

Title: A comparison of two determination methods for studying degradation kinetics of the major anthocyanins from blood orange.

Journal: Journal of agricultural and food chemistry20090114

Title: pH-dependent interaction of rhodopsin with cyanidin-3-glucoside. 1. Structural aspects.

Journal: Photochemistry and photobiology20090101

Title: pH-dependent interaction of rhodopsin with cyanidin-3-glucoside. 2. Functional aspects.

Journal: Photochemistry and photobiology20090101

Title: Gastroprotective effect of cyanidin 3-glucoside on ethanol-induced gastric lesions in rats.

Journal: Alcohol (Fayetteville, N.Y.)20081201

Title: Principal component regression analysis of the relation between CIELAB color and monomeric anthocyanins in young Cabernet Sauvignon wines.

Journal: Molecules (Basel, Switzerland)20081117

Title: Cyanidin 3-O-glucopyranoside protects and rescues SH-SY5Y cells against amyloid-beta peptide-induced toxicity.

Journal: Neuroreport20081008

Title: Urinary excretion of strawberry anthocyanins is dose dependent for physiological oral doses of fresh fruit.

Journal: Molecular nutrition & food research20081001

Title: Pharmacokinetics of anthocyanins and antioxidant effects after the consumption of anthocyanin-rich acai juice and pulp (Euterpe oleracea Mart.) in human healthy volunteers.

Journal: Journal of agricultural and food chemistry20080910

Title: Purple corn color suppresses Ras protein level and inhibits 7,12-dimethylbenz[a]anthracene-induced mammary carcinogenesis in the rat.

Journal: Cancer science20080901

Title: Cyanidin-3-O-beta-glucoside inhibits iNOS and COX-2 expression by inducing liver X receptor alpha activation in THP-1 macrophages.

Journal: Life sciences20080801

Title: Influence of glucose on cyanidin 3-glucoside absorption in rats.

Journal: Molecular nutrition & food research20080801

Title: Anesthetics and natural heme oxygenase-1 inducers: waiting for carbon monoxide?

Journal: Annals of surgery20080401

Title: Cyanidin 3-glucoside protects 3T3-L1 adipocytes against H2O2- or TNF-alpha-induced insulin resistance by inhibiting c-Jun NH2-terminal kinase activation.

Journal: Biochemical pharmacology20080315

Title: Absorption and metabolism of cyanidin-3-glucoside and cyanidin-3-rutinoside extracted from wild mulberry (Morus nigra L.) in rats.

Journal: Nutrition research (New York, N.Y.)20080301

Title: Determination of antioxidant activity and characterization of antioxidant phenolics in the plum vinegar extract of cherry blossom (Prunus lannesiana).

Journal: Journal of agricultural and food chemistry20080123

Title: Inhibition of growth and induction of differentiation of colon cancer cells by peach and plum phenolic compounds.

Journal: Anticancer research20080101

Title: Cyanidin 3-glucoside ameliorates hyperglycemia and insulin sensitivity due to downregulation of retinol binding protein 4 expression in diabetic mice.

Journal: Biochemical pharmacology20071203

Title: Development and validation of an LC-MS/MS analysis for simultaneous determination of delphinidin-3-glucoside, cyanidin-3-glucoside and cyanidin-3-(6-malonylglucoside) in human plasma and urine after blood orange juice administration.

Journal: Journal of separation science20071201

Title: Protective effect of cyanidin 3-O-beta-D-glucoside on ochratoxin A-mediated damage in the rat.

Journal: The British journal of nutrition20071101

Title: Cultivars of apple fruits that are not marketed with potential for anthocyanin production.

Journal: Journal of agricultural and food chemistry20071003

Title: The Arabidopsis MATE transporter TT12 acts as a vacuolar flavonoid/H+ -antiporter active in proanthocyanidin-accumulating cells of the seed coat.

Journal: The Plant cell20070601

Title: Heme oxygenase induction by cyanidin-3-O-beta-glucoside in cultured human endothelial cells.

Journal: Molecular nutrition & food research20070501

Title: Bilberry (Vaccinium myrtillus) anthocyanins modulate heme oxygenase-1 and glutathione S-transferase-pi expression in ARPE-19 cells.

Journal: Investigative ophthalmology & visual science20070501

Title: Protective activities of Vaccinium antioxidants with potential relevance to mitochondrial dysfunction and neurotoxicity.

Journal: Neurotoxicology20070101

Title: Black rice anthocyanins inhibit cancer cells invasion via repressions of MMPs and u-PA expression.

Journal: Chemico-biological interactions20061107

Title: Effect of cyanidin-3-glucoside and an anthocyanin mixture from bilberry on adenoma development in the ApcMin mouse model of intestinal carcinogenesis--relationship with tissue anthocyanin levels.

Journal: International journal of cancer20061101

Title: Novel and efficient synthesis of cyanidin 3-O-beta-D-glucoside from (+)-catechin via a flav-3-en-3-ol as a key intermediate.

Journal: Organic letters20060803

Title: Inhibition of nitric oxide biosynthesis by anthocyanin fraction of blackberry extract.

Journal: Nitric oxide : biology and chemistry20060801

Title: Identification of cyanidin glycosides as constituents of freeze-dried black raspberries which inhibit anti-benzo[a]pyrene-7,8-diol-9,10-epoxide induced NFkappaB and AP-1 activity.

Journal: Carcinogenesis20060801

Title: The flavonol quercetin-3-glucoside inhibits cyanidin-3-glucoside absorption in vitro.

Journal: Journal of agricultural and food chemistry20060628

Title: Cyanidin-3-glucoside, a natural product derived from blackberry, exhibits chemopreventive and chemotherapeutic activity.

Journal: The Journal of biological chemistry20060623

Title: Effect of cyanidin-3-O-glucoside on UVB-induced response in human keratinocytes.

Journal: Journal of agricultural and food chemistry20060531

Title: Mulberry anthocyanins, cyanidin 3-rutinoside and cyanidin 3-glucoside, exhibited an inhibitory effect on the migration and invasion of a human lung cancer cell line.

Journal: Cancer letters20060428

Title: Microarray profiling of gene expression in human adipocytes in response to anthocyanins.

Journal: Biochemical pharmacology20060414

Title: Pharmacokinetics of anthocyanins and ellagic acid in healthy volunteers fed freeze-dried black raspberries daily for 7 days.

Journal: Journal of clinical pharmacology20051001

Title: DNA stability and lipid peroxidation in vitamin E-deficient rats in vivo and colon cells in vitro--modulation by the dietary anthocyanin, cyanidin-3-glycoside.

Journal: European journal of nutrition20050601

Title: Gene expression profile of isolated rat adipocytes treated with anthocyanins.

Journal: Biochimica et biophysica acta20050415

Title: Effects of blood orange juice intake on antioxidant bioavailability and on different markers related to oxidative stress.

Journal: Journal of agricultural and food chemistry20050223

Title: Ochratoxin A-induced DNA damage in human fibroblast: protective effect of cyanidin 3-O-beta-d-glucoside.

Journal: The Journal of nutritional biochemistry20050101

Title: Urinary pharmacokinetics of cyanidin glycosides in healthy young men following consumption of elderberry juice.

Journal: International journal of clinical pharmacology research20050101

Title: In vitro anticancer activity of cyanidin-3-O-beta-glucopyranoside: effects on transformed and non-transformed T lymphocytes.

Journal: Anticancer research20050101

Title: Cyanidin 3-glucoside and peonidin 3-glucoside inhibit tumor cell growth and induce apoptosis in vitro and suppress tumor growth in vivo.

Journal: Nutrition and cancer20050101

Title: Cyanidin-3-glucoside regulates phosphorylation of endothelial nitric oxide synthase.

Journal: FEBS letters20040910

Title: Upregulation of endothelial nitric oxide synthase by cyanidin-3-glucoside, a typical anthocyanin pigment.

Journal: Hypertension (Dallas, Tex. : 1979)20040801

Title: Adsorption of flavonoids on resins: cyanidin 3-glucoside.

Journal: Journal of agricultural and food chemistry20040407

Title: Anthocyanin enhances adipocytokine secretion and adipocyte-specific gene expression in isolated rat adipocytes.

Journal: Biochemical and biophysical research communications20040326

Title: Absorption and metabolism of anthocyanin cyanidin-3-glucoside in the isolated rat small intestine is not influenced by ethanol.

Journal: European journal of nutrition20030801

Title: Protective effects of anthocyanins from blackberry in a rat model of acute lung inflammation.

Journal: Free radical research20030801

Title: Cyanidin and cyanidin 3-O-beta-D -glucoside as DNA cleavage protectors and antioxidants.

Journal: Cell biology and toxicology20030801

Title: Protective effects of cyanidin-3-O-glucoside from blackberry extract against peroxynitrite-induced endothelial dysfunction and vascular failure.

Journal: Life sciences20030718

Title: Manipulating anthocyanin composition in Vitis vinifera suspension cultures by elicitation with jasmonic acid and light irradiation.

Journal: Biotechnology letters20030701

Title: Composition and stability of anthocyanins in blue-grained wheat.

Journal: Journal of agricultural and food chemistry20030409

Title: Cyanidin 3-O-beta-D-glucoside isolated from skin of black Glycine max and other anthocyanins isolated from skin of red grape induce apoptosis in human lymphoid leukemia Molt 4B cells.

Journal: Oncology reports20030101

Title: Synergistic antioxidant effect of catechin and malvidin 3-glucoside on free radical-initiated peroxidation of linoleic acid in micelles.

Journal: Archives of biochemistry and biophysics20021215

Title: Effects of dietary anthocyanins on tocopherols and lipids in rats.

Journal: Journal of agricultural and food chemistry20021204

Title: Anthocyanin color behavior and stability during storage: effect of intermolecular copigmentation.

Journal: Journal of agricultural and food chemistry20021204

Title: Interactions between cyanidin 3-O-glucoside and furfural derivatives and their impact on food color changes.

Journal: Journal of agricultural and food chemistry20020925

Title: Cyanidin 3-O-beta-D-glucoside suppresses nitric oxide production during a zymosan treatment in rats.

Journal: Journal of nutritional science and vitaminology20020801

Title: Anthocyanins from black currants (Ribes nigrum L.).

Journal: Journal of agricultural and food chemistry20020522

Title: Protective effect of colored rice over white rice on Fenton reaction-based renal lipid peroxidation in rats.

Journal: Free radical research20020501

Title: Bioavailablility of elderberry anthocyanins.

Journal: Mechanisms of ageing and development20020430

Title: Cyanidin 3-O-beta-D-glucoside attenuates the hepatic ischemia-reperfusion injury through a decrease in the neutrophil chemoattractant production in rats.

Journal: Journal of nutritional science and vitaminology20020401

Title: Pronounced inhibition by a natural anthocyanin, purple corn color, of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-associated colorectal carcinogenesis in male F344 rats pretreated with 1,2-dimethylhydrazine.

Journal: Cancer letters20010928

Title: Cyclooxygenase inhibitory and antioxidant cyanidin glycosides in cherries and berries.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology20010901

Title: Reaction mechanism from leucoanthocyanidin to anthocyanidin 3-glucoside, a key reaction for coloring in anthocyanin biosynthesis.

Journal: The Journal of biological chemistry20010713

Title: Ha -Na Na, et al. Reduction of adenovirus 36-induced obesity andin?ammation by mulberry extract. Microbiol Immunol 2014; 58: 303–306

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