Betanin
(Synonyms: 甜菜红) 目录号 : GC31409Betanin具有有效的抗氧化和抗炎活性,能够抑制过氧亚硝基(ONOO-),其IC50值为19.2μM。Betanin是从甜菜中提取的红色糖苷,可用作着色剂。
Cas No.:7659-95-2
Sample solution is provided at 25 µL, 10mM.
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Betanin has potent antioxidant and anti-inflammatory effect, that could inhibit peroxynitrite (ONOO-), with an IC50 of 19.2 μM. Betanin is a red glycoside obtained from beets that can be used as colorant.
Betanin is a representative constituent of red beetroot betacyanins, could inhibit peroxynitrite (ONOO-), with an IC50 of 19.2 μM[1]. Betanin also has anti-inflammatory, anti-proliferative effects, nephroprotective activity, cardioprotective activity, strong, antioxidant and angiotensin converting enzyme (ACE) inhibitory activity[2]. Another study is also indicated the protective effect of Betanin against high glucose induced rat renal epithelial cell fibrosis and matrix accumulation, major features of diabetic nephropathy (DN)[2].
Betanin can inhibit the fructose-induced diabetic cardiac fibrosis and paraquat induced acute kidney toxicity[2]. The co-administration of Betanin (20 mg/kg b.w.) to diabetic rats prevent significantly the raise of glucose level and also reverse the levels of insulin compared with untreated diabetic rats. Interestingly diabetic rats treated with Betanin (20 mg/kg b.w.) and glibenclamide portray the significant changes in the body weight compared to diabetic control. HbA1c levels significantly increases in diabetic rats and when treated with Betanin as well as glibenclamide. Treatment with Betanin as well as glibenlamide to STZ-NA induces diabetic rat's elicit significant decreases in those levels when compared with diabetic control rats[3].
[1]. Sakihama Y, et al. Beetroot betalain inhibits peroxynitrite-mediated tyrosine nitration and DNA strand cleavage. Free Radic Res. 2012 Jan;46(1):93-9. [2]. Sutariya B, et al. Betanin, isolated from fruits of Opuntia elatior Mill attenuates renal fibrosis in diabetic rats through regulating oxidative stress and TGF-β pathway. J Ethnopharmacol. 2017 Feb 23;198:432-443. [3]. Indumathi D, et al. Betanin exhibits significant potential as an antihyperglycemic and attenuating the glycoprotein components in streptozotocin-nicotinamide-induced experimental rats. Toxicol Mech Methods. 2018 Sep;28(7):547-554.
Cas No. | 7659-95-2 | SDF | |
别名 | 甜菜红 | ||
Canonical SMILES | OC([C@@H]1CC(/C=C/N2C3=CC(O)=C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)C=C3C[C@H]2C(O)=O)=CC(C(O)=O)=N1)=O | ||
分子式 | C24H26N2O13 | 分子量 | 550.47 |
溶解度 | Water : 150 mg/mL (272.49 mM) | 储存条件 | Store at -20°C, protect from light, stored under nitrogen |
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1 mg | 5 mg | 10 mg | |
1 mM | 1.8166 mL | 9.0831 mL | 18.1663 mL |
5 mM | 0.3633 mL | 1.8166 mL | 3.6333 mL |
10 mM | 0.1817 mL | 0.9083 mL | 1.8166 mL |
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Betanin as a multipath oxidative stress and inflammation modulator: a beetroot pigment with protective effects on cardiovascular disease pathogenesis
Oxidative stress is a common physiopathological condition enrolled in risk factors for cardiovascular diseases. Individuals in such a redox imbalance status present endothelial dysfunctions and inflammation, reaching the onset of heart disease. Phytochemicals are able to attenuate the main mechanisms of oxidative stress and inflammation and should be considered as supportive therapies to manage risk factors for cardiovascular diseases. Beetroot (Beta vulgaris L.) is a rich source of bioactive compounds, including betanin (betanidin-5-O-β-glucoside), a pigment displaying the potential to alleviate oxidative stress and inflammantion, as previously demonstrated in preclinical trials. Betanin resists gastrointestinal digestion, is absorbed by the epithelial cells of intestinal mucosa and reaches the plasma in its active form. Betanin displays free-radical scavenger ability through hydrogen or electron donation, preserving lipid structures and LDL particles while inducing the transcription of antioxidant genes through the nuclear factor erythroid-2-related factor 2 and, simultaneously, suppressing the pro-inflammatory nuclear factor kappa-B pathways. This review discusses the anti-radical and gene regulatory cardioprotective activities of betanin in the pathophysiology of endothelial damage and atherogenesis, the main conditions for cardiovascular disease. In addition, betanin influences on these multipath cellular signals and aiding in reducing cardiovascular disorders is proposed.
Betanin--a food colorant with biological activity
Betalains are water-soluble nitrogen-containing pigments that are subdivided in red-violet betacyanins and yellow-orange betaxanthins. Due to glycosylation and acylation betalains exhibit a huge structural diversity. Betanin (betanidin-5-O-β-glucoside) is the most common betacyanin in the plant kingdom. According to the regulation on food additives betanin is permitted quantum satis as a natural red food colorant (E162). Moreover, betanin is used as colorant in cosmetics and pharmaceuticals. Recently, potential health benefits of betalains and betalain-rich foods (e.g. red beet, Opuntia sp.) have been discussed. Betanin is a scavenger of reactive oxygen species and exhibits gene-regulatory activity partly via nuclear factor (erythroid-derived 2)-like 2-(Nrf2) dependent signaling pathways. Betanin may induce phase II enzymes and antioxidant defense mechanisms. Furthermore, betanin possibly prevents LDL oxidation and DNA damage. Potential blood pressure lowering effects of red beet seem to be mainly mediated by dietary nitrate rather than by betanin per se.
Betanin and Peripheral Artery Vasospasm
Effects of Betanin on Pasting, Rheology and Retrogradation Properties of Different Starches
As a natural pigment with high antioxidative activity, betanin is underutilized owing to less attention. This study aimed to investigate the impact of betanin on pasting, rheology and retrogradation properties of rice, potato and pea starches. Betanin decreased the peak, trough and final viscosity of rice and potato starches, but increased those of pea starch. Rheology measurements implied that betanin had the greatest effect on the hysteresis loops and dynamic modulus of potato starch. Betanin endowed starch pastes with a vivid red appearance and maintained the color of the starch pastes during storage. XRD analysis indicated that betanin weakened the diffraction intensities and reduced the crystallinity of the retrograded starches. Meanwhile, betanin reduced the short-range ordered structure of the retrograde starches. The results of DSC analysis found that betanin significantly depressed the retrogradation enthalpy and retrogradation rate, implying that the long-term retrogradation of starches was delayed. Furthermore, the changed morphology of the retrograded starches was observed. These results suggested that betanin could be applied as an excellent colorant and inhibitor of retrogradation in foods such as bread and pastry products.
Betanin alleviates inflammation and ameliorates apoptosis on human oral squamous cancer cells SCC131 and SCC4 through the NF-κB/PI3K/Akt signaling pathway
Oral squamous cell carcinoma (OSCC) is the prime kind of human malignancy with a great mortality ratio and a deprived prognosis due to its high level of relapse and metastasis. Recently reported is that betanin exerts a preventive role and cytotoxic activity on numerous cancer cells. Betanin comprises the betalain group, which is a highly bioavailable antioxidant. However, the precise molecular actions of betanin in the OSCC cells are yet to be elucidated. It may be the first report on the antiproliferative and apoptotic molecular mechanisms of betanin on OSCC. The current study intended to explore the betanin activity and its underlying mechanisms on SCC131 and SCC4 cells. The cytotoxicity assay, intracellular ROS, MMP, cell apoptosis, and inflammatory mediators of betanin activity on SCC131 and SCC4 cells were evaluated by MTT assay, DCFH-DA, Rh-123, AO/EB, DAPI, PI, analysis of western blot and RT-PCR. The upshots indicated that betanin restrains the SCC131 cells proliferation, MMP and inflammation, whereas induces apoptosis via the enhanced ROS level of SCC131 and SCC4 cells in a dose-dependent mode. Also, betanin-treated OSCC cells reduce inflammatory and apoptotic signaling pathways. The above-mentioned results exposed that betanin can inhibit cell viability, MMP, inflammation and enhanced apoptosis via the expression of NF-κB/PI3K/Akt pathways. Thus, our current findings provided an innovative vision into the protective effect against OSCC.