Eriocitrin
(Synonyms: 圣草次甙) 目录号 : GC38181
A flavonoid with antioxidant activity
Cas No.:13463-28-0
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Eriocitrin is a flavonoid originally isolated from lemon peel that has antioxidant and enzyme inhibitory activity.1,2,3,4,5 Eriocitrin inhibits lipid peroxidation in a cell-free assay when used at a concentration of 10 ?M and enhances the effect of α-tocopherol on lipid peroxidation.2 It also decreases thiobarbituric acid reactive substances (TBARS) in rat plasma when administered at a dose of 75 ?mol/kg, indicating a reduction in lipid peroxidation.3 Eriocitrin prevents acute exercise-induced increases in TBARS, Nε-(hexanoyl)lysine (HEL), o,o-dityrosine (DT), and nitrotyrosine in rat liver when administered at a dose of 600 mg/kg prior to exercise.4 It is also an inhibitor of monoamine oxidase A (MAO-A) and MAO-B (IC50s = 86.5 and 164 ?M, respectively, for human recombinant receptors).5
1.Horowitz, R.M., and Gentili, B.Flavonoid compounds of citrus. III. Isolation and structure of eriodictyol glycosideJ. Am. Chem. Soc.82(11)2803-2806(1960) 2.Miyake, Y., Yamamoto, K., and Osawa, T.Isolation of eriocitrin (eriodictyol 7-rutinoside) from lemon fruit (Citrus limon BURM. f.) and its antioxidative activityFood Sci. Technol. Int. Tokyo3(1)84-89(1997) 3.Miyake, Y., Shimoi, K., Kumazawa, S., et al.Identification and antioxidant activity of flavonoid metabolites in plasma and urine of eriocitrin-treated ratsJ. Agric. Food Chem.48(8)3217-3224(2000) 4.Minato, K., Miyake, Y., Fukumoto, S., et al.Lemon flavonoid, eriocitrin, suppresses exercise-induced oxidative damage in rat liverLife Sci.72(14)1609-1616(2003) 5.Carradori, S., Gidaro, M.C., Petzer, A., et al.Inhibition of human monoamine oxidase: Biological and molecular modeling studies on selected natural flavonoidsJ. Agric. Food Chem.64(47)9004-9011(2016)
| Cas No. | 13463-28-0 | SDF | |
| 别名 | 圣草次甙 | ||
| Canonical SMILES | O=C(C[C@@H](C1=CC(O)=C(O)C=C1)OC2=CC(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO[C@H](O[C@@H](C)[C@H](O)[C@H]4O)[C@@H]4O)=C5)C2=C5O | ||
| 分子式 | C27H32O15 | 分子量 | 596.53 |
| 溶解度 | DMSO: 125 mg/mL (209.55 mM) | 储存条件 | 4°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.6764 mL | 8.3818 mL | 16.7636 mL |
| 5 mM | 0.3353 mL | 1.6764 mL | 3.3527 mL |
| 10 mM | 0.1676 mL | 0.8382 mL | 1.6764 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Eriocitrin: A review of pharmacological effects
Biomed Pharmacother 2022 Oct;154:113563.PMID:35987162DOI:10.1016/j.biopha.2022.113563.
The present study aimed to recognize the recent literature to highlight the pharmacological impacts and highlight the therapeutic potential of the active molecule Eriocitrin. Citrus limon are a good resource of the flavanone Eriocitrin (eriodictyol 7-O-β-D-rutinoside). Eriocitrin has potent biological actions due to its strong antioxidant, antitumor, anti-allergic, antidiabetic and anti-inflammatory activities. Eriocitrin is more potent in suppressing oxidative stress in diabetes mellitus (DM) and other chronic diseases incurred by excessive oxidative stress. During metabolism, Eriocitrin is metabolized by gut microbiota, and a chain of molecules such as eriodictyol, methy-eriodictyol, 3,4-dihydroxyhydrocinnamic acid (DHCA), and much more conjugated molecules. More in-depth studies are recommended to explore this drug for clinical trials.
Pharmacokinetics and Biodistribution of Eriocitrin in Rats
J Agric Food Chem 2021 Feb 17;69(6):1796-1805.PMID:33533607DOI:10.1021/acs.jafc.0c04553.
Eriocitrin plays a role in the reduction of oxidative stress and inflammation linked to the development of diabetes mellitus and atherosclerosis. We investigated the pharmacokinetics and distribution of Eriocitrin metabolites in rats orally administered with Eriocitrin. Plasma, urine, and organs were collected at 12 different time points from 0 to 24 h and analyzed by HPLC-PDA-MS. For the first time, the metabolism and distribution of orally administered Eriocitrin were shown. Nine metabolites of Eriocitrin were identified in rat urine, and seven in various tissues (eriodictyol, homoeriodictyol, hesperetin, and glucuronidated metabolites), and preliminary identifications of these metabolites are suggested. Overall, Eriocitrin metabolites were widely distributed in the rat tissues, where homoeriodictyol and homoeriodictyol-7-O-glucuronide were the major metabolites. The half-lives of the metabolites in plasma were between 3 and 3.2 h, and the total bioavailability of Eriocitrin was less than 1%.
Eriocitrin, a dietary flavonoid suppressed cell proliferation, induced apoptosis through modulation of JAK2/STAT3 and JNK/p38 MAPKs signaling pathway in MCF-7 cells
J Biochem Mol Toxicol 2022 Jan;36(1):e22943.PMID:34724282DOI:10.1002/jbt.22943.
Eriocitrin, a lemons flavanone, exhibits several biological properties, antiproliferative, and proapoptotic effects. However, its molecular mechanical action is not entirely clarified. Oxidative stress causes abnormal stimulation of signal transducer and activator of transcription 3 (STAT3) and c-Jun NH2-terminal kinase (JNK), p38 mitogen-activated protein kinases (MAPKs) signaling has been strongly connected with the ruling of cell survival and apoptosis of cancer cells. Herein, we investigated an antiproliferative and proapoptotic effect that Eriocitrin modulates STAT3/MAPKs signaling activation in MCF-7 cells. We noticed that Eriocitrin strongly enhances reactive oxygen species (ROS) generation, alteration of mitochondrial outer membrane potential, and enhances apoptotic morphological changes. Furthermore, Eriocitrin suppressed STAT3 phosphorylation via inhibiting an upstream molecule of JAK2 and Src kinase activation, thereby blocking STAT3 nuclear translocation. Similarly, Eriocitrin causes oxidative stress-mediated JNK/p38 MAPK signaling activation. We confirmed that Eriocitrin induced ROS-mediated apoptosis inhibited by the antioxidant substance of N-acetylcysteine. Eriocitrin induced apoptosis via suppression of STAT3 signaling regulated proteins, activating proapoptotic factors Bax, caspase 7, 8, 9 and suppressing Bcl-2, Bcl-x expression in MCF-7 cells. Overall, these results evidenced that Eriocitrin can affect multiple signaling events associated with tumorigenesis. From this evidence, Eriocitrin, a novel chemotherapeutic agent, can be used to treat breast cancer.
Metabolism of Eriocitrin in the gut and its regulation on gut microbiota in mice
Front Microbiol 2023 Jan 12;13:1111200.PMID:36713175DOI:10.3389/fmicb.2022.1111200.
Introduction: Eriocitrin, found in lemon fruit, has shown a wide range of biological properties. Herein, we investigated the intestinal metabolic profile of Eriocitrin in colon, and the regulation of dietary intervention of Eriocitrin on gut microbiota. Methods: We performed ultra performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UPLC-ESI-MS/MS), 16S rDNA gene sequencing and gas chromatography-mass (GC-MS) on colon contents from the Eriocitrin group (n=6), and compared them with control participants (n=6). Results: A total of 136 flavonoids were found in colon contents, including Eriocitrin and its six metabolites (eriodictyol, homoeriodictyol, hesperetin, eriodictyol-3'-O-glucoside, hesperetin-7-O-glucoside and eriodictyol-7-O-(6″-O-galloyl) glucoside). Moreover, dietary intervention of Eriocitrin significantly alters the beta diversity of the gut microbiota, the probiotics such as Lachnospiraceae_UCG_006 were significantly enriched, and the production of butyrate, valerate and hexanoate in the colon pool of short-chain fatty acids were significant increased. The spearman's association analysis performed some intestinal bacteria may be involved in the metabolism of Eriocitrin. Discussion: Collectively, our results preliminarily suggest the metabolism of Eriocitrin in the gut, demonstrating alterations of Eriocitrin in gut microbiota, which warrants further investigation to determine its potential use in food and biomedical applications.
A review of the bioactivity and potential health benefits of peppermint tea (Mentha piperita L.)
Phytother Res 2006 Aug;20(8):619-33.PMID:16767798DOI:10.1002/ptr.1936.
Peppermint (Mentha piperita L.) is one of the most widely consumed single ingredient herbal teas, or tisanes. Peppermint tea, brewed from the plant leaves, and the essential oil of peppermint are used in traditional medicines. Evidence-based research regarding the bioactivity of this herb is reviewed. The phenolic constituents of the leaves include rosmarinic acid and several flavonoids, primarily Eriocitrin, luteolin and hesperidin. The main volatile components of the essential oil are menthol and menthone. In vitro, peppermint has significant antimicrobial and antiviral activities, strong antioxidant and antitumor actions, and some antiallergenic potential. Animal model studies demonstrate a relaxation effect on gastrointestinal (GI) tissue, analgesic and anesthetic effects in the central and peripheral nervous system, immunomodulating actions and chemopreventive potential. Human studies on the GI, respiratory tract and analgesic effects of peppermint oil and its constituents have been reported. Several clinical trials examining the effects of peppermint oil on irritable bowel syndrome (IBS) symptoms have been conducted. However, human studies of peppermint leaf are limited and clinical trials of peppermint tea are absent. Adverse reactions to peppermint tea have not been reported, although caution has been urged for peppermint oil therapy in patients with GI reflux, hiatal hernia or kidney stones.