Keracyanin (chloride)
(Synonyms: 花青素鼠李葡糖苷,Cyanidin 3-rutinoside) 目录号 : GC43998Keracyanin (chloride)是一种强效、选择性的胰腺α-淀粉酶活性抑制剂，IC50值为24.4μM。
Cas No.:18719-76-1
Sample solution is provided at 25 µL, 10mM.
Keracyanin (chloride) is a potent and selective inhibitor of pancreatic α-amylase activity with IC50 value of 24.4μM [1]. By breaking the O-H bonds connected to the aromatic rings, Keracyanin exhibits excellent antioxidant activity and has a high efficiency in scavenging free radicals[2]. Keracyanin has been widely used to regulate the responses of monocytes and macrophages, and to inhibit the expression of inflammatory factors[3].
In vitro, Keracyanin pretreatment (200μM) for 24 hours significantly reversed the cytotoxicity induced by blue light, reduced the occurrence of oxidative stress and decreased the phosphorylation levels of FAK and MAPK[4]. Treatment with 120μM Keracyanin for 18 hours significantly induced apoptosis in HL-60 cells, accompanied by a significant increase in the activities of caspase-3 and caspase-9[5]. Treatment with 20μg/ml Keracyanin for 24 hours significantly reduced the cytotoxicity of H₂O₂ on RAW264.7 cells, and decreased the intracellular reactive oxygen species levels and DNA damage[6].
In vivo, oral single dose of Keracyanin (300mg/kg) plus maltose resulted in a significant decrease in the postprandial blood glucose level of rats 30 minutes after the loading[7]. In anesthetized rats, intravenous injection of Keracyanin (25μmol/kg) via the femoral artery can reduce the mean arterial pressure (MAP) within 5 seconds[8].
References:
[1] Baş Topcu K S, Sağ V, Genç N, et al. Phytochemical and Biological Evaluation of Cyanus celikhanensis Extract: An in Silico and in Vitro Approach[J]. Chemistry & Biodiversity, 2025, 22(5): e202402247.
[2] Newair E F, Shehata A G, Essam M. Electrochemical oxidation profile of anthocyanin keracyanin on glassy and screen-printed carbon electrodes[J]. Electrochem, 2023, 4(2): 273-281.
[3] Santamarina A B, Pisani L P, Baker E J, et al. Anti-inflammatory effects of oleic acid and the anthocyanin keracyanin alone and in combination: Effects on monocyte and macrophage responses and the NF-κB pathway[J]. Food & Function, 2021, 12(17): 7909-7922.
[4] Lee H Y, Kim J S. Cherry fruit anthocyanins cyanidin-3-O-glucoside and cyanidin-3-O-rutinoside protect against blue light-induced cytotoxicity in HaCaT cells[J]. Applied Biological Chemistry, 2023, 66(1): 3.
[5] Feng R, Ni H M, Wang S Y, et al. Cyanidin-3-rutinoside, a natural polyphenol antioxidant, selectively kills leukemic cells by induction of oxidative stress[J]. Journal of Biological Chemistry, 2007, 282(18): 13468-13476.
[6] Jung H, Kwak H K, Hwang K T. Antioxidant and antiinflammatory activities of cyanidin-3-glucoside and cyanidin-3-rutinoside in hydrogen peroxide and lipopolysaccharide-treated RAW264. 7 cells[J]. Food Science and Biotechnology, 2014, 23(6): 2053-2062.
[7] Adisakwattana S, Yibchok-Anun S, Charoenlertkul P, et al. Cyanidin-3-rutinoside alleviates postprandial hyperglycemia and its synergism with acarbose by inhibition of intestinal α-glucosidase[J]. Journal of Clinical Biochemistry and Nutrition, 2011, 49(1): 36-41.
[8] Thilavech T, Abeywardena M Y, Adams M, et al. Naturally occurring anthocyanin cyanidin-3-rutinoside possesses inherent vasorelaxant actions and prevents methylglyoxal-induced vascular dysfunction in rat aorta and mesenteric arterial bed[J]. Biomedicine & Pharmacotherapy, 2017, 95: 1251-1259.
Keracyanin (chloride)是一种强效、选择性的胰腺α-淀粉酶活性抑制剂，IC50值为24.4μM[1]。通过破坏与芳香环连接的O-H键，Keracyanin表现出优异的抗氧化活性，并具有高效的自由基清除能力[2]。Keracyanin已广泛应用于调节单核细胞和巨噬细胞的反应，并抑制炎症因子的表达[3]。
在体外，Keracyanin预处理（200μM）24小时显著逆转了蓝光诱导的细胞毒性，减少了氧化应激的发生，并降低了FAK和MAPK的磷酸化水平[4]。用120μM的Keracyanin处理18小时显著诱导了HL-60细胞凋亡，同时伴随着caspase-3和caspase-9活性的显著增加[5]。用20μg/ml的Keracyanin处理24小时显著降低了H2O2对RAW264.7细胞的细胞毒性，并降低了细胞内活性氧水平和DNA损伤 [6]。
在体内，口服单剂量Keracyanin（300mg/kg）加麦芽糖使大鼠在负荷后30分钟的餐后血糖水平显著降低[7]。在麻醉大鼠中，通过股动脉静脉注射Keracyanin（25μmol/kg）可在5秒内降低平均动脉压（MAP）[8]。
| Cell experiment [1]: | |
Cell lines | RAW264.7 cells |
Preparation Method | RAW264.7 cells were cultured in DMEM with 10% FBS, 1% penicillin/streptomycin, and 25mM HEPES buffer at 37℃ in 5% CO2 humidified air. Cells were cultured in a 96-well plate at a density of 5×104 cells/well and incubated for 24h. After removing the medium, 100µl phenol red free DMEM-F12 medium containing different concentrations of Keracyanin (5, 10, 15, and 20µg/ml) were added to the wells followed by incubation for 4h. H2O2 (100µM) was added to each well and cells were incubated for another 20h. The cell viability of the RAW264.7 cells was measured using an MTT assay at 540nm. |
Reaction Conditions | 5, 10, 15, and 20µg/ml; 24h |
Applications | Keracyanin treatment reduced H2O2-induced cytotoxicity in H2O2-stimulated RAW264.7 cells in a dose-dependent manner. |
| Animal experiment [2]: | |
Animal models | Male Wistar-Kyoto (WKY) rats |
Preparation Method | Male Wistar-Kyoto (WKY) rats, aged 8 weeks, were raised in a standard sterile environment. The temperature was maintained at 22±2°C, with a 12-hour light/12-hour dark cycle. The rats had free access to food and tap water, and the adaptation period was 2 weeks. The rats were randomly divided into 3 groups, with n=6 in each group: the control group, the Methylglyoxal (MG) treatment group, and the MG/Keracyanin combined treatment group (supplemented with 100mg/kg/day Keracyanin). The control group rats received the control vehicles, while the MG treatment was carried out in two stages: In the first 3 weeks, MG was administered at 60mg/day and followed by doubling of the dose (120mg/day) for the last 5 weeks. Blood and tissues of the rats were collected for analysis. |
Dosage form | 100mg/kg/day for 8 weeks; p.o. |
Applications | Keracyanin reduced reduced plasma MG and advanced glycation end products (AGEs) accumulation in aortic tissue of MG-fed rats, up-regulated mRNA expression of eNOS and glyoxalase I in aortic tissue and restored vascular dysfunction in isolated vessels of MG-fed rats. |
References: | |
| Cas No. | 18719-76-1 | SDF | |
| 别名 | 花青素鼠李葡糖苷,Cyanidin 3-rutinoside | ||
| 化学名 | 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium, monochloride | ||
| Canonical SMILES | OC(C(O)=C1)=CC=C1C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4.[Cl-] | ||
| 分子式 | C27H31O15•Cl | 分子量 | 631 |
| 溶解度 | 20 mg/ml in DMF, 25 mg/ml in DMSO, 1 mg/ml in Ethanol, 2 mg/ml in PBS (pH 7.2): | 储存条件 | Store at -20°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 | 1.5848 mL | 7.9239 mL | 15.8479 mL |
| 5 mM | 317 μL | 1.5848 mL | 3.1696 mL |
| 10 mM | 158.5 μL | 792.4 μL | 1.5848 mL |
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| 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 |
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| % 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.
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Quality Control & SDS
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- Purity: >98.00%
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