5,7-dihydroxychromone
(Synonyms: 5,7-二羟基色酮) 目录号 : GN10629
5,7-dihydroxychromone是一种从花生壳中提取的黄酮类分解产物，能抑制曼陀罗、玉米、花生和小麦胚根的伸长。
Cas No.:31721-94-5
Sample solution is provided at 25 µL, 10mM.
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5,7-dihydroxychromone, a flavonoid decomposition product from peanut shells, inhibits the radicle elongation of velvetleaf, corn, peanut, and wheat [1]. 5,7-dihydroxychromonecan inhibit the growth of soil pathogenic fungi and suppress the germination of velvetleaf seeds[2]. 5,7-dihydroxychromone has been widely used as a model compound to develop new capillary electrophoresis techniques for the separation of related compounds[3].
In vitro, 5,7-dihydroxychromone treatment for 24h effectively inhibited 6-hydroxydopamine (6-OHDA)-induced cell death in SH-SY5Y cells, with an EC50 value of 1.9μM[4]. Treatment with 10μg/ml 5,7-dihydroxychromone for 9 days can effectively induce the differentiation of mouse 3T3-L1 preadipocytes[5]. Treatment with 5,7-dihydroxychromone for 3 days can effectively inhibit the replication of HIV virus in H9 Lymphocytic Cells, with an EC50 value of 18.65μg/ml[6]. Treatment with 10μM 5,7-dihydroxychromone for 24 hours inhibited the expression of activated caspase-3 and caspase-9 in SH-SY5Y cells induced by 6-OHDA, as well as the cleavage of PARP, and enhanced the binding activity of Nrf2/ARE and upregulated the expression of Nrf2-dependent antioxidant genes (including HO-1, NQO1 and GCLc)[7].
References:
[1] Vaughn S F. Phytotoxic and antimicrobial activity of 5, 7-dihydroxychromone from peanut shells[J]. Journal of chemical ecology, 1995, 21(2): 107-115.
[2] Spencer G F, Tjarks L W. Germination inhibition by 5, 7-dihydroxychromone, a flavanoid decomposition product[J]. Journal of Plant Growth Regulation, 1985, 4(1): 177-180.
[3] Sheng S, Zhang L, Chen G. Determination of 5, 7-dihydroxychromone and luteolin in peanut hulls by capillary electrophoresis with a multiwall carbon nanotube/poly (ethylene terephthalate) composite electrode[J]. Food chemistry, 2014, 145: 555-561.
[4] Kwon J, Hiep N T, Kim D W, et al. Chemical constituents isolated from the root bark of Cudrania tricuspidata and their potential neuroprotective effects[J]. Journal of Natural Products, 2016, 79(8): 1938-1951.
[5] Koo H J, Kwak J H, Kang S C. Anti-diabetic properties of Daphniphyllum macropodum fruit and its active compound[J]. Bioscience, Biotechnology, and Biochemistry, 2014, 78(8): 1392-1401.
[6] Wu P L, Lin F W, Wu T S, et al. Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis[J]. Chemical and pharmaceutical bulletin, 2004, 52(3): 345-349.
[7] Kim D W, Lee K, Kwon J, et al. Neuroprotection against 6-OHDA-induced oxidative stress and apoptosis in SH-SY5Y cells by 5, 7-Dihydroxychromone: Activation of the Nrf2/ARE pathway[J]. Life sciences, 2015, 130: 25-30.
5,7-dihydroxychromone是一种从花生壳中提取的黄酮类分解产物，能抑制曼陀罗、玉米、花生和小麦胚根的伸长[1]。5,7-dihydroxychromone可抑制土壤病原真菌的生长并降低曼陀罗种子的萌发率[2]。5,7-dihydroxychromone已被广泛用作模型化合物，用于开发分离相关化合物的新型毛细管电泳技术[3]。
在体外，5,7-dihydroxychromone处理24小时有效抑制了6-羟基多巴胺(6-OHDA)诱导的SH-SY5Y细胞死亡，EC50值为1.9μM[4]。用10μg/ml的5,7-dihydroxychromone处理9天可有效诱导小鼠3T3-L1前脂肪细胞分化[5]。用5,7-dihydroxychromone处理3天可有效抑制HIV病毒在H9淋巴细胞中的复制，EC50值为18.65μg/ml[6]。用10μM的5,7-dihydroxychromone处理24小时抑制了6-OHDA诱导的SH-SY5Y细胞中活化caspase-3和caspase-9的表达以及PARP的裂解，并增强了Nrf2/ARE的结合活性，上调了Nrf2依赖性抗氧化基因（包括HO-1、NQO1和GCLc）的表达[7]。
| Cell experiment [1]: | |
Cell lines | SH-SY5Y cells |
Preparation Method | SH-SY5Y cells were cultured in Dulbecco Modified Eagle Medium (DMEM) supplemented with 1% penicillin/streptomycin and 10% heat-inactivated fetal bovine serum (FBS). The cells were cultured at 37°C, with 100% humidity, 95% air and 5% CO2. SH-SY5Y cells were seeded at a density of 2×104 cells/200μl/well in 96-well plates and cultured for 24 hours. Subsequently, the cells were treated with different concentrations of the 5,7-dihydroxychromone (0.1, 1, 2, 10, 20, 50, and 100µM) and 6-OHDA (100μM) for 24 hours. Cell viability was detected using the MTT assay. |
Reaction Conditions | 0.1, 1, 2, 10, 20, 50, and 100µM; 24h |
Applications | 5,7-dihydroxychromone treatment significantly inhibited the 6-OHDA-induced cell death in SH-SY5Y cells. |
References: | |
| Cas No. | 31721-94-5 | SDF | |
| 别名 | 5,7-二羟基色酮 | ||
| 化学名 | 5,7-dihydroxychromen-4-one | ||
| Canonical SMILES | C1=COC2=CC(=CC(=C2C1=O)O)O | ||
| 分子式 | C9H6O4 | 分子量 | 178.14 |
| 溶解度 | ≥ 7.05mg/mL in DMSO | 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 5.6136 mL | 28.0678 mL | 56.1356 mL |
| 5 mM | 1.1227 mL | 5.6136 mL | 11.2271 mL |
| 10 mM | 561.4 μL | 2.8068 mL | 5.6136 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。
Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet