Maltol
(Synonyms: 麦芽酚) 目录号 : GC36536
Maltol是一种天然存在的有机化合物，是一种增香剂和调味剂。
Cas No.:118-71-8
Sample solution is provided at 25 µL, 10mM.
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Maltol is a naturally occurring organic compound that is flavour enhancer and flavouring agent[1]. Maltol is also an antioxidant agent and a metal ion chelator[2][3]. Maltol is usually be used in the field of catalysis, food chemistry, and medicine[4][5].
In vitro, treatment of B16F10 cells with Maltol (5 or 10μg/ml in medium; 72h) reduced melanin contents, tyrosinase activity, and expression levels of tyrosinase and tyrosinase-related protein 1, suppressed the proliferative capacity, induced cell cycle arrest, increased apoptotic rates by elevating cleaved caspase-3 and PARP, and demonstrated a synergistic effect with cisplatin in inhibiting growth and promoting apoptosis[6].
In vivo, Oral treatment of D-galactose-induced liver and kidney aging and injury mice with Maltol (50 or 100mg/kg/day; 4 weeks） activated aging-associated proteins including p53, p21, and p16 followed by inhibiting malondialdehyde (MDA)'s over-production and increasing the levels of antioxidant enzymes[7]. Oral gavage of Maltol (15 or 30mg/kg; twice a week) for 12 weeks in intervertebral disc degeneration (IDD) mice inhibited the degradation of ECM and inflammatory response by suppressing the PI3K/AKT/NF-κB pathway and NLRP3 inflammasome-mediated pyroptosis, increased anabolic protein expression, decreased catabolic protein expression, and reduced the secretion of inflammatory mediators such as IL-18 and IL-1β[8].
References:
[1] Han, Y., Xu, Q., Hu, J. N., Han, X. Y., Li, W., & Zhao, L. C. (2015). Maltol, a food flavoring agent, attenuates acute alcohol-induced oxidative damage in mice. Nutrients, 7(1), 682–696.
[2] Guo, N., , Li, C., , Liu, Q., , Liu, S., , Huan, Y., , Wang, X., , Bai, G., , Yang, M., , Sun, S., , Xu, C., , & Shen, Z., (2018). Maltol, a food flavor enhancer, attenuates diabetic peripheral neuropathy in streptozotocin-induced diabetic rats. Food & function, 9(12), 6287–6297.
[3] Yang, Y., Wang, J., Xu, C., Pan, H., & Zhang, Z. (2006). Maltol inhibits apoptosis of human neuroblastoma cells induced by hydrogen peroxide. Journal of biochemistry and molecular biology, 39(2), 145–149.
[4] Krishnakumar, V., Barathi, D., Mathammal, R., Balamani, J., & Jayamani, N. (2014). Spectroscopic properties, NLO, HOMO-LUMO and NBO of maltol. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 121, 245–253.
[5] Thompson, K. H., Barta, C. A., & Orvig, C. (2006). Metal complexes of maltol and close analogues in medicinal inorganic chemistry. Chemical Society reviews, 35(6), 545–556.
[6] Han, N. R., Park, H. J., Ko, S. G., & Moon, P. D. (2023). Maltol has anti-cancer effects via modulating PD-L1 signaling pathway in B16F10 cells. Frontiers in pharmacology, 14, 1255586.
[7] Sha, J. Y., Li, J. H., Zhou, Y. D., Yang, J. Y., Liu, W., Jiang, S., Wang, Y. P., Zhang, R., Di, P., & Li, W. (2021). The p53/p21/p16 and PI3K/Akt signaling pathways are involved in the ameliorative effects of maltol on D-galactose-induced liver and kidney aging and injury. Phytotherapy research : PTR, 35(8), 4411–4424.
[8] Gong, Y., Qiu, J., Jiang, T., Li, Z., Zhang, W., Zheng, X., He, Z., Chen, W., Wang, Z., Feng, X., Wang, M., & Hong, Z. (2023). Maltol ameliorates intervertebral disc degeneration through inhibiting PI3K/AKT/NF-κB pathway and regulating NLRP3 inflammasome-mediated pyroptosis. Inflammopharmacology, 31(1), 369–384.
Maltol是一种天然存在的有机化合物，是一种增香剂和调味剂[1]。Maltol也是一种抗氧化剂和金属离子螯合剂[2][3]。Maltol通常用于催化、食品化学和医学领域[4][5]。
在体外实验中，用Maltol（5或10μg/ml；72小时）处理B16F10细胞可降低黑色素含量、酪氨酸酶活性以及酪氨酸酶和酪氨酸酶相关蛋白1的表达水平，抑制细胞增殖能力，诱导细胞周期阻滞，并通过提高裂解型caspase-3和PARP的水平来增加细胞凋亡率，且在与顺铂联合使用时表现出协同抑制生长和促进凋亡的效果[6]。
在体内实验中，通过口服给药（50或100mg/kg/天；4周）处理D-半乳糖诱导的小鼠肝脏和肾脏衰老及损伤模型，Maltol激活了与衰老相关的蛋白，包括p53、p21和p16，并抑制了丙二醛（MDA）的过度产生，同时增加了抗氧化酶的水平[7]。在椎间盘退变（IDD）小鼠模型中，口服灌胃给予Maltol（15或30mg/kg；每周两次）12周，Maltol通过抑制PI3K/AKT/NF-κB信号通路和NLRP3炎症体介导的焦亡抑制了细胞外基质（ECM）的降解和炎症反应，增加了合成代谢蛋白的表达，降低了分解代谢蛋白的表达，并减少了如IL-18和IL-1β等炎症介质的分泌[8]。
| Cell experiment [1]: | |
Cell lines | B16F10 cells |
Preparation Method | B16F10 cells were maintained in Dulbecco’s modified Eagle’s medium supplemented with 10% fetal bovine serum and 1% penicillin/streptomycin. B16F10 cells (1 × 105/well) were exposed to Maltol(5 or 10μg/ml in medium) and then treated with α-MSH (100nM) for 72h. For the melanin content assay, the cell pellets were dissolved in 1N NaOH containing 10% dimethyl sulfoxide (DMSO) and subjected to cell lysis for 1h at 80°C. The optical density of melanin content was spectrophotometrically measured with a microplate reader (405nm). In the tyrosinase activity assay, the cell pellets were lysed in PBS containing 1% Triton X-100 for 2h at 80°C. A freshly prepared substrate (L-DOPA, 10mM) was then added and incubated for 30min at 37°C. The resulting absorbance was spectrophotometrically analyzed with a microplate reader (475nm). |
Reaction Conditions | 5 or 10μg/ml; 72h |
Applications | Maltol reduced melanin contents and tyrosinase activity. |
| Animal experiment [2]: | |
Animal models | C57BL/6 mice |
Preparation Method | C57BL/6 mice were randomly assigned to four groups (control group, spinal instability group, spinal instability+15mg/kg Maltol group, and spinal instability+30mg/kg Maltol group). The mice in the spinal instability group and Maltol groups were subjected to surgical manipulation to generate the lumbar spine instability model. Following surgery, the corresponding drug treatment was administered according to the grouping. Mice in the control group were treated with phosphate-buffered saline (PBS), while those in the Maltol groups received 15mg/kg or 30mg/kg Maltol (dissolved in PBS) by gavage twice a week, respectively, and the IDD group was not treated with the drug. Subsequently, mice were euthanized 12 weeks after surgery with excessive 1% pentobarbital, and IVD tissues were taken for histological and immunohistochemical analysis. |
Dosage form | 15 or 30mg/kg; p.o.; twice a week for 12 weeks |
Applications | Maltol inhibited the degradation of ECM and inflammatory response, increased anabolic protein expression, decreased catabolic protein expression, and reduced the secretion of inflammatory mediators such as IL-18 and IL-1β. |
References: | |
| Cas No. | 118-71-8 | SDF | |
| 别名 | 麦芽酚 | ||
| Canonical SMILES | O=C1C(O)=C(C)OC=C1 | ||
| 分子式 | C6H6O3 | 分子量 | 126.11 |
| 溶解度 | DMSO: 100 mg/mL (792.96 mM); Water: 7.69 mg/mL (60.98 mM) | 储存条件 | Store at -20°C |
| 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 | 7.9296 mL | 39.6479 mL | 79.2959 mL |
| 5 mM | 1.5859 mL | 7.9296 mL | 15.8592 mL |
| 10 mM | 0.793 mL | 3.9648 mL | 7.9296 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。
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- Purity: >98.00%
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