Hesperidin
(Synonyms: 橙皮苷; Hesperetin 7-rutinoside) 目录号 : GN10613
Hesperidin是一种从脐橙果皮中提取的黄酮类化合物，能抑制脂质过氧化，IC50值为179.1μM。
Cas No.:520-26-3
Sample solution is provided at 25 µL, 10mM.
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Hesperidin, a flavonoid from the peel of navel orange, inhibits lipid peroxidation with an IC50 value of 179.1μM[1]. Hesperidin possesses strong antioxidant, anti-inflammatory and neuroprotective properties and has been widely used in anti-cancer researches[2-3].
In vitro, Hesperidin treatment for 24h exhibited strong cytotoxic effects on the Caco-2, CEM/ADR5000 and CCRF-CEM cancer cell lines, with IC50 values of 195, 230 and 95µM, respectively[4]. Pretreatment of RAW 264.7 cells with 50μM Hesperidin for 24 hours significantly inhibited the production of NO and PGE2 induced by lipopolysaccharide (LPS) treatment (1μg/mL; 24h), and reduced the levels of pro-inflammatory cytokines (such as TNF-α and IL-6)[5]. Hesperidin treatment (80μM; 24h) significantly increased the expression of PinX1 protein, and inhibited cell proliferation and invasion of Lewis lung carcinoma (LLC) cells, without affecting the viability of normal lung cells[6].
In vivo, Hesperidin treatment at dose of 25mg/kg (1h; p.o.) prevented mechanical ventilation-induced lung damage and improved antioxidant defense in C57BL/6 mice[7]. Oral administration of 100mg/kg/day of Hesperidin to male C57BL/6 mice for seven consecutive days promoted the transport and excretion of bile acids from the liver to the feces, thereby alleviating bile stasis in the mice[8].
References:
[1] Cho J. Antioxidant and neuroprotective effects of hesperidin and its aglycone hesperetin[J]. Archives of pharmacal research, 2006, 29(8): 699-706.
[2] Hajialyani M, Hosein Farzaei M, Echeverría J, et al. Hesperidin as a neuroprotective agent: a review of animal and clinical evidence[J]. Molecules, 2019, 24(3): 648.
[3] Rahmani A H, Babiker A Y, Anwar S. Hesperidin, a bioflavonoid in cancer therapy: a review for a mechanism of action through the modulation of cell signaling pathways[J]. Molecules, 2023, 28(13): 5152.
[4] El-Readi M Z, Hamdan D, Farrag N, et al. Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines[J]. European Journal of Pharmacology, 2010, 626(2-3): 139-145.
[5] Choi S S, Lee S H, Lee K A. A comparative study of hesperetin, hesperidin and hesperidin glucoside: antioxidant, anti-inflammatory, and antibacterial activities in vitro[J]. Antioxidants, 2022, 11(8): 1618.
[6] Yao Y, Lin M, Liu Z, et al. Hesperidin inhibits lung cancer in vitro and in vivo through PinX1[J]. Frontiers in pharmacology, 2022, 13: 918665.
[7] de Souza A B F, de Matos N A, de Freitas Castro T, et al. Effects in vitro and in vivo of hesperidin administration in an experimental model of acute lung inflammation[J]. Free Radical Biology and Medicine, 2022, 180: 253-262.
[8] Zhang G, Sun X, Wen Y, et al. Hesperidin alleviates cholestasis via activation of the farnesoid X receptor in vitro and in vivo[J]. European journal of pharmacology, 2020, 885: 173498.
Hesperidin是一种从脐橙果皮中提取的黄酮类化合物，能抑制脂质过氧化，IC50值为179.1μM [1]。Hesperidin具有显著的抗氧化、抗炎及神经保护特性，被广泛应用于抗癌研究领域[2-3]。
在体外，Hesperidin处理24小时对Caco-2、CEM/ADR5000和CCRF-CEM癌细胞系表现出强细胞毒作用，IC50值分别为195μM、230μM和95μM[4]。50μM的Hesperidin预处理RAW 264.7细胞24小时可显著抑制脂多糖（LPS）（1μg/mL）诱导NO和PGE2的产生，并降低促炎细胞因子（如TNF-α和IL-6）水平[5]。80μM浓度的Hesperidin处理24小时能显著提升Lewis肺癌（LLC）细胞的PinX1蛋白表达，抑制LLC细胞的增殖与侵袭，且不影响正常肺细胞活性[6]。
在体内，口服25mg/kg剂量的Hesperidin1小时可预防机械通气诱导的C57BL/6小鼠肺损伤并增强抗氧化防御能力[7]。连续7天口服100mg/kg/day剂量的Hesperidin能促进雄性C57BL/6小鼠的胆汁酸从肝脏向粪便的转运与排泄，缓解胆汁淤积症状[8]。
| Cell experiment [1]: | |
Cell lines | MDA-MB231 cell |
Preparation Method | The human breast cancer cell line MDA-MB231 was cultured in the Dube modified Eagle's high glucose medium (DMEM-HG), supplemented with serum, 10% fetal bovine serum and antibiotics penicillin/streptomycin, and placed in a humidified incubator at 37°C with 5% CO2. When the cell confluence reached 70% to 80%, the cells were used for the corresponding treatment or passage culture. The cytotoxicity of Hesperidin on MDA-MB231 cells was determined by the MTT method. The cells (5 × 103 cells/well) were inoculated in a 96-well culture plate, and treated with different concentrations of Hesperidin (50, 100, 150, 200μM) for 24, 48 or 72 hours. After incubation, 500μg/mL of MTT dye at the final concentration was added to the cells and incubated in a 37°C CO2 incubator for 4 hours. After 4 hours of incubation, the supernatant was discarded, and the formed purple methylene blue crystals were dissolved in DMSO. The absorbance was measured at 540nm using a spectrophotometer, with a reference wavelength of 630nm. The cell viability calculation formula is: cell survival rate% = (sample OD value / control OD value) × 100. The data of each parameter are expressed as the mean ± standard deviation (SD). The experiment was conducted three independent experiments, with three replicates each time. |
Reaction Conditions | 50, 100, 150, 200μM; 24, 48 and 72h |
Applications | Hesperidin significantly inhibited the viability of MDA-MB231 cells in a time- and dose-dependent manner. |
| Animal experiment [2]: | |
Animal models | Male BALB/c mice |
Preparation Method | The 6-week-old male BALB/c mice weighing 30 grams were anesthetized by intraperitoneal injection of a mixture of ketamine (80mg/kg) and xylazine (30mg/kg). LPS was intratracheally injected using a bent 27G curved tuberculosis syringe (volume 50μL). The neck incision was sutured with 5-0 silk thread, and the mice were returned to the cage. The mice were stimulated by intratracheal injection of LPS (100μg/kg) or treated orally with 200mg/kg Hesperidin for 30 minutes before LPS treatment. The histological changes in the lungs of Hesperidin-treated mice and vehicle-treated mice under LPS induction were evaluated. At 24 hours after the surgery, the mice were sacrificed by bloodletting after anesthesia and the lung tissues were fixed with 4% paraformaldehyde. The wax-embedded lung tissues were cut into 3μm thick sections, stained with hematoxylin and eosin, and subjected to morphological analysis. |
Dosage form | 200mg/kg for 30min; p.o. |
Applications | Hesperidin treatment significantly mitigated morphologic damage in lungs of mice exposed to LPS. |
References: | |
| Cas No. | 520-26-3 | SDF | |
| 别名 | 橙皮苷; Hesperetin 7-rutinoside | ||
| 化学名 | (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one | ||
| Canonical SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O | ||
| 分子式 | C28H34O15 | 分子量 | 610.56 |
| 溶解度 | ≥ 72.67 mg/mL in DMSO with ultrasonic, <5.46 mg/mL in EtOH | 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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| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.6378 mL | 8.1892 mL | 16.3784 mL |
| 5 mM | 0.3276 mL | 1.6378 mL | 3.2757 mL |
| 10 mM | 0.1638 mL | 0.8189 mL | 1.6378 mL |
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动物平均体重 | g | |
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动物数量 | 只 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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- Purity: >99.00%
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