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N-(p-Coumaroyl) Serotonin Sale

(Synonyms: N-(P-香豆酰)-羟色胺) 目录号 : GC40567

A natural antioxidant with anti-atherosclerotic actions

N-(p-Coumaroyl) Serotonin Chemical Structure

Cas No.:68573-24-0

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1mg
¥271.00
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5mg
¥1,020.00
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10mg
¥1,899.00
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25mg
¥4,069.00
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产品描述

N-(p-Coumaroyl) serotonin is an antioxidative phenolic naturally found in plants, including safflower seed and millet grain. It ameliorates atherosclerosis in vivo, reducing lesion area in mice and rabbits. N-(p-Coumaroyl) serotonin also suppresses inflammatory cytokine generation by human monocytes, augments fibroblast proliferation, and promotes relaxation of vascular smooth muscle cells in vitro.

Chemical Properties

Cas No. 68573-24-0 SDF
别名 N-(P-香豆酰)-羟色胺
Canonical SMILES OC1=CC=C(/C=C/C(NCCC2=CNC3=C2C=C(O)C=C3)=O)C=C1
分子式 C19H18N2O3 分子量 322.4
溶解度 DMF: 20 mg/ml,DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.1017 mL 15.5087 mL 31.0174 mL
5 mM 0.6203 mL 3.1017 mL 6.2035 mL
10 mM 0.3102 mL 1.5509 mL 3.1017 mL
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Research Update

N-(p-Coumaroyl) Serotonin inhibits glioblastoma cells growth through triggering S-phase arrest and apoptosis

J Neurooncol 2017 May;132(3):373-381.PMID:28365838DOI:10.1007/s11060-017-2382-3.

Glioblastoma is the most common and most malignant primary brain tumor with a median survival of 15 months. N-(p-Coumaroyl) Serotonin (CS) is an indole alkaloid with antioxidant, cardioprotective effects after ischemia and antitumor activity. In the present study we sought to determine whether could exert cytotoxic and cytostatic effects in glioma cells in vitro. CS was tested for toxicity in zebrafish. We investigated the effect of CS in U251MG and T98G glioblastoma cell lines. Viability and proliferation of the cells were examined with trypan blue exclusion assay and the xCELLigence system. Cell cycle, activation of caspase-8, mitochondrial membrane potential and CD24/CD44/CD56/CD15/CD71 expression were tested with flow cytometry. Treatment with CS significantly reduced cell viability in both cell lines tested. Induction of cell death and cell cycle arrest at G2/M and S-phase was confirmed with flow cytometry in both cell lines. CS produced significant higher activity of caspase-8 compared to control. After treatment with CS there was a dose-dependent increase in CD15 and CD71 expression, whereas there was no change in CD24/CD44/CD56 expression in both cell lines. The zebrafish mortality on the fifth post fertilization day was zero for even 1 mM of CS concentration. The treatment of glioblastoma cell lines with CS may represent a novel strategy for targeting glioblastoma. Further studies are obviously needed to elucidate the complete mechanism of its antitumor activity.

N-(p-Coumaroyl) Serotonin induces cell cycle arrest and apoptosis in breast cancer cells

J BUON 2018 Jan-Feb;23(1):129-133.PMID:29552772doi

Purpose: Breast cancer is the most commonly diagnosed malignancy among women. Breast cancer cells may develop resistance to current chemotherapy, thus new chemotherapeutic agents are urgently needed. Methods: A major number of drugs with anticancer activity have been isolated from plants. Herewith, we investigated for the first time the effect of N-(p-Coumaroyl) Serotonin (CS), isolated from Centaurea seed on a drug-resistant breast carcinoma (MCF-7) cells. Viability and proliferation of the cells were examined with trypan blue exclusion assay and 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. Caspace-8, cell cycle, and CD24/CD44/CD56/ CD58/CD71/CD15 expression were tested with flow cytometry. Results: Treatment with CS significantly reduced cell viability. Induction of cell death and cell cycle arrest was confirmed with flow cytometry. After treatment with CS, there was a dose-dependent decrease in CD24/CD44/CD58/CD71 expression, whereas there was no change in CD56 and CD15 expression. Conclusion: The treatment of breast cancer cells with CS may represent a novel therapeutic strategy and requires further investigation.

Protective Effects of Serotonin and its Derivatives, N-Feruloylserotonin and N-(p-Coumaroyl) Serotonin, Against Cisplatin-Induced Renal Damage in Mice

Am J Chin Med 2019;47(2):369-383.PMID:30827154DOI:10.1142/S0192415X19500186.

This study examined whether serotonin and two of its derivatives, N -feruloylserotonin and N -( p -coumaroyl) serotonin, have a renoprotective effect in a mouse model of cisplatin-induced acute renal failure. Cisplatin (20 mg/kg body weight) was administered by intraperitoneal injection to male BALB/c mice that had received oral serotonin, N -feruloylserotonin or N -( p -coumaroyl) serotonin (7.5 mg/kg body weight per day) during the preceding 2 days. At 3 days after the cisplatin injection, serum and renal biochemical factors, oxidative stress, inflammation and apoptosis-related protein expression were evaluated, and histological examinations were performed. Cisplatin caused reduction in body weight and an increase in kidney weight; however, N -( p -coumaroyl) serotonin and N -feruloylserotonin attenuated these effects. Moreover, the serotonin derivatives significantly decreased serum urea nitrogen and creatinine levels. They also significantly reduced the level of reactive oxygen species and upregulated the expression of glutathione peroxidase in the kidney. Furthermore, the serotonin derivatives improved the abnormal expression of mitogen-activated protein kinases activation-dependent inflammation- and apoptosis-related protein and caused less renal damage. These results provide important evidence that N -( p -coumaroyl) serotonin and N -feruloylserotonin exert a pleiotropic effect on several parameters related to oxidative stress, inflammation and apoptosis. The derivatives also have a renoprotective effect in cisplatin-treated mice; however, this effect is higher with N -( p -coumaroyl) serotonin.

Antiproliferative and cytotoxic action of N-(p-Coumaroyl) Serotonin in lung cancer cells

J BUON 2018 Nov-Dec;23(6):1693-1698.PMID:30610796doi

Purpose: Lung cancer is among the leading causes of cancer-related cases and cancer-associated deaths. Tumor cells frequently acquire chemoresistance and, due to that, new therapies are always needed in the fight against cancer. Pharmaceutical plants continue to offer novel compounds as anticancer therapies. Methods: We studied the action of N-p-coumaroyl-serotonin (CS), a natural compound from Centaurea seed and safflower on a lung adenocarcinoma cell line. Cytotoxic or antiproliferative effect was studied using the MTT assay. Cell cycle, caspase-8 activation, mitochondrial membrane potential (MMP) and expression of CD15/CD56/CD24/CD44/CD58/CD71 were studied by flow cytometry. Results: CS exterted antiproliferative and cytotoxic activity, independent of mitochondrial membrane disruption. This compound caused S phase arrest and a decrease in the expression of CD24/CD44/CD58/CD71. Conclusion: This is the first report on the in vitro action of CS against lung cancer, necessitating further studies towards its use as a potential anticancer agent.

Preparative Separation of N-Feruloyl Serotonin and N-(p-Coumaroyl) Serotonin from Safflower Seed Meal Using High-Speed Counter-Current Chromatography

J Chromatogr Sci 2015 Sep;53(8):1341-5.PMID:25744248DOI:10.1093/chromsci/bmv018.

High-speed counter-current chromatography (HSCCC) was successfully applied for the preparative separation and purification of N-feruloyl serotonin (NF) and N-(p-Coumaroyl) Serotonin (NP) from safflower seed meal. After the measurement of partition coefficient of the two target compounds in the two-phase solvent systems, the HSCCC was performed well with a two-phase solvent system composed of CHCl3-methanol-0.1 M HCl at a volume ratio of 1 : 1 : 1, v/v. The upper phase was used as stationary phase and the lower phase was used as mobile phase. Under the optimized condition, 7.5 mg NF and 6.9 mg NP were separated from 40 mg crude sample with the purity of 98.8 and 97.3%, respectively. The structures of the isolated compounds were identified by (1)H NMR and (13)C NMR.