Trifolirhizin
(Synonyms: 三叶豆紫檀苷) 目录号 : GC38166
A flavonoid with anticancer and vasorelaxant activities
Cas No.:6807-83-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Trifolirhizin is a flavonoid that has been found in S. flavescens and has anticancer and vasorelaxant activities.1,2 It induces the accumulation of LC3 puncta, a marker of autophagy, in HCT116 and SW620 cells, as well as inhibits proliferation of B16/F10 murine melanoma and human A2780 ovarian and MKN45 gastric cancer cells when used at a concentration of 20 ?M.1 Trifolirhizin (10 m/kg) induces intratumor apoptosis and necrosis and reduces tumor weight and volume in a colorectal cancer mouse xenograft model. It also induces relaxation in precontracted isolated mouse aortic rings in a β2-adrenergic receptor-independent manner when used at concentrations ranging from 0.2 to 20 ?g/ml.2
1.Sun, D., Tao, W., Zhang, F., et al.Trifolirhizin induces autophagy-dependent apoptosis in colon cancer via AMPK/mTOR signalingSignal Transduct. Target. Ther.5(1)174(2020) 2.Yang, N., Liang, B., Srivastava, K., et al.The Sophora flavescens flavonoid compound trifolirhizin inhibits acetylcholine induced airway smooth muscle contractionPhytochemistry95259-267(2013)
| Cas No. | 6807-83-6 | SDF | |
| 别名 | 三叶豆紫檀苷 | ||
| Canonical SMILES | O[C@H]([C@@H](O)[C@@H]1O)[C@@H](O[C@@H]1CO)OC2=CC=C3C(OC[C@]4([H])[C@@]3([H])OC5=C4C=C(OCO6)C6=C5)=C2 | ||
| 分子式 | C22H22O10 | 分子量 | 446.4 |
| 溶解度 | DMSO : 100 mg/mL (224.01 mM; Need ultrasonic) | 储存条件 | -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 | 2.2401 mL | 11.2007 mL | 22.4014 mL |
| 5 mM | 0.448 mL | 2.2401 mL | 4.4803 mL |
| 10 mM | 0.224 mL | 1.1201 mL | 2.2401 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。
Trifolirhizin regulates the balance of Th17/Treg cells and inflammation in the ulcerative colitis mice through inhibiting the TXNIP-mediated activation of NLRP3 inflammasome
Clin Exp Pharmacol Physiol 2022 Aug;49(8):787-796.PMID:35575951DOI:10.1111/1440-1681.13654.
Ulcerative colitis (UC) is a chronic and recurrent autoimmune disease, characterized by recurrence and remission of mucosal inflammation. Although the understanding of the pathogenesis of UC has been improved, effective therapeutic drugs are required for treating patients with UC. In current work, the mouse model of colitis was established. Trifolirhizin was demonstrated to improve symptom in dextran sulfate sodium (DSS)-induced colitis mice. The body weight of mice was elevated, whereas the disease activity index (DAI) was reduced. Moreover, Trifolirhizin was involved in inhibition of inflammation and regulation of the balance of T helper 17 (Th 17) cells and regulatory T (Treg) cells in DSS-induced colitis mice. Further, the activation NLRP3 inflammasome was suppressed by Trifolirhizin in DSS-induced colitis mice. Trifolirhizin was also identified to regulate AMP-activated protein kinase (AMPK)-thioredoxin-interacting protein (TXNIP) pathway. The trifolirhizin-mediated anti-inflammatory effect was inhibited by suppressing AMPK in DSS-induced UC mice. In summary, the research suggested that administration of Trifolirhizin significantly improved the symptoms and the pathological damage in DSS-induced UC mice. Trifolirhizin regulated the balance of Th17/Treg cells and inflammation in the UC mice through inhibiting the TXNIP-mediated activation of NLRP3 inflammasome.
Anti-proliferation effects of Trifolirhizin on MKN45 cells and possible mechanism
Oncol Rep 2016 Nov;36(5):2785-2792.PMID:27666116DOI:10.3892/or.2016.5125.
Trifolirhizin is a compound isolated from Sophora flavescens. It has been shown to exert cytotoxicity on several cancer cell lines. However, the underlying mechanism remains unknown. MKN45 cells were used as a research model. We assessed the cytotoxicity of Trifolirhizin to MKN45 by MTT. Hoechst staining and TUNEL method were used to demonstrate apoptosis. Flow cytometry was used to determine cell cycle and ratio of apoptosis. Caspase activity assay was used to examine the activation of caspase cascade pathways. Western blotting was used to explore the protein levels. Consistently, Trifolirhizin inhibited MKN45 xenograft tumor growth in vivo. Trifolirhizin caused a significantly decreased proliferation of MKN45 cells in a time- and dose-dependent manner, with IC50 values of 33.27±2.06 µg/ml at 48 h. Western blot assay manifested that Trifolirhizin activated the EGFR-MAPK signaling pathways. This study indicated that Trifolirhizin may be a therapeutic application in human gastric cancer therapy.
Determination of Trifolirhizin in rat plasma by UPLC: Application to a pharmacokinetic study
J Chromatogr B Analyt Technol Biomed Life Sci 2015 May 15;990:181-4.PMID:25880690DOI:10.1016/j.jchromb.2015.03.031.
In this study, a simple, sensitive, and robust analytical method based on ultra-performance liquid chromatography (UPLC) has been developed for the determination of Trifolirhizin in rat plasma using pirfenidone as internal standard (IS). After sample preparation by a simple liquid-liquid extraction, chromatography was performed on an Acquity UPLC BEH C18 column (2.1mm×50mm, 1.7μm particle size) and ultraviolet detection set at a wavelength of 366nm. The method was linear over the concentration range 25-1000ng/mL with a lower limit of quantification (LLOQ) of 25ng/mL. Inter- and intra-day precision (RSD%) were all within 10.2% and the accuracy (RE%) was equal or lower than 9.3%. The recovery was in the range of 78.5-86.4% for Trifolirhizin and 87.4% for IS. Stability studies showed that Trifolirhizin was stable under a variety of storage conditions. The method was successfully applied to a pharmacokinetic study involving oral administration of Trifolirhizin to rats.
In vitro and in vivo human gastric cancer inhibition by Trifolirhizin is facilitated via autophagy, mitochondrial mediated programmed cell death, G2/M phase cell cycle arrest and inhibition of m-TOR/PI3K/AKT signalling pathway
J BUON 2021 Mar-Apr;26(2):639.PMID:34077023doi
Retraction of: 'In vitro and in vivo human gastric cancer inhibition by Trifolirhizin is facilitated via autophagy, mitochondrial mediated programmed cell death, G2/M phase cell cycle arrest and inhibition of m-TOR/PI3K/AKT signalling pathway', by Ke Zhang, Weidong Liu*, Zhan Qu, Qin Liu, Jie Chen, Ran Tao, Youming Deng, Yu Zhang JBUON 2019;24(3):1100-1105; PMID:31424667. Following the publication of the above article, readers drew to our attention that part of the data was unreliable. The authors were requested to provide the raw data to prove the originality, but were unable to do so. After an investigation, the Editors of JBUON decided to retract this article. We thank the readers for bringing this matter to our attention. We apologize for any inconvenience it may cause.
Anti-Inflammatory and antiproliferative activities of Trifolirhizin, a flavonoid from Sophora flavescens roots
J Agric Food Chem 2009 Jun 10;57(11):4580-5.PMID:19402641DOI:10.1021/jf900340b.
Trifolirhizin, a pterocarpan flavonoid, was isolated from the roots of Sophora flavescens, and its chemical structure was confirmed by (1)H and (13)C NMR and MS spectra. Its anti-inflammatory activity was examined in lipopolysaccharide (LPS)-stimulated mouse J774A.1 macrophages. Trifolirhizin not only dose-dependently inhibited LPS-induced expression of pro-inflammatory cytokines including tumor necrosis factor-alpha (TNF-alpha) and interleukin-6 (IL-6) but also inhibited lipopolysaccharide (LPS)-induced expression of cyclooxygenase-2 (COX-2). In addition, Trifolirhizin showed in vitro inhibitory effects on the growth of human A2780 ovarian and H23 lung cancer cells. These results suggest that Trifolirhizin possesses potential anti-inflammatory and anticancer activities.