Uvarigrin
(Synonyms: 大花紫玉盘素) 目录号 : GC38374
Uvarigrin 可从Uvaria calamistrata 根部分离得到，可诱导肿瘤多药耐药细胞凋亡和 Caspase-9 的激活。
Cas No.:200563-11-7
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Uvarigrin, isolated from the roots of Uvaria calamistrata, induces tumor multidrug resistance cell apoptosis and triggers Caspase-9 activation[1][2].
[1]. Zhou GX, et al. Calamistrins A and B, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Uvaria calamistrata. J Nat Prod. 1999 Feb;62(2):261-4. [2]. Li YF, et al. Induction of apoptosis of tumor multidrug resistance cell by uvarigrin and its mechanism. Yao Xue Xue Bao. 2006 Mar;41(3):252-6.
| Cas No. | 200563-11-7 | SDF | |
| 别名 | 大花紫玉盘素 | ||
| Canonical SMILES | O=C1C(CCCCCCCCCCCC[C@H](O)C[C@H]([C@]2([H])O[C@]([C@H](O)CCCCCCCCCCCC)([H])CC2)O)=C[C@H](C)O1 | ||
| 分子式 | C37H68O6 | 分子量 | 608.93 |
| 溶解度 | Soluble in DMSO | 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 | 1.6422 mL | 8.2111 mL | 16.4222 mL |
| 5 mM | 0.3284 mL | 1.6422 mL | 3.2844 mL |
| 10 mM | 0.1642 mL | 0.8211 mL | 1.6422 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。
[Induction of apoptosis of tumor multidrug resistance cell by Uvarigrin and its mechanism]
Yao Xue Xue Bao 2006 Mar;41(3):252-6.PMID:16758998doi
Aim: To study the effect of Uvarigrin on mitochondrial dependent pathway during the apoptosis induced by it in MDR KBv200 cells and their parental sensitive KB cells. Methods: MTT assay was used to detect the cytotoxic effect of Uvarigrin on KBv200 and KB cells. Annexin V FITC staining identified uvarigrin-induced apoptosis in KBv200 and KB cells. These cells underwent incubation with DCFH-DA, or DiOC6, followed by flowcytometry for the measurement of reactive oxygen species (ROS) and mitochondrial membrane potential (deltapsim), respectively. The Western blotting analysis was performed on Caspase-9 activation. Results: Uvarigrin inhibited the growth of KBv200 cells and KB cells in vitro. Most of the uvarigrin-induced cells death was found to be due to apoptosis, as determined by Annexin V FITC staining. During the apoptosis, the level of ROS increased while the level of deltapsim decreased in a time-dependent manner. Uvarigrin triggered Caspase-9 activation. Conclusion: Uvarigrin induced apoptosis in KBv200 cells and KB cells probably through a mitochondria-dependent pathway.
Acetogenins from the stems of Uvaria micrantha showing antiproliferative effects on HepG2 liver cancer cells
Phytochemistry 2022 Sep 24;204:113450.PMID:36162462DOI:10.1016/j.phytochem.2022.113450.
Five mono-tetrahydrofuran acetogenins: uvamicranins A-E and three known mono-tetrahydrofuran acetogenins; reticulatacin, calamistrin A, and Uvarigrin, were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by 2D NMR and high-resolution mass spectral analysis. The absolute configurations of uvamicranins A and B were determined by modified Mosher's method. Evaluation of antiproliferative activity of the isolated compounds showed that they were more potent towards the human hepatocellular carcinoma cell line HepG2, compared to the five other tested cell lines. Among the tested compounds, uvamicranin B (UvB) and Uvarigrin (Uv) possessed strong antiproliferative activity with IC50 values of 2.89 ± 0.71 μM and 0.37 ± 0.06 μM, respectively. The antiproliferative mechanism of UvB and Uv, was investigated in HepG2 cell line showing that both compounds marginally induced apoptotic cell death, but exhibited cytostatic effect through induction of cell cycle arrest at the G2/M phase.
Calamistrins A and B, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Uvaria calamistrata
J Nat Prod 1999 Feb;62(2):261-4.PMID:10075755DOI:10.1021/np980334q.
Two new bioactive monotetrahydrofuran acetogenins, calamistrins A (1) and B (2), and two known compounds, Uvarigrin (3) and uvarigranin (4), have been isolated from the roots of Uvaria calamistrata. The structures of the new compounds were elucidated by spectroscopic and chemical methods. The absolute stereochemistry of the stereogenic centers was established by Mosher ester methodology.
[Studies on new cytotoxic annonaceous acetogenins from Uvaria grandiflora and absolute configurations]
Yao Xue Xue Bao 1997 Apr;32(4):286-93.PMID:11499032doi
Two new cytotoxic annonaceous acetogenins, named Uvarigrin(1) and uvarigrandin A(3), were obtained from the roots of Uvaria grandiflora Roxb(Annonaceae). Based on X-ray analysis and Mosher's methodology, the overall absolute configuration of 1 was established as 15S, 17R, 18R, 21R, 22R, 36S. The absolute configuration of 3 was also resolved by Mosher's methodology. The relative configuration of the previously reported uvarigranin (2) was revised. Compound 1 showed cytotoxicity against HCT-8, Bel7402 and A2780 human tumor cell lines at ED50 levels of 0.15, 0.21 and 0.41 microgram.ml-1, respectively.