Myrothecine A
目录号 : GC45958
A trichothecene mycotoxin
Cas No.:910292-40-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >70.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Myrothecine A is a trichothecene mycotoxin that has been found in M. roridum and has anticancer activities.1,2 It inhibits proliferation of A549, MCF-7, HepG2, and SMMC-7721 cancer cells (IC50s = 95, 70, 60, and 25 μM, respectively).1 Myrothecine A (50 μM) induces G1 cell cycle arrest in HepG2 cells, as well as increases Bax and cleaved caspase-3, -5, and -8 levels and induces apoptosis in SMMC-7721 cells.1,2
|1. Lin, T., Wang, G., Zhou, Y., et al. Structure elucidation and biological activity of two new trichothecenes from an endophyte, Myrothecium roridum. J. Agric. Food Chem. 62(25), 5993-6000 (2014).|2. Song, H., Fu, Y., Wan, D., et al. Mytoxin B and myrothecine A induce apoptosis in human hepatocarcinoma cell line SMMC-7721 via PI3K/Akt signaling pathway. Molecules 24(12), E2291 (2019).
| Cas No. | 910292-40-9 | SDF | |
| Canonical SMILES | O[C@]1(C)CC[C@@]2(COC(/C=C3[C@@H](O)[C@@]4(C(C)=O)OCC\3)=O)[C@@]5([H])[C@]1([H])C[C@@]6(O)[C@]2(C)[C@@](OC(/C=C/CC4)=O)([H])C[C@@]6([H])O5 | ||
| 分子式 | C29H38O10 | 分子量 | 546.6 |
| 溶解度 | DMSO: soluble,Ethanol: soluble,Methanol: soluble | 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 | 1.8295 mL | 9.1475 mL | 18.2949 mL |
| 5 mM | 0.3659 mL | 1.8295 mL | 3.659 mL |
| 10 mM | 0.1829 mL | 0.9147 mL | 1.8295 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。
Myrothecine A modulates the proliferation of HCC cells and the maturation of dendritic cells through downregulating miR-221
Int Immunopharmacol 2019 Oct;75:105783.PMID:31376622DOI:10.1016/j.intimp.2019.105783.
Myrothecine A, characterized from the extracts of myrothecium roridum strain IFB-E012, isolated as endophytic fungi found in the traditional Chinese medicinal plant Artemisia annua. Here we investigated its roles on anti-tumor and immune regulation in vitro. Dendritic cells (DCs) are the most potent antigen presenting cells in immune responses. Recent studies have indicated that miRNAs are indispensable in regulating the development, differentiation, maturation and function of DC. MiR-221, acted as an oncogene, is an important regulator in cancer development by binding to 3' untranslated regions (3' UTR) of target mRNA. Here, we investigated whether Myrothecine A could inhibit cell proliferation in hepatocellular carcinoma (HCC) cell line SMMC-7721 by regulating miR-221. The HCC cells were treated with Myrothecine A at different concentration, and the cell growth ability was measured by MTT assay. Then we observed whether Myrothecine A could affect the maturation of DC by regulating miR-221. The HCC cell line was co-cultured with immature DC from mice bone marrow, and the levels of CD86 and CD40 was detected by FCM. Our results showed that Myrothecine A could rescue miR-221-induced cell proliferation and influence the protein level of p27 by inhibiting the expression of miR-221. In addition, Myrothecine A could enhance the expression of CD86 and CD40 by reversing the function of miR-221. Therefore, Myrothecine A may be acted as an anti-tumor drug to promote the maturation of DC in the microenvironment of hepatocellular carcinoma.
Mytoxin B and Myrothecine A Induce Apoptosis in Human Hepatocarcinoma Cell Line SMMC-7721 via PI3K/Akt Signaling Pathway
Molecules 2019 Jun 20;24(12):2291.PMID:31226773DOI:10.3390/molecules24122291.
Trichothecene macrolides comprise a class of valuable leading compounds in developing anticancer drugs, however, there are few reports concerning their anticancer mechanisms, especially the anticancer mechanism of the 10,13-cyclotrichothecane derivatives that are found mainly in symbiotic fungi. In vitro anticancer activity of two trichothecene macrolides mytoxin B and Myrothecine A against the human hepatocarcinoma cell line SMMC-7721 was investigated in the present study. MTT assay showed that mytoxin B and Myrothecine A inhibited the proliferation of SMMC-7721 cells in dose- and time-dependent manners. Annexin V-FITC/PI dual staining assay revealed that mytoxin B and Myrothecine A both could induce SMMC-7721 cells apoptosis in a dose-dependent manner. The decreased expression level of anti-apoptotic protein Bcl-2 and the increased expression level of pro-apoptotic protein Bax were observed apparently in Western blot analysis. The reduced ratio of Bcl-2/Bax further confirmed the apoptosis-inducing effect of mytoxin B and Myrothecine A on SMMC-7721 cells. Moreover, the expression levels of caspases-3, -8, and -9, and cleaved caspases-3, -8, and -9 were all upregulated in both mytoxin B and myrothecine A-treated cells in Western blot analysis, which indicated that both compounds might induce SMMC-7721 cells apoptosis through not only the death receptor pathway but also the mitochondrial pathway. Finally, mytoxin B and Myrothecine A were found to reduce the activity of PI3K/Akt signaling pathway that was similar to the effect of LY294002 (a potent and specific PI3K inhibitor), suggesting that both mytoxin B and Myrothecine A might induce SMMC-7721 cells apoptosis via PI3K/Akt pathway.
Structure elucidation and biological activity of two new trichothecenes from an endophyte, Myrothecium roridum
J Agric Food Chem 2014 Jun 25;62(25):5993-6000.PMID:24909753DOI:10.1021/jf501724a.
Worldwide, many different grains are infected by various fungi that may produce trichothecene mycotoxins. Fungi that produce trichothecenes, as well as the trichothecenes themselves, are potential problems for public health. On the other hand, trichothecenes possess multiple biological activities. Reduced toxicity may result in their applications in the pharmaceutical field. Two new trichothecenes along with seven known trichothecenes were isolated from an endophyte of the herb plant Ajuga decumbens. Their structures were deduced from 1D and 2D NMR data. The results of MTT assays revealed that new trichothecene 2',3'-epoxymyrothecine A, 1, and Myrothecine A, 3, exhibited much lower toxicity compared to other trichothecenes. New trichothecene 2',3'-epoxymyrothecine A, 1, could induce phosphorylation of JNK (c-Jun N-terminal protein kinase) protein and the PARP (poly ADP-ribose polymerase) cleavage, and eventually induce apoptosis in cancer cells. These results point out the possibility for application of trichothecenes as chemotherapeutic agent.