Roridin E
目录号 : GC40022A trichothecene mycotoxin
Cas No.:16891-85-3
Sample solution is provided at 25 µL, 10mM.
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- Purity: >95.00%
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Roridin E is a macrocyclic trichothecene mycotoxin that has been found in M. verrucaria. It inhibits the receptor tyrosine kinases FGFR3, IGF-1R, PDGFRβ, and TrkB (IC50s = 0.4, 0.4, 1.4, and 1 μM, respectively). Roridin E induces cytotoxicity in multiple breast cancer cell lines (IC50s = 0.02-0.05 nM) and inhibits proliferation in a panel of additional cancer cell lines (IC50s = P. falciparum (EC50 = 0.15 ng/ml), induces phytotoxicity in duckweed and kudzu, and is toxic to mice (LD50 = 10 mg/kg, i.p.). Roridin E is also produced by the plant B. coridifolia, which is associated with livestock poisoning in South America.
| Cas No. | 16891-85-3 | SDF | |
| Canonical SMILES | CC1=C[C@]2([H])[C@@]3([C@]4(C)[C@@]5(OC5)[C@](C[C@H]4OC(/C=C\C=C\[C@](OCC/C(C)=C/C(OC3)=O)([H])[C@H](O)C)=O)([H])O2)CC1 | ||
| 分子式 | C29H38O8 | 分子量 | 514.6 |
| 溶解度 | 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 | 1.9433 mL | 9.7163 mL | 19.4326 mL |
| 5 mM | 0.3887 mL | 1.9433 mL | 3.8865 mL |
| 10 mM | 0.1943 mL | 0.9716 mL | 1.9433 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。
Isolation and characterization of Roridin E
Magn Reson Chem 2017 Apr;55(4):337-340.PMID:27737497DOI:10.1002/mrc.4539.
The commonly occurring, high-cytotoxicity macrolide Roridin E has been re-isolated from Stachybotrys chartarum and characterized by 1-D and 2-D NMR spectroscopy. Assignment of the spectral data for Roridin E revealed differences from the accepted literature, and spectra are reported herein to aid in future identification. For the first time confirmation of structure was provided by a crystallographic solution for Roridin E. Copyright ? 2016 John Wiley & Sons, Ltd.
Verrucarin A and Roridin E produced on spinach by Myrothecium verrucaria under different temperatures and CO2 levels
Mycotoxin Res 2017 May;33(2):139-146.PMID:28281009DOI:10.1007/s12550-017-0273-2.
The behavior of Myrothecium verrucaria, artificially inoculated on spinach, was studied under seven different temperature conditions (from 5 to 35 °C) and under eight different combinations of temperature and CO2 concentration (14-30 °C and 775-870 or 1550-1650 mg/m3). The isolate used for this study was growing well on spinach, and the mycotoxins verrucarin A and Roridin E were produced under all tested temperature and CO2 conditions. The maximum levels of verrucarin A (18.59 ng/g) and Roridin E (49.62 ng/g) were found at a temperature of 26-30 °C and a CO2 level of 1550-1650 mg/m3. Rises in temperature as well as in temperature and CO2 concentrations had a significant effect by increasing Myrothecium leaf spots on spinach. The biosynthesis of verrucarin A was significantly increased at the highest temperature (35 °C), while Roridin E was influenced by the CO2 concentration. These results show that a positive correlation between climate condition and macrocyclic trichothecene production is possible. However, because of the ability of M. verrucaria to produce mycotoxins, an increase in temperature could induce the spread of M. verrucaria in temperate regions; this pathogen may gain importance in the future.
Stereochemistry of the roridins. Diastereomers of Roridin E
J Nat Prod 1999 Sep;62(9):1284-9.PMID:10514314DOI:10.1021/np990272j.
A careful investigation of cultures of Myrothecium verrucaria has shown that this fungus produces all four Roridin E isomers (3a-d), diastereomeric at the C-6' and C-13' centers. The stereochemistries at these centers were established by a combination of X-ray crystallographic analysis, NMR spectroscopy, and chemical transformations. NMR data from these and other macrocyclic trichothecenes allows for the assignment of configurations at the C-6' and C-13' centers for most of these compounds, the exceptions being those congeners having a C-4' ketone group in the macrolide ring.
Effects of macrocyclic trichothecene mycotoxins on the murine immune system
Arch Environ Contam Toxicol 1989 May-Jun;18(3):388-95.PMID:2786385DOI:10.1007/BF01062363.
Macrocyclic trichothecenes are a class of mycotoxins, some of which exhibit substantial antileukemic properties. These compounds vary in their toxicity by approximately 100 fold and are suspected immunotoxins. We studied 11 of these mycotoxins: roritoxin B, myrotoxin B, roridin A, verrucarin A, 16-hydroxyverrucarin A, verrucarin J, baccharinoid B12, roridin D, Roridin E, baccharinoid B4 and baccharinoid B5 for their immunotoxicity in CD-1 mice. An equitoxic dose was prepared in 1% DMSO in saline and administered i.p. at half the LD50. Organ weights, WBC, RBC, differentials of blood cell counts, blastogenesis of splenic lymphocytes in response to concanavalin A (Con A), lipopolysaccharide (LPS), phytohemagglutinin (PHA) and pokeweed mitogen (PWM), and mixed lymphocyte reaction (MLR) were studied on day 4 after administration of each mycotoxin. Organ weights showed significant differences between the controls and the baccharinoids with a decrease in spleen weight in baccharinoid B12 and an increased liver weight in B4 and B5 treated animals. Administration of myrotoxin B, roridin A, verrucarin J and Roridin E had total WBC counts statistically different from controls, while mice administered myrotoxin B shoed a decrease in numbers of RBC. Differentials of WBC were unremarkable regardless of the mycotoxin. Roritoxin B and baccharinoid B5 increased Con A stimulation of splenic lymphocytes. Roridin A and baccharinoid B12 increased LPS stimulation of splenic lymphocytes while baccharinoid B5 decreased the LPS response. Stimulation of splenic lymphocytes with PHA was significantly increased by roridin A and baccharinoid B5. Stimulation of splenic lymphocytes with PWM was not altered significantly by any mycotoxin.(ABSTRACT TRUNCATED AT 250 WORDS)
Recent Advances on Macrocyclic Trichothecenes, Their Bioactivities and Biosynthetic Pathway
Toxins (Basel) 2020 Jun 23;12(6):417.PMID:32585939DOI:10.3390/toxins12060417.
Macrocyclic trichothecenes are an important group of trichothecenes bearing a large ring. Despite the fact that many of trichothecenes are of concern in agriculture, food contamination, health care and building protection, the macrocyclic ones are becoming the research hotspot because of their diversity in structure and biologic activity. Several researchers have declared that macrocyclic trichothecenes have great potential to be developed as antitumor agents, due to the plenty of their compounds and bioactivities. In this review we summarize the newly discovered macrocyclic trichothecenes and their bioactivities over the last decade, as well as identifications of genes tri17 and tri18 involved in the trichothecene biosynthesis and putative biosynthetic pathway. According to the search results in database and phylogenetic trees generated in the review, the species of the genera Podostroma and Monosporascus would probably be great sources for producing macrocyclic trichothecenes. Moreover, we propose that the macrocyclic trichothecene Roridin E could be formed via acylation or esterification of the long side chain linked with C-4 to the hydroxyl group at C-15, and vice versa. More assays and evidences are needed to support this hypothesis, which would promote the verification of the proposed pathway.