Erucin
(Synonyms: 芥酸精； 甘油三芥酸酯) 目录号 : GC43625An isothiocyanate with neuroprotective and antioxidant effects
Cas No.:4430-36-8
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Erucin is an isothiocyanate derived from glucoerucin, a glucosinolate predominant in arugula (Eruca sativa Mill.) and other cruciferous vegetables. At 2.5-5 μM erucin can induce significant neuroprotective and antioxidant effects, increasing both total glutathione levels and total antioxidant capacity at the cytosolic level in dopaminergic-like neuroblastoma SH-SY5Y cells.[1] Growth inhibition, cell cycle regulation, apoptosis, and induction of detoxification enzymes have all been reported from use of erucin in prostate, lung, liver, and colon cancer cells.[2][3]
Reference:
[1]. Tarozzi, A., Morroni, F., Bolondi, C., et al. Neuroprotective effects of erucin against 6-hydroxydopamine-induced oxidative damage in a dopaminergic-like neuroblastoma cell line. International Journal of Molecular Sciences 13, 10899-10910 (2012).
[2]. Melchini, A., and Traka, M.H. Biological profile of erucin: A new promising anticancer agent from cruciferous vegetables. Toxins 2, 593-612 (2010).
[3]. Zhang, Y., Talalay, P., Cho, C.G., et al. A major inducer of anticarcinogenic protective enzymes from broccoli: Isolation and elucidation of structure. Proceedings of the National Academy of Sciences of the United States of America 89, 2399-2403 (1992).
| Cas No. | 4430-36-8 | SDF | |
| 别名 | 芥酸精； 甘油三芥酸酯 | ||
| 化学名 | 1-isothiocyanato-4-(methylthio)-butane | ||
| Canonical SMILES | CSCCCCN=C=S | ||
| 分子式 | C6H11NS2 | 分子量 | 161.3 |
| 溶解度 | 16mg/mL in ehanol, 14mg/mL in DMSO, 12mg/mL in DMF | 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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 6.1996 mL | 30.9981 mL | 61.9963 mL |
| 5 mM | 1.2399 mL | 6.1996 mL | 12.3993 mL |
| 10 mM | 0.62 mL | 3.0998 mL | 6.1996 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。
Erucin exhibits vasorelaxing effects and antihypertensive activity by H2 S-releasing properties
Br J Pharmacol 2020 Feb;177(4):824-835.PMID:30825379DOI:10.1111/bph.14645.
Background and purpose: Hydrogen sulfide (H2 S)-releasing agents are viewed as potential antihypertensive drugs. Recently, natural isothiocyanates emerged as original H2 S-donor agents. Among them, Erucin, present in some edible cruciferous plants, shows suitable H2 S-releasing properties and features of "druggability." The aim of this work was to investigate the erucin-mediated release of H2 S inside vascular cells, its vasorelaxing effects, and activity on BP of normo and hypertensive animals. Experimental approach: Intracellular H2 S-release and the hyperpolarizing effect of Erucin were tested using fluorescent dye, in human aortic smooth muscle cells (HASMCs). Its direct vasorelaxing effect and ability to inhibit noradrenaline-induced vasoconstriction were evaluated on endothelium-intact or -denuded rat aortic rings. Its vasodilator properties were tested in coronary arteries using Langendorff-perfused rat hearts. Finally, Erucin's antihypertensive activity was evaluated in vivo in normotensive and spontaneously hypertensive rats (SHRs) by recording systolic BP using the tail-cuff method. Key results: Erucin induced the release of H2 S inside HASMCs. Moreover, Erucin hyperpolarized the membrane of HASMCs membrane in a concentration-dependent manner. It induced vasodilatation of rat aortic rings, in endothelium-denuded vessels. This effect was further improved by the presence of endothelial NO. When pre-incubated with rat aortic rings, Erucin induced concentration-dependent inhibition of noradrenaline-induced vasoconstriction. Erucin did not affect basal coronary flow but restored the flow to normal in pre-contracted coronary vessels. Finally, in vivo, Erucin decreased systolic BP in SHRs by about 25%, and restored the BP to values observed in normotensive rats. Conclusions and implications: Erucin is an H2 S donor endowed with vasorelaxing and antihypertensive effects. Linked articles: This article is part of a themed section on Hydrogen Sulfide in Biology & Medicine. To view the other articles in this section visit http://onlinelibrary.wiley.com/doi/10.1111/bph.v177.4/issuetoc.
Anti-Inflammatory Effect of the Natural H2S-Donor Erucin in Vascular Endothelium
Int J Mol Sci 2022 Dec 9;23(24):15593.PMID:36555238DOI:10.3390/ijms232415593.
Vascular inflammation (VI) represents a pathological condition that progressively affects the integrity and functionality of the vascular wall, thus leading to endothelial dysfunction and the onset of several cardiovascular diseases. Therefore, the research of novel compounds able to prevent VI represents a compelling need. In this study, we tested Erucin, the natural isothiocyanate H2S-donor derived from Eruca sativa Mill. (Brassicaceae), in an in vivo mouse model of lipopolysaccharide (LPS)-induced peritonitis, where it significantly reduced the amount of emigrated CD11b positive neutrophils. We then evaluated the anti-inflammatory effects of Erucin in LPS-challenged human umbilical vein endothelial cells (HUVECs). The pre-incubation of Erucin, before LPS treatment (1, 6, 24 h), significantly preserved cell viability and prevented the increase of reactive oxygen species (ROS) and tumor necrosis factor alpha (TNF-α) levels. Moreover, Erucin downregulated endothelial hyperpermeability and reduced the loss of vascular endothelial (VE)-Cadherin levels. In addition, Erucin decreased vascular cell adhesion molecule 1 (VCAM-1), cyclooxygenase-2 (COX-2) and microsomal prostaglandin E-synthase 1 (mPGES-1) expression. Of note, Erucin induced eNOS phosphorylation and counteracted LPS-mediated NF-κB nuclear translocation, an effect that was partially abolished in the presence of the eNOS inhibitor L-NAME. Therefore, Erucin can control endothelial function through biochemical and genomic positive effects against VI.
Erucin modulates digestive enzyme release via crustacean cardioactive peptide in the elm leaf beetle Xanthogaleruca luteola (Coleoptera: Chrysomelidae)
J Insect Physiol 2021 Apr;130:104196.PMID:33545106DOI:10.1016/j.jinsphys.2021.104196.
Plant secondary metabolites influence the feeding in insects through several modes of action. In this study, the physiological effects of Erucin isothiocyanate were investigated on the elm leaf beetleXanthogaleruca luteola(Müller) (Coleoptera: Chrysomelidae) via impact on crustacean cardioactive peptide (CCAP) and midgut digestive enzymes. Third instar larvae of elm leaf beetle were fed on leaves impregnated with Erucin for three days. The results showed that Erucin decreasedα-amylase, lipase, and protease release. Western blot analysis and competitive ELISA showed that Erucin decreased CCAP content of the midgut, brain, and hemolymph. Moreover, incubation of dissected midgut with CCAP and also its injection into the hemocoel increased digestive enzyme release. It could be concluded that Erucin isothiocyanate decreases CCAP content that itself led to a decrease in digestive enzyme release. Also, it suggests that CCAP could be one of the factors, regulating feeding activities in the elm leaf beetle. This report shows that CCAP is both a midgut factor and a neuropeptide that regulates digestive enzyme release in the elm leaf beetle and could be used to study Erucin effects in insects.
Erucin inhibits osteoclast formation via suppressing cell-cell fusion molecule DC-STAMP without influencing mineralization by osteoblasts
BMC Res Notes 2022 Mar 16;15(1):105.PMID:35296341DOI:10.1186/s13104-022-05988-3.
Objective: Erucin (ERN), an isothiocyanate, is derived from the vegetable arugula. Although ERN has antitumor and antioxidant activity, the effect of ERN on osteoclast and osteoblast differentiation is not well documented. In this study, we evaluated the effects of ERN on osteoclast and osteoblast differentiation in vitro. Results: ERN significantly reduced the formation of 1α,25(OH)2D3-induced tartrate-resistant acid phosphatase (TRAP)-positive cells at non-cytotoxic concentrations. Furthermore, ERN downregulated the mRNA expression of osteoclast-associated genes, such as nuclear factor of activated T cells cytoplasmic-1, TRAP, and cathepsin K. In addition, ERN suppressed mRNA expression of dendritic cell specific transmembrane protein (DC-STAMP), which encodes cell-cell fusion. However, ERN did not affect mineralization by osteoblasts. Thus, our data suggest that ERN may attenuate osteoclastic bone resorption by inhibiting multinucleation of mononuclear pre-osteoclasts and by suppressing mRNA expression of DC-STAMP in bone marrow cells without influencing mineralization by osteoblasts.
The H2S-Donor Erucin Exhibits Protective Effects against Vascular Inflammation in Human Endothelial and Smooth Muscle Cells
Antioxidants (Basel) 2021 Jun 15;10(6):961.PMID:34203803DOI:10.3390/antiox10060961.
Preservation of vascular wall integrity against degenerative processes associated with ageing, fat-rich diet and metabolic diseases is a timely therapeutical challenge. The loss of endothelial function and integrity leads to cardiovascular diseases and multiorgan inflammation. The protective effects of the H2S-donor Erucin, an isothiocyanate purified by Eruca sativa Mill. seeds, were evaluated on human endothelial and vascular smooth muscle cells. In particular, Erucin actions were evaluated on cell viability, ROS, caspase 3/7, inflammatory markers levels and the endothelial hyperpermeability in an inflammatory model associated with high glucose concentrations (25 mM, HG). Erucin significantly prevented the HG-induced decrease in cell viability as well as the increase in ROS, caspase 3/7 activation, and TNF-α and IL-6 levels. Similarly, Erucin suppressed COX-2 and NF-κB upregulation associated with HG exposure. Erucin also caused a significant inhibition of p22phox subunit expression in endothelial cells. In addition, Erucin significantly prevented the HG-induced increase in endothelial permeability as also confirmed by the quantification of the specific markers VE-Cadherin and ZO-1. In conclusion, our results assess anti-inflammatory and antioxidant effects by Erucin in vascular cells undergoing HG-induced inflammation and this protection parallels the preservation of endothelial barrier properties.