Moracin O
(Synonyms: 桑辛素O) 目录号 : GC62406Moracin O 是从 Mori Cortex Radicis 中分离出来的 2-芳基苯并呋喃。Moracin O 对缺氧诱导因子 (HIF-1) 表现出强大的体外抑制活性。Moracin O 减少了氧葡萄糖剥夺 (OGD) 诱导的活性氧 (ROS) 的产生。Moracin O 具有神经保护和抗炎作用。
Cas No.:123702-97-6
Sample solution is provided at 25 µL, 10mM.
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Moracin O is a 2-arylbenzofuran isolated from the Mori Cortex Radicis. Moracin O exhibits potent in vitro inhibitory activity against hypoxia-inducible factor (HIF-1). Moracin O reduces oxygen-glucose deprivation (OGD)-induced reactive oxygen species (ROS) production. Moracin O has neuroprotective and anti-inflammatory effects[1][2][3].
Moracin O enhances cell viability in dose-dependent manner against oxygen-glucose deprivation (OGD)-induced cell death in neuroblastoma SH-SY5Y cells with an EC50 value of 12.6 μM. Moracin O reduces ROS production in OGD-induced cell death (IC50 value of 0.3 μM). Moracin O protects neuronal cell death against the oxidative stress induced by OGD[1].
[1]. Hak Ju Lee, et al. Inhibitory effect of 2-arylbenzofurans from the Mori Cortex Radicis (Moraceae) on oxygen glucose deprivation (OGD)-induced cell death of SH-SY5Y cells. Arch Pharm Res. 2011 Aug;34(8):1373-80.
[2]. Yan Xia, et al. HIF-1α inhibitors: synthesis and biological evaluation of novel moracin O and P analogues. Eur J Med Chem. 2011 Jun;46(6):2386-96.
[3]. Besse Hardianti, et al. Anti-inflammatory compounds moracin O and P from Morus alba Linn. (Sohakuhi) target the NF?κB pathway. Mol Med Rep. 2020 Dec;22(6):5385-5391.
Cas No. | 123702-97-6 | SDF | |
别名 | 桑辛素O | ||
分子式 | C19H18O5 | 分子量 | 326.34 |
溶解度 | 储存条件 | Store at -20°C | |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.0643 mL | 15.3214 mL | 30.6429 mL |
5 mM | 0.6129 mL | 3.0643 mL | 6.1286 mL |
10 mM | 0.3064 mL | 1.5321 mL | 3.0643 mL |
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Anti‑inflammatory compounds Moracin O and P from Morus alba Linn. (Sohakuhi) target the NF‑κB pathway
Mol Med Rep 2020 Dec;22(6):5385-5391.PMID:33173971DOI:10.3892/mmr.2020.11615.
Accumulating evidence suggests that inflammation is linked to multiple pathological processes and induces cellular and molecular damage through the activation of inflammatory signaling pathways, including the NF‑κB pathway. The aim of the present study was to identify natural anti‑inflammatory products that can target NF‑κB activity, in order to establish a novel therapeutic approach for inflammatory diseases. Using a 4T1 breast cancer cell line that expresses the firefly luciferase gene under the control of an NF‑κB response element, 112 natural products were tested for their anti‑inflammatory properties. Sohakuhi (Morus alba Linn. bark) extract was observed to strongly suppress NF‑κB activity without affecting cell viability. To further examine the anti‑inflammatory effect of Sohakuhi, tumor necrosis factor‑related apoptosis‑inducing ligand (TRAIL)‑induced cellular damage of human HaCaT keratinocytes was evaluated. While TRAIL triggered the phosphorylation of the p65 subunit of NF‑κB, leading to cellular damage in HaCaT cells, treatment with Sohakuhi extract protected HaCaT cells against TRAIL‑induced cellular damage. Moreover, Sohakuhi treatment also upregulated the anti‑apoptotic proteins Bcl‑xL and Bcl‑2. Importantly, through chemical fractionation of Sohakuhi extract, Moracin O and P were confirmed to mediate its anti‑inflammatory effects. Collectively, the present results indicated that Sohakuhi and moracin may represent potential candidates for the development of novel anti‑inflammatory drugs.
The first total synthesis of Moracin O and moracin P, and establishment of the absolute configuration of Moracin O
Chem Commun (Camb) 2009 Apr 14;(14):1879-81.PMID:19319432DOI:10.1039/b823340c.
The first total synthesis of the naturally occurring benzofurans, moracins O and P was achieved using a Sonogashira cross coupling reaction followed by in situ cyclization, and the absolute configuration of natural Moracin O was established.
HIF-1α inhibitors: synthesis and biological evaluation of novel Moracin O and P analogues
Eur J Med Chem 2011 Jun;46(6):2386-96.PMID:21481991DOI:10.1016/j.ejmech.2011.03.022.
The natural products moracins O and P exhibited potent in vitro inhibitory activity against hypoxia-inducible factor (HIF-1), which is a key mediator during adaptation of cancer cells to tumour hypoxia. Systematic variations of the structures of benzofuran type moracins were made and structure-activity relationship analysis showed the importance of the 2-arylbenzofuran ring and the (R)-configuration of the core scaffold. Further evaluation of the representative compound 5 showed its inhibitory effect on HIF-1α protein accumulation and target gene expression under hypoxia.
Phenolic constituents from the root bark of Morus alba L. and their cardioprotective activity in vitro
Phytochemistry 2017 Mar;135:128-134.PMID:27974159DOI:10.1016/j.phytochem.2016.12.006.
A flavanone C-glycoside, steppogenin-5'-C-β-D-glucopyranoside, six prenylated 2-arylbenzofuran derivatives, moracin O-3″-O-β-D-glucopyranoside, moracin O-3'-O-β-D-xylopyranoside, moracin P-2″-O-β-D-glucopyranoside, moracin P-3'-O-β-D-glucopyranoside, moracin P-3'-O-α-L-arabinopyranoside and moracin P-3'-O-[β-D-glucopyranosyl-(1 → 2)]-α-L-arabinopyranoside, two phenolic acids, 2,4-dihydroxy-5-(4-hydroxybenzyl) benzoic acid and 2,4-dihydroxy-5-(3,4-dihydroxybenzyl) benzoic acid, as well as three known compounds, moracinoside C, Moracin O, and moracin P were isolated from the root bark of Morus alba L. Their structures were ascertained on the basis of spectroscopic evidence. The protective effects of the compounds against doxorubicin-induced cardiomyopathy in H9c2 cells was investigated in vitro. Of all of the isolated compounds, moracin P-3'-O-β-D-glucopyranoside, Moracin O and moracin P had a strong protective influence against doxorubicin-induced cell death with EC50 values of 9.5 ± 2.6, 4.5 ± 1.3, and 8.8 ± 2.4 μM, respectively.
Bioactive Benzofuran Derivatives from Cortex Mori Radicis, and Their Neuroprotective and Analgesic Activities Mediated by mGluR₁
Molecules 2017 Feb 8;22(2):236.PMID:28208727DOI:10.3390/molecules22020236.
Four new benzofuran-type stilbene glycosides and 14 known compounds including 8 benzofuran-type stilbenes and 6 flavonoids were isolated from the traditional Chinese medicine, Cortex Mori Radicis. The new compounds were identified as (9R)-moracin P 3'-O-α-l-arabinopyranoside (1), (9R)-moracin P 9-O-β-d-glucopyranoside (2), (9R)-moracin P 3'-O-β-d-glucopyranoside (3), and (9R)-moracin O 10-O-β-d-glucopyranoside (4) based on the spectroscopic interpretation and chemical analysis. Three benzofuran-type stilbenes, Moracin O (5), R (7), and P (8) showed significant neuroprotective activity against glutamate-induced cell death in SK-N-SH cells. In addition, Moracin O (5) and P (8) also demonstrated a remarkable inhibition of the acetic acid-induced pain. The molecular docking with metabotropic glutamate receptor 1 (mGluR₁) results indicated that these neuroprotective benzofuran-type stilbenes might be the active analgesic components of the genus Morus, and acted by mediating the mGluR₁ pathway.