GLPBio

Myrislignan

Catalog No.: GN10574Purity:>98.00%
Myrislignan is the main active ingredient in nutmeg with anti-inflammatory, antifeeding, anticancer, and antifungal properties.

Products are for research use only. Not for human use. We do not sell to patients.


Myrislignan
Cas No.: 171485-39-5
10mM (in 1mL DMSO)In Stock
$87.00
1
1mgIn Stock
$34.00
1
5mgIn Stock
$79.00
1
10mgIn Stock
$126.00
1
25mgIn Stock
$218.00
1
50mgIn Stock
$326.00
1

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Description

Myrislignan is the main active ingredient in nutmeg with anti-inflammatory, antifeeding, anticancer, and antifungal properties [1]. Myrislignan can disrupt the oxidative-antioxidative homeostasis of Toxoplasma gondii, induce the formation of autophagosome-like double-membrane structures and increase reactive oxygen species, thereby leading to the programmed death of Toxoplasma gondii [2]. Myrislignan has been widely used to inhibit the growth of hypocotyl and root growth in cress [3].

In vitro, Myrislignan treatment for 24 hours significantly inhibited the growth of Vero cells (IC50=228.22μg/ml) and the proliferation of Toxoplasma gondii (EC50=32.41μg/ml)[4]. Treatment with 50μg/ml Myrislignan for 18 hours significantly inhibited the production of nitric oxide (NO) in lipopolysaccharide (LPS)-induced RAW 264.7 cells, and suppressed the mRNA expression and release of IL-6 and TNF-α[5]. Treatment with 55μg/ml Myrislignan for 48 hours significantly induced apoptosis in A549 cells, accompanied by the collapse of mitochondrial membrane potential and an increase in the protein level of cleaved caspase-3[6].

In vivo, intra-articular injection of Myrislignan at a dose of 1mg/kg into the right knee joint daily for 1 week, followed by injection once every three days for 3 weeks, significantly alleviated the progression of osteoarthritis and slowed cartilage matrix degradation in rats[7]. Intraperitoneal injection of Myrislignan at a dose of 5mg/kg every three days for 21 days significantly inhibited glioblastoma growth in mice and led to reduced expression of p-p65, Slug, and SLC7A11 in the tumors[8].

References:
[1] Zhang J, Si H, Sun J, et al. Determination of myrislignan levels in BALB/c mouse plasma by LC-MS/MS and a comparison of its pharmacokinetics after oral and intraperitoneal administration[J]. BMC veterinary research, 2021, 17(1): 275.
[2] Zhang J, Chen J, Lv K, et al. Myrislignan induces redox imbalance and activates autophagy in Toxoplasma gondii[J]. Frontiers in Cellular and Infection Microbiology, 2021, 11: 730222.
[3] Suwitchayanon P, Suenaga K, Iwasaki A, et al. Myrislignan, a growth inhibitor from the roots of Citronella grass[J]. Natural product communications, 2017, 12(7): 1934578X1701200719.
[4] Zhang J, Si H, Li B, et al. Myrislignan exhibits activities against Toxoplasma gondii RH strain by triggering mitochondrial dysfunction[J]. Frontiers in Microbiology, 2019, 10: 2152.
[5] Jin H, Zhu Z G, Yu P J, et al. Myrislignan attenuates lipopolysaccharide‐induced inflammation reaction in murine macrophage cells through inhibition of NF‐κB signalling pathway activation[J]. Phytotherapy research, 2012, 26(9): 1320-1326.
[6] Lu X G, Yang L, Chen J X, et al. The action and mechanism of myrislignan on A549 cells in vitro and in vivo[J]. Journal of natural medicines, 2017, 71(1): 76-85.
[7] Wang L, Fu X, Xia T, et al. Myrislignan ameliorates the progression of osteoarthritis: An in vitro and in vivo study[J]. International Immunopharmacology, 2024, 140: 112887.
[8] Zhou Y, Qian W, Li X, et al. NF‐κB Inhibitor Myrislignan Induces Ferroptosis of Glioblastoma Cells via Regulating Epithelial‐Mesenchymal Transformation in a Slug‐Dependent Manner[J]. Oxidative Medicine and Cellular Longevity, 2023, 2023(1): 7098313.

Protocol

Cell experiment [1]:

Cell lines

Vero cells

Preparation Method

Vero cells were grown in DMEM medium with 10% (v/v) fetal bovine serum (FBS), 1% non-essential amino acids, 1% GlutaMAX, 100μg/ml streptomycin, and 100U/ml penicillin at 37°C in 5% CO2/atmosphere. Vero cells were seeded at a density of 1×105cells/ml in the 96-well plates and allowed to adhere in a 5% CO2 incubator at 37°C overnight. The wells were treated with DMSO (control), different concentrations of Myrislignan (120, 132, 148, 164, 182, 202, 225, and 150μg/ml). Cell viability was evaluated.

Reaction Conditions

120, 132, 148, 164, 182, 202, 225, and 150μg/ml; 24h

Applications

Myrislignan treatment significantly reduced cell proliferation of Vero cells in a dose-dependent manner.
Animal experiment [2]:

Animal models

Male nude mice

Preparation Method

Male nude mice (5 weeks old) were housed singly in a standard environment with food and water ad libitum. A total of 5×105 U87 cells suspended in 3μl PBS were stereotactically implanted into the striatum (3mm from the midline and 2mm lateral to the bregma) of mice brain under the anesthesia with isoflurane inhalation. 7 days after the tumor injection, mice were injected intraperitoneally with DMSO or Myrislignan (5mg/kg) every 3 days over a total of 21 days. Collect the mouse tumors for analysis.

Dosage form

5mg/kg; every three days for 21 days; i.p.

Applications

Myrislignan treatment significantly inhibited tumor growth in mice with U87 xenografts.

References:
[1] Zhang J, Si H, Li B, et al. Myrislignan exhibits activities against Toxoplasma gondii RH strain by triggering mitochondrial dysfunction[J]. Frontiers in Microbiology, 2019, 10: 2152.
[2] Zhou Y, Qian W, Li X, et al. NF‐κB Inhibitor Myrislignan Induces Ferroptosis of Glioblastoma Cells via Regulating Epithelial‐Mesenchymal Transformation in a Slug‐Dependent Manner[J]. Oxidative Medicine and Cellular Longevity, 2023, 2023(1): 7098313.

Product Documents

Purity:>98.00%Appearance:A solid

Chemical Properties

CAS No.
171485-39-5
Chemical Name
1-(4-benzoylpiperazin-1-yl)-2-(4-fluoro-7-(3-phenyl-1,2,4-oxadiazol-5-yl)-1H-indol-3-yl)ethane-1,2-dione
SMILES
FC1=C2C(C(C(N3C([H])([H])C([H])([H])N(C(C4=C([H])C([H])=C([H])C([H])=C4[H])=O)C([H])([H])C3([H])[H])=O)=O)=C([H])N([H])C2=C(C5=NC(C6=C([H])C([H])=C([H])C([H])=C6[H])=NO5)C([H])=C1[H]
Molecular Formula
C21H26O6
Molecular Weight
374.43
Solubility
≥ 110mg/mL in DMSO
Storage
Store at 2-8°C, protect from light
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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