Anwulignan

CAS# 107534-93-0

Anwulignan

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Quality Control of Anwulignan

Number of papers citing our products

Chemical structure

Anwulignan

3D structure

Chemical Properties of Anwulignan

Cas No. 107534-93-0 SDF Download SDF
PubChem ID 10404245 Appearance White powder
Formula C20H24O4 M.Wt 328.41
Type of Compound Lignans Storage Desiccate at -20°C
Synonyms (+)-Anwulignan; Anwuligan
Solubility DMSO : ≥ 30 mg/mL (91.35 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
SMILES CC(CC1=CC2=C(C=C1)OCO2)C(C)CC3=CC(=C(C=C3)O)OC
Standard InChIKey QDDILOVMGWUNGD-UONOGXRCSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Anwulignan

1 Saururus sp. 2 Schisandra sp.

Biological Activity of Anwulignan

DescriptionAnwuligan has antimicrobial and anticariogenic activity against Streptococcus mutans and other streptococcus species. It also shows antioxidant, free radical scavenging, and neuroprotective activities. (+)-Anwulignan has inhibitory effects on platelets aggregation induced by adenosine diphosphate (ADP) and platelet activating factor(PAF) in vitro.
TargetsPAFR | Antifection
In vitro

Effects of heteroclitin D, schisanhenol and ( + )-anwulignan on platelet aggregation.[Reference: WebLink]

Journal of Shanghai Medica, 2005, 32(4):467-70.

To investigate the effects of three lignans: heteroclitin D (HD), schisanhenol (SAL) and ( + )-Anwulignan(AN) with different skeletons from Schisandraceae medicinal plants on platelet aggregation.
METHODS AND RESULTS:
At concentrations 0.05-25 mg/L of the three lignans, rabbit platelet aggregation induced by adenosine diphosphate (ADP) and platelet activating factor(PAF) were studied by Born's turbidimetry, the maximum time of platelet aggregation and platelet aggregation at 1,3,5 min were also observed. 1 HD and SAL inhibited the ADP- and PAF-induced platelet aggregation in a concentration-dependant manner. The inhibitory effect of AN was weak. 2 ADP-induced platelet aggregation at 1, 3,5 min were inhibited by HD and SAL in a similar manner. At 5 mg/L,AN inhibited platelet aggregation at 3 and 5 min significantly;The PAF-induced platelet aggregation at 1,3,5 min, the inhibition of HD at 1,3 min and of SAL at 3,5 min were more potent. 3 HD, SAL and AN had no effects on maximum time of ADP- and PAF-induced platelet aggregation.
CONCLUSIONS:
HD,SAL and AN have inhibitory effects on platelets aggregation induced by ADP and PAF in vitro. The inhibitory effect of HD is the most potent and could be one of the important active components from Kadsura medicinal plants.

Protocol of Anwulignan

Structure Identification
Se Pu. 2009 May;27(3):313-7.

Selection of mobile phases for the determination of gamma-schisandrin and multi-active constituents in Schisandra chinensis and its preparations by high performance liquid chromatography.[Pubmed: 19803136]


METHODS AND RESULTS:
The systems of mobile phase for the determination of gamma-schisandrin in Schisandra chinensis and its preparations were developed by high performance liquid chromatography (HPLC). The separation was performed on a Shim-pack VP-ODS column (250 mm x 4.6 mm, 5 microm) at 30 degrees C, the detection wavelength was set at 285 nm and the flow rate was 1.0 mL/min. Retention times and separation were investigated in mixed solution of three reference substances (gamma-schisandrin, Anwulignan, and deoxyschizandrin) and methanol extract of Schisandra chinensis by different systems and proportions of mobile phases to select optimal conditions for the determination of gamma-schisandrin. The results showed that the complete separation of gamma-schisandrin and Anwulignan was difficult in the systems of methanol-water and methanol-acetic acid-water. The separation of gamma-schisandrin, Anwulignan and deoxyschizandrin can be completed in the systems of acetonitrile-methanol-water and acetonitrile-acetic acid-water when their proportions were suitable. The mobile phase of acetonitrile-methanol-water (17:58:25, v/v/v) was selected for the determination of deoxyschizandrin, gamma-schisandrin and Anwulignan in Schisandra chinensis and Hugan tablets.
CONCLUSIONS:
The determination results of the three substances were satisfactory with the relative standard deviations (n = 4) ranged from 0.95% to 5.8%, and the average recoveries ranged from 94.50% to 105.6%. The efficiency of separation and the results of determination were satisfactory for the real samples.

Anwulignan Dilution Calculator

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Anwulignan Molarity Calculator

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Preparing Stock Solutions of Anwulignan

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.045 mL 15.2249 mL 30.4497 mL 60.8995 mL 76.1244 mL
5 mM 0.609 mL 3.045 mL 6.0899 mL 12.1799 mL 15.2249 mL
10 mM 0.3045 mL 1.5225 mL 3.045 mL 6.0899 mL 7.6124 mL
50 mM 0.0609 mL 0.3045 mL 0.609 mL 1.218 mL 1.5225 mL
100 mM 0.0304 mL 0.1522 mL 0.3045 mL 0.609 mL 0.7612 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Anwulignan

Macelignan(Anwuligan) is a natural compound isolated from Myristica fragrans Houtt; possesses therapeutic potentials against neurodegenerative diseases with oxidative stress and neuroinflammation. IC50 value: Target: in vitro: Macelignan significantly attenuated the ROS production and neurotoxicity induced by glutamate in HT22 cell [1]. At 24 h of biofilm growth, S. mutans, A. viscosus and S. sanguis biofilms were reduced by up to 30%, 30% and 38%, respectively, after treatment with 10 microg/mL macelignan for 5 min [2]. Cisplatin-induced phosphorylation of c-Jun N-terminal kinase1/2 (JNK1/2) and extracellular signal-regulated kinase1/2 (ERK1/2) was abrogated by pretreatment with macelignan, however, that of p38 was not significantly affected [3]. in vivo: Macelignan attenuated the expression of phosphorylated c-Jun in cisplatin-treated mice [3]. Daily administration of macelignan reduced the spatial memory impairments induced by the chronic LPS infusions [4].

References:
[1]. Jin DQ, et al. Anti-oxidant and anti-inflammatory activities of macelignan in murine hippocampal cell line and primary culture of rat microglial cells. Biochem Biophys Res Commun. 2005 Jun 17;331(4):1264-9. [2]. Yanti, et al. In vitro anti-biofilm activity of macelignan isolated from Myristica fragrans Houtt. against oral primary colonizer bacteria. Phytother Res. 2008 Mar;22(3):308-12. [3]. Sohn JH, et al. Protective Effects of macelignan on cisplatin-induced hepatotoxicity is associated with JNK activation. Biol Pharm Bull. 2008 Feb;31(2):273-7. [4]. Cui CA, et al. Macelignan attenuates LPS-induced inflammation and reduces LPS-induced spatial learning impairments in rats. Neurosci Lett. 2008 Dec 19;448(1):110-4.

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References on Anwulignan

[Selection of mobile phases for the determination of gamma-schisandrin and multi-active constituents in Schisandra chinensis and its preparations by high performance liquid chromatography].[Pubmed:19803136]

Se Pu. 2009 May;27(3):313-7.

The systems of mobile phase for the determination of gamma-schisandrin in Schisandra chinensis and its preparations were developed by high performance liquid chromatography (HPLC). The separation was performed on a Shim-pack VP-ODS column (250 mm x 4.6 mm, 5 microm) at 30 degrees C, the detection wavelength was set at 285 nm and the flow rate was 1.0 mL/min. Retention times and separation were investigated in mixed solution of three reference substances (gamma-schisandrin, Anwulignan, and deoxyschizandrin) and methanol extract of Schisandra chinensis by different systems and proportions of mobile phases to select optimal conditions for the determination of gamma-schisandrin. The results showed that the complete separation of gamma-schisandrin and Anwulignan was difficult in the systems of methanol-water and methanol-acetic acid-water. The separation of gamma-schisandrin, Anwulignan and deoxyschizandrin can be completed in the systems of acetonitrile-methanol-water and acetonitrile-acetic acid-water when their proportions were suitable. The mobile phase of acetonitrile-methanol-water (17:58:25, v/v/v) was selected for the determination of deoxyschizandrin, gamma-schisandrin and Anwulignan in Schisandra chinensis and Hugan tablets. The determination results of the three substances were satisfactory with the relative standard deviations (n = 4) ranged from 0.95% to 5.8%, and the average recoveries ranged from 94.50% to 105.6%. The efficiency of separation and the results of determination were satisfactory for the real samples.

Description

Macelignan(Anwuligan) is a natural compound isolated from Myristica fragrans Houtt; possesses therapeutic potentials against neurodegenerative diseases with oxidative stress and neuroinflammation.

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