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Angeloylgomisin O

CAS# 83864-69-1

Angeloylgomisin O

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Quality Control of Angeloylgomisin O

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Chemical structure

Angeloylgomisin O

3D structure

Chemical Properties of Angeloylgomisin O

Cas No. 83864-69-1 SDF Download SDF
PubChem ID 91864462 Appearance Powder
Formula C28H34O8 M.Wt 498.57
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC=C(C)C(=O)OC1C(C(CC2=CC3=C(C(=C2C4=C(C(=C(C=C14)OC)OC)OC)OC)OCO3)C)C
Standard InChIKey PLKFSXFJGNZAER-XXDSNBTQSA-N
Standard InChI InChI=1S/C28H34O8/c1-9-14(2)28(29)36-23-16(4)15(3)10-17-11-20-25(35-13-34-20)26(32-7)21(17)22-18(23)12-19(30-5)24(31-6)27(22)33-8/h9,11-12,15-16,23H,10,13H2,1-8H3/b14-9-/t15-,16-,23+/m0/s1
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 Angeloylgomisin O

The fruits of Schizandra chinensis BAILL.

Biological Activity of Angeloylgomisin O

DescriptionAngeloylgomisin O is a nartural product from Schisandra chinensis.
In vitro

The Antiproliferative Effects of Compounds Isolated from Schisandra chinensis.[Reference: WebLink]

Korean Journal of Food Science & Technology, 2014, 46(6):665-670.

We isolated twelve lignans and three terpenoids were isolated from the n-hexane fraction of Schisandra chinensis extract.
METHODS AND RESULTS:
Using spectroscopic data and comparison with available literature, the following compounds were identified: (1) wuweizisu C, (2) gomisin N, (3) deoxyschisandrin, (4) gomisin A, (5) schisandrin, (6) chamigrenal, (7) schisanlactone D, (8) methylgomisin O, (9) Angeloylgomisin O, (10) (-)-gomisin L2, (11) schisandronic acid, (12) (-)-gomisin L1, (13) (+)-gomisin K3, (14) gomisin J, and (15) tigloylgomisin H. Notably, this was the first finding that compound (8) was isolated from this plant. Each compound was evaluated for its in vitro cytotoxic activities toward HL-60 (human leukemia), HeLa (human cervical carcinoma), and MCF-7 (breast cancer) cell lines. Compounds (7), (8), and (9) exhibited strong cytotoxic effects on HL-60 (IC50 7.37, 6.60, and 8.00 μM, respectively), whereas compound (6) exhibited weak cytotoxicity towards MCF-7 (IC50 30.50 μM). In addition, compound (8) showed the strongest activity towards HeLa cells (IC50 1.46 μM).

Protocol of Angeloylgomisin O

Structure Identification
Chemical & Pharmaceutical Bulletin, 1982, 30(9):3202-3206.

The constituents of Schisandra chinensis Baill. XI. The structures of three new lignans, angeloylgomisin O, and angeloyl- and benzoylisogomisin O[Reference: WebLink]

Three new dibenzocyclooctadiene lignans, Angeloylgomisin O (1), and angeloyl-(2) and benzoylisogomisin O (3) were isolated from the fruits of Schizandra chinensis BAILL. (Schizandraceae). Their absolute structures were elucidated by means of chemical and spectral studies.

Angeloylgomisin O Dilution Calculator

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Angeloylgomisin O Molarity Calculator

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Preparing Stock Solutions of Angeloylgomisin O

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0057 mL 10.0287 mL 20.0574 mL 40.1147 mL 50.1434 mL
5 mM 0.4011 mL 2.0057 mL 4.0115 mL 8.0229 mL 10.0287 mL
10 mM 0.2006 mL 1.0029 mL 2.0057 mL 4.0115 mL 5.0143 mL
50 mM 0.0401 mL 0.2006 mL 0.4011 mL 0.8023 mL 1.0029 mL
100 mM 0.0201 mL 0.1003 mL 0.2006 mL 0.4011 mL 0.5014 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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References on Angeloylgomisin O

Targeted Lignan Profiling and Anti-Inflammatory Properties of Schisandra rubriflora and Schisandra chinensis Extracts.[Pubmed:30486445]

Molecules. 2018 Nov 27;23(12). pii: molecules23123103.

Schisandra rubriflora is a dioecious plant of increasing importance due to its lignan composition, and therefore, possible therapeutic properties. The aim of the work was lignan profiling of fruits, leaves and shoots of female (F) and male (M) plants using UHPLC-MS/MS. Additionally, the anti-inflammatory activity of plant extracts and individual lignans was tested in vitro for the inhibition of 15-lipooxygenase (15-LOX), phospholipases A2 (sPLA(2)), cyclooxygenase 1 and 2 (COX-1; COX-2) enzyme activities. The extracts of fruits, leaves and shoots of the pharmacopoeial species, S. chinensis, were tested for comparison. Twenty-four lignans were monitored. Lignan contents in S. rubriflora fruit extracts amounted to 1055.65 mg/100 g DW and the dominant compounds included schisanhenol, aneloylgomisin H, schisantherin B, schisandrin A, gomisin O, Angeloylgomisin O and gomisin G. The content of lignan in leaf extracts was 853.33 (F) and 1106.80 (M) mg/100 g DW. Shoot extracts were poorer in lignans-559.97 (F) and 384.80 (M) mg/100 g DW. Schisantherin B, schisantherin A, 6-O-benzoylgomisin O and angeloylgomisin H were the dominant compounds in leaf and shoot extracts. The total content of detected lignans in S. chinensis fruit, leaf and shoot extracts was: 1686.95, 433.59 and 313.83 mg/100 g DW, respectively. Gomisin N, schisandrin A, schisandrin, gomisin D, schisantherin B, gomisin A, angeloylgomisin H and gomisin J were the dominant lignans in S. chinensis fruit extracts were. The results of anti-inflammatory assays revealed higher activity of S. rubriflora extracts. Individual lignans showed significant inhibitory activity against 15-LOX, COX-1 and COX-2 enzymes.

[Studies on chemical constituents of Schisandra propinqua (Wall.) Hook. f. et Thoms].[Pubmed:12776319]

Zhongguo Zhong Yao Za Zhi. 2001 Oct;26(10):694-7.

OBJECTIVE: To isolate and characterize compounds from the stems of Schisandra propinqua. METHOD: Extracting with solvent, isolating by column chromatography and identifying by the spectroscopic methods. RESULT: Six dibenzocyclooctadiene lignans were isolated and identified as tigloylgomisin P(1), Angeloylgomisin O(2), angeloylisogomisin O(3), kadsulignan L(4), (+/-) 5,8-epoxyl-6, 7-dimethyl-2',3',2",3"-dimethylenedioxy-4', 1"-dimethyl-1,2:3,4-dibenzo-1, 3-cyclooctadiene(5) and wuweizisu C(6). CONCLUSION: Compounds 4 and 5 were the first two dibenzocyclooctadiene lignans with an 6,9-epoxy bridge cycle discovered in the genus Schisandra. The others were originally isolated from S. propinqua.

Description

Angeloylgomisin O, a lignin extract of Schisandra rubriflora. Anti-inflammatory properties.

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