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Norcepharadione B

CAS# 57576-41-7

Norcepharadione B

Catalog No. BCN5784----Order now to get a substantial discount!

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Quality Control of Norcepharadione B

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Chemical structure

Norcepharadione B

3D structure

Chemical Properties of Norcepharadione B

Cas No. 57576-41-7 SDF Download SDF
PubChem ID 189168 Appearance Brown powder
Formula C18H13NO4 M.Wt 307.3
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES COC1=C(C2=C3C(=C1)C(=O)C(=O)NC3=CC4=CC=CC=C42)OC
Standard InChIKey BAGGDUOPTSQTHD-UHFFFAOYSA-N
Standard InChI InChI=1S/C18H13NO4/c1-22-13-8-11-14-12(19-18(21)16(11)20)7-9-5-3-4-6-10(9)15(14)17(13)23-2/h3-8H,1-2H3,(H,19,21)
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 Norcepharadione B

The herbs of Houttuynia cordata Thunb

Biological Activity of Norcepharadione B

DescriptionNorcepharadione B shows good inhibitory activity against the replication of HSV-1, it also shows antimalarial activity with EC50 values of 7.5mug/ml. Norcepharadione B exhibits significant cytotoxicity against five human tumor cell lines (A-549, SK-OV-3, SK-MEL-2, XF-498 and HCT-15) in vitro. Norcepharadione B shows significant inhibitory effects on both ADP-induced and thrombin-induced platelet aggregation.
TargetsPAFR | HSV
In vitro

The constituents and their bioactivities of Houttuynia cordata.[Pubmed: 19881272]

Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1227-30.


METHODS AND RESULTS:
Chemical investigation on the whole plant of Houttuynia cordata has resulted in the isolation of two new compounds, named as houttuynoside A (1) and houttuynamide A (2), together with thirty-eight known compounds. The structures of 1 and 2 were elucidated on the basis of spectroscopic analysis. In the inhibitory effects on herpes simplex virus type 1 (HSV-1) assay, Norcepharadione B (10) showed good inhibitory activity against the replication of HSV-1. In addition, the antioxidant and antityrosinase activities of some isolated compounds were also evaluated.
CONCLUSIONS:
Among these compounds, quercitrin (25) and quercetin-3-O-beta-D-galactopyranoside (26) showed excellent 2,2-diphenyl-1-picrylhydrazyl radical-scavenging property with IC50 values of 31 and 63 microM, respectively. Cepharadione B (9) exhibited strong tyrosinase inhibitory activity with an IC50 value of 170 microM.

Cytotoxic alkaloids from Houttuynia cordata.[Pubmed: 11794526]

Arch Pharm Res. 2001 Dec;24(6):518-21.


METHODS AND RESULTS:
Six bioactive alkaloids, aristolactam B(1), piperolactam A(2), aristolactam A(3), Norcepharadione B(4), cepharadione B(5) and splendidine(6) were isolated by bioactivity-guided fractionation of a methanolic extract of the aerial part of Houttuynia cordata.
CONCLUSIONS:
Several of them exhibited significant cytotoxicity against five human tumor cell lines (A-549, SK-OV-3, SK-MEL-2, XF-498 and HCT-15) in vitro.

Alkaloids from Houttuynia cordata and Their Antiplatelet Aggregation Activities.[Reference: WebLink]

Chinese Journal of Natural Medicines, 2011, 9(6):425-8.

To study the chemical constituents from Houttuynia cordata and to test their antiplatelet aggregation activities.Methods The chemical constituents were isolated and purified by silica gel column chromatography and their structures were elucidated on the basis of spectral analysis. The antiplatelet aggregation activities were evaluated by Born's method, using rat PRP induced by ADP and thrombin.ResultsNine alkaloids were isolated and their structures were identified as Norcepharadione B (1), 4, 5-dioxodehydroasimilobine (2), cepharadione B (3), aristololactam B II (4), aristololactam A II (5), sauristolactam (6), piperolactam A (7), splendidine (8), and aristololactam F II (9). Antiplatelet aggregation test indicated significant inhibitory activities of compounds 1, 2, 4–7, 9 induced by ADP and 1, 2, 4, 7 induced by thrombin.Conclusion Compounds 2, 6, 7, 9 were isolated from the genus Houttuynia for the first time. Compounds 1, 2, 4, 7 showed significant inhibitory effects on both ADP-induced and thrombin-induced platelet aggregation.

Protocol of Norcepharadione B

Structure Identification
Chulalongkorn University. 1996.

Antimalarial compounds from Goniothalamus tenuifolius.[Reference: WebLink]


METHODS AND RESULTS:
1996 In the search for antimalarial compounds from Goniothalamus tenuifolius, four aristolactam alkaloids, namely aristolactam BI, aristolactam BII, velutinam and aristolactam AII were isolated along with a 4, 5-dioxoaporphine alkaloid named Norcepharadione B, and an ethyl ester of 2, 4-dihydroxy-6-methylbenzoic acid. The structure identifications of all of the isolated compounds, including their unequivocal 13C NMR assignments, were achieved by analysis of their UV, IR, MS and NMR data. All compounds were evaluated for their antimalarial activity against Plasmodium falciparum T9/94 by radioisotope microdilution technique.
CONCLUSIONS:
The ethyl ester of 2, 4-dihydroxy-6-methylbenzoic acid, aristolactam BI, aristolactam BII, velutinam, Norcepharadione B and aristolactam AII showed EC50 values of 33, 10.5, 11, 7.5, 7.5 and 9.5 mug/ml, respectively, whereas those of chloroquine and pyrimethamine were 0.03 and 2.8 mug/ml, respectively. This investigation is the first report of antimalarial activity of aristolactam alkaloids.

Norcepharadione B Dilution Calculator

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Preparing Stock Solutions of Norcepharadione B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2541 mL 16.2707 mL 32.5415 mL 65.083 mL 81.3537 mL
5 mM 0.6508 mL 3.2541 mL 6.5083 mL 13.0166 mL 16.2707 mL
10 mM 0.3254 mL 1.6271 mL 3.2541 mL 6.5083 mL 8.1354 mL
50 mM 0.0651 mL 0.3254 mL 0.6508 mL 1.3017 mL 1.6271 mL
100 mM 0.0325 mL 0.1627 mL 0.3254 mL 0.6508 mL 0.8135 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 Norcepharadione B

Cytotoxic alkaloids from Houttuynia cordata.[Pubmed:11794526]

Arch Pharm Res. 2001 Dec;24(6):518-21.

Six bioactive alkaloids, aristolactam B(1), piperolactam A(2), aristolactam A(3), Norcepharadione B(4), cepharadione B(5) and splendidine(6) were isolated by bioactivity-guided fractionation of a methanolic extract of the aerial part of Houttuynia cordata. Several of them exhibited significant cytotoxicity against five human tumor cell lines (A-549, SK-OV-3, SK-MEL-2, XF-498 and HCT-15) in vitro.

The constituents and their bioactivities of Houttuynia cordata.[Pubmed:19881272]

Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1227-30.

Chemical investigation on the whole plant of Houttuynia cordata has resulted in the isolation of two new compounds, named as houttuynoside A (1) and houttuynamide A (2), together with thirty-eight known compounds. The structures of 1 and 2 were elucidated on the basis of spectroscopic analysis. In the inhibitory effects on herpes simplex virus type 1 (HSV-1) assay, Norcepharadione B (10) showed good inhibitory activity against the replication of HSV-1. In addition, the antioxidant and antityrosinase activities of some isolated compounds were also evaluated. Among these compounds, quercitrin (25) and quercetin-3-O-beta-D-galactopyranoside (26) showed excellent 2,2-diphenyl-1-picrylhydrazyl radical-scavenging property with IC50 values of 31 and 63 microM, respectively. Cepharadione B (9) exhibited strong tyrosinase inhibitory activity with an IC50 value of 170 microM.

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