N-p-trans-Coumaroyltyramine

Min.Order / FOB Price:Get Latest Price

10 Milligram	Negotiable

10 Milligram

Negotiable

Min.Order :10 Milligram
Purity: ≥98%
Payment Terms : T/T

Keywords

N-p-trans-Coumaroyltyramine 36417-86-4 standard supplier in China

Quick Details

Appearance:detailed see specifications
Application:analysis,activity test,Botanical Reference Materials,Standard materials
PackAge:According to the clients requirement.
ProductionCapacity:1|Metric Ton|Day
Storage:Store at 2~8°C
Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details:

Chemical Properties of N-p-trans-Coumaroyltyramine

Cas No.	36417-86-4
PubChem ID	5372945	Appearance	White powder
Formula	C₁₇H₁₇NO₃	M.Wt	283.3
Type of Compound	Phenylpropanoids	Storage	Desiccate at -20°C
Synonyms	Paprazine
Solubility	Soluble in methanol; slightly soluble in water
Chemical Name	(E)-3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
SMILES	C1=CC(=CC=C1CCNC(=O)C=CC2=CC=C(C=C2)O)O
Standard InChIKey	RXGUTQNKCXHALN-BJMVGYQFSA-N
Standard InChI	InChI=1S/C17H17NO3/c19-15-6-1-13(2-7-15)5-10-17(21)18-12-11-14-3-8-16(20)9-4-14/h1-10,19-20H,11-12H2,(H,18,21)/b10-5+
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 N-p-trans-Coumaroyltyramine

The herbs of Exochorda racemosa

Biological Activity of N-p-trans-Coumaroyltyramine

Description

Paprazine may have cytotoxic activity.

In vitro

Chemical constituents from roots of Datura metel.[Pubmed: 29751713]

Zhongguo Zhong Yao Za Zhi. 2018 Apr;43(8):1654-1661.

To study the flavonoids of Scutellaria baicalensis and their bioactivities.
METHODS AND RESULTS:
Chromatographic methods were used to separate compounds, spectral methods were used to determine the structures and bioactivities of the flavonoids were screened in several models in vitro. Nine compounds were isolated and identified as baicalein (1), wogonin (2), oroxylin A (3), 5, 7, 2', 6'-tetrahydroxyflavone (4), viscidulin III (5), baicalin (6), wogonoside (7), oroxylin A-7-O-beta-D-glucuronide (8) and chrysin-6-C-alpha-L-arabinopyranosyl-8-C-beta-D-glucopyranoside (9).
CONCLUSIONS:
Baicalein had good anti-bacteria activity, and some compounds showed inhibiting activity against IL-1beta converting enzyme. The 13C NMR data of compounds 9 were assigned correctly by 2D nuclear magnetic resonance (NMR).

Protocol of N-p-trans-Coumaroyltyramine

Structure Identification

Nat Prod Res. 2009;23(15):1416-23.

Alkaloids from Piper sarmentosum and Piper nigrum.[Pubmed: 19809914 ]

Detailed chemical studies on the roots of Piper sarmentosum and Piper nigrum have resulted in several alkaloids.
METHODS AND RESULTS:
The roots of P. sarmentosum gave a new aromatic compound, 1-nitrosoimino-2,4,5-trimethoxybenzene (1). Piper nigrum roots gave pellitorine (2), (E)-1-[3',4'-(methylenedioxy)cinnamoyl]piperidine (3), 2,4-tetradecadienoic acid isobutyl amide (4), piperine (5), sylvamide (6), cepharadione A (7), piperolactam D (8) and Paprazine (9). Structural elucidation of these compounds was achieved through NMR and MS techniques.
CONCLUSIONS:
Cytotoxic activity screening of the plant extracts indicated some activity.

Preparing Stock Solutions of N-p-trans-Coumaroyltyramine

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.5298 mL	17.6491 mL	35.2983 mL	70.5965 mL	88.2457 mL
5 mM	0.706 mL	3.5298 mL	7.0597 mL	14.1193 mL	17.6491 mL
10 mM	0.353 mL	1.7649 mL	3.5298 mL	7.0597 mL	8.8246 mL
50 mM	0.0706 mL	0.353 mL	0.706 mL	1.4119 mL	1.7649 mL
100 mM	0.0353 mL	0.1765 mL	0.353 mL	0.706 mL	0.8825 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.

References on N-p-trans-Coumaroyltyramine

Cinnamoylphenethyl amides from Polygonum hyrcanicum possess anti-trypanosomal activity.[Pubmed:22816300]

Nat Prod Commun. 2012 Jun;7(6):753-5.

A methanolic extract from aerial parts of Polygonum hyrcanicum (Polygonaceae) showed high activity against Trypanosoma brucei rhodesiense (IC50 = 3.7 microg/mL). Bioassay-guided fractionation of the extract resulted in isolation of cinnamoylphenethyl amides, including N-trans-caffeoyltyramine (1), N-trans-p-coumaroyltyramine (7), and N-trans-feruloyltyramine (8) as the main active constituents (IC50s ranging from 2.2 to 13.3 microM). Some structurally related, but less active compounds, such as cannabisin B (2), tyrosol (3), p-coumaric acid (4), ferulic acid (5), and N-cis-feruloyltyramine (6) were also identified, along with N-trans-3,4-dimethoxycinnamoyldopamine (9). Cytotoxicity of the active compounds in L6 cells was determined, and selectivity indices (SI) of 7.9 to 33.4 were calculated.

Inhibitory effect of trans-N-p-coumaroyl tryamine from the twigs of Celtis chinensis on the acetylcholinesterase.[Pubmed:14560923]

Arch Pharm Res. 2003 Sep;26(9):735-8.

The methanolic extract of the twigs of Celtis chinensis was found to show inhibitory activity on acetylcholinesterase (AChE), an enzyme that plays a role in the metabolic hydrolysis of ACh. Bioassay-guided fractionation of the methanolic extract resulted in the isolation of N-p-coumaroyl tyramine, as an inhibitor on AChE. This compound inhibited AChE activity in a dose-dependent manner, and the IC50 value of trans-N-p-coumaroyl tyramine was 34.5 microg/mL (122 microM).

Interaction studies of coumaroyltyramine with human serum albumin and its biological importance.[Pubmed:20136105]

J Phys Chem B. 2010 Mar 4;114(8):3005-12.

N-trans-p-coumaroyltyramine (CT) isolated from Physalis minima is a phenolic substance exhibiting many pharmacological activities like potent inhibition of acetyl cholinesterase, cell proliferation, platelet aggregation, and also antioxidant activity. Here, we have studied the binding of CT with HSA at physiological pH 7.2 by using fluorescence, circular dichroism spectroscopy, mass spectrometry, and molecular docking methods. From the fluorescence emission studies, the number of binding sites and binding constant were calculated to be 2 and (4.5 +/- 0.01) x 10(5) M(-1), respectively. The free energy change was calculated as -7.6 kcal M(-1) at 25 degrees C, which indicates the hydrophobic interactions of CT with HSA and is in well agreement with the computational calculations and molecular docking studies. The changes in the secondary structure of HSA after its complexation with the ligand were studied with CD spectroscopy, which indicated that the protein became partially unfolded. Also, temperature did not affect the HSA-CT complexes. The binding of CT with HSA was detected as 2 molecules bound to HSA was determined using micro TOF-Q mass spectrometry. Further, molecular docking studies revealed that CT was binding at subdomain IIA with hydrophobic interactions and also by hydrogen-bond interactions between the hydroxyl (OH) group of carbon-16 and carbon-2 of CT and Arg222, Ala291, Val293, and Met298 of HSA, with hydrogen-bond distances of 2.488, 2.811, 2.678, and 2.586 A, respectively.

Amides from the stem of Capsicum annuum.[Pubmed:21425680]

Nat Prod Commun. 2011 Feb;6(2):227-9.

7'-(4'-hydroxyphenyl)-N-[(4-methoxyphenyl)ethyl]propenamide (1), 7'-(3',4'-dihydroxyphenyl)-N-[(4-methoxyphenyl)ethyl]propenamide (2), N-p-trans-Coumaroyltyramine (3), N-trans-caffeoyltyramine (4), beta-sitostenone (5), ferulic acid (6), hydroferulic acid (7), 5-hydroxy-3,4-dimethoxycinnamic acid (8), veratic acid (9), vanillic acid (10), isovanillic acid (11), syringic acid (12), (+)-syringaresinol (13), and pheophorbide a (14) were isolated from the stems of Capsicum annuum (Solanaceae). Among them, 1 is a new amide compound. The structures of these compounds were characterized and identified by spectral analyses.

Description

N-p-trans-Coumaroyltyramine is a cinnamoylphenethyl amide isolated from polygonum hyrcanicum, acts as an acetylcholinesterase (AChE) inhibitor with an an IC50 of 122 μM. N-p-trans-Coumaroyltyramine exhibits anti-trypanosomal activity with an IC50 of 13.3 µM for T. brucei rhodesiense.

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