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Piperine

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-P2002

  • Specification : 98%

  • CAS number : 94-62-2

  • Formula : C17H19NO3

  • Molecular Weight : 285.34

  • PUBCHEM ID : 638024

  • Volume : 20mg

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Catalogue Number

BF-P2002

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

285.34

Appearance

White crystalline powder

Botanical Source

Piper hancei,Piper betle,Piper nigrum,Piper longum

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3

Synonyms

2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)-/(2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2,4-pentadien-1-one/5-(1,3-benzodioxol-5-yl)-1-piperidinopenta-2,4-dien-1-one/(2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one/(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine/1-(5-(3,4-Methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)piperidine/trans,trans-1-piperoylpiperidine/1-PIPEROYL-(E,E)-PIPERIDINE/Piperine/1-Piperoylpiperidine, (E,E)-/Piperidine, 1-[5- (1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-/piperidine, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-/Piperidine, 1-piperoyl-, (E,E)-/(E,E)-1-piperoylpiperidine/Piperidine, 1-(5-(3,4-methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)-/PIPERLINE/Piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-/Piperidine, 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (E,E)-/Piperin/1-Piperoylpiperidine/Bioperine

IUPAC Name

(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

Density

1.2±0.1 g/cm3

Solubility

Methanol; Ethanol

Flash Point

255.3±27.3 °C

Boiling Point

498.5±40.0 °C at 760 mmHg

Melting Point

131-135 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2934990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:94-62-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31956239

Abstract

A novel method was developed for quantification of five major piperine derivatives (piperanine, piperine, chavicine, isopiperine, and isochavicine) in a hot water extract of long pepper fruit (LPE) using the relative molar sensitivity (RMS) based on the combination of HPLC/UV and 1H- quantitative NMR (1H-qNMR). The RMSs of piperanine, chavicine, isopiperine, and isochavicine to piperine of which the absolute purity was determined by 1H-qNMR were calculated to be 0.3693, 1.138, 0.9164, and 1.277, respectively. The total amount of piperine derivatives in LPE was quantified by both 1H-qNMR and HPLC/UV based on the RMS using piperine as a single-reference material (RMS method). The relative difference in quantitation values of 1H-qNMR and calibration curve method from the RMS method was 2.01% or less. The relative difference of the total cis-trans piperine isomers content between before and after photoirradiation in piperine solution was quantified to be 2.84% by the RMS method. In addition, the interlaboratory difference of the RMS method was confirmed in the range of 0.600 to 4.00 μg/g when analysis was performed on piperine derivatives in LPE containing tablets, while the total amount of piperine derivatives in the tablets was quantified at 606 μg/g. Our proposed method is a reliable tool for determining the contents of piperine and the derivatives in LPE and processed foods containing LPE.

KEYWORDS

1H-qNMR; HPLC/UV; RMS; chavicine; isochavicine; isopiperine; long pepper; piperanine; piperine

Title

[Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract by HPLC Using Relative Molar Sensitivity].

Author

Mizumoto T1, Nakano F1, Nishizaki Y2, Masumoto N2, Sugimoto N2.

Publish date

2019

PMID

31711793

Abstract

Piperine has been associated with neuroprotective effects and monoamine oxidase (MAO) inhibition, thus being an attractive scaffold to develop new antiparkinsonian agents. Accordingly, we prepared a small library of piperine derivatives and screened the inhibitory activities towards human MAO isoforms (hMAO-A and hMAO-B). Structure-activity relationship (SAR) studies pointed out that the combination of α-cyano and benzyl ester groups increased both potency and selectivity towards hMAO-B. Kinetic experiments with compounds 7, 10 and 15 indicated a competitive hMAO-B inhibition mechanism. Compounds 15 and 16, at 10 μM, caused a small but significant decrease in P-gp efflux activity in Caco-2 cells. Compound 15 stands out as the most potent piperine-based hMAO-B inhibitor (IC50 = 47.4 nM), displaying favourable drug-like properties and a broad safety window. Compound 15 is thus a suitable candidate for lead optimization and the development of multitarget-directed ligands.

Copyright © 2019 Elsevier Masson SAS. All rights reserved.

KEYWORDS

Monoamine oxidase; P-gp; Parkinson's disease; Piperine; Structure-activity-toxicity relationship

Title

Design of novel monoamine oxidase-B inhibitors based on piperine scaffold: Structure-activity-toxicity, drug-likeness and efflux transport studies.

Author

Chavarria D1, Fernandes C2, Silva V3, Silva C2, Gil-Martins E3, Soares P2, Silva T1, Silva R4, Remião F4, Oliveira PJ5, Borges F6.

Publish date

2020 Jan 1

PMID

31678675

Abstract

A simple, rapid method of the detection of piperine in black pepper is reported using a voltammetric sensor based on a glassy carbon (GC) electrode with analysis following a short one-step extraction using ethanol. The method is based on a novel potential sweep designed to maximise signal sizes and shown with context of the present analytical challenge to be essential for gathering data allowing the construction of a linear calibration curve for the analysis in the relevant range namely 0.25-5.0 mM.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Detection in black pepper; Piperine; Semi-circular potential sweep voltammetry

Title

Electrochemical quantification of piperine in black pepper.

Author

Wang Y1, Chen L2, Chaisiwamongkhol K3, Compton RG4.

Publish date

2020 Mar 30


Description :

255.3±27.3 °C