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Pinocembrin

$250

  • Brand : BIOFRON

  • Catalogue Number : BF-P3017

  • Specification : 98%

  • CAS number : 480-39-7

  • Formula : C15H12O4

  • Molecular Weight : 256.25

  • PUBCHEM ID : 68071

  • Volume : 100mg

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Catalogue Number

BF-P3017

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

256.25

Appearance

White crystalline powder

Botanical Source

Glycyrrhiza uralensis,Alpinia coriacea,Goniothalamus calvicarpus,Lindera reflexa,Populus davidiana

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3

Synonyms

Galangin flavanone/(2S)-5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one/Pinocembrin/(2S)-pinocembrin/Dihydrochrysin/(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one/5,7-Dihydroxyflavanone/4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)-/(2S)-5,7-dihydroxy-2-phenylchroman-4-one/4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-(-)-

IUPAC Name

(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one

Density

1.4±0.1 g/cm3

Solubility

Methanol; Acetontrile; Dimethylsulfoxide

Flash Point

199.3±23.6 °C

Boiling Point

511.1±50.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1

InChl Key

URFCJEUYXNAHFI-ZDUSSCGKSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:480-39-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28007523

Abstract

Neuroinflammation is a major contributor to intracerebral hemorrhage (ICH) progression, but no drug is currently available to reduce this response and protect against ICH-induced injury. Recently, the natural product pinocembrin has been shown to ameliorate neuroinflammation and is undergoing a phase II clinical trial for ischemic stroke treatment. In this study, we examined the efficacy of pinocembrin in an ICH model, and further examined its effect on microglial activation and polarization. In vivo, pinocembrin dose-dependently reduced lesion volume by ∼47.5% and reduced neurologic deficits of mice at 72h after collagenase-induced ICH. The optimal dose of pinocembrin (5mg/kg) suppressed microglial activation as evidenced by decreases in CD68-positive microglia and reduced proinflammatory cytokines tumor necrosis factor (TNF)-α, interleukin (IL)-1β, and IL-6. Pinocembrin also reduced the number of classically activated M1-like microglia without affecting M2-like microglia in the perilesional region. Additionally, pinocembrin decreased the expression of toll-like receptor (TLR)4 and its downstream target proteins TRIF and MyD88. The protection by pinocembrin was lost in microglia-depleted mice and in TLR4lps-del mice, and pinocembrin failed to decrease the number of M1-like microglia in TLR4lps-del mice. In lipopolysaccharide-stimulated BV-2 cells or primary microglia, pinocembrin decreased M1-related cytokines and markers (IL-1β, IL-6, TNF-α, and iNOS), NF-κB activation, and TLR4 expression, but it did not interfere with TLR4/MyD88 and TLR4/TRIF interactions or affect microglial phagocytosis of red blood cells. Inhibition of the TLR4 signaling pathway and reduction in M1-like microglial polarization might be the major mechanism by which pinocembrin protects hemorrhagic brain. With anti-inflammatory properties, pinocembrin could be a promising new drug candidate for treating ICH and other acute brain injuries.
Copyright a© 2016 Elsevier Inc. All rights reserved.

KEYWORDS

Intracerebral hemorrhage; Microglial polarization; Pinocembrin; Toll-like receptor 4

Title

Pinocembrin protects hemorrhagic brain primarily by inhibiting toll-like receptor 4 and reducing M1 phenotype microglia.

Author

Lan X1, Han X1, Li Q1, Li Q1, Gao Y1, Cheng T1, Wan J1, Zhu W1, Wang J2.

Publish date

2017 Mar

PMID

29642511

Abstract

Propolis is a resinous beehive product that has been used worldwide in traditional medicine to prevent and treat colds, wounds, rheumatism, heart disease and diabetes. Diabetic nephropathy is the final stage of renal complications caused by diabetes and for its treatment there are few alternatives. The present study aimed to determine the chemical composition of three propolis samples collected in Chihuahua, Durango and Zacatecas and to evaluate the effect of pinocembrin in a model of diabetic nephropathy in vivo. Previous research demonstrated that propolis of Chihuahua possesses hypoglycemic and antioxidant activities. Two different schemes were assessed, preventive (before renal damage) and corrective (once renal damage is established). In the preventive scheme, pinocembrin treatment avoids death of the rats, improves lipid profile, glomerular filtration rate, urinary protein, avoid increases in urinary biomarkers, oxidative stress and glomerular basement membrane thickness. Whereas, in the corrective scheme, pinocembrin only improves lipid profile without showing improvement in any other parameters, even pinocembrin exacerbated the damage. In conclusion, pinocembrin ameliorates diabetic nephropathy when there is no kidney damage but when it is already present, pinocembrin accelerates kidney damage.

KEYWORDS

diabetes; diabetic nephropathy; pinocembrin; propolis; renal failure

Title

Effect of Pinocembrin Isolated from Mexican Brown Propolis on Diabetic Nephropathy.

Author

Granados-Pineda J1, Uribe-Uribe N2, Garcia-Lopez P3, Ramos-Godinez MDP4, Rivero-Cruz JF5, Perez-Rojas JM6.

Publish date

2018 Apr 9

PMID

28821452

Abstract

Pinocembrin (5, 7- dihydroxy flavanone) is the most abundant chiral flavonoid found in propolis, exhibiting antioxidant, antimicrobial and anti-inflammatory properties. However, the effect of Pinocembrin on allergic response is unexplored. Thus, current study aimed at investigating the effects of Pinocembrin on IgE-mediated allergic response in vitro. A special emphasis was directed toward histidine decarboxylase (HDC) and other pro-allergic and pro-inflammatory mediators. Preliminary studies, using a microbiological model of Klebsiella pneumoniae, provided first evidences that suggest Pinocembrin as a potential thermal stable inhibitor for HDC. Applying docking analysis revealed possible interaction between Pinocembrin and mammalian HDC. In vitro studies validated the predicted interaction and showed that Pinocembrin inhibits HDC activity and histamine in IgE-sensitized RBL-2H3 in response to dinitrophenol (DNP)-bovine serum albumin (BSA) stimulation. In addition, Pinocembrin mitigated the damage in the mitochondrial membrane, formation of cytoplasmic granules and degranulation as indicated by lower β-hexoseaminidase level. Interestingly, it reduced range of pro-inflammatory mediators in the IgE-mediated allergic response including tumor necrosis factor (TNF)-α, interleukin (IL)-6, nitric oxide (NO), inducible NO synthase (iNOS), phosphorylation of inhibitory kappa B (IкB)-α, prostaglandin (PGE)-2 and cyclooxygenase (COX)-2. In conclusion, current study suggests Pinocembrin as a potential HDC inhibitor, and provides the first evidences it is in vitro anti-allergic properties, suggesting Pinocembrin as a new candidate for natural anti-allergic drugs.
Copyright © 2017 Elsevier B.V. All rights reserved.

KEYWORDS

Histidine decarboxylase; IgE-mediated allergy; Pinocembrin; Pro-inflammatory mediators

Title

Pinocembrin, a novel histidine decarboxylase inhibitor with anti-allergic potential in in vitro.

Author

Hanieh H1, Hairul Islam VI2, Saravanan S3, Chellappandian M4, Ragul K3, Durga A3, Venugopal K5, Senthilkumar V3, Senthilkumar P6, Thirugnanasambantham K7.

Publish date

2017 Nov 5


Description :

Pinocembrin ((+)-Pinocoembrin) is a flavonoid found in propolis, acts as a competitive inhibitor of histidine decarboxylase, and is an effective anti-allergic agent, with antioxidant, antimicrobial and anti-inflammatory properties[1].