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Tetrahydrocurcumin

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-T2009

  • Specification : 98%

  • CAS number : 36062-04-1

  • Formula : C21H24O6

  • Molecular Weight : 372.415

  • PUBCHEM ID : 124072

  • Volume : 20mg

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Catalogue Number

BF-T2009

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

372.415

Appearance

Off-White crystalline powder

Botanical Source

rhizomes of Curcuma longa L.

Structure Type

Phenolics

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)CCC(=O)CC(=O)CCC2=CC(=C(C=C2)O)OC)O

Synonyms

1OR BQ E2V1V2R DQ CO1/1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione/3,5-Heptanedione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-/1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione/Tetrahydro Curcumin/3485469/Tetrahydrocurcumin

IUPAC Name

1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione

Density

1.2±0.1 g/cm3

Solubility

Methanol; DMSO

Flash Point

196.2±22.2 °C

Boiling Point

564.1±45.0 °C at 760 mmHg

Melting Point

95-97ºC

InChl

InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3

InChl Key

LBTVHXHERHESKG-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2907190000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:36062-04-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31210844

Abstract

Hyperglycemia-induced oxidative stress and fibrosis play a crucial role in the development of diabetic cardiomyopathy (DCM). Tetrahydrocurcumin (THC), a major bioactive metabolite of natural antioxidant curcumin, is reported to exert even more effective antioxidative and superior antifibrotic properties as well as anti-inflammatory and antidiabetic abilities. This study was designed to investigate the potential protective effects of THC on experimental DCM and its underlying mechanisms, pointing to the role of high glucose-induced oxidative stress and interrelated fibrosis. In STZ-induced diabetic mice, oral administration of THC (120 mg/kg/d) for 12 weeks significantly improved the cardiac function and ameliorated myocardial fibrosis and cardiac hypertrophy, accompanied by reduced reactive oxygen species (ROS) generation. Mechanically, THC administration remarkably increased the expression of the SIRT1 signaling pathway both in vitro and in vivo, further evidenced by decreased downstream molecule Ac-SOD2 and enhanced deacetylated production SOD2, which finally strengthened antioxidative stress capacity proven by repaired activities of SOD and GSH-Px and reduced MDA production. Additionally, THC treatment accomplished its antifibrotic effect by depressing the ROS-induced TGFβ1/Smad3 signaling pathway followed by reduced expression of cardiac fibrotic markers α-SMA, collagen I, and collagen III. Collectively, these finds demonstrated the therapeutic potential of THC treatment to alleviate DCM mainly by attenuating hyperglycemia-induced oxidative stress and fibrosis via activating the SIRT1 pathway.

Title

Tetrahydrocurcumin Ameliorates Diabetic Cardiomyopathy by Attenuating High Glucose-Induced Oxidative Stress and Fibrosis via Activating the SIRT1 Pathway.

Author

Li K1, Zhai M2, Jiang L2, Song F1, Zhang B2,3, Li J1, Li H1, Li B2, Xia L2, Xu L1, Cao Y1, He M1, Zhu H2, Zhang L2, Liang H2, Jin Z2, Duan W2, Wang S1,4.

Publish date

2019 May 9

PMID

31075698

KEYWORDS

APTT; Bisdemethoxycurcumin (BDMC); Curcumin; Demethoxycurcumin (DMC); Diferuloylmethane; PT; Platelet aggregation; Tetrahydrocurcumin (THC)

Title

The effects of tetrahydrocurcumin compared to curcuminoids on human platelet aggregation and blood coagulation in vitro.

Author

Chapman K1, Scorgie FE2, Ariyarajah A2, Stephens E3, Enjeti AK4, Lincz LF5.

Publish date

2019 Jul;

PMID

31029801

Abstract

Curcumin (CUR) is a bioactive compound present in many composite prescriptions of traditional Chinese medicine together with quercetin (QR) and paeoniflorin (PF). Little is known about the influence of QR and PF on the absorption and metabolism of CUR when the three compounds are orally co-administered. In this study, a rapid, sensitive, and reliable ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) method was developed and validated for the simultaneous determination of CUR, tetrahydrocurcumin (THC), QR, and PF in rat plasma by using tinidazole as the internal standard (IS). A liquid-liquid extraction method with ethyl acetate was used to pre-treat the plasma samples. Chromatographic separation was conducted on a C18 column with isocratic elution using acetonitrile and 0.1% formic acid water solution (80:20, v/v) as the mobile phase at the flow rate of 0.3 mL/min. A TSQ Quantum Access Max API mass spectrometer equipped with electrospray ionisation (ESI) source in selection reaction monitoring (SRM) mode was employed to determine transitions of m/z 369.0 → 176.9, 373.1 → 137.0, 303.0 → 228.9, 478.9 → 120.9, 248.1 → 121.0 for CUR, THC, QR, PF, and IS, respectively. The selectivity, precision, accuracy, extraction recovery, matrix effect, and stability of the method were validated. This developed and validated method was successfully applied in the pharmacokinetic study of CUR, THC, QR, and PF in rats. The effects of QR and PF on the pharmacokinetics of CUR and its metabolite, THC, were evaluated in the plasma of Sprague-Dawley rats that were orally co-administered CUR, QR, and PF. The results showed that the combined use of QR, PF, and CUR has a possible influence on the metabolism and excretion of CUR. Our work provides a fundamental method for the rapid simultaneous determination of CUR, THC, QR, and PF in rat plasma. Furthermore, this study will provide a basic method for the analysis of pharmacokinetic interaction of CUR, QR, and PF and offer a scientific basis for a possible combination therapy with the three compounds.

Copyright © 2019. Published by Elsevier B.V.

KEYWORDS

Curcumin; Method validation; Paeoniflorin; Quercetin; Tetrahydrocurcumin; UHPLC-MS/MS

Title

Simultaneous determination of curcumin, tetrahydrocurcumin, quercetin, and paeoniflorin by UHPLC-MS/MS in rat plasma and its application to a pharmacokinetic study.

Author

Yu W1, Wen D2, Cai D3, Zheng J4, Gan H5, Jiang F6, Liu X7, Lao B8, Yu W9, Guan Y10, Zhong G11.

Publish date

2019 Aug 5


Description :

Tetrahydrocurcumin is a Curcuminoid found in turmeric (Curcuma longa) that is produced by the reduction of Curcumin. Tetrahydrocurcumin inhibit CYP2C9 and CYP3A4.