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Bellidifolin

$576

  • Brand : BIOFRON

  • Catalogue Number : BD-D1224

  • Specification : 98%(HPLC)

  • CAS number : 2798-25-6

  • Formula : C14H10O6

  • Molecular Weight : 274.23

  • PUBCHEM ID : 5281623

  • Volume : 20MG

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Catalogue Number

BD-D1224

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

274.23

Appearance

Yellow powder

Botanical Source

Gentianaceae, e.g. Swertia and Gentiana spp/Gentiana bellidifolia, other Gentiana spp. and Swertia spp.

Structure Type

Xanthones

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC(=C2C(=C1)OC3=C(C=CC(=C3C2=O)O)O)O

Synonyms

1,5,8-trihydroxy-3-methoxyxanthone/9H-Xanthen-9-one, 1,5,8-trihydroxy-3-methoxy-/Bellidifolin/3-Methoxy-1,5,8-trihydroxyxanthen-9-one/1,5,8-Trihydroxy-3-methoxy-9H-xanthen-9-one/bellidifodin/3-Methoxy-1,5,8-trihydroxyxanthone/1,5,8-trihydroxy-3-methoxyxanthen-9-one/1,5,8-Trihydroxy-3-methoxy-xanthen-9-on/1,5,8-trihydroxy-3-methoxy-xanthen-9-one/Bellidifolium/Bellidifoline

IUPAC Name

1,5,8-trihydroxy-3-methoxyxanthen-9-one

Applications

Density

1.6±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

228.0±23.6 °C

Boiling Point

580.2±50.0 °C at 760 mmHg

Melting Point

265-267ºC

InChl

InChI=1S/C14H10O6/c1-19-6-4-9(17)11-10(5-6)20-14-8(16)3-2-7(15)12(14)13(11)18/h2-5,15-17H,1H3

InChl Key

JDIORNFCMMYMLF-UHFFFAOYSA-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#:2798-25-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

31076338

Abstract

Viral protein R (Vpr) is a small, basic accessory protein (14 kDa) that is well conserved in Human immunodeficiency virus-1 (HIV-1), HIV-2, and simian immunodeficiency virus (SIV). Numerous investigations over the past 2 decades have suggested that Vpr would be an attractive target for HIV disease treatment. Small molecules, including fumagillin, damnacanthal, quercetin, vipirinin, isopimarane diterpenoids, picrasane quassinoids, iridoids, and bis-iridoid glycosides, have been reported as potent Vpr inhibitors. These compounds may not only represent HIV drug seeds, but also could be new target compounds for biochemical synthesis such as current synthetic biology and enzyme bioengineering approaches, due to their anti-Vpr activities. In our investigations of different types of compounds with Vpr inhibitory activity, we found that the CHCl3 soluble, crude extract of the whole Swertia chirata plant inhibited the expression of Vpr in Hela cells harboring the TREx plasmid encoding full-length Vpr (TREx-HeLa-Vpr cells). The purification and isolation of the active CHCl3 soluble portion afforded six secondary metabolites, including four xanthone derivatives, decussatine (1), methylswertianin (2), 1-hydroxy-3,5-dimethoxyxanthone (3), and bellidifolin (4), and two triterpenoids, oleanolic acid (5) and 12-hydroxyoleanolic lactone (6). The evaluation of the anti-Vpr activities of 1, 2, and 4-6 against TREx-HeLa-Vpr cells revealed that 4 and 5 are potent Vpr inhibitors with an effective dose of 10 μM, and are chemically and structurally distinct from previously reported inhibitors.

Copyright © 2019 The Society for Biotechnology, Japan. Published by Elsevier B.V. All rights reserved.

KEYWORDS

Bellidifolin; Oleanolic acid; Swertia chirata; TREx-HeLa-Vpr cells; Vpr inhibitors; Xanthone derivatives

Title

Viral protein R inhibitors from Swertia chirata of Myanmar.

Author

Woo SY1, Win NN1, Noe Oo WM2, Ngwe H3, Ito T4, Abe I5, Morita H6.

Publish date

2019 Oct;

PMID

30800665

Abstract

In previous studies, Gentianella acuta (Michx.) Hulten was reported to contain xanthones, iridoids, terpenoids, and sterols and is mainly used to cure hepatitis, jaundice, fever, headache, and angina pectoris. In this study, we used bioassay guided fractionation to identify compounds from G. acuta and investigated their activity against hydrogen peroxide (H2O2)-induced apoptosis of H9c2 cells using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. The levels of nuclear factor erythroid 2-related factor 2 (Nrf2), heme oxygenase-1 (HO-1), and glutamate-cysteine ligase catalytic (GCLC) expression were assessed using quantitative real-time polymerase chain reaction (qRT-PCR). Protein expression was evaluated using western blot. The results showed that all four compounds had protective effects on H9c2 cells. The transcription levels of HO-1 and GCLC significantly increased in H9c2 cells pretreated with norswertianolin (1), swetrianolin (2), demethylbellidifolin (3), and bellidifolin (4). However, compared to the model group, the transcription levels of Nrf2 were not enhanced by pretreatment with compounds 1, 2, and 4. The protein expression levels of HO-1 and GCLC in H9c2 cells were greater than that in the H2O2-treated group, and the expression of Nrf2 was not significantly changed except by swetrianolin treatment; inhibitors can reverse the protective effect by ZnPP (15 μM), BSO (10 μM), and brusatol (10 μM). The results indicated that the four compounds isolated from G. acuta inhibited the oxidative injury induced by H2O2 by activating the Nrf2/ARE pathway in H9c2 cells and provide evidence that G. acuta may be a potential therapeutic agent for the treatment of cardiovascular diseases.

Title

Effects of Four Compounds from Gentianella acuta (Michx.) Hulten on Hydrogen Peroxide-Induced Injury in H9c2 Cells.

Author

Ren K1, Su H2,3, Lv LJ4, Yi LT3, Gong X1, Dang LS5, Zhang RF2,3, Li MH1,2,3.

Publish date

2019 Jan 20;

PMID

30800665

Abstract

In previous studies, Gentianella acuta (Michx.) Hulten was reported to contain xanthones, iridoids, terpenoids, and sterols and is mainly used to cure hepatitis, jaundice, fever, headache, and angina pectoris. In this study, we used bioassay guided fractionation to identify compounds from G. acuta and investigated their activity against hydrogen peroxide (H2O2)-induced apoptosis of H9c2 cells using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. The levels of nuclear factor erythroid 2-related factor 2 (Nrf2), heme oxygenase-1 (HO-1), and glutamate-cysteine ligase catalytic (GCLC) expression were assessed using quantitative real-time polymerase chain reaction (qRT-PCR). Protein expression was evaluated using western blot. The results showed that all four compounds had protective effects on H9c2 cells. The transcription levels of HO-1 and GCLC significantly increased in H9c2 cells pretreated with norswertianolin (1), swetrianolin (2), demethylbellidifolin (3), and bellidifolin (4). However, compared to the model group, the transcription levels of Nrf2 were not enhanced by pretreatment with compounds 1, 2, and 4. The protein expression levels of HO-1 and GCLC in H9c2 cells were greater than that in the H2O2-treated group, and the expression of Nrf2 was not significantly changed except by swetrianolin treatment; inhibitors can reverse the protective effect by ZnPP (15 μM), BSO (10 μM), and brusatol (10 μM). The results indicated that the four compounds isolated from G. acuta inhibited the oxidative injury induced by H2O2 by activating the Nrf2/ARE pathway in H9c2 cells and provide evidence that G. acuta may be a potential therapeutic agent for the treatment of cardiovascular diseases.

Title

Effects of Four Compounds from Gentianella acuta (Michx.) Hulten on Hydrogen Peroxide-Induced Injury in H9c2 Cells.

Author

Ren K1, Su H2,3, Lv LJ4, Yi LT3, Gong X1, Dang LS5, Zhang RF2,3, Li MH1,2,3.

Publish date

2019 Jan 20