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Rubiadin

$300

  • Brand : BIOFRON

  • Catalogue Number : BF-R4001

  • Specification : 98%(HPLC)

  • CAS number : 117-02-2

  • Formula : C15H10O4

  • Molecular Weight : 254.24

  • PUBCHEM ID : 124062

  • Volume : 20mg

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Catalogue Number

BF-R4001

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

254.24

Appearance

White crystalline powder

Botanical Source

roots of Rubia cordifolia

Structure Type

Others

Category

Standards;Natural Pytochemical;API

SMILES

CC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)O

Synonyms

1,3-Dihydroxy-2-methyl-9,10-anthracenedione/L C666 BV IVJ DQ E1 FQ/1,3-Dihydroxy-2-methyl-9,10-anthraquinone/2-methyl-1,3-dihydroxyanthraquinone/1,3-dihydroxy-2-methyl-anthraquinone/Rubiadine/1,3-dihydroxy-2-methylanthracene-9,10-dione/9,10-Anthracenedione, 1,3-dihydroxy-2-methyl-/Rubiadin/1,3-Dihydroxy-2-methyl-anthrachinon/9,10-Anthracenedione,1,3-dihydroxy-2-methyl/1,3-Dihydroxy-2-methyl-9,10-anthracenedione,1,3-Dihydroxy-2-methylanthraquinone

IUPAC Name

1,3-dihydroxy-2-methylanthracene-9,10-dione

Applications

Density

1.5±0.1 g/cm3

Solubility

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

Flash Point

286.6±21.1 °C

Boiling Point

527.1±30.0 °C at 760 mmHg

Melting Point

290ºC

InChl

InChI=1S/C15H10O4/c1-7-11(16)6-10-12(13(7)17)15(19)9-5-3-2-4-8(9)14(10)18/h2-6,16-17H,1H3

InChl Key

IRZTUXPRIUZXMP-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2914690000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:117-02-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31029636

Abstract

The aim of this study was to investigate the clinical, biochemical and toxicological findings of the experimentally poisoning induced by Heterophyllaea pustulata in goats. Ten healthy adult female Saanen breed goats were used in the experiment. The goats were randomly assigned to two groups of five individuals: control and experimental group (CG and EG). Both groups were kept in the same enclosure devoid of shade for 8 h daily. The EG received only H. pustulata samples (leaves and thin steam) and water ad libitum. The CG received lucerne hay. Blood samples were taken at different times after oral administration of vegetal samples, and level of hepatic enzymes, total bilirubin, conjugated and non-conjugated bilirubin was measured, together with the detection of anthraquinones (AQs) and phylloerythrin by High Performance Liquid Chromatography with Diode-Array Detector and Mass Spectrometry with Electron Spray Ionization and Quadrupole Time Of Fly analysis. At the same time, skin biopsy samples were collected for AQs determinations. For histopathological examination, hepatic biopsy samples were collected on day 8. Clinically, all goats of the EG revealed photophobia, dermatitis and photosensitization. None of these goats developed jaundice or died during the experiment (15 days). In addition, affected goats exhibited a significant elevation in the serum levels of glutamic oxaloacetic transaminase, direct bilirubin, and total bilirubin. Microscopic examination of the liver samples revealed slight degenerative lesions. Although phylloerythrin was not detected in sera, a high level of two predominant AQs in H. pustulata (rubiadin/soranjidiol) were noted between 24 and 72 h after plant consumption, which coincided with the period in which the clinical signs were more obvious. Since those AQs were not identified in skin samples, the clinical findings were supported by the presence of AQs in sera. Finally, toxicological studies of the AQs are important, since many current works suggest their potential use in the photodynamic therapy.

Published by Elsevier Ltd.

KEYWORDS

Anthraquinone derivatives; Dermatitis; Phototoxicity; Poisonous plants; Primary photosensitization

Title

Experimental poisoning by Heterophyllaea pustulata Hook. f. (Rubiaceae) in goats. Clinical, biochemical and toxicological aspects.

Author

Micheloud JF1, Aguirre LS2, Marioni J3, Mugas ML3, Cabrera JL3, Martinez OG4, Gallardo SC4, Gimeno EJ5, NúNez-Montoya SC3.

Publish date

2019 Jul

PMID

30392907

Abstract

Rubiadin-1-methyl ether (RBM) is a natural anthraquinone compound isolated from the root of Morinda officinalis How. In our previous study, RBM was found to have inhibitory effects on the TRAP activity of osteoclasts, which means that RBM may be a candidate for therapy of bone diseases characterized by enhanced bone resorption. However, the further effect of RBM on osteoclasts and the underlying mechanism remain unclear. In the present study, we investigated the effects of RBM isolated from Morinda officinalis How. on osteoclasts derived from bone marrow macrophages (BMMs) and the underlying mechanism in vitro. RBM at the dose that did not affect the viability of cells significantly inhibited RANKL-induced osteoclastogenesis and actin ring formation of osteoclast, while RBM performed a stronger effect at the early stage. In addition, RBM downregulated the expression of osteoclast-related proteins, including nuclear factor of activated T cells cytoplasmic 1 (NFATc1), cellular oncogene Fos (c-Fos), matrix metallopeptidase 9 (MMP-9) and cathepsin K (CtsK) as shown by Western blot. Furthermore, RBM inhibited the phosphorylation of NF-κB p65 and the degradation of IκBα as well as decreased the nuclear translocation of p65. Collectively, the results suggest that RBM inhibit osteoclastic bone resorption through blocking NF-κB pathway and may be a promising agent for the prevention and treatment of bone diseases characterized by excessive bone resorption.

Copyright © 2018 Elsevier Inc. All rights reserved.

KEYWORDS

Morinda officinalis How; NF-κB pathway; Osteoclast; RANKL; Rubiadin-1-methyl ether

Title

Rubiadin-1-methyl ether from Morinda officinalis How. Inhibits osteoclastogenesis through blocking RANKL-induced NF-κB pathway.

Author

He YQ1, Zhang Q2, Shen Y2, Han T3, Zhang QL4, Zhang JH3, Lin B5, Song HT5, Hsu HY6, Qin LP7, Xin HL8, Zhang QY9.

Publish date

2018 Dec 2

PMID

29044868

Abstract

Prismatomeris connata was a kind of Rubiaceae plant for treatment of hepatitis, hepatic fibrosis and silicosis. Whereas, the effective components of Prismatomeris connata remains unexplored. The aim of this study was to investigate the inhibitory effects and mechanisms of Rubiadin isolated from Prismatomeris connata against HBV using HepG2.2.15 cells. The levels of hepatitis B surface antigen (HBsAg), hepatitis B e antigen (HBeAg), and hepatitis B core antigen (HBcAg) in the supernatants or cytoplasm were examined using by enzyme-linked immunosorbent assay. HBV DNA was qualified q-PCR. Rubiadin was isolated by silica gel column. The structure of the compound was elucidated by HPLC, FT-IR, 1 H-NMR, 13 C-NMR and identified as 1,3-Dihydroxy-2-methyl-9, 10-anthraquinone. Rubiadin significantly decreased HBeAg,HBcAg secretion level and inhibit HBV DNA replication. Rubiadin inhibits the proliferation of the cells and HBx protein expression in a dose-dependent manner. The intracellular calcium concentration was significantly reduced. These results demonstrated that Rubiadin could inhibit HepG2.2.15 cells proliferation, reduce the level of HBx expression, and intracellular free calcium, which might become a novel anti-HBV drug candidate.

Copyright © 2017 John Wiley & Sons, Ltd.

KEYWORDS

HBV; HBx; anti-HBV drug candidate; Prismatomeris connata; Rubiadin

Title

Effects of Rubiadin isolated from Prismatomeris connata on anti-hepatitis B virus activity in vitro.

Author

Peng Z1, Fang G2, Peng F1, Pan Z1, Su Z1, Tian W1, Li D1, Hou H1.

Publish date

2017 Dec