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Isopsoralen

$45

  • Brand : BIOFRON

  • Catalogue Number : AV-P10552

  • Specification : 98%

  • CAS number : 523-50-2

  • Formula : C11H6O3

  • Molecular Weight : 186.16

  • PUBCHEM ID : 10658

  • Volume : 500mg

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Catalogue Number

AV-P10552

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

186.16

Appearance

White needle crystal

Botanical Source

Psoralea corylifolia Linn./roots and leaves of angelica (Angelica archangelica). Found in roots and on surface of parsnips and diseased celery. Also in other Angelica spp, Heracleum spp. and others

Structure Type

Coumarins

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3

Synonyms

2H-Furo[2,3-h][1]benzopyran-2-one/4-Hydroxy-5-benzofuranacrylic acid γ-lactone/Furo[2,3-h]benzopyran-2-one/2-Oxo-(2H)-furo(2,3-h)-1-benzopyran,2H-Furo[2,3-h]-1-benzopyran-2-one/ISOPSORALENE/Isopsoralen/ANGELICINE/angecin/2-Oxo-(2H)-furo(2,3-h)-1-benzopyran 2H-Furo[2,3-h]-1-benzopyran-2-one/T B566 EO LVOJ/2H-Furo[2,3-h]chromen-2-one/2H-Furo[2,3-h]-1-benzopyran-2-one/isopsoralin/Angelicin/ISOBERGAPTEN

IUPAC Name

furo[2,3-h]chromen-2-one

Density

1.4±0.1 g/cm3

Solubility

Methanol; Ethyl Acetate

Flash Point

173.1±23.7 °C

Boiling Point

362.6±27.0 °C at 760 mmHg

Melting Point

132-134ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:523-50-2) 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

29115612

Abstract

The present study aimed to examine the effects of isopsoralen against postmenopausal osteoporosis in an ovariectomized rat model. The ovariectomized rats were treated with three days 10 mg/kg isopsoralen or with three days 20 mg/kg isopsoralen. Alkaline phosphatase, the oxidative stress indicators and caspase?3/9 were measured using ELISA assay kits. Reverse transcription?quantitative polymerase chain reaction was used to measure collagen type I (Col I), osteocalcin and osteoprotegerin mRNA levels. Wnt, β?catenin and peroxisome proliferators?activated receptor γ (PPAR?γ) were analyzed using western blot analysis. Isopsoralen suppressed mature adipocyte differentiation of C2C12 cells, inhibited serum calcium and urinary calcium levels, and reduced the structural scores of articular cartilage and cancellous bone in the proximal tibia metaphysis of mice with postmenopausal osteoporosis. Isopsoralen also promoted the activity of alkaline phosphatase and the mRNA expression levels of Col 1, osterix and osteopontin in mice with postmenopausal osteoporosis. Oxidative stress and activities of caspase?3/9 in the mice with postmenopausal osteoporosis were effectively suppressed by isopsoralen treatment, which upregulated the protein expression of Wnt/β?catenin and downregulated the protein expression of PPAR?γ. These findings demonstrated that isopsoralen prevented osteoporosis through the regulation of PPAR?γ/WNT, inhibiting oxidative stress by targeting the PPAR?γ/WNT pathway. These results provide evidence of the potential targeted therapy for isopsoralen in the clinical treatment of postmenopausal osteoporosis.

Title

Isopsoralen regulates PPAR?γ/WNT to inhibit oxidative stress in osteoporosis.

Author

Wang J1, Wang G2, Gong L2, Sun G1, Shi B1, Bao H1, Duan Y1.

Publish date

2018 Jan

PMID

30314280

Abstract

Isopsoralen (IPRN), one of the main effective ingredients in Psoralea corylifolia Linn, has a variety of biological effects, including antiosteoporotic effects. In vivo studies show that IPRN can increase bone strength and trabecular bone microstructure in a sex hormone deficiency-induced osteoporosis model. However, the mechanism underlying this osteogenic potential has not been investigated in detail. In the present study, we investigated the molecular mechanism of IPRN-induced osteogenesis in MC3T3-E1 cells. Isopsoralen promoted osteoblast differentiation and mineralization, increased calcium nodule levels and alkaline phosphatase (ALP) activity and upregulated osteoblast markers, including ALP, runt-related transcription factor 2 (RUNX2), and collagen type I alpha 1 chain (COL1A1). Furthermore, IPRN limited the nucleocytoplasmic shuttling of aryl hydrocarbon receptor (AhR) by directly binding to AhR. The AhR target gene cytochrome P450 family 1 subfamily A member 1 (CYP1A1) was also inhibited in vitro and in vivo. This effect was inhibited by the AhR agonists indole-3-carbinol (I3C) and 3-methylcholanthrene (3MC). Moreover, IPRN also increased estrogen receptor alpha (ERα) expression in an AhR-dependent manner. Taken together, these results suggest that IPRN acts as an AhR antagonist and promotes osteoblast differentiation via the AhR/ERα axis.

KEYWORDS

aryl hydrocarbon receptor; estrogen receptor alpha; isopsoralen; osteogenesis

Title

Isopsoralen Enhanced Osteogenesis by Targeting AhR/ERα.

Author

Ge L1,2, Cui Y3, Cheng K4, Han J5.

Publish date

2018 Oct 11

PMID

30634019

Abstract

Isopsoralen is a major active and quality-control component of Fructus Psoraleae, but lacks a full safety evaluation. We evaluated the oral toxicity of isopsoralen in Wistar rats treated for 3?months?at doses of 0, 3.5, 7.0, and 14?mg/kg. Additionally, the plasma metabolomics of isopsoralen in male and female rats treated for 3?months?at doses of 0 and 14?mg/kg were investigated by gas chromatography-mass spectrometry. Many abnormalities were observed in the isopsoralen-treated rats, including suppression of body weight gain, and changes in serum biochemical parameters and visceral coefficients. Histopathological changes in liver, pancreatic, and reproductive system tissues were also observed in the isopsoralen-treated rats. The metabolomic analyses showed alterations in many metabolites (19 in female rats; 28 in male rats) after isopsoralen administration. The significant changes in these metabolites revealed metabolomic alterations in the isopsoralen-treated rats, especially in amino acid metabolism regardless of sex, including phenylalanine, tyrosine, and tryptophan biosynthesis and glycine, serine, and threonine metabolism. Furthermore, fatty acid metabolism comprised the main affected pathways in female rats, while lipid metabolism and energy metabolism were the main affected pathways in male rats.

Copyright ? 2019. Published by Elsevier Inc.

KEYWORDS

Fructus psoraleae; Isopsoralen; Metabolomics; Subchronic toxicity; Wistar rats

Title

Isopsoralen induces different subchronic toxicities and metabolomic outcomes between male and female Wistar rats.

Author

Zhang Y1, Yuan XM2, Wang YF3, Jiang MM3, Bi YN2, Liu Y4, Pu WL2, Song L5, Huang JY5, Sun LK3, Zhou ZX6, Zhou K7.

Publish date

2019 Apr


Description :

Angelicin, a furocoumarin naturally occurring tricyclic aromatic compound, structurally related to psoralens, is reported to have anti-cancer, antiviral, anti-inflammatory activity. IC50 value: 49.56 μM (cellular cytotoxicity); 5.39 μg/ml (28.95 μM) (against MHV-68)Target: In vitro: In human SH-SY5Y neuroblastoma cells, angelicin increased cellular cytotoxicity in a dose- and time-dependent manner with IC50 of 49.56 μM at 48 h of incubation. Angelicin dose-dependently downregulated the expression of anti-apoptotic proteins including Bcl-2, Bcl-xL, and Mcl-1; Angelicin-induced apoptosis is mediated primarily through the intrinsic caspase-mediated pathway[1]. Angelicin efficiently inhibited 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced lytic replication of human gammaherpresviruses in both EBV- and KSHV-infected cells [2]. Angelicin was potentially advantageous to prevent inflammatory diseases by inhibiting NF-κB and MAPK pathways [3].In vivo: