Catalogue Number
BF-A3034
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
2-8°C
Molecular Weight
186.16
Appearance
White needle crystal
Botanical Source
Notopterygium incisum,Cullen corylifolium,Capparis spinosa
Structure Type
Phenylpropanoids
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
2932200000
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
MSDS
29115612
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.
Isopsoralen regulates PPAR‑γ/WNT to inhibit oxidative stress in osteoporosis.
Wang J1, Wang G2, Gong L2, Sun G1, Shi B1, Bao H1, Duan Y1.
2018 Jan
30314280
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.
aryl hydrocarbon receptor; estrogen receptor alpha; isopsoralen; osteogenesis
Isopsoralen Enhanced Osteogenesis by Targeting AhR/ERα.
Ge L1,2, Cui Y3, Cheng K4, Han J5.
2018 Oct 11
30634019
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.
Fructus psoraleae; Isopsoralen; Metabolomics; Subchronic toxicity; Wistar rats
Isopsoralen induces different subchronic toxicities and metabolomic outcomes between male and female Wistar rats.
Zhang Y1, Yuan XM2, Wang YF3, Jiang MM3, Bi YN2, Liu Y4, Pu WL2, Song L5, Huang JY5, Sun LK3, Zhou ZX6, Zhou K7.
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:
