phellopterin
- Product Name
- phellopterin
- CAS No.
- 2543-94-4
- Chemical Name
- phellopterin
- Synonyms
- NSC 152469;phelloptorin;PHELLOPTERIN(P);Phellopterin-RM;phellopterin USP/EP/BP;Phellopterin, 10 mM in DMSO;4-Methoxy-9-prenyloxypsoralen;4-methoxy-9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one;monocytes,inhibit,VCAM-1,endothelium,Inhibitor,Phellopterin;Phellopterin, 98%, from Changium smyrnioides Fedde ex H. Wolff
- CBNumber
- CB61374412
- Molecular Formula
- C17H16O5
- Formula Weight
- 300.31
- MOL File
- 2543-94-4.mol
phellopterin Property
- Melting point:
- 102-103℃
- Boiling point:
- 480.4±45.0 °C(Predicted)
- Density
- 1.243
- storage temp.
- Store at -20°C
- solubility
- Soluble in acetonitrile and chloroform
- form
- powder
- color
- Light yellow
- LogP
- 2.867 (est)
N-Bromosuccinimide Price
- Product number
- FP74418
- Product name
- Phellopterin
- Packaging
- 1mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- FP74418
- Product name
- Phellopterin
- Packaging
- 2mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- FP74418
- Product name
- Phellopterin
- Packaging
- 5mg
- Price
- $250
- Updated
- 2021/12/16
- Product number
- 9917AJ
- Product name
- Phellopterin
- Packaging
- 2mg
- Price
- $252
- Updated
- 2021/12/16
- Product number
- FP74418
- Product name
- Phellopterin
- Packaging
- 10mg
- Price
- $400
- Updated
- 2021/12/16
phellopterin Chemical Properties,Usage,Production
Description
Phellopterin is a commonly used yin-nourishing medicine in clinical practice. Indications: Dryness of the lungs, dry cough, fever injury, thirst and other symptoms. It is found that the preparation methods of coralline mostly use organic reagent extraction and silica gel column separation.
Uses
Phellopterin is a natural product isolated from Angelica dahurica. Phellopterin reduces TNF-alpha-induced VCAM-1 expression through regulation of the Akt and PKC pathway, which contributes to inhibit the adhesion of monocytes to endothelium[1].
Definition
ChEBI: Phellopterin is a member of psoralens.
Biological Activity
Phellopterin is a natural product isolated from P. trifoliata. It inhibits monocyte-endothelial cell adhesion by reducing TNF-alpha-induced VCAM-1 expression by regulating Akt and PKC pathways.
Synthesis
1603-47-0
870-63-3
2543-94-4
Procedure for the synthesis of Phellopterin (32): 50 mg (0.22 mmol) of compound 26 was dissolved in 2 mL of anhydrous DMF under argon protection, and 46 mg of K2CO3 and 33 μL (0.29 mmol) of 1-bromo-3-methyl-2-butene were added sequentially. The reaction mixture was heated to reflux and after 1 h of reaction, the mixture was poured into 20 mL of cold water and acidified with 1 M aqueous HCl. The product was extracted with ethyl acetate (3 x 5 mL), the organic layers were combined, and the solvent was removed by concentration under reduced pressure to give the crude product. The crude product was purified by column chromatography (eluent: ethyl acetate/hexane=1:1). The fraction containing the target compound was collected, concentrated and dried to give 32 as a pale yellow powder (50 mg, 77% yield). The structure of the product was confirmed by 1H NMR, 13C NMR and HR-FABMS.1H NMR (CDCl3, 500 MHz) δ 8.12 (1H, d, J = 9.7 Hz, H-4), 7.62 (1H, d, J = 2.2 Hz, H-9), 6.99 (1H, d, J = 2.2 Hz, H-10), 6.28 (1H, d, J = 9.7 Hz, H-10), 6.28 (1H, d, J = 9.7 Hz, H-10). = 9.7 Hz, H-3), 5.61 (1H, m, H-2'), 4.85 (2H, d, J = 7.5 Hz, H-1'), 4.18 (3H, s, OCH3), 1.74 (3H, brs, H-4'), 1.70 (3H, brs, H-5'); 13C NMR (CDCl3, 125 MHz) δ 160.5 (C, C-2), 150.8 (C, C-7), 145.1 (CH, C-9), 144.4 (C, C-5 or 8a), 144.3 (C, C-5 or 8a), 139.7 (C, C-3'), 139.4 (CH, C-4), 126.9 (C, C-8), 119.8 (CH, C-2'), 114.6 (C C-6), 112.8 (CH, C-3), 107.6 (C, C-4a), 105.0 (CH, C-10), 70.4 (CH2, C-1'), 60.8 (CH3, OCH3), 25.8 (CH3, C-4'), 18.1 (CH3, C-5'); HR-FABMS (pos) m/z 301.3174 [M + H]+ (calculated value C17H17O5, 301.3156).
References
[1] Nizamutdinova IT, et al. Hesperidin, hesperidin methyl chalone and phellopterin from Poncirus trifoliata (Rutaceae) differentially regulate the expression of adhesion molecules in tumor necrosis factor-alpha-stimulated human umbilical vein endothelial cells. Int Immunopharmacol. 2008 May;8(5):670-8. DOI:10.1016/j.intimp.2008.01.011
phellopterin Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from phellopterin manufacturers
- Product
- Phellopterin 2543-94-4
- Price
- US $0.00/mg
- Min. Order
- 5mg
- Purity
- ≥98%(HPLC)
- Supply Ability
- 10 g
- Release date
- 2020-03-27
- Product
- phellopterin 2543-94-4
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg,5kg,50kg
- Release date
- 2020-01-18