gamma-fagarine - CAS 524-15-2 Catalog number: BADC-00052

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γ-Fagarine is a natural compound extracted from Phellodendron chinense.

Category

ADCs Cytotoxin

Product Name

gamma-fagarine

CAS

524-15-2

Catalog Number

BADC-00052

Molecular Formula

C13H11NO3

Molecular Weight

229.07

Target

HCV

Ordering Information

Catalog Number	Size	Price	Quantity
BADC-00052	1 mg	$298

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Description

γ-Fagarine is a natural compound extracted from Phellodendron chinense.

Synonyms

8-Methoxydictamnine; gamma-Fagarine

IUPAC Name

4,8-dimethoxyfuro[2,3-b]quinoline

Canonical SMILES

COC1=CC=CC2=C1N=C3C(=C2OC)C=CO3

InChI

InChI=1S/C13H11NO3/c1-15-10-5-3-4-8-11(10)14-13-9(6-7-17-13)12(8)16-2/h3-7H,1-2H3

InChIKey

KFBCTNNQFGONHB-UHFFFAOYSA-N

Density

1.261g/cm3

Solubility

Soluble in ether, bensol, chloroform

Melting Point

141°C (acetone)

Flash Point

184.2±26.5 °C

Index Of Refraction

1.643

PSA

44.49000

Vapor Pressure

0.0±0.8 mmHg at 25°C

In Vitro

The γ-fagarine possessed moderate levels of anti-HCV activities with IC50 values being 20.4 ± 0.4 μg/ml.

Application

ADCs Cytotoxin

Appearance

Solid powder

Purity

98%. (NMR)

Quantity

Milligrams-Grams

Quality Standard

Enterprise Standard

Shipping

Room temperature

Storage

Store at +4 °C, in dark place.

Boiling Point

381.0±37.0 °C at 760 mmHg

Form

Powder

1.Antifertility activity of methanolic bark extract of Aegle marmelos (l.) in male wistar rats.

Agrawal SS1, Kumar A, Gullaiya S, Dubey V, Nagar A, Tiwari P, Dhar P, Singh V. Daru. 2012 Dec 13;20(1):94. doi: 10.1186/2008-2231-20-94.

2.Potent inhibitor design against H1N1 swine influenza: structure-based and molecular dynamics analysis for M2 inhibitors from traditional Chinese medicine database.

Lin CH1, Chang TT, Sun MF, Chen HY, Tsai FJ, Chang KL, Fisher M, Chen CY. J Biomol Struct Dyn. 2011 Feb;28(4):471-82.

The rapid spread of influenza virus subtype H1N1 poses a great threat to million lives worldwide. To search for new anti-influenza compounds, we performed molecular docking and molecular dynamics simulation to identify potential traditional Chinese medicine (TCM) constituents that could block influenza M2 channel activity. Quinic acid, genipin, syringic acid, cucurbitine, fagarine, and methyl isoferulate all have extremely well docking results as compared to control amantadine. Further de novo drug design suggests that derivatives of genipin and methyl isoferulate could have enhanced binding affinity towards M2 channel. Selected molecular dynamics simulations of M2-derivative complexes show stable hydrogen bond interactions between the derivatives and M2 residues, Ser10 and Ala9. To our best knowledge, this is the first study on the anti-viral activity of the above listed TCM compounds.

3.Secondary metabolites from the stem of Ravenia spectabilis Lindl.

Haque MM1, Begum S, Sohrab MH, Ahsan M, Hasan CM, Ahmed N, Haque R. Pharmacogn Mag. 2013 Jan;9(33):76-80. doi: 10.4103/0973-1296.108147.

BACKGROUND: Ravenia spectabilis is a medium tall shrub found widespread in South America. It also found in India, Pakistan, Bangladesh etc. Few alkaloid and steroid compounds were reported from the plant previously.

4.Inhibitory alkaloids from Dictamnus dasycarpus root barks on lipopolysaccharide-induced nitric oxide production in BV2 cells.

Yoon JS1, Jeong EJ, Yang H, Kim SH, Sung SH, Kim YC. J Enzyme Inhib Med Chem. 2012 Aug;27(4):490-4. doi: 10.3109/14756366.2011.598151. Epub 2011 Aug 10.

The methanolic extract of Dictamnus dasycarpus root barks afforded one new glycosidic quinoline alkaloid, 3-[1β-hydroxy-2-(β-D-glucopyranosyloxy)-ethyl)-4-methoxy-2(1H)-quinolinone (1), together with nine known compounds, preskimmianine (2), 8-methoxy-N-methylflindersine (3), dictamine (4), γ-fagarine (5), halopine (6), skimmianine (7), dictangustine-A (8), iso-γ-fagarine (9), isomaculosidine (10). The isolated alkaloids significantly inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated BV2 cells. Among them, compounds 3 and 7 showed the most potent inhibitory activities on LPS-induced NO production.