Latifolin

CAS# 10154-42-4

Latifolin

Catalog No. BCN7778----Order now to get a substantial discount!

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Quality Control of Latifolin

Number of papers citing our products

Chemical structure

Latifolin

3D structure

Chemical Properties of Latifolin

Cas No. 10154-42-4 SDF Download SDF
PubChem ID 340211 Appearance Powder
Formula C17H18O4 M.Wt 286.32
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-[(1R)-1-(2-hydroxyphenyl)prop-2-enyl]-2,4-dimethoxyphenol
SMILES COC1=CC(=C(C=C1C(C=C)C2=CC=CC=C2O)O)OC
Standard InChIKey OJVQOGDGFIJYPN-LLVKDONJSA-N
Standard InChI InChI=1S/C17H18O4/c1-4-11(12-7-5-6-8-14(12)18)13-9-15(19)17(21-3)10-16(13)20-2/h4-11,18-19H,1H2,2-3H3/t11-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Latifolin

The heartwood of Dalbergia odorifera T. Chen.

Biological Activity of Latifolin

Description1. Latifolin attenuates inflammatory responses by inhibiting NF-κB activation via Nrf2-mediated heme oxygenase-1 expression. 2. Latifolin shows antifungal activity against white- and brown-rot fungi. 3. Latifolin displays potent anticarcinogenic phase II marker enzyme, quinone reductase (QR) inducing activity and high chemopreventive indices. 4. Latifolin is a strong DPPH-scavenger.
TargetsHO-1 | NF-kB | COX | NO | PGE | TNF-α | IL Receptor | Nrf2 | IkB | NOS | Antifection | IKK

Latifolin Dilution Calculator

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Latifolin Molarity Calculator

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Preparing Stock Solutions of Latifolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4926 mL 17.463 mL 34.926 mL 69.8519 mL 87.3149 mL
5 mM 0.6985 mL 3.4926 mL 6.9852 mL 13.9704 mL 17.463 mL
10 mM 0.3493 mL 1.7463 mL 3.4926 mL 6.9852 mL 8.7315 mL
50 mM 0.0699 mL 0.3493 mL 0.6985 mL 1.397 mL 1.7463 mL
100 mM 0.0349 mL 0.1746 mL 0.3493 mL 0.6985 mL 0.8731 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Latifolin

Induction of the anticarcinogenic marker enzyme, quinone reductase, by Dalbergiae Lignum.[Pubmed:15473661]

Arch Pharm Res. 2004 Sep;27(9):919-22.

The effect of an extract of Dalbergiae Lignum and four components that were isolated from the extract on the anticarcinogenic phase II marker enzyme, quinone reductase (QR), was investigated. Of the solvent extracts of Dalbergiae Lignum, the CH2Cl2 fraction was the most potent in inducing QR activity, with a CD value (the concentration required to double the QR activity) of 29.5 microg/mL. The CH2Cl2 extract was further separated into six compounds, four of which were identified as 4-methoxydalbergione, Latifolin, 4',6-dihydroxy-7-methoxyflavanone, and obtusafuran. Obtusafuran [CD = 1.1 microM; chemopreventive index (CI) = 101.9] and Latifolin (CD = 1.7 microM; CI = 154.6) displayed potent QR inducing activity and high chemopreventive indices. Latifolin and 4-methoxydalbergione were identified as strong DPPH-scavengers with half-maximal free radical scavenging concentrations of 15.9 and 17.2 microM, respectively.

Bioactivity of latifolin and its derivatives against termites and fungi.[Pubmed:19499920]

J Agric Food Chem. 2009 Jul 8;57(13):5707-12.

Latifolin (1) and its derivatives were investigated with the aim of confirming the correlation between bioactivity (antitermite and antifungal activity) and chemical structure. Termite mortality in response to the derivatives 2'-O-methylLatifolin (2), Latifolin dimethyl ether (4), and Latifolin diacetate (5) increased 2-fold compared to compound 1. The mortality rate from 5-O-methylLatifolin (3) was not different from 1. The mass loss (feed consumption by termite) in response to compounds 3-5 was 3 times greater than compound 1, and the mass loss from compound 2 was twice as great as compound 1. The mortality rate from compounds 4 and 5 increased sharply 7 days after initial exposure. In assessing the antifungal activity of these compounds, it was found that the inhibition rates of white- and brown-rot fungi in response to all derivatives were less than that for compound 1. Our findings indicate that the phenolic hydroxyl group at C-5 of the A ring provides antitermite activities (mortality and mass loss). In addition, both C-5 and C-2' phenolic hydroxyl groups in the A and B rings have antifungal activity against white- and brown-rot fungi. In conclusion, the bioactivity of compound 1 depends upon the position of phenolic hydroxyl groups.

The neoflavonoid latifolin isolated from MeOH extract of Dalbergia odorifera attenuates inflammatory responses by inhibiting NF-kappaB activation via Nrf2-mediated heme oxygenase-1 expression.[Pubmed:24474433]

Phytother Res. 2014 Aug;28(8):1216-23.

In Korea and China, the heartwood of Dalbergia odorifera T. Chen is an important traditional medicine used to treat blood disorders, ischemia, swelling, and epigastric pain. In this study, we investigated the inhibitory effects of Latifolin, a major neoflavonoid component isolated from the MeOH extract of D. odorifera, on the inflammatory reaction of thioglycollate-elicited peritoneal macrophages exposed to lipopolysaccharide, with a particular focus on heme oxygenase-1 (HO-1) expression and nuclear factor-kappaB (NF-kappaB) signaling. Latifolin significantly inhibited the protein and mRNA expression of inducible nitric oxide synthase and COX-2, reduced NO, prostaglandins E2, tumor necrosis factor-alpha, and interleukin-1beta production in primary murine peritoneal macrophages exposed to lipopolysaccharide. Latifolin also suppressed inhibitor kappaB-alpha levels, NF-kappaB nuclear translocation, and NF-kappaB DNA-binding activity. Furthermore, Latifolin upregulated HO-1 expression via nuclear transcription factor-E2-related factor 2 (Nrf2) nuclear translocation. In addition, using inhibitor tin protoporphyrin IX (SnPP), an inhibitor of HO-1, it was verified that the inhibitory effects of Latifolin on the proinflammatory mediators and NF-kappaB DNA-binding activity were associated with the HO-1 expression. These results suggested that the Latifolin-mediated up-regulation of HO-1 expression played a critical role in anti-inflammatory effects in macrophages. This study therefore identified potent therapeutic effects of Latifolin, which warrants further investigation as a potential treatment for inflammatory diseases.

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