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Dehydromiltirone

CAS# 116064-77-8

Dehydromiltirone

Catalog No. BCN5357----Order now to get a substantial discount!

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Quality Control of Dehydromiltirone

Number of papers citing our products

Chemical structure

Dehydromiltirone

3D structure

Chemical Properties of Dehydromiltirone

Cas No. 116064-77-8 SDF Download SDF
PubChem ID 3082765 Appearance Red powder
Formula C19H20O2 M.Wt 280.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 8,8-dimethyl-2-propan-2-yl-7H-phenanthrene-3,4-dione
SMILES CC(C)C1=CC2=C(C3=C(C=C2)C(CC=C3)(C)C)C(=O)C1=O
Standard InChIKey FQRLDPKLRMEKLQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H20O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h5-8,10-11H,9H2,1-4H3
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 Dehydromiltirone

The herb of Salvia miltiorrhiza Bge.

Biological Activity of Dehydromiltirone

DescriptionDehydromiltirone has antioxidant activity, it shows significant anti-neuroinflammatory effects through inhibiting PI3K/Akt phosphorylation and then inhibiting NF-κB signaling pathway.
TargetsNOS | COX | NF-kB | PI3K | Akt | NO | TNF-α | IL Receptor | IkB | IKK
In vivo

Salvia miltiorrhiza compounds protect the liver from acute injury by regulation of p38 and NFκB signaling in Kupffer cells.[Pubmed: 25026357]

Pharm Biol. 2014 Oct;52(10):1278-85.

Salvia miltiorrhiza Bunge is a traditional Asian medicine used to treat cerebral and cardiac ischemia. However, the effects of the active compounds of S. miltiorrhiza on liver damage are unclear. In this study, we tested the effects on acute liver injury of crude S. miltiorrhiza extracts from roots as well as neotanshinone B, Dehydromiltirone, tanshinol A, tanshinone I, dihydrotanshinono I, neotanshinone A, cryptanshinono, tanshinone II A, and salvianolie acid B from purified S. miltiorrhiza extracts.
METHODS AND RESULTS:
Various compounds or ethanol extract of S. miltiorrhiza (50, 100, and 200 mg/kg, p.o.) were administered to rats for five consecutive days. After acute carbon tetrachloride (CCl4)-induced liver injury by treatment of rats with a single dose of CCl4 (0.75 mL/kg, p.o), rat liver function was tested by measuring serum biochemical parameters. Serum cytokine concentrations were assessed by enzyme-linked immunosorbent assay (ELISA). Expression of p38 and NFκB was evaluated by western blot. All S. miltiorrhiza components showed their effects on liver function from the dose from 50 to 200 mg/kg. At the dose of 200 mg/kg, they reduced serum levels of alkaline phosphatase (ALP) by 34-77%, alanine aminotransferase (ALT) by 30-57%, aspartate aminotransferase (AST) by 43-72%, creatine total bilirubin (BIL-T) by 33-81%, albumin (ALB) by 37-67%, indicating that S. miltiorrhiza extracts protected liver from CCl4-induced damage. Moreover, S. miltiorrhiza extracts at 200 mg/kg reduced the increase in the proinflammatory cytokines tumor necrosis factor-α (TNF-α) by 25-82%, interleukin-1 (IL-1) by 42-74% and interleukin-6 (IL-6) by 67-83%, indicating an effect on alleviating liver inflammation. Furthermore, in vitro, S. miltiorrhiza extracts inhibited p38 and NFκB signaling in Kupffer cells. This effect could be a main mechanism by which S. miltiorrhiza protects against acute liver toxicity.
CONCLUSIONS:
Active compounds of S. miltiorrhiza protected the liver from CCl4-induced injury. Protection might have been due to inhibition of p38 and NFκB signaling in Kupffer cells, which subsequently reduced inflammation in the liver.

Protocol of Dehydromiltirone

Kinase Assay

The anti-neuroinflammatory effects of dehydromiltirone and related mechanisms.[Reference: WebLink]

Chinese Pharmacological Bulletin, 2016(2):177-83.

To investigate the anti-neuroinflammatory activities of Dehydromiltirone and the underlying mechanisms in LPS-stimulated microglial cell line BV2 cells.
METHODS AND RESULTS:
BV2 cells were pre-treated with Dehydromiltirone,then stimulated by LPS.The levels of nitric oxide(NO) were measured by Griess assay,and the concentrations of pro-inflammatory cytokines were measured by ELISA assay.Confocal fluorescence microscopy was used to measure the expression of MAC-1,the biomarker of activated BV2 cells.The levels of—inducible nitric oxide synthase(iNOS),cyclooxygenase-2(COX-2),NF-κB and PI3K/Akt were determined by Western blot analysis.The treatment of Dehydromiltirone significantly inhibited the production of NO,TNF-α and IL-6,attenuated the expression of iNOS and COX-2 protein,and dampened the microglial activation in LPS-stimulated BV2 cells.The mechanistic study revealed that Dehydromiltirone inhibited the phosphorylation of PI3 K and Akt in LPSstimulated BV2 cells,and decreased NF-κB activation by suppressing the degradation of IκB.
CONCLUSIONS:
Dehydromiltirone shows significant anti-neuroinflammatory effects through inhibiting PI3K/Akt phosphorylation and then inhibiting NF-κB signaling pathway.

Structure Identification
Journal of Yantai University, 2000, 13(3):176-80.

Structural Features and Antioxidative Activities on Miltirones.[Reference: WebLink]


METHODS AND RESULTS:
The antioxidation of miltirone I, Dehydromiltirone and miltirone in fat and the relationship between the structures and antioxidative activities of the three tanshinones are studied by quantum chemical calculation. The results show that the formation of stable complexradical AH R· between the antioxidant AH and the carbon-centred radical R· in fat may be a main mechanism of the antioxidation of quinones antioxidant to retard lipid rancid. Thestabilization energies of the complex radical (CRSE) can keep with the relative trend of induction periods determined. The chemical activity of AH and the stability of AH R· have animportant effect on the antioxidation.
CONCLUSIONS:
Theatomic spin populations and the atomic free valencein AH R· are two valuable parameters of electronic structure with respect to the relative activity of antioxidants.

Dehydromiltirone Dilution Calculator

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Dehydromiltirone Molarity Calculator

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Preparing Stock Solutions of Dehydromiltirone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5663 mL 17.8317 mL 35.6633 mL 71.3267 mL 89.1583 mL
5 mM 0.7133 mL 3.5663 mL 7.1327 mL 14.2653 mL 17.8317 mL
10 mM 0.3566 mL 1.7832 mL 3.5663 mL 7.1327 mL 8.9158 mL
50 mM 0.0713 mL 0.3566 mL 0.7133 mL 1.4265 mL 1.7832 mL
100 mM 0.0357 mL 0.1783 mL 0.3566 mL 0.7133 mL 0.8916 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 Dehydromiltirone

Salvia miltiorrhiza compounds protect the liver from acute injury by regulation of p38 and NFkappaB signaling in Kupffer cells.[Pubmed:25026357]

Pharm Biol. 2014 Oct;52(10):1278-85.

CONTEXT: Salvia miltiorrhiza Bunge is a traditional Asian medicine used to treat cerebral and cardiac ischemia. However, the effects of the active compounds of S. miltiorrhiza on liver damage are unclear. OBJECTIVE: In this study, we tested the effects on acute liver injury of crude S. miltiorrhiza extracts from roots as well as neotanshinone B, Dehydromiltirone, tanshinol A, tanshinone I, dihydrotanshinono I, neotanshinone A, cryptanshinono, tanshinone II A, and salvianolie acid B from purified S. miltiorrhiza extracts. MATERIALS AND METHODS: Various compounds or ethanol extract of S. miltiorrhiza (50, 100, and 200 mg/kg, p.o.) were administered to rats for five consecutive days. After acute carbon tetrachloride (CCl4)-induced liver injury by treatment of rats with a single dose of CCl4 (0.75 mL/kg, p.o), rat liver function was tested by measuring serum biochemical parameters. Serum cytokine concentrations were assessed by enzyme-linked immunosorbent assay (ELISA). Expression of p38 and NFkappaB was evaluated by western blot. RESULTS: All S. miltiorrhiza components showed their effects on liver function from the dose from 50 to 200 mg/kg. At the dose of 200 mg/kg, they reduced serum levels of alkaline phosphatase (ALP) by 34-77%, alanine aminotransferase (ALT) by 30-57%, aspartate aminotransferase (AST) by 43-72%, creatine total bilirubin (BIL-T) by 33-81%, albumin (ALB) by 37-67%, indicating that S. miltiorrhiza extracts protected liver from CCl4-induced damage. Moreover, S. miltiorrhiza extracts at 200 mg/kg reduced the increase in the proinflammatory cytokines tumor necrosis factor-alpha (TNF-alpha) by 25-82%, interleukin-1 (IL-1) by 42-74% and interleukin-6 (IL-6) by 67-83%, indicating an effect on alleviating liver inflammation. Furthermore, in vitro, S. miltiorrhiza extracts inhibited p38 and NFkappaB signaling in Kupffer cells. This effect could be a main mechanism by which S. miltiorrhiza protects against acute liver toxicity. DISCUSSION AND CONCLUSION: Active compounds of S. miltiorrhiza protected the liver from CCl4-induced injury. Protection might have been due to inhibition of p38 and NFkappaB signaling in Kupffer cells, which subsequently reduced inflammation in the liver.

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