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Praeruptorin E

CAS# 78478-28-1

Praeruptorin E

2D Structure

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Praeruptorin E

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Chemical Properties of Praeruptorin E

Cas No. 78478-28-1 SDF Download SDF
PubChem ID 6440581 Appearance Powder
Formula C24H28O7 M.Wt 428.47
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(9S,10S)-8,8-dimethyl-10-(3-methylbutanoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate
SMILES CC=C(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)CC(C)C
Standard InChIKey UFUVJROSOIXJGR-WLISBCLRSA-N
Standard InChI InChI=1S/C24H28O7/c1-7-14(4)23(27)30-22-21(29-18(26)12-13(2)3)19-16(31-24(22,5)6)10-8-15-9-11-17(25)28-20(15)19/h7-11,13,21-22H,12H2,1-6H3/b14-7-/t21-,22-/m0/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 Praeruptorin E

The roots of Peucedanum praeruptorum Dunn.

Biological Activity of Praeruptorin E

DescriptionPraeruptorin E is a cardiotonic agent with selective cardiac calcium channel agonistic effect, it can relax swine coronary artery and decrease contractility in guinea-pig left atria. Praeruptorin E may be useful in the therapy of lung injury, it can protect mice from hydrochloric acid (HCl)-induced lung injury by inhibiting polymorphonuclear leukocytes (PMNs) influx, IL-6 release and protein exudation.
TargetsTNF-α | IL Receptor | NF-kB | p65 | IkB | IKK
In vivo

Praeruptorin E and D attenuate lipopolysaccharide/hydrochloric acid induced acute lung injury in mice.[Pubmed: 23588118]

Eur. J. Pharmacol., 2013, 710(1-3):39-48.

Acute lung injury is a life-threatening syndrome characterized by overwhelming lung inflammation and increased microvascular permeability, which causes a high mortality rate worldwide. The dry root of Peucedanum praeruptorum Dunn has been long used to treat respiratory diseases in China. In the present study, Praeruptorin E, D, C and A (PE, PD, PC and PA), four pyranocoumarins extracted from this herb, have been investigated for the pharmacological effects in experimental lung injury mouse models.
METHODS AND RESULTS:
In lipopolysaccharide (LPS) challenged mice, PA and PC did not show protective effect against lung injury at the dose of 80 mg/kg. However, PD and PE significantly inhibited the infiltration of activated polymorphonuclear leukocytes (PMNs) and decreased the levels of TNF-α and IL-6 in bronchoalveolar lavage fluid at the same dose. There was no statistically significant difference between PD and PE group. Further study demonstrated that PD and PE suppressed protein extravasations in bronchoalveolar lavage fluid, attenuated myeloperoxidase (MPO) activity and the pathological changes in the lung. Both PD and PE suppressed LPS induced Nuclear Factor-kappa B (NF-κB) pathway activation in the lung by decreasing the cytoplasmic loss of Inhibitor κB-α (IκB-α) protein and inhibiting the translocation of p65 from cytoplasm to nucleus. We also extended our study to acid-induced acute lung injury and found that these two compounds protected mice from hydrochloric acid (HCl)-induced lung injury by inhibiting PMNs influx, IL-6 release and protein exudation.
CONCLUSIONS:
Taken together, these results suggested that PD and PE might be useful in the therapy of lung injury.

Protocol of Praeruptorin E

Kinase Assay

Effects of praeruptorin C and E isolated from 'Qian-Hu' on swine coronary artery and guinea-pig atria.[Pubmed: 3234487]

Eur. J. Pharmacol. 1988, 155(3):293-6.


METHODS AND RESULTS:
Praeruptorin C and Praeruptorinn E isolated from Peucedanum praeruptorum Dunn. decreased the maximum contractile effect of Ca2+ in potassium-depolarized swine coronary strips and shifted the concentration-response curve to the right in a non-parallel manner. The calcium antagonistic activity of praeruptorin C and E expressed as pD'2 value was 5.7 and 5.2, respectively. Nifedipine, with a pD'2 value of 6.88, was used as a known calcium antagonistic drug to compare the potency of the drugs studied. The relaxation induced by praeruptorin C was concentration-dependent and the IC50 value was 79 microM. Praeruptorin C also reduced the maximum contractile response and shifted the concentration-response curve for calcium to the right in a non-parallel manner in potassium-depolarized guinea-pig left atria (pD'2 = 5.52) but its potency was much less than that of nifedipine (pD'2 = 7.19).
CONCLUSIONS:
The results suggest that praeruptorin C and Praeruptorin E relaxed swine coronary artery and decreased contractility in guinea-pig left atria. These effects are similar in many respects to those displayed by drugs that have calcium entry blocking activity.

Praeruptorin E Dilution Calculator

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Preparing Stock Solutions of Praeruptorin E

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3339 mL 11.6694 mL 23.3389 mL 46.6777 mL 58.3471 mL
5 mM 0.4668 mL 2.3339 mL 4.6678 mL 9.3355 mL 11.6694 mL
10 mM 0.2334 mL 1.1669 mL 2.3339 mL 4.6678 mL 5.8347 mL
50 mM 0.0467 mL 0.2334 mL 0.4668 mL 0.9336 mL 1.1669 mL
100 mM 0.0233 mL 0.1167 mL 0.2334 mL 0.4668 mL 0.5835 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 Praeruptorin E

Praeruptorin D and E attenuate lipopolysaccharide/hydrochloric acid induced acute lung injury in mice.[Pubmed:23588118]

Eur J Pharmacol. 2013 Jun 15;710(1-3):39-48.

Acute lung injury is a life-threatening syndrome characterized by overwhelming lung inflammation and increased microvascular permeability, which causes a high mortality rate worldwide. The dry root of Peucedanum praeruptorum Dunn has been long used to treat respiratory diseases in China. In the present study, Praeruptorin A, C, D and E (PA, PC, PD and PE), four pyranocoumarins extracted from this herb, have been investigated for the pharmacological effects in experimental lung injury mouse models. In lipopolysaccharide (LPS) challenged mice, PA and PC did not show protective effect against lung injury at the dose of 80 mg/kg. However, PD and PE significantly inhibited the infiltration of activated polymorphonuclear leukocytes (PMNs) and decreased the levels of TNF-alpha and IL-6 in bronchoalveolar lavage fluid at the same dose. There was no statistically significant difference between PD and PE group. Further study demonstrated that PD and PE suppressed protein extravasations in bronchoalveolar lavage fluid, attenuated myeloperoxidase (MPO) activity and the pathological changes in the lung. Both PD and PE suppressed LPS induced Nuclear Factor-kappa B (NF-kappaB) pathway activation in the lung by decreasing the cytoplasmic loss of Inhibitor kappaB-alpha (IkappaB-alpha) protein and inhibiting the translocation of p65 from cytoplasm to nucleus. We also extended our study to acid-induced acute lung injury and found that these two compounds protected mice from hydrochloric acid (HCl)-induced lung injury by inhibiting PMNs influx, IL-6 release and protein exudation. Taken together, these results suggested that PD and PE might be useful in the therapy of lung injury.

Effects of praeruptorin C and E isolated from 'Qian-Hu' on swine coronary artery and guinea-pig atria.[Pubmed:3234487]

Eur J Pharmacol. 1988 Oct 18;155(3):293-6.

Praeruptorin C and E isolated from Peucedanum praeruptorum Dunn. decreased the maximum contractile effect of Ca2+ in potassium-depolarized swine coronary strips and shifted the concentration-response curve to the right in a non-parallel manner. The calcium antagonistic activity of praeruptorin C and E expressed as pD'2 value was 5.7 and 5.2, respectively. Nifedipine, with a pD'2 value of 6.88, was used as a known calcium antagonistic drug to compare the potency of the drugs studied. The relaxation induced by praeruptorin C was concentration-dependent and the IC50 value was 79 microM. Praeruptorin C also reduced the maximum contractile response and shifted the concentration-response curve for calcium to the right in a non-parallel manner in potassium-depolarized guinea-pig left atria (pD'2 = 5.52) but its potency was much less than that of nifedipine (pD'2 = 7.19). The results suggest that praeruptorin C and E relaxed swine coronary artery and decreased contractility in guinea-pig left atria. These effects are similar in many respects to those displayed by drugs that have calcium entry blocking activity.

Description

Praeruptorin E is a main bioactive constituent of Peucedanum praeruptorum (also known as Bai-Hua Qian Hu). Praeruptorin C is a calcium antagonist with pD2′ value of 5.2.

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