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Physarorubinic acid A

CAS# 196621-49-5

Physarorubinic acid A

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Quality Control of Physarorubinic acid A

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Chemical structure

Physarorubinic acid A

3D structure

Chemical Properties of Physarorubinic acid A

Cas No. 196621-49-5 SDF Download SDF
PubChem ID 54716544 Appearance Red powder
Formula C18H19NO6 M.Wt 345.35
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2E,4E,6E,8E,10E,12E)-12-hydroxy-12-[(5S)-5-(hydroxymethyl)-1-methyl-2,4-dioxopyrrolidin-3-ylidene]dodeca-2,4,6,8,10-pentaenoic acid
SMILES CN1C(C(=O)C(=C(C=CC=CC=CC=CC=CC(=O)O)O)C1=O)CO
Standard InChIKey OKSWYDBASPIKBT-XRUNLMSZSA-N
Standard InChI InChI=1S/C18H19NO6/c1-19-13(12-20)17(24)16(18(19)25)14(21)10-8-6-4-2-3-5-7-9-11-15(22)23/h2-11,13,20-21H,12H2,1H3,(H,22,23)/b3-2+,6-4+,7-5+,10-8+,11-9+,16-14+/t13-/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.

Protocol of Physarorubinic acid A

Structure Identification
Journal of the Chemical Society, Perkin Transactions 1, 1999(16):2231-2232.

Total Synthesis of the Plasmoidal Pigment Physarorubinic Acid, a Polyenoyl Tetramic Acid.[Reference: WebLink]


METHODS AND RESULTS:
The total synthesis of physarorubinic acid, a polyenoyltetramic acid plasmoidal pigment from Physarum polycephalum, is described in a series of steps from (E)-3-iodoacrylic acid 6 and employs aminolysis of the pentaene thioester 11 as a key synthetic step. Lacey–Dieckmann cyclisation and subsequent deprotection then affords physarorubinic acid 1 in high yield and purity.

Physarorubinic acid A Dilution Calculator

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Physarorubinic acid A Molarity Calculator

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Preparing Stock Solutions of Physarorubinic acid A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8956 mL 14.4781 mL 28.9561 mL 57.9123 mL 72.3903 mL
5 mM 0.5791 mL 2.8956 mL 5.7912 mL 11.5825 mL 14.4781 mL
10 mM 0.2896 mL 1.4478 mL 2.8956 mL 5.7912 mL 7.239 mL
50 mM 0.0579 mL 0.2896 mL 0.5791 mL 1.1582 mL 1.4478 mL
100 mM 0.029 mL 0.1448 mL 0.2896 mL 0.5791 mL 0.7239 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 Physarorubinic acid A

The value of grip test, lysophosphatidlycholines, glycerophosphocholine, ornithine, glucuronic acid decrement in assessment of nutritional and metabolic characteristics in hepatitis B cirrhosis.[Pubmed:28384211]

PLoS One. 2017 Apr 6;12(4):e0175165.

The liver is essential for the regulation of energy, protein and amino acids, as well as in other aspects of metabolism. To identify efficient indexes for evaluation of nutritional status and metabolic characteristics during different Child-Pugh stages of hepatitis B cirrhosis, 83 patients and 35 healthy individuals were enrolled in our study. We found that grip strength, triceps skinfold thickness (TSF), body fat and skeletal muscle of the patients were reduced compared to the control group (P<0.05). Ultra-high-performance liquid chromatography data combined with mass spectrometry (UPLC-MS) showed that levels of a variety of metabolites, including lysophosphatidylcholines (LysoPCs), glycerophosphocholine, ornithine and glucuronic acid were reduced in the serum of patients with hepatitis B cirrhosis (P<0.001). However, glycerophosphoserine and taurocholic acid levels were higher than in the control group (P<0.001). Moreover, grip strength was correlated with the Child-Pugh score (P<0.05). Serum albumin, total cholesterol, LDL, LysoPCs, glycerophosphocholine, ornithine, glucuronic acid, glycerophosphoserine and taurocholic acid were correlated with the Child-Pugh score (P<0.01). These findings suggested that grip strength and the above small molecular substances might be considered as sensitive and important indexes for evaluating nutritional status and metabolic characteristics of patients with hepatitis B cirrhosis, which may help assess prognosis and adjust nutritional treatment.

Prevention of TGF-beta-induced early liver fibrosis by a maleic acid derivative anti-oxidant through suppression of ROS, inflammation and hepatic stellate cells activation.[Pubmed:28384213]

PLoS One. 2017 Apr 6;12(4):e0174008.

Current anti-fibrotic effect of antioxidants in vivo is disappointing due probably to the fact that once liver fibrogenesis is established it is too advanced to be reversed by anti-oxidation mechanism. We consider antioxidant may only act on the early phase of fibrogenesis. Thus, we had previously established an early liver fibrosis animal model using an inducible expression vector (pPK9a), which contains TGF-beta gene and was hydro-dynamically transferred into mice to induce a transient liver fibrosis. TGF-beta1 has been well documented to up-regulate the expression of alpha2(1) collagen (Col 1A2) gene in the liver via the reactive oxygen species (ROS); the process triggers inflammation, leading to hepatic stellate cells (HSC) activation and liver fibrogenesis. Using our animal model and ROS, cyclooxygenase-2 (Cox-2) and Col 1A2 promoter assays as screening targets, we report here that a maleic acid derivative isolated from the Antrodia camphorata mycelium strongly decreases ROS production, promoter activity of Cox-2 and Col 1A2, intracellular calcium, expression of alpha-smooth muscle actin (alpha-SMA), Smad4-p-Smad2/3 co-localization in cell nucleus and the DNA binding activity of Sp1. Our results suggest that the maleic acid derivative prevents liver fibrosis at an early phase both in vitro and in vivo through the inhibition of ROS, inflammation and the activation of HSC.

Thermo-acid-stable phytase-mediated enhancement of bioethanol production using Colocasia esculenta.[Pubmed:28384593]

Bioresour Technol. 2017 Jul;235:396-404.

Phytase production by the thermophilic mould Thermomyces lanuginosus SSBP was enhanced 8.56-fold in submerged fermentation, which was further improved in fed-batch cultivations. The protein was purified to homogeneity using ammonium sulphate precipitation, Resource Q anion exchange and Superdex gel-filtration chromatography, with an overall purification of 24.7-fold and a yield of 5.16%. The purified 49kDa protein was optimally active at 55 degrees C and pH 5.0, and was stable between 50 and 90 degrees C from pH 3.0-6.0, with a half-life of 138.6min at 70 degrees C. It was moderately stimulated by Ba(+2) and Mg(+2). The enzyme reduced phytate content in Colocasia esculenta starch (from 1.43mg/g to 0.05mg/g) that resulted in an improvement in the availability of fermentable sugars with a concomitant reduction in viscosity and 1.59-fold improvement in ethanol production. Thermo-acid-stable phytase from T. lanuginosus SSBP could be of major biotechnological interest, especially due to its robustness and wide applicability.

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