demethylzeylasteral
demethylzeylasteral Basic information
- Product Name:
- demethylzeylasteral
- Synonyms:
-
- demethylzeylasteral
- (9beta,13alpha,14beta,20alpha)-2,3-Dihydroxy-9,13-dimethyl-6,23-dioxo-24,25,26-trinoroleana-1,3,5(10),7-tetraen-29-oic acid
- A-Friedo-24-noroleana-1,3,5(10),7-tetraen-29-oicacid
- Demethylzeylasteral(T-96)
- 24,25,26-Trinoroleana-1,3,5(10),7-tetraen-29-oic acid, 2,3-dihydroxy-9,13-dimethyl-6,23-dioxo-, (9β,13α,14β,20α)-
- (2R,4AS,6aS,12bR,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,12b,14a-pentamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
- Demethylzeylasteral-RM
- Demethylzeylasteral, 10 mM in DMSO
- CAS:
- 107316-88-1
- MF:
- C29H36O6
- MW:
- 480.59
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 107316-88-1.mol
demethylzeylasteral Chemical Properties
- Melting point:
- >221°C (dec.)
- Boiling point:
- 663.6±55.0 °C(Predicted)
- Density
- 1.31
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.78±0.70(Predicted)
- color
- Yellow
- Major Application
- food and beverages
- InChIKey
- ZDZSFWLPCFRASW-CPISFEQASA-N
- SMILES
- Oc1c(c2c(cc1O)[C@@]3(CC[C@]4([C@H]5[C@@](CC[C@@]4(C3=CC2=O)C)(CC[C@@](C5)(C)C(=O)O)C)C)C)C=O
demethylzeylasteral Usage And Synthesis
Chemical Properties
White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Tripterygium wilfordii.
Uses
Demethylzeylasteral is a natural product as new inhibitor to block the Bcl-XL-Bid interaction. Also, it is an immunosuppressive monomer isolated from the root xylem of Tripterygium wilfordii. It exhibits inhibition towards the glucuronidation elimination reaction of SN-38.
Definition
ChEBI: A carbopolycyclic compound with formula C29H36O6, originally isolated from Tripterygium wilfordii.
Synthesis
Lei Gong Teng herbs crushed, weighed 500g, add 3L 70% ethanol ultrasonic extraction twice, extraction time for 20min, power 500W, combined extracts, concentrated to extract, add 200mlpH8 of sodium bicarbonate solution to dissolve, filtration, filtrate with . Hydrochloric acid adjusted to pH 6.5, add 300 ml of ethyl acetate extraction 2 times, combined with the extract, evaporated to get the crude demethyl zeylanol aldehyde; demethyl zeylanol aldehyde crude dissolved in methanol, microporous filtration membrane filtration, by the preparation of high-performance liquid chromatographic separation, chromatographic column: octadecyl bond and silica gel, mobile phase: acetonitrile - water (40:60), to monitor the guidance of the refractive detector monitoring The product was collected, and the collected liquid was concentrated and dried to obtain 1.42g, the content was 98.7%.
in vivo
Demethylzeylasteral (30 mg/kg, 6 times every 2 days, i.p.) inhibits glioma growth by regulating the miR-30e-5p/MYBL2 axis[1]. Demethylzeylasteral (4 mg/kg, 5 weeks, i.p.) inhibits the invasion of triple negative breast cancer by blocking classical and non classical TGF - β signaling pathways[2]. Demethylzeylasteral (30-120 mg/kg, 8 weeks, i.p.) improves inflammation in a unilateral ureteral obstruction rat model by inhibiting the activation of the NF - κ B pathway[4]. Demethylzeylasteral (10, 40 mg/kg, 30 days, i.g.) can alleviate atherosclerosis in AS rabbits[5]. Demethylzeylasteral (10, 20 mg/kg, 4 weeks, p.o.) improves CCl4 induced liver fibrosis in mice by inhibiting AGAP2 mediated FAK/AKT signaling[6].
| Animal Model: | Female nude mice modeled with glioma LN-229 cells[1]. |
| Dosage: | 30 mg/kg, 6 times every 2 days |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Reduced tumor volume |
| Animal Model: | Female BALB/c mice modeled with 4T1 cells[2]. |
| Dosage: | 4 mg/kg, 5 weeks |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Reduced cancer lung metastasis |
| Animal Model: | Rat model of unilateral ureteral obstruction[4]. |
| Dosage: | 30-120 mg/kg, 8 weeks |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Inhibited the increases in serum creatinine, blood urea nitrogen and Up/Ucr ratio |
| Animal Model: | Atherosclerotic rabbit[5]. |
| Dosage: | 10, 40 mg/kg, 30 days |
| Administration: | Intragastrical (i.g.) |
| Result: | Reduced blood lipids triglycerides (TG), total cholesterol (TC), low-density lipoprotein (LDL-C) |
| Animal Model: | CCl4-induced liver fibrosis model[6]. |
| Dosage: | 10, 20 mg/kg, 4 weeks |
| Administration: | Oral gavage (p.o.) |
| Result: | Inhibited the expression of TGF-β1 |
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