Stephanatine

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Stephania structural formula

Structural formula

Business number 0529
Molecular formula C37H38N2O6
Molecular weight 606.71
label

6′,12′-Dimethoxy-2,2′-dimethyl-6,7-(methylenebis(oxy))-oxyacanthan,

Stephanotisin,

Prevention and treatment of leukopenia caused by chemotherapy and radiotherapy

Numbering system

CAS number:481-49-2

MDL number:None

EINECS number:None

RTECS number:None

BRN number:None

PubChem ID:None

Physical property data

1. Properties: light yellow or yellow powder

2. Density (g/ m3, 25/4℃): Undetermined

3. Relative vapor density (g/cm3, air=1): Undetermined

4. Melting point (ºC): 148-150

5 . Boiling point (ºC, normal pressure): Not determined

6. Boiling point (ºC, 5.2kPa): Undetermined

7. Refractive index: Undetermined

8. Flash point (ºC): Undetermined

9. Specific rotation (º): [α] 20D is +277° (chloroform 2%).

10. Autoignition point or ignition temperature (ºC): Undetermined

11. Vapor pressure (kPa, 25ºC): Undetermined

12. Saturation Vapor pressure (kPa, 60ºC): Undetermined

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (% , V/V): Undetermined

18. Lower explosion limit (%, V/V): Undetermined

19. Solubility: Easily soluble in acidic aqueous solution, ether and acetone and other organic solvents, which are difficult to dissolve in petroleum ether.

Toxicological data

Ecological data

This substance may be harmful to the environment, and special attention should be paid to water bodies.

Molecular structure data

1. Molar refractive index: 170.93

2. Molar volume (cm3/mol): 494.2

3. Isotonic specific volume (90.2K ): 1280.8

4. Surface tension (dyne/cm): 45.0

5. Polarizability (10-24cm3): 67.76

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 6.5

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 8

4. Number of rotatable chemical bonds: 2

5. Number of tautomers: None

6. Topological molecular polarity tableArea 61.9

7. Number of heavy atoms: 45

8. Surface charge: 0

9. Complexity: 994

10 .The number of isotope atoms: 0

11. The number of determined atomic stereocenters: 2

12. The number of uncertain atomic stereocenters: 0

13. Determined number of stereocenters of chemical bonds: 0

14. Number of uncertain stereocenters of chemical bonds: 0

15. Number of covalent bond units: 1

Properties and stability

Use and store according to specifications, no decomposition will occur, and avoid contact with oxides

Storage method

Brown glass bottle with light-sealed packaging. Store in low temperature and dry place.

Synthesis method

1. Take 1kg of geophylla root powder, moisten it with 0.6L 5% Na2CO3 solution and leave it for 2 hours, then dry it to allow the plant tissue to fully absorb the alkali solution. Then soak it in 1.5L benzene for 3 days and then filter. The residue is soaked in benzene for another 2 days. After filtering, soak it in the same amount of benzene again. Collect and combine the benzene liquid 3 times and extract it with 10% hydrochloric acid. During the acid extraction process, there is a lot of white color. Porridge-like material precipitates and is easily emulsified. The benzene liquid is extracted with acid until it contains no alkaloids. The extracted acid liquid is alkalized with saturated Na2CO3 liquid. The alkalized liquid is extracted with chloroform four times. The chloroform extracts are combined and dried with anhydrous sodium sulfate. Chloroform was recovered by distillation to obtain total alkaloids in the form of light yellow foam, weighing about 17.5g. Then dissolve the total alkali in 35 ml acetone and leave it for 2 hours. White needle-like crystals will precipitate. Filter and wash once with a small amount of acetone. After drying, 1.8 g of tricycline is obtained.

Add 2.5 ml of benzene to the above acetone mother liquor, leave it overnight, and columnar crystals will precipitate. Filter, wash once with acetone, and dry to obtain 6.8 g of stephanotitobenzene adduct. Then dissolve it in chloroform, pass it through an alumina chromatography column (3g alumina for 1g alkaloid), and concentrate. The resulting precipitate is filtered and dried to obtain a light yellow foamy amorphous powder, which is stephanatine.

Purpose

1. Clinical trials for the prevention and treatment of leukopenia caused by chemotherapy and radiotherapy.

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