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OXYSOPHOCARPINE 氧化槐果碱

N-Oxysophocarpine

CAS: 26904-64-3

Molecular Formula: C15H22N2O2

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OXYSOPHOCARPINE 氧化槐果碱 - Names and Identifiers

Name N-Oxysophocarpine
Synonyms ophocarpidine
Sophocarpidin
sophocarpidine
OXYSOPHOCARPINE
Oxysophocarpine
N-OXYSOPHOCARPINE
N-Oxysophocarpine
sophocarpine N-oxide
Sophocarpine N-oxide
Oxysophocarpine 26904-64-3
Matridin-15-one, 13,14-didehydro-, 1-oxide
CAS 26904-64-3
InChI InChI=1/C15H22N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h1,7,11-13,15H,2-6,8-10H2

OXYSOPHOCARPINE 氧化槐果碱 - Physico-chemical Properties

Molecular FormulaC15H22N2O2
Molar Mass262.35
Melting Point73-76 °C
Specific Rotation(α)+32.4 (c, 2.0 in EtOH).+21 (c, 2.0 in EtOH)
Solubility Soluble in water, methanol, ethanol, chloroform, stupid, insoluble in ether.
AppearanceWhite powder or crystal
pKa4.92±0.20(Predicted)
Storage Condition2-8℃
MDLMFCD08689951
Physical and Chemical PropertiesIn water, methanol, ethanol, chloroform, hard to dissolve in ether. It is derived from Sophora flavescens Ait.
In vitro study Oxysophocarpine (5 μM) inhibits proliferation and reduces migration and invasion of SCC-9 and SCC-15 oral squamous cell carcinoma (OSCC) cellsin vitro.

OXYSOPHOCARPINE 氧化槐果碱 - Reference

Reference
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1. Su Meifeng, Yu Xiaomei, Wang Xiaoming, etc. Qualitative and Quantitative Analysis of Sophora flavescens and its blood components based on UHPLC-MS/MS [J]. Chinese herbal medicine, 2019, 050(009):2041-2048.
2. Su Meifeng, Bi Xiaomei, Chang Xiaoyan, etc. Analysis of toxic components in Sophora flavescens [J]. Modern Chinese traditional medicine, 2019(3).
3. Qiao Haiqi, Yan Lin, Yu Yang, etc. Relaxant effect of oxysophocarpine on isolated rat thoracic aorta and its mechanism [J]. China Pharmacy, 2019, 030(022):3057-3061.
4. Xia Yimao, Finland, to Su, etc. Determination of three alkaloids in wine-processed Sophora flavescens by HPLC [J]. Chinese pharmacist 2018(1):146-148.
5. Chang Churui, Lu pingzhu, long Qingde. Determination of total alkaloids in different processed products of Sophora flavescens ait and study on HPLC fingerprint [J]. Chinese national and folk medicine, 27 Vol. 4, 2018, pp. 14-17.
6. Lu pingzhu. Optimization of extraction process and determination of total alkaloids from Sophora flavescens leaves [J]. Anhui Agricultural Sciences, v.45;No.558(17):96-99.
7. Wang Ling, Zhang Ting, Qian Dawei et al. Effects of volatile oil from three kinds of Chinese herbal medicines on transdermal absorption of alkaloids from Sophora flavescens [J]. Chinese Journal of Traditional Chinese Medicine, 2019 v.44(02):110-115.
8. [IF = 4.411] Hailin Zhu et al."UPLC-QTOF/MS-Based Nontargeted meta-Analysis of Mountain- and Garden-Cultivated ginsen of Different Ages in Northeast China." Molecules. 2019 Jan;24(1):33
9. [IF = 3.765] Zhang Zhe et al."Oxymatrine screened from Sophora flavescens by cell membrane immobilized highly relieves histamine-independent itch." J Pharm Pharmacol. 2021 Dec;73(12):1617-1629

OXYSOPHOCARPINE 氧化槐果碱 - Reference Information

Plant source: Sophora flavescens
introduction sophorin oxide is an alkaloid isolated from Sophora flavescens Ait or Sophora sophora sophora (Sophora subprostrata chrnet T.Chen), and is the main active ingredient of Chinese herbal medicine. It is white or white-like crystalline powder, odorless and bitter. It can increase the number of white blood cells, strengthen the body's immunity, and play the role of anti-dysentery bacillus, skin fungi, amoeba, trichomoniasis and other infections. It also has diuretic, antiasthmatic, hypnotic, anti-arrhythmia and other effects.
effect can increase the number of white blood cells, strengthen the body's immunity, and fight against dysentery bacillus, skin fungi, amoeba, trichomoniasis and other infections. It also has diuretic, antiasthmatic, hypnotic, antiarrhythmic and other effects. Oral administration can treat acute bacillary dysentery, tonsillitis, mastitis, pelvic inflammatory disease, lymphadenitis, bronchitis, wheezing, arrhythmia, low white blood cells, etc., and it can also be effective for psoriasis and insomnia.
preparation a method for extracting sophorin oxide from tincisum flower, comprising the following steps: 1) pretreatment: weighing shiitake mushrooms, adding water according to the ratio of material to liquid 1g:30 mL, heating at 40-50 ℃ for 40-60min, cooling, filtering, shiitake mushrooms recycling, the obtained shiitake filtrate for standby; mix the wolf tooth thorn flower with the obtained mushroom filtrate according to the material-to-liquid ratio of 1:8, soak at 3-6 ℃ for 2 hours, turn and stir every 20min, and filter to obtain the pretreated wolf tooth thorn flower; 2) Extraction: add the pretreated wolf tooth thorn flower in step (1) a solution containing at least one organic solvent according to the material-to-liquid ratio of 1g:8 mL, soak for 72 hours, and collect the filtrate and filtrate after filtration, the filter residue is soaked in a solution containing at least one organic solvent for 48 h according to the solid-liquid ratio of 1g:8 mL, the filtrate and the filter residue are collected after filtration, the filtrate obtained twice is combined, and the filtrate is concentrated under reduced pressure by a rotary evaporator to obtain the extract extract of sophorocarpine oxide. The filter residue is added with acetic acid solution with a mass concentration of 1%-5% according to the solid-liquid ratio of 1g:10 mL, and soaked for 72h, after filtration, the filtrate and the filter residue are collected. The filter residue is soaked in acetic acid solution with a mass concentration of 1%-5% for 48 h according to the solid-liquid ratio of 1g:10 mL. After filtration, the filtrate is collected. The filtrate is concentrated in vacuum to obtain the extract of the crude extract of sophorine oxide. Merge the extract of the crude extract of sophorine oxide obtained twice for later use; 3) water precipitation and impurity removal: add 3-5 times the mass of water to the final extract of the crude extract of sophora oxide obtained in step (2), adjust the pH to 11 with ammonia water, stand for 48 h at room temperature and then filter, and collect the filtrate; 4) The filtrate obtained in step (3) is concentrated in vacuum to obtain concentrated paste, after vacuum drying of concentrated paste, silica gel column separation with methanol and dichloromethane as eluent, crystallization separation with ether added, and drying with acetone recrystallization to obtain oxidized sophora-alkali pure product.
biological activity Oxysophocarpine is an alkaloid extracted from seaweed. Oxysophocarpine has neuroprotective and antociceptive effects on the central and peripheral nervous systems. Oxysophocarpine inhibits the growth and metastasis of oral squamous cell carcinoma (OSCC).
use used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: increase the number of white blood cells, strengthen the body's immunity, and play a role in anti-dysentery bacillus, skin fungi, amoeba, trichomoniasis and other infections. There are diuretic, antiasthmatic, hypnotic, antiarrhythmic and other effects.
Last Update:2024-04-09 19:05:11
OXYSOPHOCARPINE 氧化槐果碱
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