daurisoline
Daurisoline
CAS: 70553-76-3
Molecular Formula: C37H42N2O6
daurisoline - Names and Identifiers
daurisoline - Physico-chemical Properties
| Molecular Formula | C37H42N2O6 |
| Molar Mass | 610.74 |
| Density | 1.218±0.06 g/cm3(Predicted) |
| Melting Point | 96-102°C |
| Boling Point | 724.5±60.0 °C(Predicted) |
| Specific Rotation(α) | (c, 0.65 in MeOH)-129 |
| Flash Point | 392°C |
| Solubility | Soluble in chloroform, methanol |
| Vapor Presure | 1.08E-21mmHg at 25°C |
| Appearance | Light yellow powder or crystal |
| Color | white to beige |
| pKa | 9.31±0.45(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.618 |
| MDL | MFCD00221740 |
| Physical and Chemical Properties | From bat kudzu, bean root |
daurisoline - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | NX5995000 |
| HS Code | 29399990 |
daurisoline - Reference
| Reference Show more | 1. He Wanwan and Zhang Jianwei Li Yunjing Kang Tingguo. Correlation between microscopic characteristic index and chemical composition of root of bean [J]. Chinese Journal of Experimental prescriptions, 2017, 23(01):42-46. 2. He Wanwan and Zhang Jianwei Li Yunjing Kang Tingguo. Correlation between powder color and effective components of radix sophorae tonkinensis [J]. Chinese Journal of Experimental prescriptions, 2017, 23(05):57-62. 3. [IF = 11.556] Weiwei Tang et al."Quantitative MALDI Imaging of Spatial Distributions and Dynamic Changes of Tetrandrine in Multiple Orans of Rats."Theranostics. 2019; 9(4): 932-944 4. [IF=4.36] Xiao-Ling Fu et al."Study on the compatibility effect and active constituents of Atractylodis Rhizoma in Ermiao Wan against Acute Gouty Arthritis."J Ethnopharmacol. 2021 Oct;279:114353 |
daurisoline - Reference Information
| Alkaloids | Bat Gesurinine, also known as Rhizoctonine, is an alkaloid extracted from the roots and stems of Bat Pueraria lobata, a plant of the Anhexiaceae family, and is the main component of phenolic alkaloids from Bat Pueraria lobata. Experiments have proved that bat colinine has the characteristics of class III antiarrhythmic drugs. And its effect of prolonging the time course of myocardial action potential has the characteristics of use dependence, so the drug has broad clinical application prospects. |
| physical and chemical properties | milky yellow powder (cyclohexane), containing 1/3 molecule cyclohexane, melting point 96~102 ℃,[α]20D-129 (c = 0.65, methanol). |
| Source | Batesurin is a dibenzyl tetrahydroisoquinoline alkaloid, which exists in the rhizome of the hexanidaceae plant Batkudzu. |
| bean root | bean root is also known as bat kudzu root, bean root and bean root. dauricurn DC for the Menispermum of bat kudzu. The rhizome. It is mainly produced in Jilin, Liaoning, Hebei, Henan, Shaanxi, Gansu, Shandong and other places. The rhizome is cylindrical, curved and branched, up to 50cm long and 0.3~0.8cm in diameter. The surface is yellowish brown to dark brown, with curved fine roots and longitudinal wrinkles, and the outer skin is easy to peel off. Tough, not easy to break, irregular section, fibrous, light yellow wood, radially arranged, with pith in the center. Originally published in "Chinese Medicine and Plant Records", formerly known as Bat Pueraria lobata. It is mainly produced in Northeast China, North China, Shaanxi and other places. North bean root is bitter and cold in nature and has a small poison. It belongs to the lungs, stomach, and large intestine meridians. It has the effects of clearing away heat and detoxification, expelling wind and relieving pain, and rationalizing gasification and dampness. It is traditionally used to treat sore throat, enteritis and dysentery, rheumatism and arthralgia. North bean root mainly contains alkaloids, and its total alkaloid content is about 1.7%-2.5%, of which fat-soluble alkaloids are the highest. fig. 1 is a physical picture of rhizome and leaf of bean root |
| analysis method | high performance liquid chromatography is adopted. Acetonitrile-water-triethylamine (18:82:0.28, pH = 3 adjusted by phosphoric acid) system was selected as mobile phase, and the detection wavelength was 284nm. |
| extraction of phenolic alkaloids from kudzu kudzu | 1, extraction of crude total alkaloids from kudzu kudzu: acid water extraction method is adopted, and most of its free alkaloids are hardly soluble in water are used. crude total alkaloids are obtained by alkali water precipitation method, and then benzene reflux continuous extraction method is adopted, the fat-soluble part is extracted, and then the phenolic alkaloids of Doguenol can be dissolved in certain lye, and the total phenolic alkaloids are extracted with 5% sodium hydroxide. The flow chart is as follows: 2, extraction of phenolic alkaloids from kudzu: 1kg of crude total alkali (ground) is extracted twice with benzene, 2000ml each time, benzene solution is combined, and 5% sodium hydroxide solution is used for 4 times (400, 300, 300, 200mL). The combined lye was acidified to pH4 with 6mol/L hydrochloric acid, decolorized with activated carbon, and concentrated ammonia was added dropwise to about pH9, milky white precipitate was precipitated, filtered by suction, washed with water to neutral, and dried in vacuum to obtain 352g of light yellow powdered phenolic alkaloid. |
| separation of dauricine and dauricine | 100g of phenolic alkaloid is dissolved in 250ml of chloroform, completely dissolved, poured into a separatory funnel, and extracted 3 times (200, 100, 100mL) with 3% sodium hydroxide solution, the chloroform solution (monophenol) and lye (bisphenol and triphenol) are separated. The chloroform solution containing the monophenol part was first washed with 150mL of water, and after the water layer was removed, it was extracted 4 times (200, 200, 100, 100mL) with 1% hydrochloric acid. The acid water solution is combined, decolorized with activated carbon, alkalized to pH9 with concentrated ammonia water, white precipitate is precipitated, filtered, washed to neutral with water, and dried in vacuum to obtain 45g of white powdered bat dauricine with a yield of 45% of phenolic total alkali. The lye containing bisphenol and triphenol is decolorized with activated carbon, concentrated ammonia is alkalized to about pH8, milky polyphenol precipitate is precipitated, dissolved with about 200mL chloroform, washed with 0.5% sodium hydroxide solution for 3 times (100ml × 3), then washed with 1% sodium hydroxide solution for 1 time (150mL), and combined lye (containing triphenol, etc.). The chloroform solution (containing bisphenol) is extracted 3 times (150mL × 3) with 1% hydrochloric acid, the acid water solution is combined, the activated carbon is decolorized, the concentrated ammonia is alkalized to about pH8, milky white precipitate is precipitated, filtered, washed with water to neutral, and dried in vacuum to obtain light gray yellow powdered bat colinine, which is the 11.5% of the total phenolic alkali. |
| pharmacological activity | bat germine is a strong Ca ion antagonist with potential antihypertensive and antiarrhythmic activities. Batesurin is a pure alkaloid isolated and extracted from the total alkaloids of Sophora tonkinensis. After methylation, the head experiment and the in vivo neuromuscular transmission block test were carried out, and it was found to have muscle relaxation. It has been tried in the clinical practice of anesthesia surgery. In 19 cases and 35 times of medication observation, it was confirmed that the anesthesia was shallow and the muscle relaxation was insufficient, when the operation is difficult (abdominal exploration, peritoneal suture), bat colinine is added. So as to overcome the lack of muscle relaxation and successfully complete the operation. Through animal experiments and clinical practice, it is shown that bat colzine does have muscle relaxant effect. From the death of the chick, it was relaxed paralysis, and it had a significant synergistic effect with tubularine, and it could also antagonize neostilmine and calcium gluconate. In the clinical observation of electromyography, it was found that when the tonic After stimulation, there are easy phenomena, etc., so this medicine can be considered as a non-depolarizing muscle relaxant. |
| toxicology | from the toxicity test, the respiratory paralysis rate of rabbits was 3.71 mg/kg, while the S-T segment was lowered only when the bat colzine reached 43.7 mg/kg, and the ratio between the two doses was 1:11.2. In the acute toxicity test, when the bat colinine 4 mg/kg was injected intravenously, the rabbit had difficulty breathing and gradually stopped, and died 40 seconds later. After death, the important organs were examined by tissue biopsy, and there was no abnormality. It shows that this drug has no obvious damage to the substantial organs, and the safety range is large. |
| metabolism | pharmacokinetic studies show that the kinetic behavior of bat colinine in rabbits after three different doses iv conforms to the two-compartment open model. It is distributed quickly, eliminated quickly, and widely distributed. |
| storage method | 2-8 c, kept away from light. |
| characterization map | UVλKBrmaxcm-1:3420,3350(OH),2850 (OCH3),1590,1500 (aromatic ring),1015,1155 (ether chain). 1HNMR(CDCl3)δ: 2144(3H,s,N2-CH3),2150 (3H,s, N' 2-CH3),3.60,3.75,3.82 (3H,s,OCH3) ~ 5.00 (2H,s,2 ×OH, disappear after adding H2O),6.10~7.14 (11H,m, aromatic hydrogen). MSm/z (%):610 (M +,25),206 (92.5),192 (100),177 (5.35). fig. 3 is the mass spectrum and nuclear magnetic resonance diagram of bat germine reference materials: 1. quantitative analysis of natural pharmaceutical components of bat germine 2. Zheng xiwen, min zhida, etc., a new alkaloid in bat germine (Daurisoline)[J]. scientific bulletin, No.6,1979 |
| chemical properties | derived from bat kudzu, bean root |
| use | used for content determination/identification/pharmacological experiments and other pharmacological effects: for cardiovascular |
Last Update：2024-04-09 21:01:54
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Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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