Schizandrol A
schizandrin
CAS: 7432-28-2
Molecular Formula: C24H32O7
Schizandrol A - Names and Identifiers
Schizandrol A - Physico-chemical Properties
| Molecular Formula | C24H32O7 |
| Molar Mass | 432.51 |
| Density | 1.1480 (rough estimate) |
| Melting Point | 128.5°C |
| Boling Point | 466.17°C (rough estimate) |
| Specific Rotation(α) | +91.5 (c, 0.1 in EtOH).+88.7 (CHCl3) ((+78)) |
| Flash Point | 302.6°C |
| Solubility | Soluble in DMSO, slightly soluble in methanol and ethanol. |
| Vapor Presure | 3.87E-14mmHg at 25°C |
| Appearance | White crystal |
| Color | white to beige |
| pKa | 14.58±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5800 (estimate) |
| MDL | MFCD00905761 |
| Physical and Chemical Properties | White crystals are soluble in DMSO, slightly soluble in methanol and ethanol. Dried, ripe fruit from Schisandra chinensis (Turcz.) Baill. |
Schizandrol A - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9 / PGIII |
| WGK Germany | 3 |
| HS Code | 29093090 |
Schizandrol A - Reference
| Reference Show more | 1. Du Hongfang, Liu, Sheng Geng, Kuikui, et al. Investigation on the stability of five kinds of infusion of shengmai injection products [J]. Anhui Medicine 2015 000(007):1256-1259. 2. Yang Fan, Hongyan Huang Longmei. Determination of schisandrin by HPLC and its methodology investigation [J]. Guangdong chemical industry, 2017, 044(021):151-152. 3. Yuan Lijiang Wu Ping Xiang. Optimization of hot reflux extraction of lignans from camphor leaves by response surface methodology [J]. Science and Technology of food industry, 2018, 39(21):152-157. 4. Deng Xiuping, Wang Jia, Zhang Bing, Wang Hanran, Yu Jie, Qidong Li, Liu Zhidong. Simultaneous determination of 8 active components in qingfei decoction and study on their fingerprints [J]. Chinese herbal medicine, 2020,51(05):1242-1250. 5. Liu Junxia. Decolorization of schisandra chinensis by ion exchange resin [J]. Hubei Agricultural Sciences, 2016, 29 (12):3168-3170. 6. Shi Ning, Guo Hongju, Geng Shuai, etc. Rapid determination of schisandrin and ligustilide in Tianwang Buxin tablets by ultra performance liquid chromatography tandem quadrupole time-of-flight mass spectrometry [J]. Shaanxi traditional Chinese medicine, 2020, 041(002):251-253. 7. Cheng Zhenyu, Song Haiyan, Yang Yingjie et al. Study on static purification of lignans from schisandra chinensis by AB-8 macroporous adsorption resin [J]. Northern horticulture 2015 000(007):141-145. 8. Di Si-rong, Wang Xue, Wang cancan et al. Simultaneous determination of four active components in ganyankang powder by HPLC and its fingerprint [J]. Journal of Shenyang Pharmaceutical University, 2019, 36(04):308-314. 9. Zhang Yueyi, Zhao Yan, Liu Yonghui et al. Optimization of ultrasonic extraction of lignans from schisandra chinensis seeds [J]. Journal of Northwest Sci-Tech University of Agriculture and Forestry: natural science edition 2015(06):215-220. 10. Zhao Dawei, Wang Haobo, Li Jiali, etc. Optimization of microwave-assisted extraction of lignans from schisandra chinensis by Box-Benhnken response surface methodology [J]. Jilin agriculture 2019 447(06):52-54. 11. Wu Hao, Shan-Zhang, lunar November, Yu Xiaojing et al. Simultaneous determination of five lignans in schisandra chinensis from different habitats by HPLC [J]. Chinese national and folk medicine 2018 v.27;No.322(05):13-17. 12. Liu Xie, Guo Yunlong, Xu Qingxuan, etc. Study on the analytical properties of melon seed shell as a new type of wood electrospray material [J]. Analytical Chemistry, 2019(9). 13. Ma, Hui, Yu, liantin, Yang, Li, Heng, et al. Purification and antioxidant activity of lignans from schisandra chinensis [J]. Chinese Journal of Traditional Chinese Medicine 2019(12). 14. Dai Hui, Suhang, Cai Pengfei, et al. Changes of color and eight lignans of schisandra vinegar before and after steaming [J]. Chinese patent medicine 2019 41(05):1091-1096. 15. Liying Yang, Weiying Guo. Simultaneous determination of five components in Yixin ningshen tablets by HPLC-ELSD method [J]. Chinese herbal medicine 2015 38(012):2619-2622. 16. Ma, Hui, Feng, Bo, Zhu, Heyun, et al. Antioxidant and anti-inflammatory activities of total lignans from schisandra chinensis [J]. Food Research and development 2019(11). 17. Wei Yajie, Zhang Zekun, Guan Yanling, etc. Hugan Pian HPLC fingerprint and multi-component quantitative analysis [J]. Central South Pharmaceutical Journal, 2018, 016(001):31-34. 18. Soviet Union Lin, Li Min, Xu Min, etc. Predictive analysis of quality markers of schisandra chinensis before and after processing with vinegar based on multivariate statistical analysis and network pharmacology [J]. Chinese Herbal Medicine, 2015, Volume 50, Issue 19, pages 4643-4653, ISTIC PKU CSCD CA, 2019. 19. Jin Miao, Liu Jinna, Liu Hui, Black Yu Rong, Liu Yulan. Effects of different processing methods on lignans of introduced schisandra chinensis in Shaanxi [J]. Shaanxi Agricultural Sciences, 2020,66(11):17-20. 20. Liu Jing, you Longtai, Cai Mengru, Zhang Zhiqin, Bai Jie, Yao Yu, Wu Huimin, Ni Jian. Simultaneous determination of five lignans in Xiaoer Huanglong granules by one-Test multi-evaluation method [J]. Central South pharmacy, 2021,19(03):512-516. 21. Hou, Xiaorong, et al. "Development of an immobilized lipid chromatography method for screening and characterizing alpha-glucosidase-binding compositions." Journal of Chromatography B 1148 (2020): 122097.https://doi.org/10.1016/j.jchromb.2020.122097 22. Wang, Wei, Dan-Dan Tian, and Zhang-Jin Zhang. "In Vitro Effects of Concomitant Use of Herbal Preparations on Cytochrome P450s Involved in Clozapine Metabolism." Molecules 21.5 (2016): 597.https://doi.org/10.3390/molecules21050597 23. [IF=6.079] Hongyan Zhu et al."Sedative and hypnotic effects of supercritical carbon dioxide fluid extraction from Schisandra chinensis in mice."J Food Drug Anal. 2016 Oct;24:831 24. [IF=4.411] Wei Wang et al."In Vitro Effects of Concomitant Use of Herbal Preparations on Cytochrome P450s Involved in Clozapine Metabolism."Molecules. 2016 May;21(5):597 25. [IF=4.411] Dan-Dan Tian et al."Pharmacokinetic Evaluation of Clozapine in Concomitant Use of Radix Rehmanniae, Fructus Schisandrae, Radix Bupleuri, or Fructus Gardeniae in Rats."Molecules. 2016 Jun;21(6):696 26. [IF=4.545] Huimin Wu et al."Study on the potential effective ingredients of Xiaosheng prescription for dry eye disease."Biomed Pharmacother. 2020 Jul;127:110051 27. [IF=3.935] Yunlong Guo et al."Rapid characterization of Schisandra species by using direct analysis in real time mass spectrometry."J Pharmaceut Biomed. 2021 Jan;192:113648 28. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 29. [IF=1.618] Song Haiyan et al."Matrix Solid-Phase Dispersion Coupled with HPLC-UV for Simultaneous Extraction, Purification and Determination of Six Lignans in Schisandra chinensis Fruits."J Chromatogr Sci. 2021 Jun;: 30. [IF=4.36] Zhenghua Wu et al."Schisandrol A the main active ingredient of Schisandrae Chinensis Fructus, inhibits pulmonary fibrosis through suppression of the TGF-β signaling pathway as revealed by UPLC-Q-TOF/MS, network pharmacology and experimental verification. |
Schizandrol A - Reference Information
| Plant Source: | schisandra chinensis |
| Overview | the effective components extracted from the fruit of schisandra chinensis. Schisandra has the lung, kidney, fluid, antiperspirant effect. Often used in chronic cough and asthma deficiency, less thirst, body weakness, sweating, sleep, such as diarrhea. Also for the treatment of acute, chronic and prolonged pneumonia. Can significantly reduce the role of serum alanine aminotransferase [1]. A class of lignans extracted from the nuts of schisandra chinensis. Its structure can be represented by C- schisandrin. In different products, the methylenedioxy group on the benzene ring may be replaced by two methoxy groups, and the aliphatic framework portion of the eight-membered ring may also have one or more hydroxyl groups (or ester groups thereof). Schisandra chinensis is a commonly used traditional Chinese medicine, which has a good effect on patients with persistent and chronic viral hepatitis with elevated serum alanine aminotransferase (SGPT). Schisandrin can also be used in the treatment of AIDS, schisandrin is entering the pre-clinical research work [5]. |
| efficacy | schisandrin A is a natural active substance with significant health effects on human health, has attracted the attention of the international community. Proved by scientific research and clinical application, schisandrin A has the role of liver protection and regeneration of liver tissue, protect and enhance heart function, nourishing Yin and fixing essence, both men and women, improve intelligence and healthy; Enhance physical endurance; anti-free radical damage, delay the aging process, nourishing and enhance kidney function, human test results show that schisandrin A for patients with chronic hepatitis caused by virus (including Type A, type B, type C, type D and Type E) are particularly effective. |
| fluorescence properties | schisandra chinensis is the dry mature fruit of schisandra chinensis, which is a common traditional Chinese medicine, china's ancient medical data [1] are recorded in schisandra chinensis have nourishing the heart, Qi and fluid, convergence and other effects. In the 70 s of the 20th century, the clinical application and experimental study on the treatment of hepatitis in schisandra chinensis were carried out, and the effective components of reducing alanine aminotransferase in schisandra chinensis were isolated and identified. Schisandrin A, schisandrin B, schisandrin C, schisandrin A, schisandrin ethyl, schisandrin ethyl, schisandrin ethanol and so have reduced transaminase activity and for the biphenyl Cyclooctene lignans. The three-dimensional structure of schisandrin A and schisandrin B was R-type, and schisandrin A was S-type. This study found that: schisandrin A, schisandrin B and schisandrin A, because they are biphenyl Cyclooctene configuration, their UV absorption spectra are similar; however, due to the difference of the linking groups in the configuration of biphenyl cyclooctene, the fluorescence properties are quite different. When the excitation wavelength is 250~260 nm, the fluorescence efficiency of schisandrin B is more than ten times that of schisandrin A, while schisandrin A does not have fluorescent properties, but its hydrolysate has fluorescence, and the fluorescence efficiency is similar to schisandrin B. fig.1 fluorescence spectra of schisandrin A and schisandrin B The configuration of schisandrin A- biphenyl is different from that of schisandrin A and schisandrin B, the fluorescence properties are completely different, with 255~260 nm light as the excitation wavelength, schisandrin does not produce fluorescence, and schisandrin A and schisandrin B produce fluorescence. |
| theoretical explanation of scavenging free radical structure-activity relationship | schisandrin is an effective component of traditional Chinese medicine schisandra chinensis, it includes eight kinds of diphenylcyclooctene lignin. Pharmacological experiments show that schisandrin has a strong antioxidant effect, not only can effectively remove hydroxyl radical (· OH) and superoxide anion radical (O.-2), but also can effectively protect the cell membrane from free radical damage. Considering the wide application of schisandra chinensis and related drugs bifendate, it is of great theoretical significance and practical value to theoretically explain the above structure-activity relationship, and it is possible to design more effective biphenyl Cyclooctene antioxidants. Therefore, this paper discusses this problem by quantum chemistry method. It was found that the dioxymethyl group had larger negative charge of O atom and positive charge of C atom, and the steric hindrance was small, so it became the key factor to determine the antioxidant activity of schisandrin. |
| anti-ulcer effect | the oral dose of 50-100mg per adult per day can show anti-ulcer effect. Schisandrin 4G was dissolved in 20ml of anhydrous steep, phosphorus oxychloride (4ml) was added, and the mixture was heated to 90 ° C. For 2H. After cooling, 150ml of ether was added, poured into cold water, and the ether layer was separated. After distilling off the diethyl ether, the residue was recrystallized from a mixed solvent of n-hexane and diethyl ether to obtain 2g of colorless prismatic crystals, which can be prepared into various dosage forms for anti-ulcer drugs. |
| Reference materials | [1] Wu Shimin, editor-in-chief of Yin Delin. Concise Dictionary of fine-grained engineering. SHENYANG: Liaoning Science and Technology Press. 1999. Page 164. [2] Yang Xiaorong, Xiang Qingxiang, Liu Jing. Fluorescence properties of three schisandrins [J]. Physical and chemical testing (chemistry section),2008,(08):778-780 784. [3] Sun Youmin, Zhang Hongyu. Theoretical explanation of structure-activity relationship of schisandrin in scavenging free radicals [J]. Journal of Zibo University (Natural Science and Engineering edition),2001,(02):75-79. [4] Preparation of antiulcer drugs from schisandrin [J]. Foreign Medicine (plant medicine fascicle),1989,(01):42. [5] schisandrin. A hundred-chain database. [Reference date 2017.09.17] |
| Use | for content determination/identification/pharmacological experiments. Pharmacological Efficacy: With the improvement of qi deficiency, excessive sweating, short gas palpitations and other effects; Prevention of palpitations, Sleep Initiation and Maintenance Disorders forgetfulness, kidney qi is not solid, spermatorrhea, frequent urination, or spleen and kidney deficiency, long-term diarrhea. Modern and used for non-icteric and persistent chronic hepatitis. |
Last Update：2024-04-09 20:52:54
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