Escholine chloride
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium chloride
CAS: 6681-18-1
Molecular Formula: C20H24NO4.Cl
Escholine chloride - Names and Identifiers
| Name | (6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium chloride |
| Synonyms | Nsc150443 Escholine chloride Magnoflorine chlori Thalictrine chloride Magnoflorine, chloride (+)-Magnoflorine chloride Corytuberine methochloride (6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolinium chloride (6aS)-5,6,6a,7-Tetrahydro-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-4H-dibenzo[de,g]quinolinium chloride |
| CAS | 6681-18-1 |
| InChI | InChI=1/C20H23NO4.ClH/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18;/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23);1H/t13-;/m0./s1 |
Escholine chloride - Physico-chemical Properties
| Molecular Formula | C20H24NO4.Cl |
| Molar Mass | 377.866 |
| Melting Point | 236-237℃ |
| Specific Rotation(α) | +220.1°（methanol） |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | Most alkaloids are crystalline solids; some are amorphous powders; and a few are liquid at room temperature. |
| Storage Condition | 2-8°C |
| MDL | MFCD09031380 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, comes from Magnolia, Magnoliaceae plant Wangchunhua Magnolia biondii Pamp. Yulan Magnolia denudata Desv. Or Wudang Yulan Magnolia sprengeri Pamp. The dry buds. |
Escholine chloride - Reference
| Reference Show more | 1. Yan Qi, Li Li, Juanjuan, et al. Simultaneous determination of seven components in the root of altissima nigricans by HPLC [J]. Chinese herbal medicine, 42 Vol. 7, 2020-1588 p. M. 2. Bai Rong. Determination of rehmannia root alkaloids and magnoliae alkaloids in sancai fengsui pills by HPLC [J]. Modern medicine and clinic 2015 11(11):1324-1327. 3. Jin Feng, Ren Yuzhen, Chen Yanlin, etc. Study on HPLC characteristic fingerprint of alkaloids from Croton [J]. Chinese Journal of Experimental prescriptions, 2013, 19(002):90-93. 4. Zhang chahui, Gu Yuxin, Liu Yujing, Chen Yingzhuang, Chen Bo, Ma Ming. Simple and rapid identification of Aristolochia manshuriensis by direct spray ionization mass spectrometry [J]. Journal of Analytical Chemistry, 2017,45(08):1143-1148. 5. Liu Yang, Li Li, Li Xuelian, etc. Preliminary Study on absorption of multi-components in the midgut of Coptis chinensis decoction by in vitro and in vivo methods [J]. Chinese Journal of Traditional Chinese Medicine, 2017, 29 (8). 6. Liu Yueyi, Cai Xinting, ni Wenying, etc. Discussion on biopharmaceutics classification system of Coptis chinensis extracts [J]. Chinese Journal of prescription drugs, 2019, 017(011):22-23. 7. Ding Ying. Study on the changes of fingerprint and main components of Magnolia officinalis before and after processing [J]. China pharmacist, 2020,23(09):1745-1750. 8. Tang Ming, Gao Xia, Geng Ting, Wang Jia Jia, Chen Xia Lin, Cao Liang, Wang Zhenzhong, Xiao Wei. Analysis of chemical components of Qiwei Tongbi oral liquid based on HPLC-Q-TOF-MS/MS Technology [J]. Chinese herbal medicine, 2021,52(08):2226-2236. 9. Guo, Shuai, et al. "Magnoflorine ameliorates lipopolysaccharide-induced acute lung injury via suppressing NF-κB and MAPK activation." Frontiers in pharmacology 9 (2018): 982.https://doi.org/10.3389/fphar.2018.00982 10. Li, Qiao-Qiao, et al. "Evaluation of the interactions between platelets and alkaloids by frontal analysis capillary electrophoresis using polyvinyl alcohol-coated capillary." Chromatographia 81.3 (2018): 509-516.https://doi.org/10.1007/s10337-018-3476-6 11. Xu, Jun. "Improved approaches and strategies for analyzing decoctions of medicinal herbs." (2016). 12. [IF=4.759] Guang Yang et al."A modification on the vector cosine algorithm of Similarity Analysis for improved discriminative capacity and its application to the quality control of Magnoliae Flos."J Chromatogr A. 2017 Oct;1518:34 13. [IF=4.411] Jinjun Shan et al."Liquid Chromatography Coupled with Linear Ion Trap Hybrid OrbitrapMass Spectrometry for Determination of Alkaloids in Sinomeniumacutum."Molecules. 2018 Jul;23(7):1634 14. [IF=4.147] Zhe Cai et al."Magnoflorine with hyaluronic acid gel promotes subchondral bone regeneration and attenuates cartilage degeneration in early osteoarthritis."Bone. 2018 Nov;116:266 15. [IF=3.935] Ka-Yan Kwok et al."Quality evaluation of commercial Huang-Lian-Jie-Du-Tang based on simultaneous determination of fourteen major chemical constituents using high performance liquid chromatography."J Pharmaceut Biomed. 2013 Nov;85:239 16. [IF=2.896] Qi Yun et al."UPLC-Q-TOF/MS characterization, HPLC fingerprint analysis and species differentiation for quality control of Nigella glandulifera Freyn et Sint seeds and Nigella sativa L. seeds."Anal Methods-Uk. 2014 Jun;6(13):4845-4852 17. [IF=2.044] Li Qiao-Qiao et al."Evaluation of the Interactions Between Platelets and Alkaloids by Frontal Analysis Capillary Electrophoresis Using Polyvinyl Alcohol-Coated Capillary."Chromatographia. 2018 Mar;81(3):509-516 18. [IF=6.023] Maiquan Li et al."Discovery of Keap1−Nrf2 small−molecule inhibitors from phytochemicals based on molecular docking."Food Chem Toxicol. 2019 Nov;133:110758 19. [IF=5.645] Xiaojin Peng et al."Development of a novel functionality for a highly efficient imidazole-based ionic liquid non-aqueous solvent system for the complete extraction of target alkaloids from Phellodendron amurense Rupr. under ultrasound-assisted conditions. 20. [IF=4.759] Rong Wang et al."Integration of micro-fractionation high-performance liquid chromatography-ultraviolet detector-charged aerosol detector-mass spectrometry analysis and cellular dynamic mass redistribution assay to accelerate alkaloid drug discovery."J Ch 21. [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 22. [IF=1.902] Ting Zhang et al."The influence of essential oils from ZhaLi NuSi Prescription on the pharmacokinetics of its non-volatile components in normal rats."Biomedical Chromatography. 2021 Oct 21 23. [IF=3.373] Kewei Zhang et al."Discrimination between raw and ginger juice processed Magnoliae officinalis cortex based on HPLC and Heracles NEO ultra-fast gas phase electronic nose."Phytochemical Analysis. 2022 Mar 22 24. [IF=1.902] Mengyu Qian et al."Metabolic characteristics and pharmacokinetic differences of Qiwei Tongbi oral liquid in rheumatoid arthritis rats."BIOMEDICAL CHROMATOGRAPHY. 2022 Apr 13 |
Escholine chloride - Introduction
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride is a natural product, chemically belonging to the ketone base. It is mainly found in the root bark and rhizomes of Magnoliaceae plants.
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethoxy -5,6,6a, [de,g]quinolinium chloride has the property of providing fragrance, so it is widely used in perfume, cosmetics and food flavoring and other industries. It is able to enhance the persistence of perfumes and cosmetics and give it a unique floral scent. In addition,(6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride can also be used in traditional Chinese medicine formula, with antibacterial, anti-inflammatory, analgesic, cough and other pharmacological effects.
The preparation method of
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride mainly includes the process of extraction and purification. Solvent extraction or distillation is usually used to extract the alkali substances in Magnolia, and through further purification steps to obtain high purity (6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride. The extraction solvent should be selected according to the specific experimental conditions, such as ethanol, acetone and so on.
When using and preparing (6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a, [de,g]quinolinium chloride, you need to pay attention to safety matters. (6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride may be irritating to skin and eyes, therefore, attention should be paid to avoid direct exposure during contact, and personal protective equipment such as protective gloves and goggles should be worn during use. In addition, during the preparation process, attention should be paid to the ratio and experimental conditions, and the laboratory safety operation specifications should be observed to ensure the safety of the operating environment.
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethoxy -5,6,6a, [de,g]quinolinium chloride has the property of providing fragrance, so it is widely used in perfume, cosmetics and food flavoring and other industries. It is able to enhance the persistence of perfumes and cosmetics and give it a unique floral scent. In addition,(6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride can also be used in traditional Chinese medicine formula, with antibacterial, anti-inflammatory, analgesic, cough and other pharmacological effects.
The preparation method of
(6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride mainly includes the process of extraction and purification. Solvent extraction or distillation is usually used to extract the alkali substances in Magnolia, and through further purification steps to obtain high purity (6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride. The extraction solvent should be selected according to the specific experimental conditions, such as ethanol, acetone and so on.
When using and preparing (6aS)-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-5,6,6a, [de,g]quinolinium chloride, you need to pay attention to safety matters. (6aS)-1,11-dihydroxy-2,10-dimethoxy-6, 6-dimethy1-5, 6,6a, [de,g]quinolinium chloride may be irritating to skin and eyes, therefore, attention should be paid to avoid direct exposure during contact, and personal protective equipment such as protective gloves and goggles should be worn during use. In addition, during the preparation process, attention should be paid to the ratio and experimental conditions, and the laboratory safety operation specifications should be observed to ensure the safety of the operating environment.
Last Update：2024-04-09 20:52:54
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