β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
forsythoside A
CAS: 79916-77-1
Molecular Formula: C29H36O15
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate] - Names and Identifiers
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate] - Physico-chemical Properties
| Molecular Formula | C29H36O15 |
| Molar Mass | 624.59 |
| Density | 1.60±0.1 g/cm3(Predicted) |
| Melting Point | >127°C (subl.) |
| Boling Point | 911.9±65.0 °C(Predicted) |
| Specific Rotation(α) | (c, 0.04 in MeOH)+120；(c, 0.5 in MeOH)+158 |
| Flash Point | 294.8°C |
| Solubility | Soluble in chloroform and methanol. |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | White powder or crystal |
| Color | Off-White to Light Beige |
| pKa | 9.31±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.689 |
| MDL | MFCD01075148 |
| Physical and Chemical Properties | Easily soluble in water, ethanol, and methanol, hardly soluble in ether and chloroform. Dried fruit derived from the Oleaceae plant Forsythia Forsythia suspense(Thunb.)Vahl |
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate] - Risk and Safety
| HS Code | 29389090 |
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate] - Reference
| Reference Show more | 1. Zhang Qiyue, Liu, Yanyan, wannao et al. Determination of eight chemical constituents in forsythia suspensa kernel by HPLC-ESI-MS/MS [J]. Chinese herbal medicine 2017 048(001):192-196. 2. Zhang Xiaoxu Jia Pepe Zhang Zhiyong, etc. Identification of forsythiaside metabolites in human liver microsomes by UPLC-Q-TOF-MS method [J]. Chinese Pharmaceutical Journal, 2017, 052(003):226-230. 3. Gao Lili, Wang Yibo, Chen gongsen et al. Study on migration of components in Flos lonicerae and forsythia suspensa during preparation of Shuanghuanglian granules [J]. Central South pharmacy 2020 v.18;No.173(06):32-37. 4. Mei Jianfeng, Dong Zhihong, Yi Yu, et al. Study on the preparation of forsythia Lipin by microbial transformation of phillyrin [J]. Industrial Microbiology, 2016, 46(006):7-12. 5. Gao Lili, Ni Jian, Ying Chao et al. HPLC fingerprint and chemical pattern recognition analysis of Shuanghuanglian granules [J]. Chinese Journal of Information on traditional Chinese medicine, 2019 026(010):60-65. 6. Ma Lisha, Jia Jinping, Zhang Yuanbo, et al. Comparative study on biological activity of different parts of forsythia suspensa [J]. Chemical Research and Application, 2018, 30(002):177-182. 7. Zhou Fei, Hu Rong, Liu Chenjie, et al. Comparison of pancreatic lipase activity inhibited by different processed products of forsythia suspensa leaves [J]. Journal of Shanxi University (Natural Science Edition), 2018, v.41;No.160(02):161-167. 8. Wei Lifang, Mei Yuqi, Zou Lisi, Chen Jiali, talking dream Xia, Wang Chengcheng, Cai Zhichen, Lin Liqun, Liu Jianhong. Quality Evaluation of forsythia suspensa from different habitats based on simultaneous determination of multiple active components and multivariate statistical analysis [J]. Chinese Pharmaceutical Journal, 2021,56(04):276-284. 9. Peng Ping, Xiong shaoxhe, Zhang Bei, Yi Jianping, Du Jing, Yang Xuan, fan Guoqiang, Gu Gul, Wang Zhibin. Study on quality evaluation of Qinlian preparation based on quality characterization of the whole party characteristic spectrum [J]. Chinese herbal medicine, 2021,52(05):1312-1322. 10. Yang Yang, Xin Zhao, Guorong Fan,A modification on the vector cosine algorithm of Similarity Analysis for improved invasive capacity and its application to the quality control of Magnoliae fours, Journal of Chromatography A, volume 1518,2017,Pages 11. [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 12. [IF=4.932] Haipeng Feng et al."Phillygenin activates PKR/eIF2α pathway and induces stress granule to exert anti-avian infectious bronchitis virus."Int Immunopharmacol. 2022 Jul;108:108764 |
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 6-O-(6-deoxy-α-L-mannopyranosyl)-, 4-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate] - Reference Information
| preparation | CN201410387248.8 provides a preparation method of forsythafine, the method of the present invention has simple operation process and short production cycle. Using the method of the present invention, it is possible to fully extract the forsythione in the forsythium, the extraction effect is significant, the separation and purification treatment to obtain high-purity forsythione monomer, significantly reduce the production cost, suitable for batch preparation and industrial production. In order to achieve the purpose of the present invention, the present invention provides a method for preparing forsythia lipidin, which includes the following sequential steps: 1) After mixing forsythia leaves or forsythia fruits with an extraction solvent, heating, and performing reflux extraction, Collect the extract, and recover the solvent to obtain the forsythia extract; 2) Add petroleum ether to the forsythia extract and mix well, perform ultrasonic treatment or petroleum ether reflux extraction treatment, the petroleum ether extract is collected and the petroleum ether is recovered to obtain the petroleum ether extract of forsythia; 3) The petroleum ether extract of forsythia is recrystallized with methanol or ethanol to obtain forsythia. The present invention has the following beneficial effects: 1. The present invention excavates and creates a preparation method for the rival compound forsythia. 2. The present invention provides a method for separating and purifying forsythione, and the method of the present invention obtains high product purity and good yield. 3. The preparation process of the present invention is simple, high refining efficiency, low energy consumption, environmental protection, easy control of operating process conditions, and strong quality controllability. 4. The preparation process of the present invention has a distinct creativity in separation and purification, that is, the invention of column chromatography separation purification and recrystallization purification combined with the best separation and purification conditions, can simultaneously obtain high content of natural forsythin and forsythin, their content can reach 80-99%. |
| overview | forsythioside A(forsythiasideA) is a phenylethanol glycoside component isolated from forsythia. it has antibacterial, antiviral, antioxidant, anti-infection and antipyretic pharmacological effects, and is mainly used for content determination, identification, pharmacological experiments, etc. Fig. 1 is the structural formula |
| physical and chemical properties | this product is a white crystalline powder, easily soluble in water, ethanol and methanol, and hardly soluble in ether and chloroform. |
| pharmacological action | forsythoside a has antibacterial, anti-infection and antipyretics effects, and also has good antiviral and antioxidant functions. |
| preparation method | 40g of comminuted forsythia suspensa leaves are extracted with 1200mL of 55% ethanol at 74 ℃ for 50min, filtered, extracted twice, combined with filtrates, concentrated under reduced pressure at 50 ℃ to recover ethanol to obtain 665mL of concentrated solution, and 35mL of anhydrous ethanol is added, the extract of Forsythia suspensa leaf containing 5% ethanol by volume was obtained. The extract of forsythia suspensa leaves was adsorbed with AB-8 resin column of 2.6cm × 25cm, and eluted with 50% ethanol to obtain the extract of forsythia suspensa leaves. Forsythia suspensa leaf extract is extracted with water saturated with n-butanol for 3 times, n-butanol is recovered and dried to obtain crude product. The crude product is separated by 30% methanol in C18 reversed-phase silica gel column chromatography of 8cm × 50cm, the eluent is collected, and the pure compound forsythoside A is concentrated under reduced pressure. The overview, physical and chemical properties, preparation methods and uses of forsythoside A are edited and sorted by Ding Hong. (2016-01-24) |
| use | used for content determination, identification, pharmacological experiments, etc. for content determination/identification/pharmacological experiments and other pharmacological effects: with antibacterial, strong heart, diuretic, antiemetic and other pharmacological effects. |
| chemical properties | soluble in water, ethanol, methanol insoluble in ether, chloroform. Dried fruit from the Oleaceae plant Forsythia Forsythia suspense(Thunb.)Vahl |
Last Update：2024-04-10 22:29:15
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