中文名 | 3,4-二咖啡酰奎宁酸 |
英文名 | (1S,3R,4R,5R)-3,4-Bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid |
别名 | 异绿原酸B 异绿原酸B(3 二咖啡酰奎宁酸 3,4-二咖啡酰奎宁酸 异绿原酸B(3,4-二咖啡酰奎宁酸) 3,4-二咖啡酰奎宁酸(异绿原酸 B) ISOCHLOROGENIC ACID B 异绿原酸B ISOCHLOROGENIC ACID B 异绿原酸B 标准品 |
英文别名 | Isochlorogenic acid B ISOCHLOROGENIC ACID B(RG) 3,4-Dicaffeoylquinic acid Isochlorogenic acid B, froM Lonicera japonica Isochlorogenic acid B,3,4-Dicaffeoylquinic acid 1β,3β-Dihydroxy-4β,5α-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1α-cyclohexanecarboxylic acid (1S)-4β,5α-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β,3β-dihydroxycyclohexanecarboxylic acid (1R,4R,5R)-3,4-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,5-dihydroxycyclohexanecarboxylic acid (1S)-1α,5α-Dihydroxy-3β,4α-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β-cyclohexanecarboxylic acid (1S,3R,4R,5R)-3,4-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,5-dihydroxycyclohexanecarboxylic acid (1S,3R,4R,5R)-3,4-Bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid |
CAS | 14534-61-3 |
化学式 | C25H24O12 |
分子量 | 516.45 |
InChI | InChI=1/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20?,23-,25-/m1/s1 |
密度 | 1?+-.0.1 g/cm3(Predicted) |
熔点 | >117°C (sub.) |
沸点 | 810.8±65.0 °C(Predicted) |
比旋光度 | -225 (MeOH) |
闪点 | 274.9°C |
蒸汽压 | 8.9E-28mmHg at 25°C |
溶解度 | 甲醇 (微溶) |
折射率 | 1.719 |
酸度系数 | 3.70±0.50(Predicted) |
存储条件 | Sealed in dry,Store in freezer, under -20°C |
外观 | 固体 |
颜色 | Off-White to Light Yellow |
物化性质 | 类色结晶粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于金银花,忍冬,杜仲。 |
MDL号 | MFCD22375481 |
体外研究 | 3,4-Dicaffeoylquinic acid acts as a greater primary antioxidant than its methanol extract, by having higher ferric reducing activity (EC 50 2.18 μg/ml), β-carotene bleaching activity (EC 50 23.85 μg/ml) and DPPH scavenging activity (EC 50 68.91 μg/ml). 3,4-Dicaffeoylquinic acid exhibits a remarkable dose-dependent inhibitory effect on NCI-H23 (human lung adenocarcinoma) cell lines (EC 50 3.26 μg/ml) and is found to be apoptotic in nature based on a clear indication of DNA fragmentation. 3,4-Dicaffeoylquinic acid also displays a concentration-dependent α-glucosidase inhibition with EC 50 241.80 μg/ml. |
安全术语 | 24/25 - 避免与皮肤和眼睛接触。 |
WGK Germany | 3 |
海关编号 | 29189900 |
参考资料 展开查看 | 1. 张莉 周娟娟. UPLC法同时测定银翘解毒合剂中10种成分[J]. 中成药 2018 40(08):86-89. 2. 李小军 张姝砣 穆云妹 等. "一测多评"法测定平卧菊三七中绿原酸类成分[J]. 中国医院药学杂志 2015(22):2007-2011. 3. 王俊俊 张俐 郭青 等. 一测多评法测定8个银翘解毒系列制剂中的7种酚酸类成分的含量[J]. 药学学报 2015 050(004):480-485. 4. 高利利 倪健 于颖超 等. 双黄连颗粒HPLC指纹图谱及化学模式识别分析[J]. 中国中医药信息杂志 2019 026(010):60-65. 5. 董婷, 周建良, 赵维良,等. 基于指纹图谱的银翘解毒颗粒质量评价[J]. 中国现代应用药学, 2018, 35(09):68-72. 6. 刘鑫, 牛子冉, 梅丹,等. 异绿原酸B对肝损伤小鼠的保护作用及其机制[J]. 医药导报 2020年39卷7期, 895-899页, ISTIC PKU CA, 2020. 7. 王玲娜, 刘红燕, 李佳,等. 忍冬叶有效成分含量与气候因子的灰色关联分析[J]. 山东农业科学, 2014(11):57-60. 8. 马云, 王尧尧, 王蕾,等. 忍冬花发育期间形态与13种活性成分含量变化[J]. 中药材, 2018, 041(007):1559-1565. 9. 王春驰, 周婷婷, 纪圣君,等. 返魂草药材提取方法考察与特征图谱建立[J]. 长春中医药大学学报, 2019, 035(002):322-325. 10. 王玲娜,苏征,刘星劼,张芳,刘谦,张永清.金银花活性成分与生态因子相关性研究[J].中国实验方剂学杂志,2016,22(17):27-31. 11. 刘宗洋,昝珂,沙拉麦提·艾力,吴霞,过立农,马双成,郑健,陈筱清.维药驱虫斑鸠菊HPLC-ELSD特征图谱和2个主要成分含量测定[J].药物分析杂志,2020,40(09):1702-1708. 12. 王玲娜, 孙希芳, 张芳,等. 不同发育时期金银花颜色与活性成分的相关性分析[J]. 中草药, 2017, 15(v.48;No.602):171-177. 13. 陈冰冰, 汤晟凌, 吕伟旗. 土圞儿中3种成分含量的变异规律[J]. 中成药, 2016(12):2636-2640. 14. 王玲娜 刘红燕 张金 等. "一测多评法"与外标法测定金银花中8种活性成分含量[J]. 中国实验方剂学杂志 2014 20(20):57-61. 15. 苏征 王玲娜 张芳 等. 不同产地忍冬藤HPLC指纹图谱比较研究[J]. 时珍国医国药 2017(05):193-195. 16. 黄玉娟, 舒一崧, 孔静, et al. 基于特征图谱的金银花与山银花(灰毡毛忍冬)质量表征比较研究[J]. 环球中医药 2020年13卷4期, 600-610页, ISTIC CA, 2020. 17. 路俊仙, 吕凌, 张才波. 忍冬4个药用部位中11种化学成分的含量测定[J]. 中药材, 2019(5). 18. 路俊仙, 吕凌, 张才波. 金银花和灰毡毛忍冬多成分定性的指纹图谱比较[J]. 中华中医药杂志, 2019, 034(007):3215-3219. 19. 王玲娜,张芳,李佳,刘红燕,姜秋,张永清.金银花新品种“华金6号”药材品质比较研究[J].中药材,2019,42(09):2030-2035. 20. 谭春梅,黄琴伟,王征南,马临科,赵维良.复方鱼腥草合剂特征图谱及基于Orbitrap超高分辨质谱结合多元数理统计方法的成分分析[J].药物分析杂志,2020,40(10):1770-1779. 21. 蔡芷辰,陈欢,杨蓉,陈佳佳,王程成,谈梦霞,陈佳丽,梅余琪,魏丽芳,殷圣鑫,刘训红.基于液相色谱-串联质谱结合多元统计分析盐胁迫下金银花代谢产物积累的变化[J].南京中医药大学学报,2020,36(05):584-592. 22. 李丽丽,李月,卢恒,王晓.基于液相色谱-质谱法的不同花期金银花代谢组学分析[J].分析测试学报,2020,39(12):1501-1507. 23. 胡飞凤,黄文康.高效液相色谱波长切换技术对复方野菊感冒颗粒中8种成分的含量测定[J].中国新药与临床杂志,2020,39(10):618-622. 24. Min Yang, Feng Zou, Qingxin Shi, Simin Ji, Xuanyuan Wang, Xingliang Xiang, Wan Li, Shuna Jin, Rongzeng Huang & Chengwu Song (2018) An efficient approach for enrichment of three isochlorogenic acids from Kuding tea using MCI-GEL resin, Journal of Liquid Chr 25. Chenxi Yang, Chenglin Song, Yitong Liu, Jiao Qu, Haibo Li, Wei Xiao, Lingdong Kong, Huiming Ge, Yang Sun, Wen Lv, Re-Du-Ning injection ameliorates LPS-induced lung injury through inhibiting neutrophil extracellular traps formation, Phytomedicine, Volume 90 26. Cai, Z, Liao, H, Wang, C, et al. A comprehensive study of the aerial parts of Lonicera japonica Thunb. based on metabolite profiling coupled with PLS-DA. Phytochemical Analysis. 2020; 31: 786– 800. https://doi.org/10.1002/pca.2943 27. Li, Moying, et al. "Method for rapidly discovering active components in Yupingfeng granules by UPLC‐ESI‐Q‐TOF‐MS." Journal of Mass Spectrometry 55.10 (2020): e4627.https://doi.org/10.1002/jms.4627 28. Xue, Gen, et al. "Integrating Study on Qualitative and Quantitative Characterization of the Major Constituents in Shuanghuanglian Injection with UHPLC/Q-Orbitrap-MS and UPLC-PDA." Journal of Analytical Methods in Chemistry 2021 (2021).https://doi.org/10.11 29. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang,An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 30. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang,An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 31. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang,An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 32. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang,An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 33. Zhengqi Pan, Qinfen Wu, Zhe Xie, Qiang Wu, Xinti Tan, Xin Wang,Upregulation of HSP72 attenuates tendon adhesion by regulating fibroblast proliferation and collagen production via blockade of the STAT3 signaling pathway,Cellular Signalling,Volume 71,2020,10 34. [IF=4.411] Ai-Li Guo et al."Influence of Sulfur Fumigation on the Chemical Constituents and Antioxidant Activity of Buds of Lonicera japonica."Molecules. 2014 Oct;19(10):16640-16655 35. [IF=4.411] Ying Zhang et al."Compounds Identification in Semen Cuscutae by Ultra-High-Performance Liquid Chromatography (UPLCs) Coupled to Electrospray Ionization Mass Spectrometry."Molecules. 2018 May;23(5):1199 36. [IF=3.935] Liangmian Chen et al."Simultaneous determination of various bioactive redox components in Shuang–Huang–Lian preparations using a novel three-channel isocratic elution liquid chromatography with electrochemical detection system."J Pharmaceut Biomed. 2014 J 37. [IF=2.081] Liangmian CHEN et al."Repeatability Assessment by ISO 11843-7 in Quantitative HPLC for Herbal Medicines."Anal Sci. 2015 Sep;31(9):903-909 38. [IF=1.645] Liangmian Chen et al."Quantitative Comparison of Caffeoylquinic Acids and Flavonoids in Chrysanthemum morifolium Flowers and Their Sulfur-Fumigated Products by Three-Channel Liquid Chromatography with Electrochemical Detection."Chem Pharm Bull. 2015 Jan;6 39. [IF=1.312] Min Yang et al."An efficient approach for enrichment of three isochlorogenic acids from Kuding tea using MCI-GEL resin."J Liq Chromatogr R T. 2018;41(4):188-195 40. [IF=10.182] Tong Wang et al."Temperature-responsive ionic liquids to set up a method for the simultaneous extraction and in situ preconcentration of hydrophilic and lipophilic compounds from medicinal plant matrices."Green Chem. 2019 Jul;21(15):4133-4142 41. [IF=7.514] Yi Song et al."Caffeoyl substitution decreased the binding and inhibitory activity of quinic acid against α-amylase: The reason why chlorogenic acid is a relatively weak enzyme inhibitor."Food Chem. 2022 Mar;371:131278 42. [IF=7.312] Qin Li et al."Efficient preparation of caffeoylquinic acids from the flowers of Artemisia anomala by supramolecular solvent/equilibrium solution extraction followed by re-extraction."Sep Purif Technol. 2021 Jun;265:118478 43. [IF=6.529] Rui Guo et al."Uncovering the pharmacological mechanisms of Xijiao Dihuang decoction combined with Yinqiao powder in treating influenza viral pneumonia by an integrative pharmacology strategy."Biomed Pharmacother. 2021 Sep;141:111676 44. [IF=5.893] Yinglu Ren et al."Si-Miao-Yong-An decoction ameliorates cardiac function through restoring the equilibrium of SOD and NOX2 in heart failure mice."Pharmacol Res. 2019 Aug;146:104318 45. [IF=5.81] Mu Jianfei et al."Determination of Polyphenols in Ilex kudingcha and Insect Tea (Leaves Altered by Animals) by Ultra-high-performance Liquid Chromatography-Triple Quadrupole Mass Spectrometry (UHPLC-QqQ-MS) and Comparison of Their Anti-Aging Effects."Fro 46. [IF=5.34] Chenxi Yang et al."Re-Du-Ning injection ameliorates LPS-induced lung injury through inhibiting neutrophil extracellular traps formation."Phytomedicine. 2021 Sep;90:153635 47. [IF=5.275] Jian-Qi Xiao et al."Bioactivity-based analysis and chemical characterization of hypoglycemic and antioxidant components from Artemisia argyi."Bioorg Chem. 2019 Nov;92:103268 48. [IF=5.165] Huan Zhang et al."Fermentation characteristics and the dynamic trend of chemical components during fermentation of Massa Medicata Fermentata."Arab J Chem. 2022 Jan;15:103472 49. [IF=4.411] Shengxin Yin et al."Comparison of Multiple Bioactive Constituents in the Corolla and Other Parts of Abelmoschus manihot."Molecules. 2021 Jan;26(7):1864 50. [IF=4.411] Min Li et al."Study of the Variation of Phenolic Acid and Flavonoid Content from Fresh Artemisiae argyi Folium to Moxa Wool."Molecules. 2019 Jan;24(24):4603 51. [IF=4.35] Chengcheng Zhang et al."Chemical Characterization and Antioxidant Properties of Ethanolic Extract and Its Fractions from Sweet Potato (Ipomoea batatas L.) Leaves."Foods. 2020 Jan;9(1):15 52. [IF=3.935] Hengqiang Zhao et al."An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicerae Japonicae."J Pharmaceut Biomed. 2019 Oct;175:112758 53. [IF=3.373] Zhichen Cai et al."A comprehensive study of the aerial parts of Lonicera japonica Thunb. based on metabolite profiling coupled with PLS-DA."Phytochem Analysis. 2020 Nov;31(6):786-800 54. [IF=3.24] Zhichen Cai et al."Metabolomics characterizes the metabolic changes of Lonicerae Japonicae Flos under different salt stresses."Plos One. 2020 Dec;15(12):e0243111 55. [IF=2.193] Xue Gen et al."Integrating Study on Qualitative and Quantitative Characterization of the Major Constituents in Shuanghuanglian Injection with UHPLC/Q-Orbitrap-MS and UPLC-PDA."J Anal Methods Chem. 2021;2021:9991363 56. [IF=1.902] Hongyan Liu et al."Spectrum–effect relationship study between HPLC fingerprints and antioxidant of honeysuckle extract."Biomed Chromatogr. 2019 Oct;33(10):e4583 57. [IF=1.813] Zhang Ying et al."Comparative Studies on Chemical Contents and Effect in Kidney-Yang Deficiency Rats of Salt-Processed Product and Wine-Processed Product of Cuscutae Semen."Evid-Based Compl Alt. 2019;2019:2049497 58. [IF=4.411] Yi Li et al."Evaluation of Anti-Inflammatory and Antioxidant Effectsof Chrysanthemum Stem and Leaf Extract on Zebrafish Inflammatory Bowel Disease Model."Molecules. 2022 Jan;27(7):2114 59. [IF=1.312] Xiaoran Zhao et al."Discrimination of Cuscuta chinensis Lam. and Cuscuta japonica Choisy based on a combination of chemometrics and fingerprint classification."Journal Of Liquid Chromatography & Related Technologies. 2022 Jan 09 60. [IF=3.645] Lewen Xiong et al."Study on phenolic acids of Lonicerae japonicae Flos based on ultrahigh performance liquid chromatography-tandem mass spectrometry combined with multivariate statistical analysis."JOURNAL OF SEPARATION SCIENCE |
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