CAS: 79916-77-1; (E)-(2R,3S,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-4,5-Dihydroxy-2-((((2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyltetrahydro-2H-Pyran-2-yl)Oxy)Methyl)Tetrahydro-2H-Pyran-3-Yl 3-(3,4-Dihydroxyphenyl)Acrylate

该化合物是主要来自Forsythia suspensa(一种传统用于草药的植物)的生物活性苯球球柱,它具有显著的抗食性,抗氧化剂和抗病毒特性,成为药理学研究的一个主题.从结构上看,它具有一种与显性相联的苯丙胺核心,有助于其稳定性和生物利用率.研究显示在减轻氧化性压力,调节免疫反应和抑制病毒复制方面的潜在应用.其精细的纯度和标准化提取方法确保了研究和开发目的的一致性.在探索自然化合物用于治疗干预的研究中,特别是在炎症和传染病模型中,通常使用甲型苯并类苯并类物质.

英文名称(E)-(2R,3S,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-4,5-Dihydroxy-2-((((2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyltetrahydro-2H-Pyran-2-yl)Oxy)Methyl)Tetrahydro-2H-Pyran-3-Yl 3-(3,4-Dihydroxyphenyl)Acrylate
中文名称连翘脂苷 A
IUPAC名称(2R,3S,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-4,5-dihydroxy-2-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
CAS编号79916-77-1
MFCD编号:MFCD08460220
FDA UNII编号:OUH5BQ893P
分子式:C29H36O15分子量:624.59
产品CID: 1792844
产品分类生物化工 → 提取物

相似结构搜索
产品信息参考;
InChIKey: DTOUWTJYUCZJQD-UJERWXFOSA-N
DTOUWTJYUCZJQD-LAFJTCKFNA-N
计算化学: 氢键受体数15.0氢键供体数9.0可旋转键数11.0

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P305+P351+P338
危险品标志Xi
安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
WGK Germany3

上下游产品

合成工艺路线路线简述

📜3,4-Dihydroxy-β-Phenethyl-O-β-D-Glucopyranosyl-(1->3)-O-α-Rhamnopyranosyl-(1->6)-4-Caffeoyl-β-D-Glucopyranoside 反应生成连翘脂苷 A
参考文献:Matsumoto,Masami;Koga,Satomi;Shoyama,Yukihiro;Nishioka,Itsuo,Phytochemistry,26,(1987) N 12,3225-3227
标题:Matsumoto,Masami;Koga,Satomi;Shoyama,Yukihiro;Nishioka,Itsuo,Phytochemistry,26,(1987) N 12,3225-3227

专利信息

专利号:CN-115612114-A
优先权日:2021-07-14
标题:Method and application of copolymer film and its enzymatic self-assembly synthesis

其他信息查阅

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实用工具

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✅ COA系统入驻 | 共享模式

主要参考文献

1: Wang J, Xue X, Zhao X, Luo L, Liu J, Dai S, Zhang F, Wu R, Liu Y, Peng C, Li Y. Forsythiaside A alleviates acute lung injury by inhibiting inflammation and epithelial barrier damages in lung and colon through PPAR-γ/RXR-α complex. J Adv Res. 2024 Jun;60:183-200. doi: 10.1016/j.jare.2023.08.006. Epub 2023 Aug 12.
2: Liu J, Gao Y, Zhang H, Hao Z, Zhou G, Wen H, Su Q, Tong C, Yang X, Wang X. Forsythiaside A attenuates mastitis via PINK1/Parkin-mediated mitophagy. Phytomedicine. 2024 Mar;125:155358. doi: 10.1016/j.phymed.2024.155358. Epub 2024 Jan 12.
169:105690. doi: 10.1016/j.phrs.2021.105690. Epub 2021 May 23. 12(11):e2202228. doi: 10.1002/adhm.202202228. Epub 2023 Jan 15. 24(23):17033. doi: 10.3390/ijms242317033.

合成参考文献

参考文献:10.1080/10286029908039882
摘要:Ming D, Yu D, Yu S. Two New Caffeyol Glycosides fromForsythia suspensa. Journal of Asian Natural Products Research. 1999 Aug;1(4):327–35. doi: 10.1080/10286029908039882.
参考文献:10.1002/pca.1194
摘要:Cui Y, Wang Q, Shi X, Zhang X, Sheng X, Zhang L. Simultaneous quantification of 14 bioactive constituents in Forsythia Suspensa by liquid chromatography–electrospray ionisation–mass spectrometry. Phytochemical Analysis. 2010 Apr 13;21(3):253–60. doi: 10.1002/pca.1194.
参考文献:10.1016/j.jpba.2010.01.035
摘要:Ye J, Wei W, Quan L, Liu C, Chang Q, Liao Y. An LC–MS/MS method for the simultaneous determination of chlorogenic acid, forsythiaside A and baicalin in rat plasma and its application to pharmacokinetic study of Shuang-huang-lian in rats. Journal of Pharmaceutical and Biomedical Analysis. 2010 Aug;52(4):625–30. doi: 10.1016/j.jpba.2010.01.035.