CAS: 487-41-2; (2S,3R,4S,5S,6R)-2-(4-((1S,3Ar,4R,6Ar)-4-(3,4-Dimethoxyphenyl)Tetrahydro-1H,3H-Furo[3,4-C]Furan-1-yl)-3-Methoxyphenoxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是其溶解于有机溶剂和水溶解性有限,这在许多苯丙化合物中都是常见的.其结构包括一个苯球环,有助于其与生物系统的再活动与互动.从安全角度,与许多天然化合物一样,在治疗环境中使用时必须考虑其剂量和潜在副作用.

英文名称(2S,3R,4S,5S,6R)-2-(4-((1S,3Ar,4R,6Ar)-4-(3,4-Dimethoxyphenyl)Tetrahydro-1H,3H-Furo[3,4-C]Furan-1-yl)-3-Methoxyphenoxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol
中文名称连翘苷
IUPAC名称(2S,3R,4S,5S,6R)-2-(4-((1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl)-3-methoxyphenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
其它别名Phillyrin; Phillyroside; Phyllyrin; Phillygenin β-D-Glucopyranoside; 4-[(1S,3Ar,4R,6Ar)-4-(3,4-Dimethoxyphenyl)Tetrahydro-1H; 3H-Furo[3,4-C]Furan-1-Yl]-2-Methoxyphenyl β-D-Glucopyranoside
CAS编号487-41-2
MFCD编号:MFCD00467090
FDA UNII编号:VE9P4964MG
分子式:C27H34O11分子量:534.56
产品CID: 1479054
产品分类生物化工 → 中草药成分

相似结构搜索
InChIKey: KFFCKOBAHMGTMW-LGQRSHAYSA-N
InChI=1S/C27H34O11/c1-32-18-7-4-13(8-20(18)34-3)25-16-11-36-26(17(16)12-35-25)15-6-5-14(9-19(15)33-2)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,16-17,21-31H,10-12H2,1-3H
计算化学: 氢键受体数11.0氢键供体数4.0可旋转键数8.0

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
UN编号NONH for all modes of transport
危险品标志C
安全声明24/25
WGK Germany3

上下游产品

CAS号186581-53-3 重氮甲烷 | CAS号24404-49-7 Epipinoresinol-...

合成工艺路线路线简述

📜Tetraacyl Forsythin置于sodium Methylate,溶剂黄146体系中,用甲醇,二氯甲烷作为反应溶剂,化学反应 4.0H,以79.8%的收率获得产物木須皮苷
参考文献:一种连翘苷的化学合成方法
标题:一种连翘苷的化学合成方法
摘要:本发明涉及一种化学合成连翘苷的方法,本发明方法首先将糖基受体连翘脂素与糖基给体溶于有机溶剂后进行糖苷化反应,制得四酰基连翘苷;然后将四酰基连翘苷溶于有机溶剂中,接着加入甲醇钠,进行脱酰基反应,然后加入酸性ph调节剂,调节反应混合物的ph值到中性;最后经过纯化处理即得.本发明所述的制备方法的先进性和实用价值在于,原料来源方便,糖苷化反应的催化剂廉价易得,使制备成本明显下降,而且可工业化生产.

专利信息

专利号:US-10400004-B2
优先权日:2014-08-07
标题 :Chemical synthesis method of phillyrin
发明人：FU LI
权利人:FU LI
摘要:The present invention relates to a chemical synthesis method for phillyrin. The method of the present invention comprises: first dissolving a glycosyl receptor phillygenin and a glycosyl donor in an organic solvent for glycosylation to obtain tetraacyl phillyrin; then dissolving the tetraacyl phillyrin in a second organic solvent, and adding sodium methoxide for deacylation, adding an acidic pH regulator to regulate the pH value of the reaction mixture to neutral; and finally carrying out purification treatment to obtain phillyrin. The advantages and practical values of the chemical synthesis method for phillyrin of the present invention lie in: the raw material is easy to get, the catalysts used for glycosylation are cheap and easy to get, the production cost is greatly reduced, and it can be used for industrial production.

专利号:US-2025049831-A1
优先权日:2021-12-01
标题:Antiviral use of bisepoxylignan compound, and bisepoxylignan composition and preparation of bisepoxylignan compound
发明人：GE XIN; WANG SHUO; LU MINGMING; LIN RONGXIN; YANG ZIFENG; ZHONG NANSHAN; SUI DAYUN; YANG WEI; MA QINHAI; LU KESI
权利人:GE XIN
摘要:The present invention provides an application of a bisepoxylignan compound or a bisepoxylignan composition in prevention and treatment of infections with influenza viruses, parainfluenza viruses, COVID-19 viruses and COVID-19 virus variants, an application thereof in prevention and treatment of pulmonary hemorrhage caused by the COVID-19 viruses and the COVID-19 virus variants (e.g., Delta), an application thereof in anti-inflammatory effects on pneumonia caused by influenza viruses, parainfluenza viruses, COVID-19 viruses and COVID-19 virus variants. In addition, the present invention further provides a chemical synthesis method of a bisepoxylignan compound lianqiaoxinside.

专利号:CN-105461767-B
优先权日:2014-08-07
标题:A kind of chemical synthesis method of forsythin

专利号:CA-2956980-A1
优先权日:2014-08-07
标题:The chemical synthesis method of phillyrin

专利号:CN-105461767-A
优先权日:2014-08-07
标题 :A kind of chemical synthesis method of forsythin

专利号:US-2017233425-A1
优先权日:2014-08-07
标题:The chemical synthesis method of phillyrin

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主要参考文献

1: Ma J, Wang Z, Sun Y, Zheng R, Tan H, Zhang H, Jin Z, Wu Y, Sun Z. Phillyrin: A potential therapeutic agent for osteoarthritis via modulation of NF-κB and Nrf2 signaling pathways. Int Immunopharmacol. 2024 Aug 18;141:112960. doi: 10.1016/j.intimp.2024.112960. Epub ahead of print. 59(8):e5073. doi: 10.1002/jms.5073. 17(6):731. doi: 10.3390/ph17060731.
4: Xiao X, Zhang Y, Sun K, Liu S, Li Q, Zhang Y, Godspower BO, Xu T, Zhang Z, Li Y, Liu Y. Enzymatic and ultrasound assisted β-cyclodextrin extraction of active ingredients from Forsythia suspensa and their antioxidant and anti-inflammatory activities. Ultrason Sonochem. 2024 Aug;108:106944. doi: 10.1016/j.ultsonch.2024.106944. Epub 2024 Jun 6.
5: Li J, Wang Y, Li J, Xu S, Wang S, Liu W, Fu L, Jiang M, Bai G. Phillyrin and its metabolites treat pulmonary embolism by targeting PLCβ3 to inhibit platelet activation. J Ethnopharmacol. 2024 Oct 28;333:118457. doi: 10.1016/j.jep.2024.118457. Epub 2024 Jun 10. 19(1):308. doi: 10.1186/s13018-024-04695-y.

合成参考文献

参考文献:10.1248/yakushi1947.110.6_453
摘要:NISHIBE S, SASAHARA M, MIYAGETA M, NORO Y, KAWAMURA T, TANAKA T. Studies on the Methods for Chemical Identification of Forsythiae Fructus and Plantaginis Herba. YAKUGAKU ZASSHI. 1990;110(6):453–6. doi: 10.1248/yakushi1947.110.6_453.