CAS: 22368-21-4; 2-(3,4-Dimethoxyphenyl)-5,7-Dihydroxy-6-Methoxy-4H-Chromen-4-One

该化合物是天然产生的氟氯素化合物,主要来自各种植物,特别是阿斯特拉萨氏家族的植物,以其潜在的药理特性而著称,包括抗食道炎,抗氧化剂和肝脏保护效应;Eupatilin展示了一种复杂的结构,其特点是多氢氧化物组,有助于其生物活动和极地溶剂溶解性;该化合物由于能够调节各种生物化学途径,因此引起了人们对医药化学的兴趣,使它成为治疗应用的候选对象;此外,eupatilin的安全性特征和初步研究中的低毒性表明,它有可能用于饮食补充剂或作为功能食品成分;然而,有必要开展进一步研究,以充分阐明其在临床环境中的行动和功效机制;

结构式图片

上下游产品

CAS号40983-99-1 2-(3,4-dimethox...

合成工艺路线路线简述

  • 合成目标产物 Eupatilin 主要起始原料 4H-1-Benzopyran-4-One, 2-(3,4-Dimethoxyphenyl)-7-Hydroxy-5,6-Dimethoxy-
  • (文献来源)合成步骤主要原料 4H-1-Benzopyran-4-One, 2-(3,4-Dimethoxyphenyl)-7-Hydroxy-5,6-Dimethoxy-
2-(3,4-Dimethoxyphenyl)-8-[3-(3,4-Dimethoxyphenyl)Propanoyl]-5,7-Dihydroxy-6-Methoxychromen-4-One置于scandium Tris(Trifluoromethanesulfonate)体系中,用 1,2-二氯乙烷 用作溶剂,化学反应 24.0H,以85.6%的收率获得异泽兰黄素
参考文献:Jp5712580
标题:Jp5712580

海关参考信息

专利信息


专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
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主要参考文献


1: Park SJ, Choi H, Kim JH, Kim CS. Antifibrotic effects of eupatilin on TGF-β1-treated human vocal fold fibroblasts. PLoS One. 2021 Mar 25;16(3):e0249041. doi: 10.1371/journal.pone.0249041.
2: Lou Y, Wu J, Liang J, Yang C, Wang K, Wang J, Guo X. Eupatilin protects chondrocytes from apoptosis via activating sestrin2-dependent autophagy. Int Immunopharmacol. 2019 Oct;75:105748. doi: 10.1016/j.intimp.2019.105748. Epub 2019 Jul 12. 40(2):103-114. doi: 10.1080/15569527.2021.1902343. Epub 2021 Apr 8. 10(6):957. doi: 10.3390/antiox10060957.
5: Wu Z, Zou B, Zhang X, Peng X. Eupatilin regulates proliferation and cell cycle of cervical cancer by regulating hedgehog signalling pathway. Cell Biochem Funct. 2020 Jun;38(4):428-435. doi: 10.1002/cbf.3493. Epub 2020 Jan 11. 47(3):376-385. doi: 10.1002/biof.1707. Epub 2021 Jan 25.

合成参考文献


参考文献:10.1007/s12272-014-0408-3
摘要:Lee OY, Kang DH, Lee DH, Chung IK, Jang JY, Jang JY, Kim JI, Cho JW, Rew JS, Lee KM, Kim KO, Choi MG, Lee SW, Lee ST, Kim TO, Shin YW, Seol SY. A comparative study of DA-9601 and misoprostol for prevention of NSAID-associated gastroduodenal injury in patients undergoing chronic NSAID treatment. Arch Pharm Res. 2014 Oct;37(10):1308–16.
参考文献:10.1371/journal.pone.0171479
摘要:Sapkota A, Gaire BP, Cho KS, Jeon SJ, Kwon OW, Jang DS, Kim SY, Ryu JH, Choi JW. Eupatilin exerts neuroprotective effects in mice with transient focal cerebral ischemia by reducing microglial activation. PLoS ONE. 2017 Feb 08;12(2):e0171479. doi: 10.1371/journal.pone.0171479.
参考文献:10.2174/1871520620666200811113549|10.2174/18755992mta5pmdmjy
摘要:Serttas R, Koroglu C, Erdogan S. Eupatilin Inhibits the Proliferation and Migration of Prostate Cancer Cells through Modulation of PTEN and NF-κB Signaling. Anticancer Agents Med Chem. 2021;21(3):372–82. doi: 10.2174/1871520620666200811113549.
参考文献:10.1248/cpb.50.972
摘要:Matsuda H, Morikawa T, Toguchida I, Harima S, Yoshikawa M. Medicinal flowers. VI. Absolute stereostructures of two new flavanone glycosides and a phenylbutanoid glycoside from the flowers of Chrysanthemum indicum L.: their inhibitory activities for rat lens aldose reductase. Chem Pharm Bull (Tokyo). 2002 Jul;50(7):972–5. doi: 10.1248/cpb.50.972.
参考文献:10.1248/bpb.25.875
摘要:Nagao T, Abe F, Kinjo J, Okabe H. Antiproliferative Constituents in Plants. 10. Flavones from the Leaves of Lantana montevidensis BRIQ. and Consideration of Structure-Activity Relationship. Biological & Pharmaceutical Bulletin. 2002;25(7):875–9. doi: 10.1248/bpb.25.875.
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