CAS: 480-47-7; Hydrangenol

该化合物是源于Hydrangea 宏观植物和相关物种的自然产生的二氢氮素蛋白化合物,它显示出显著的生物活动,包括抗氧化剂,抗炎和抗微生物特性,使它成为药物和化妆研究的复合物,它的分子结构能够与细胞目标进行有效互动,有助于其潜在的治疗应用. 氢苯醇还因其在调控中子产生中的作用而进行了研究,这表明皮肤配方具有实用性.由于它具有高度纯度和稳定性,它成为分析和生物化学研究的可靠参考标准. 它的多功能特征强调了它在学术和工业环境中的相关性.

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21499-23-0 172588-04-4 55555-33-4

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上下游产品

Hydrangeaic acid Hydrangenol-8-O-glucoside (+/-)-3-(4-methoxyphenyl)-8-methoxy-3,4-dihydrois°Coumarin 3-(4'-benzyloxyphenyl)-8-hydroxy-3,4-dihydro-2-benzopyran-1-one2-hydroxy-6-methylbenzoic acid 4-hydroxy-benzoic acid 8-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-is°Chroman-1-one lunularic acid

合成工艺路线路线简述

    📜(3-Acetyloxy-2-Ethoxycarbonylbenzyl)-Triphenylphosphonium Bromide置于palladium On Activated Charcoal 氢氧化钾,氢气,Sodium Ethanolate,三氟乙酸体系中,用 乙醇,水,乙酸乙酯,1,2-二氯乙烷 作为反应溶剂,化学反应 53.0H,反应生成 绣球酚
    参考文献:Efficient Syntheses Of (+/-)-Hydrangenol,(+/-)-Phyllodulcin And (+/-)-Macrophyllol
    标题:Efficient Syntheses Of (+/-)-Hydrangenol,(+/-)-Phyllodulcin And (+/-)-Macrophyllol
    摘要:In This Paper We Report On A Efficient And Flexible Synthetic Route Towards The Total Syntheses Of The Dihydrocoumarine Derivatives Hydrangenol (1),Phyllodulcin (1A) And Macrophyllol (6B). The Syntheses Started With A Readily Available Phosphonium Salt 2 And Suitable Modified Benzaldehydes 3/3A/3B Resulting In 46 To 61% Overall Yields In Three To Four-Steps Sequences. The Racemic Products Could Be Separated By Chiral HPLC. The Evidence Of The(R)-Enantiomer For Sweetness Could Be Demonstrated For La. (C) 2003 Elsevier Ltd. All Rights Reserved.
    DOI:10.1016/j.Tet.2003.09.046

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    主要参考文献


    1: Kim SY, Chung KS, Jang SY, Han HS, Heo SW, Lee JK, Kim HJ, Shin YK, Ahn HS, Lee SH, Lee KT. Hydrangenol, an active constituent of Hydrangea serrata (Thunb.) Ser., ameliorates colitis through suppression of macrophage-mediated inflammation in dextran sulfate sodium-treated mice. Food Funct. 2023 Jul 31;14(15):6957-6968. doi: 10.1039/d3fo01243c. 125(Pt A):111083. doi: 10.1016/j.intimp.2023.111083. Epub 2023 Oct 21. 23(2):72-81. doi: 10.1080/19768354.2019.1578262.
    4: Myung DB, Han HS, Shin JS, Park JY, Hwang HJ, Kim HJ, Ahn HS, Lee SH, Lee KT. Hydrangenol Isolated from the Leaves of Hydrangea serrata Attenuates Wrinkle Formation and Repairs Skin Moisture in UVB-Irradiated Hairless Mice. Nutrients. 2019 Oct 2;11(10):2354. doi: 10.3390/nu11102354.
    5: Shin SS, Ko MC, Park YJ, Hwang B, Park SL, Kim WJ, Moon SK. Hydrangenol inhibits the proliferation, migration, and invasion of EJ bladder cancer cells via p21WAF1-mediated G1-phase cell cycle arrest, p38 MAPK activation, and reduction in Sp-1-induced MMP-9 expression. EXCLI J. 2018 Jun 6;17:531-543. doi: 10.17179/excli2018-1361.

    合成参考文献


    参考文献:10.1248/yakushi1947.114.6_401
    摘要:Yamahara J, Matsuda H, Shimoda H, Ishikawa H, Kawamori S, Wariishi N, Harada E, Murakami N, Yoshikawa M. [Development of bioactive functions in hydrangeae dulcis folium. II. Antiulcer, antiallergy, and cholagoic effects of the extract from hydrangeae dulcis folium]. Yakugaku Zasshi. 1994 Jun;114(6):401–13. doi: 10.1248/yakushi1947.114.6_401.
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