CAS: 970-74-1; (2R,3R)-2-(3,4,5-Trihydroxyphenyl)Chromane-3,5,7-Triol

该化合物是一种该化合物是一种在绿色茶中发现的突出的多酚,作为一种癫痫的立体异构体,它表现出显著的抗氧化特性,因为它能够对自由基和铬金属离子进行蒸气.已经研究过它可能在调节氧化压力和支持细胞健康方面起到的作用.它的化学结构,包括多个氢氧基组,有助于它的高度再活性和生物利用率.研究显示,该化合物在营养学,化妆品和生物医学领域的应用.该化合物通常通过色谱学技术隔离,以确保高纯度.在受控条件下的稳定使得它适合用于各种科学和工业用途的配制.

结构式图片

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上下游产品

CAS号332386-74-0 (-)-(2R,3R)-cis... | CAS号1449477-27-3 5-((S)-hydroxy(... | CAS号1333874-50-2 alhacin | CAS号108-98-5 硫酚 | CAS号1707-75-1 1,1-二苯基-2-苦味酰肼 | CAS号979-92-0 S-腺苷-L-高半胱氨酸 | CAS号28543-07-9 茶黄素 3'-没食子酸酯 | CAS号102208-16-2 epitheaflagallin | CAS号569-77-7 红陪酚 | CAS号31129-95-0 5-(3-羟基苯基)戊酸 | CAS号74356-41-5 3,5-DIHYDROXY-B... | CAS号1204316-08-4 5-(3,5-dihydrox... | CAS号4670-05-7 茶黄素 | CAS号302776-47-2 theanaphthoquinone

合成工艺路线路线简述

  • 989-51-5 = 970-74-1
    反应条件:1.1 Solvents: Water; 4 H,Ph 4.2 - 4.7,37.5 °C
    标题:Enhancement Of Antioxidant Activity In O/w Emulsion And Cholesterol-Reducing Capacity Of Epigallocatechin By Derivatization With Representative Phytosterols
    作者:Wang,Shanshan; Fan,Jiawen; Xu,Lujing; Ye,Kai; Shu,Tong; Et Al
    参考文献:Journal Of Agricultural And Food Chemistry 日期:2019 卷标:67(45) 页码:12461-12471]

    989-51-5 = 970-74-1
    反应条件:1.1 Solvents: Water; 10 H,Ph 5.2,40 °C; 3.5 H
    标题:Enzymatic Production Of Epigallocatechin By Using An Epigallocatechin Gallate Hydrolase Induced From Aspergillus Oryzae
    作者:Zhong,Kun; Shao,Zhiyu; Hong,Feng
    参考文献:Biotechnology Progress 日期:2008 卷标:24(3) 页码:583-587]

    = 970-74-1 [标题:Reaction Conditions
    标题:Cytosine Deaminase Modulators For Enhancement Of Dna Transfection
    参考文献:United States]

    = 970-74-1 [标题:Reaction Conditions
    标题:Process For The Preparation Of Polyphenol Compound
    参考文献:World Intellectual Property Organization]

    = 970-74-1 [标题:Reaction Conditions
    标题:Catechins
    参考文献:Japan]

    552-58-9 = 970-74-1 + 491-70-3 [标题:Reaction Conditions
    标题:Integrated Transcriptomic And Metabolomic Analysis Provides Insight Into The Regulation Of Leaf Senescence In Rice
    作者:Xue,Jiao; Lu,Dongbai; Wang,Shiguang; Lu,Zhanhua; Liu,Wei; Et Al
    参考文献:Scientific Reports 日期:2021 卷标:11(1)]

    989-51-5 = 970-74-1
    反应条件:1.1 Catalysts: Tannase Solvents: Water; 12 H,35 °C
    标题:Mechanism Of Oolongtheanin Formation Via Three Intermediates
    作者:Hirose,Sayumi; Kamatari,Yuji O.; Yanase,Emiko
    参考文献:Tetrahedron Letters 日期:2020 卷标:61(11)]

    332386-74-0 = 970-74-1
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran,Water; 5 H,Rt
    标题:General Synthesis Of Epi-Series Catechins And Their 3-Gallates: Reverse Polarity Strategy
    作者:Ohmori,Ken; Yano,Takahisa; Suzuki,Keisuke
    参考文献:Organic & Biomolecular Chemistry 日期:2010 卷标:8(12) 页码:2693-2696]

    332386-74-0 = 970-74-1
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran,Water; 5 H,Rt
    标题:Stereoselective Preparation Of Flavan Derivatives
    参考文献:Japan]

    1449477-39-7 = 970-74-1
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0.5 H,-78 °C; 2 H,Rt
    标题:Enantioselective Total Syntheses Of (+)-Gallocatechin,(-)-Epigallocatechin,And (-)-8-C-Ascorbylepigallocatechin
    作者:Lin,Guang; Chang,Le; Liu,Yongxiang; Xiang,Zheng; Chen,Jiahua; Et Al
    参考文献:Chemistry - An Asian Journal 日期:2013 卷标:8(4) 页码:700-704]

    68964-95-4 = 970-74-1
    反应条件:1.1 Reagents: Hydrochloric Acid
    标题:Prodelphinidins From Ribes Nigrum
    作者:Tits,M.; Angenot,L.; Poukens,P.; Warin,R.; Dierckxsens,Y.
    参考文献:Phytochemistry 日期:1992 卷标:31(3) 页码:971-3]

    = 970-74-1 [标题:Reaction Conditions
    标题:Method For Preparing Oligomer-Containing Procyanidin From Lychee Extract
    参考文献:China]

    = 970-74-1 [标题:Reaction Conditions
    标题:Novel Process For Synthesis Of Polyphenols
    参考文献:United States]

    = 970-74-1 [标题:Reaction Conditions
    标题:Preparation Method Of Materials Having Nitric Oxide (No) Catalytic Activity
    参考文献:China]

    = 970-74-1 [标题:Reaction Conditions
    标题:Cytosine Deaminase Modulators For Enhancement Of Dna Transfection
    参考文献:World Intellectual Property Organization]

    = 970-74-1 [标题:Reaction Conditions
    标题:Aminoglycosylation Can Enhance The G-Quadruplex Binding Activity Of Epigallocatechin
    作者:Bai,Li-Ping; Ho,Hing-Man; Ma,Dik-Lung; Yang,Hui; Fu,Wai-Chung; Et Al
    参考文献:Plos One 日期:2013 卷标:8(1)]

    = 970-74-1 [标题:Reaction Conditions
    标题:Methods Of Separating Catechins From Green Tea Leaves
    参考文献:World Intellectual Property Organization]

    = 970-74-1 [标题:Reaction Conditions
    标题:Inhibitory Effects Of 3-O-Acyl-(+)-Catechins On Epstein-Barr Virus Activation
    作者:Uesato,Shinichi; Taniuchi,Keisuke; Kumagai,Ayako; Nagaoka,Yasuo; Seto,Ryota; Et Al
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2003 卷标:51(12) 页码:1448-1450]

    989-51-5 = 970-74-1 + 149-91-7
    反应条件:1.1 Catalysts: Hydrolase Solvents: Water; 10 H,Ph 5.2,40 °C
    标题:Enzymatic Conversion Of Epigallocatechin Gallate To Epigallocatechin With An Inducible Hydrolase From Aspergillus Niger
    作者:Zhong,Kun; Zhao,Sheng-Yin; Jonsson,Leif J.; Hong,Feng
    参考文献:Biocatalysis And Biotransformation 日期:2008 卷标:26(4) 页码:306-312]

    989-51-5 = 970-74-1 + 880148-36-7
    反应条件:1.1 Solvents: Methanol,Water; 1 D,27 °C
    标题:Stereoselective Oxidation At C-4 Of Flavans By The Endophytic Fungus Diaporthe Sp. Isolated From A Tea Plant
    作者:Agusta,Andria; Maehara,Shoji; Ohashi,Kazuyoshi; Simanjuntak,Partomuan; Shibuya,Hirotaka
    参考文献:Chemical & Pharmaceutical Bulletin 日期:2005 卷标:53(12) 页码:1565-1569
在 镍 氢气体系中,化学反应生成 (-)-表没食子儿茶素
参考文献:Dimeric Prodelphinidins From Limonium Gmelinii Roots. Iii.
标题:Dimeric Prodelphinidins From Limonium Gmelinii Roots. Iii.
摘要:通过聚酰胺吸附色谱法从limonium Gmelinii根的水醇提取物的乙酸乙酯部分中分离出两种二聚原花青素,分别鉴定为2R,3R,4R-(-)-表没食子儿茶素-(4β-> 8)-2R,3R-(-)-表没食子儿茶素-3-O-没食子酸酯和2R,3R,4R-(-)-表没食子儿茶素-(4β-> 8)-(-)-2R,3R,3,5,7,3',4',6'-六羟基黄烷.前者首次从海薰衣草中分离得到,而后者是一种新化合物.
DOI:10.1007/s10600-006-0068-8

海关参考信息

专利信息


专利号:US-2004266699-A1
优先权日:2001-10-04
标 题 :Flavonoid compounds capable of modifying the dynamic and/or physical state of biological membranes and to stimulate the endogenous synthesis of stress proteins in eukaryotic cells, relative synthesis and their use
发明人:PORTA AMALIA
摘要:The invention relates to flavonoids compounds of formula (I) and (II) capable of modifying the dynamic and/or physical state of biological membranes and to stimulate the endogenous synthesis of stress proteins in eukaryotic cells. Such compounds are molecules of plant origin or synthetic. The invention also describes a method to identify, purify and chemically synthesize such flavonoid compounds and test their efficacy through their capacity to stimulate the transcription of stress genes and as a consequence, to interact with biological membranes with alteration of their relative physical state. Such compounds and corresponding pharmaceutically acceptable derivatives and/or salts have applications in the areas of pharmaceuticals, more specifically in cosmetics and dermatology, for all those afections related to an alteration of the expression of stress genes.

专利号:WO-2024220674-A1
优先权日:2023-04-18
标题:Timescale-guided microfluidic synthesis of polyphenol-iron iii network nanocapsules of hydrophobic drugs
发明人:YEO YOON; HAN BUMSOO; SHEN YINGNAN
权利人:PURDUE RESEARCH FOUNDATION
摘要:A scalable method of continuous microfluidic synthesis of tannic acid-iron III (TA-FeIII) network (TFN) nanocapsules of a hydrophobic drug; a scalable method of continuous microfluidic synthesis of epigallocatechin-3-gallate iron III (EGCG-FeIII) network, (EFN) nanocapsules; hydrophobic drug nanocapsules synthesized in accordance with the method; and a method of administering a hydrophobic drug to a patient in need thereof by administering to the patient the hydrophobic drug nanocapsules.

专利号:US-2006128930-A1
优先权日:2004-12-03
标题 :Synthesis of sterically hindered phenol based macromolecular antioxidants
发明人:DHAWAN ASHISH; CHOLLI ASHOK L
权利人:DHAWAN ASHISH; CHOLLI ASHOK L
摘要:Disclosed is a method for the synthesis of sterically hindered polymeric antioxidants based on phenol type antioxidant monomers. The method includes polymerizing and alkylating a phenol containing monomer represented by the following structural formula: n n nto produce a sterically hindered polymeric macromolecular antioxidant. X, R 10 and q are as defined herein. The disclosed method is a simple, direct and economical process for the synthesis of sterically hindered polymeric macromolecular antioxidants.

专利号:US-7678877-B2
优先权日:2004-12-03
标题 :Process for the synthesis of polyalkylphenol antioxidants
发明人:YANG SUIZHOU; CHOLLI ASHOK L
权利人:POLNOX CORP
摘要:Disclosed is a method for the synthesis of sterically hindered polymeric antioxidants based on phenol type antioxidant monomers. The method includes partially etherifying, polymerizing and thermally rearranging a phenol containing monomer represented by the following structural formula: n nto produce a sterically hindered polymeric macromolecular antioxidant. X, R 10 and q are as defined herein. The disclosed method is a simple, direct and economical process for the synthesis of sterically hindered polymeric macromolecular antioxidants.

专利号:US-9556140-B2
优先权日:2013-01-26
标 题 :Approach for synthesis of catechins
发明人:DUGAR SUNDEEP; MAHAJAN DINESH; RAI KUMAR SANTOSH; TRIPATHI VINAYAK; PATIL ISHWAR RAKESH
权利人:SPHAERA PHARMA PRIVATE LTD
摘要:A process for synthesis of enatiomerically pure or enatiomerically enriched or racemic mixture of (+ and/or −) epicatechin and its intermediates, comprising the steps of: (i) obtaining penta-protected quercetin; (ii) reducing the penta-protected quercetin obtained from step (i); (iii) optionally deprotecting the compound of step (ii); (iv) reducing the compound obtained from step (ii) or step (iii) in the presence of a chiral/achiral reducing agent to obtain a chiral intermediate; (v) deprotecting and/or hydrogenation of the chiral intermediate obtained from step (iv) to obtain (−)-epicatechin; (vi) optionally simultaneously deprotecting and by drogenation of the compound obtained from step (ii) to obtain racemic epicatechin.

专利号:US-2021315830-A1
优先权日:2018-08-31
标题 :A curcumin loaded stabilized polymeric nanoparticles with increased solubility and photo-stability and a green process for the synthesis thereof
发明人:ACHARYA AMITABHA; KUMARI AVNESH; GULIANI ANIKA; KUMAR SANJAY
权利人:COUNCIL SCIENT IND RES
摘要:The present invention explored PLGA NPs synthesis using plant extracts as surfactants by nanoprecipitation process. PLGA NPs synthesized using Camellia sinensis, Dendrocalamus hamiltonii, Ficus palmata and Rubus ellipticus leaf extracts were further explored for encapsulation, controlled and sustained release of well-known antioxidant molecule, curcumin. This plant extract based nanoprecipitation process for the synthesis of PLGA NPs can be further explored for encapsulation of many other antioxidant molecules of therapeutic importance.
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✅ COA系统入驻 | 共享模式

主要参考文献


1: Xicota L, Rodríguez-Morató J, Dierssen M, de la Torre R. Potential Role of (-)-epigallocatechin-3-gallate (EGCG) in the Secondary Prevention of Alzheimer Disease. Curr Drug Targets. 2015 Aug 25. [Epub ahead of print] doi: 10.7603/s40681-015-0015-8. Epub 2015 Aug 12.
8: Ning Y, Ling J, Wu CD. Synergistic effects of tea catechin epigallocatechin gallate and antimycotics against oral Candida species. Arch Oral Biol. 2015 Jul 13;60(10):1565-1570. doi: 10.1016/j.archoralbio.2015.07.001. [Epub ahead of print]
10: Wubetu GY, Shimada M, Morine Y, Ikemoto T, Ishikawa D, Iwahashi S, Yamada S, Saito Y, Arakawa Y, Imura S. Epigallocatechin gallate hinders human hepatoma and colon cancer sphere formation. J Gastroenterol Hepatol. 2015 Aug 4. doi: 10.1111/jgh.13069. [Epub ahead of print]

合成参考文献


参考文献:10.2174/092986710790712183
摘要:Lamoral-Theys D, Pottier L, Dufrasne F, Nève J, Dubois J, Kornienko A, Kiss R, Ingrassia L. Natural polyphenols that display anticancer properties through inhibition of kinase activity. Curr Med Chem. 2010;17(9):812–25. doi: 10.2174/092986710790712183.
参考文献:10.2116/analsci.27.765
摘要:Ye N, Zhang L, Gu X. Classification of Maojian Teas from Different Geographical Origins by Micellar Electrokinetic Chromatography and Pattern Recognition Techniques. Analytical Sciences. 2011 Jul 10;27(7):765–9. doi: 10.2116/analsci.27.765.
参考文献:10.1080/14786410512331330738
摘要:Tanaka T, Inoue K, Kouno I. Regioselectivity in benzotropolone formation between catechins and proanthocyanidins. Nat Prod Res. 2005 Dec;19(8):731–7. doi: 10.1080/14786410512331330738.
参考文献:10.1007/s12192-011-0280-8
摘要:Inoue H, Akiyama S, Maeda-Yamamoto M, Nesumi A, Tanaka T, Murakami A. High-dose green tea polyphenols induce nephrotoxicity in dextran sulfate sodium-induced colitis mice by down-regulation of antioxidant enzymes and heat-shock protein expressions. Cell Stress and Chaperones. 2011 Nov;16(6):653–62. doi: 10.1007/s12192-011-0280-8.
参考文献:10.1007/s00198-011-1731-x
摘要:Shen C-, Chyu M-, Yeh JK, Zhang Y, Pence BC, Felton CK, Brismée J-, Arjmandi BH, Doctolero S, Wang J-. Effect of green tea and Tai Chi on bone health in postmenopausal osteopenic women: a 6-month randomized placebo-controlled trial. Osteoporosis International. 2011 Jul 16;23(5):1541–52. doi: 10.1007/s00198-011-1731-x.
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