CAS: 90-18-6; 2-(3,4-Dihydroxyphenyl)-3,5,6,7-Tetrahydroxy-4H-Chromen-4-One

该化合物是一种以各种生物活动和潜在健康利益而闻名的花草,是一种多酚化合物,是一种以其各种生物活动和潜在健康利益而闻名的花草,其特征是黄色晶体外观,可溶于乙醇和甲醇等有机溶剂,但在水中不易溶解. Quicetagetin 展示抗氧化剂特性,有助于消除自由基质,从而帮助其防止与氧化性压力有关的疾病的潜在保护作用. 此外,还对其抗炎,抗癌和抗微生物活动进行了研究.该化合物存在于各种植物中,特别是某些物种的叶子和花卉中,而且往往与传统药用有关.其结构具有氟拉夫酮骨的特征,在氟芳类动物中很常见,而且它可以经历各种化学改变,影响其生物活动. Quercetagetin的潜在治疗用途继续在科学研究中加以探讨,突出其在营养和药理学方面的重要性.

结构式图片

上下游产品

gossypetin 2-(3,4-dimethoxy-phenyl)-5,7,8-trihydroxy-3-methoxy-chromen-4-one 2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,6,7-trimethoxy-chromen-4-one 2-(3,4-dimethoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one chrysoplenitin 3,4-Dihydroxybenzoic acid

合成工艺路线路线简述

  • 65602-54-2 = 90-18-6
    反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane; 16 H,0 °C -> Rt
    标题:Concise Synthesis Of Quercetagetin (3,3',4',5,6,7-Hexahydroxyflavone) With Antioxidant And Antibacterial Activities
    作者:Bulut,Onur; Deniz Yilmaz,M.
    参考文献:Results In Chemistry 日期:2021 卷标:3]

    1710533-56-4 = 90-18-6 + 492-61-5 + 331-39-5
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 4 H,Reflux
    标题:New Thiophene And Flavonoid From Tagetes Minuta Leaves Growing In Saudi Arabia
    作者:Al-Musayeib,Nawal M.; Mohamed,Gamal A.; Ibrahim,Sabrin R. M.; Ross,Samir A.
    参考文献:Molecules 日期:2014 卷标:19(3) 页码:2819-2828]

    117-39-5 = 90-18-6
    反应条件:1.1 Reagents: L-Ascorbic Acid,Hydrogen Peroxide Catalysts: Peroxygenase Solvents: Dimethylformamide,Water; Rt; 8 H,Rt
    标题:Regioselective Hydroxylation Of Diverse Flavonoids By An Aromatic Peroxygenase
    作者:Barkova,Katerina; Kinne,Matthias; Ullrich,Rene; Hennig,Lothar; Fuchs,Annett; Et Al
    参考文献:Tetrahedron 日期:2011 卷标:67(26) 页码:4874-4878]

    90-18-6 = 90-18-6
    反应条件:1.1 Reagents: Sodium Hydroxide,Zinc Nitrate Solvents: Ethanol; 4 H,Ph 6 - 6.5,78 °C
    标题:Synthesis,Antioxidative Activity And Dna-Binding Of Metallic Complexes Of Quercetagetin
    作者:Zhang,Bingjun; Wang,Cuijuan; Qiu,Guangmei; Huang,Shuai; Wang,Yousong; Et Al
    参考文献:Huaxue Yanjiu Yu Yingyong 日期:2011 卷标:23(9) 页码:1152-1158]

    90-18-6 = 90-18-6
    反应条件:1.1 Reagents: Iron Chloride (Fecl3) Solvents: Ethanol; Heated1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 7.6; 4 H,70 °C
    标题:Synthesis And Properties Of Quercetagetin Complex With Fe(Iii)
    作者:Luo,Yun; Yu,De-Lin; Li,Chen; Zhang,Bing-Jun; Lv,Zheng-Jiang; Et Al
    参考文献:Guangpu Shiyanshi 日期:2010 卷标:27(6) 页码:2512-2515
📜山奈酚置于氧气,Nadp+,腺嘌呤黄素体系中,化学反应生成 六羟黄酮/栎草亭
参考文献:Formation Of Uv-Honey Guides In Rudbeckia Hirta
标题:Formation Of Uv-Honey Guides In Rudbeckia Hirta
摘要:The Uv-Honey Guides Of Rudbeckia Hirta Were Investigated By Uv-Photography,Reflectance Spectroscopy,Lc-Ms Analysis And Studies Of The Enzymes Involved In The Formation Of The W-Absorbing Flavonols Present In The Petals. It Was Shown For The First Time That The Typical Bull'S Eye Pattern Is Already Established At The Early Stages Of Flower Anthesis On The Front Side Of The Petal Surface,But Is Hidden To Pollinators Until The Buds Are Open And The Petals Are Unfolded. The Rear Side Of The Petals Remains W-Reflecting During The Whole Flower Anthesis. Studies On The Local Distribution Of 19 Flavonols Across The Petals Confirmed That The Majority Are Concentrated In The Basal Part Of The Ray Flower. However,In Contrast To The Earlier Studies,Eupatolitin 3-O-Glucoside (6,7-Dimethoxyquercetin 3-O-Glucoside) Was Present In Both The Basal And Apical Parts Of The Petals,Whereas Eupatolin (6,7-Dimethoxyquercetin 3-O-Rhamnoside) Was Exclusively Found In The Apical Parts. The Enzymes Involved In The Formation Of The Flavonols In R. Hirta Were Demonstrated For The First Time. These Include A Rare Flavonol 6-Hydroxylase,Which Was Identified As Cytochrome P450-Dependent Monooxygenase And Did Not Accept Any Methylated Flavonol As Substrate. All Enzymes Were Present In The Basal And Apical Parts Of The Petals,Although Some Of Them Clearly Showed Higher Activities In The Basal Part. This Indicates That The Local Accumulation Of Flavonols In R. Hirta Is Not Achieved By A Locally Restricted Presence Of The Enzymes Involved In Flavonol Formation. (C) 2009 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Phytochem.2009.04.017

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: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-2008221377-A1
优先权日:2006-06-16
标题 :Methods for synthesis of carotenoids, including analogs, derivatives, and synthetic and biological intermediates
发明人:LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID; BRAUN CRISTI L
权利人:LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID; BRAUN CRISTI L
摘要:A method for synthesizing intermediates for use in the synthesis of carotenoid synthetic intermediates, carotenoid analogs, and/or carotenoid derivatives. The carotenoid analog, derivative, or intermediate may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include methods for synthesizing chemical compounds including an analog or derivative of a carotenoid. Carotenoid analogs or derivatives may include acyclic end groups. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water.

专利号:US-10871463-B2
优先权日:2016-09-12
标题:Preparation method based on simultaneous package of target substance and synthesis of MOFs with redox activity
发明人:WANG ZONGHUA; YU GEGE; XIA JIANFEI; GONG SHIDA
权利人:UNIV QINGDAO
摘要:A preparation method based on simultaneous package of a target substance and synthesis of MOFs with redox activity, wherein methylene blue is selected as an organic target molecule, the methylene blue is packaged in the MOFs when the MOFs are synthesized by using a one-pot method to obtain ZIF-8 modified by the methylene blue. The drawback that above-mentioned MOFs material does not have electrical conductivity is overcome, the method is simple, rapid and low in cost, and the prepared product can accurately, sensitively, simply and quickly detect dopamine, and a new development direction is provided for researches in the fields of biological detection and chemical analysis, etc.

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-9611255-B2
优先权日:2015-06-10
标题 :Process for total synthesis of flavonoid compounds and isomers thereof
发明人:RAO BATCHU VENKATESWARA; LINGAMURTHY MACHA; RAJU Gurrapu; SARMA VANKA UMAMAHESWARA
权利人:COUNCIL SCIENT IND RES; COUNCIL SCIENT IND RES
摘要:The present invention relates to the a process for total synthesis of flavonoid compounds of general formula I and isomers thereof n nwherein R 1 and R 2 is OH; R 3 â•?H orn n n n n n n n n n n The present invention particularly relates to the process for preparation and separation of (2S,3S)-taxifolin-6-C-β-D-glucopyranoside (ulmoside A), (2R,3R)-taxifolin-6-C-β-D-glucopyranoside and taxifolin.

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献


1: Wang H, Yuan T, Wang J, Li D, Lee WY, Li Z, Sun S. Quercetagetin alleviates inflammatory osteoclastogenesis and collagen antibody-induced arthritis via Nrf2 signaling and Pten/AKT/Nfatc1 axis. Arthritis Res Ther. 2025 Mar 8;27(1):54. doi: 10.1186/s13075-025-03522-x.
2: Wu F, Wang F, Tang Z, Yang X, Liu Y, Zhao M, Liu S, Han S, Zhang Z, Chen B. Quercetagetin alleviates zearalenone-induced liver injury in rabbits through Keap1/Nrf2/ARE signaling pathway. Front Pharmacol. 2023 Oct 3;14:1271384. doi: 10.3389/fphar.2023.1271384.
3: Taylor AO, Wong E. Quercetagetin 3,6-dimethyl ether. Tetrahedron Lett. 1965 Oct;(41):3675-8. doi: 10.1016/s0040-4039(01)89154-1.

合成参考文献


摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1021/np960057s
摘要:Lale A, Herbert JM, Augereau JM, Billon M, Leconte M, Gleye J. Ability of different flavonoids to inhibit the procoagulant activity of adherent human monocytes. J Nat Prod. 1996 Mar;59(3):273–6. doi: 10.1021/np960057s.
参考文献:10.1385/1-59259-766-1:317
摘要:Tereschuk ML, Baigorí MD, De Figueroa LI, Abdala LR. Flavonoids from Argentine Tagetes (Asteraceae) with antimicrobial activity. Methods Mol Biol. 2004;268():317–30. doi: 10.1385/1-59259-766-1:317.
参考文献:10.1186/1756-3305-5-295
摘要:Politi FAS, Figueira GM, Araújo AM, Sampieri BR, Mathias MIC, Szabó MPJ, Bechara GH, dos Santos LC, Vilegas W, Pietro RCLR. Acaricidal activity of ethanolic extract from aerial parts of Tagetes patula L. (Asteraceae) against larvae and engorged adult females of Rhipicephalus sanguineus (Latreille, 1806). Parasites & Vectors. 2012 Dec 17;5(1):295. doi: 10.1186/1756-3305-5-295.
参考文献:10.1007/s10695-015-0140-z
摘要:Pês TS, Saccol EM, Ourique GM, Londero ÉP, Gressler LT, Finamor IA, Rotili DA, Golombieski JI, Glanzner WG, Llesuy SF, Gonçalves PB, Radünz Neto J, Baldisserotto B, Pavanato MA. Effect of diets enriched with rutin on blood parameters, oxidative biomarkers and pituitary hormone expression in silver catfish (Rhamdia quelen). Fish Physiol Biochem. 2016 Feb;42(1):321–33. doi: 10.1007/s10695-015-0140-z.
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