CAS: 529-55-5; (S)-5-Hydroxy-2-(4-Hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)Chroman-4-One

该化合物是一种富稀类化合物,具有各种生物活动,其特点是其结构复杂,包括苯丙基,一种丁丙诺基双丁基,以及多种羟基组,有助于其溶解性和再活性,以其抗氧化性特性著称,有助于挽救自由基和减少氧化性压力.此外,这种稀释类可能具有抗炎和潜在抗癌效应,使其对药学研究感兴趣.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

naringin formic acid cyclohexanol naringenin 7-O-(6-O-((E)-p-coumaroyl)-β-D-glucopyranoside)prunin 6''-O-acetate prunin 6''-O-butyrate prunin 6''-O-decanoate prunin 6''-O-laurate

合成工艺路线路线简述

  • 50-99-7 + 480-41-1 = 529-55-5 + 81202-36-0
    反应条件:1.1 Reagents: Orotic Acid Catalysts: Glucosyltransferase Solvents: Dimethyl Sulfoxide,Water; 90 - 97 H,30 °C1.2 Reagents: Methanol
    标题:Controlling Selectivity And Enhancing Yield Of Flavonoid Glycosides In Recombinant Yeast
    作者:Werner,Sean R.; Et Al
    参考文献:Bioprocess And Biosystems Engineering 日期:2010 卷标:33(7) 页码:863-871]

    480-41-1 = 529-55-5 + 14259-46-2 + 5180-65-4 + 529-41-9 + 81202-36-0 + 1160434-47-8
    反应条件:1.1 Solvents: Water; 5 D,25 °C
    标题:Biotransformation Of Naringin And Naringenin By Cultured Eucalyptus Perriniana Cells
    作者:Shimoda,Kei; Et Al
    参考文献:Phytochemistry (Elsevier) 日期:2010 卷标:71(2-3) 页码:201-205]

    10236-47-2 = 529-55-5 + 14259-46-2 + 5180-65-4 + 529-41-9 + 81202-36-0 + 1160434-47-8
    反应条件:1.1 Solvents: Water; 5 D,25 °C2.1 Solvents: Water; 5 D,25 °C
    标题:Biotransformation Of Naringin And Naringenin By Cultured Eucalyptus Perriniana Cells
    作者:Shimoda,Kei; Et Al
    参考文献:Phytochemistry (Elsevier) 日期:2010 卷标:71(2-3) 页码:201-205
📜柚皮苷置于aspergillus Niger Naringenase体系中,用 水 作为反应溶剂,化学反应生成 柚(苷)配基-7-O-葡糖苷
参考文献:Thermal Inactivation And Product Inhibition Ofaspergillus Terreuscect 2663 α-L-Rhamnosidase And Their Role On Hydrolysis Of Naringin Solutions
标题:Thermal Inactivation And Product Inhibition Ofaspergillus Terreuscect 2663 α-L-Rhamnosidase And Their Role On Hydrolysis Of Naringin Solutions
摘要:使用底物对硝基苯α-L-鼠李糖苷在 50oc 和 70oc 之间研究了赤霉菌α-鼠李糖苷酶热失活的动力学.在 60oc 以下,纯化酶的失活是完全可逆的,但粗酶或部分纯化酶样品显示出部分可逆性.产品鼠李糖,底物柚皮苷和其他添加剂的存在降低了可逆性失活,在某些情况下,60oc 时仍能保持酶的全部活性.研究人员提出了灭活过程的机理,从而使实验结果得以重现.产品鼠李糖(抑制常数 2.1 Mm)和杨梅素(2.6 Mm)竞争性地抑制了酶反应.过饱和柚皮苷溶液的最大水解温度为 60°C,酶未失活.在 1%的柚皮苷溶液中,柚皮苷的水解度达到 99%,但当黄酮类化合物的初始浓度为 10%时,由于产物抑制,柚皮苷的水解度仅为 40%.实验结果与基于综合 Michaelis-Menten 的方程相吻合,包括产物的竞争性抑制作用,结果令人满意.
DOI:10.1271/bbb.66.1442

海关参考信息

专利信息


专利号:US-8143308-B2
优先权日:2005-04-28
标题 :Synthesis of oligo/poly(catechins) and methods of use
发明人:BRUNO FERDINANDO F; KUMAR JAYANT; NAGARAJAN SUBHALAKSHMI; BRAUNHUT SUSAN J; NAGARAJAN RAMASWAMY; SAMUELSON LYNNE A; MCINTOSH DONNA; FOLEY KLAUDIA
权利人:BRUNO FERDINANDO F; KUMAR JAYANT; NAGARAJAN SUBHALAKSHMI; BRAUNHUT SUSAN J; NAGARAJAN RAMASWAMY; SAMUELSON LYNNE A; MCINTOSH DONNA; FOLEY KLAUDIA; UNIV MASSACHUSETTS LOWELL; US ARMY
摘要:A method for synthesizing a biocompatible, water-soluble oligo/polyflavanoid, includes polymerizing an optionally substituted flavanoid with a polymerization agent in the presence of a biocompatible polymerization solubilizer, thereby producing the biocompatible, soluble oligo/polyflavanoid. Also included is a biocompatible, soluble, oligo/polyflavanoid or a pharmaceutically acceptable salt, solvate, or complex thereof. Also included are methods of treating a subject for cancer, cardiac damage, viral infection, and obesity.

专利号:CN-110184247-B
优先权日:2019-05-09
标 题:Melatonin synthesis gene MsASMT in alfalfa and its application in regulating the synthesis of melatonin and flavonoids in plants

专利号:US-2009170928-A1
优先权日:2005-04-28
标题:Synthesis of oligo/poly(catechins) and methods of use

专利号:WO-2006116532-A2
优先权日:2005-04-28
标题:Synthesis of oligo/poly(catechins) and methods of use

专利号:CN-119331888-A
优先权日:2024-10-10
标题:Polygonatum cyrtonema PcF3H gene and application thereof in promotion of synthesis of dihydroflavonoid compounds and catalysis of naringenin hydroxylation

专利号:US-8350125-B2
优先权日:2003-12-17
标 题 :Method for producing yellow flower by controlling flavonoid synthetic pathway
发明人:TANAKA YOSHIKAZU; ONO EIICHIRO; NAKAMURA NORIKO; MIZUTANI MASAKO
权利人:SUNTORY HOLDINGS LTD; TANAKA YOSHIKAZU; ONO EIICHIRO; NAKAMURA NORIKO; MIZUTANI MASAKO
摘要:There is provided a gene coding for the amino acid sequence listed as SEQ ID NO: 2 or SEQ ID NO: 70, for example. Co-expression of the 4′CGT gene and AS gene in a plant lacking natural aurone synthesis ability is carried out to successfully accumulate aurones and alter the flower color to have a yellow tint. In addition to the expression of both genes, the flavonoid pigment synthesis pathway of the host plant itself is inhibited to obtain flowers with a more defined yellow color.

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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: Budny M, Zalewski K, Stolarski MJ, Wiczkowski W, Okorski A, Stryiński R. The Phenolic Compounds in the Young Shoots of Selected Willow Cultivars as a Determinant of the Plants' Attractiveness to Cervids (Cervidae, Mammalia). Biology (Basel). 2021 Jul 2;10(7):612. doi: 10.3390/biology10070612.
2: Albohy A, Zahran EM, Abdelmohsen UR, Salem MA, Al-Warhi T, Al-Sanea MM, Abelyan N, Khalil HE, Desoukey SY, Fouad MA, Kamel MS. Multitarget in silico studies of Ocimum menthiifolium, family Lamiaceae against SARS-CoV-2 supported by molecular dynamics simulation. J Biomol Struct Dyn. 2020 Dec
15:1-11. doi: 10.1080/07391102.2020.1852964. Epub ahead of print.

合成参考文献


参考文献:10.1021/jf980936f
摘要:Wang H, Nair MG, Strasburg GM, Booren AM, Gray JI. Antioxidant Polyphenols from Tart Cherries (Prunus cerasus). J. Agric. Food Chem. 1999 Jan 21;47(3):840–4. doi: 10.1021/jf980936f.
参考文献:10.1016/j.phytochem.2003.10.025
摘要:Nakanishi T, Iida N, Inatomi Y, Murata H, Inada A, Murata J, Lang FA, Iinuma M, Tanaka T. Neolignan and flavonoid glycosides in Juniperus communis var. depressa. Phytochemistry. 2004 Jan;65(2):207–13. doi: 10.1016/j.phytochem.2003.10.025.
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