CAS: 4206-58-0; (E)-3-(4-Hydroxy-3,5-Dimethoxyphenyl)Acrylaldehyde

该化合物是一种有机化合物,被归类为芳香沙丁酸,其特点是化学结构,包括一个苯球环和甲酰功能组;Sinapaldhydine通常来自西拿硫酸的水解,以其在各种生物过程中的作用著称,特别是在有助于某些食物的口味和芳香的植物中.该化合物具有抗氧化特性,并研究其潜在的健康利益,包括抗炎和抗微生物效应.Sinapalthyde在有机溶剂中溶解,在水中溶解性相对较低.其分子分子配方是C11H12O3,而且它有独特的气味,经常被描述为甜或花状.除了自然发生外,Sinapalthyde还有兴趣在合成有机化学领域进行其潜在应用,以发展调味,调味和抗微生物效应.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

3,5-dimethoxy-4-(methoxymethoxy)benzaldehyde 5-hydroxyconiferyl aldehyde S-Adenosyl-L-methionine Syringenin 23H23O4PC23H23O4P 35H34O4P2C35H34O4P2 benzaldehyde

合成工艺路线路线简述

    📜3,5-二甲氧基-4-羟基肉桂酸置于copper(L) Iodide Lithium Tri-T-Butoxyaluminum Hydride体系中,化学反应 4.0H,反应生成 反-3,5-二甲氧基-4-羟基肉桂
    参考文献:Nouvelle Synthese De Precurseurs Phenoliques Des Lignines Utilisant Les Sels D'Iminium Des Acides P-Hydroxy Cinnamiques
    标题:Nouvelle Synthese De Precurseurs Phenoliques Des Lignines Utilisant Les Sels D'Iminium Des Acides P-Hydroxy Cinnamiques
    摘要:
    DOI:10.1016/s0040-4039(01)81282-X

    海关参考信息

    专利信息


    专利号:US-2024009104-A1
    优先权日:2021-02-09
    标 题:Process for extraction and hemi-synthesis of pyranoanthocyanins and skincare cosmetic formulations containing them
    发明人:REIS FERNANDES IVA LUZIA; DA SILVA OLIVEIRA PINTO DA SILVA JOANA ALEXANDRA; DA CRUZ BATISTA MATEUS NUNO FILIPE; PEREIRA DE FREITAS VICTOR ARMANDO; COUTO OLIVEIRA HELDER JOSÉ; CARNEIRO ARAUJO PAULA ALEXANDRA; RODRIGUES CORREIA PATRICIA; MARTINS PEREIRA ANA RITA
    权利人:UNIV DO PORTO; REQUIMTE REDE DE QUIM E TECNOLOGIA
    摘要:A process of extraction of anthocyanins from different foodstuffs or by-products, and their conversion into pyranoanthocyanins compounds, which can be used as pigments having new colors and improved stability to be incorporated into skincare formulations in particular anti-ageing and sun-protection formulations. Cosmetic formulations having the pigments with improved properties of UV protection and moisturizing, anti-dark spots, anti-wrinkles and wound-healing, which can be associated with interesting colors ranging from red to blue depending on the selected pigments in the composition and in the formula composition. The present invention is in the area of organic chemistry, biochemistry, pharmacology and cosmetics for skincare.

    专利号:US-7056348-B2
    优先权日:2001-04-19
    标题:5-aryl-1,3,3-trimethyl-2-methylene-indoline derivatives and salts thereof, methods for the production and use of said compounds for the temporary coloration of fibers
    发明人:SAUTER GUIDO; BRAUN HANS-JUERGEN; REICHLIN NADIA
    权利人:WELLA AG
    摘要:A method for the synthesis of 5-aryl-1,3,3,-trimethyl-2-methylene-indoline derivatives of Formula (I) or its salts of Formula (Ia) wherein 1 mole of a 5-aryl-2,3,3-trimethyl-3H-indole derivative of Formula (VII) is reacted for 1 to 44 hours at a temperature of 20° to 180° C. in an apolar, aprotic or polar, protic or polar aprotic solvent with 1 to 50 moles of a compound of Formula R1-A; new compounds of Formulas (I)/(Ia) and (V), obtainable by this method as well as an agent containing at least one compound of Formula (I)/(Ia) and a carbonyl/imine compound for dyeing keratinic fibers and a method for temporarily dyeing keratin fibers, for which the keratin fiber is dyed with the aforementioned agent and the dyeing, so obtained, is removed again at any later time by a sulfite preparation.

    专利号:US-7799906-B1
    优先权日:2004-09-22
    标题 :Compositions and methods for modulating lignin of a plant
    发明人:ROTTMANN WILLIAM H; CONNETT MARIE B; BLOKSBERG LEONARD N; FORSTER RICHARD L
    权利人:ARBORGEN LLC
    摘要:Novel plant monolignol synthesis, monolignol transport, and lignin polymerization genes and polypeptides encoded by such genes are provided. These genes and polynucleotide sequences are useful regulating the lignification process and plant phenotype. Moreover, these genes are useful for expression profiling of plant monolignol synthesis, monolignol transport, and lignin polymerization genes. The invention specifically provides polynucleotide and polypeptide sequences isolated from Eucalyptus and Pinus.

    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.

    专利号:WO-2022172170-A1
    优先权日:2021-02-09
    标 题 :Process for extraction and hemi-synthesis of pyranoanthocyanins and skincare cosmetic formulations containing them

    专利号:US-6610908-B1
    优先权日:1996-07-19
    标 题 :Manipulation of lignin composition in plants using a tissue-specific promoter
    发明人:CHAPPLE CLINTON C S
    权利人:PURDUE RESEARCH FOUNDATION
    摘要:The present invention relates to methods and materials in the field of molecular biology, the manipulation of the phenylpropanoid pathway and the regulation of proteins synthesis through plant genetic engineering. More particularly, the invention relates to the introduction of a foreign nucleotide sequence into a plant genome, wherein the introduction of the nucleotide sequence effects an increase in the syringyl content of the plant's lignin. In one specific aspect, the invention relates to methods for modifying the plant lignin composition in a plant cell by the introduction there into of a foreign nucleotide sequence comprising at issue specific plant promoter sequence and a sequence encoding an active ferulate- 5 -hydroxylase (F 5 H) enzyme. Plant transformants harboring an inventive promoter-F 5 H construct demonstrate increased levels of syringyl monomer residues in their lignin, rendering the polymer more readily delignified and, thereby, rendering the plant more readily pulped or digested.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Van Acker R, Déjardin A, Desmet S, Hoengenaert L, Vanholme R, Morreel K, Laurans F, Kim H, Santoro N, Foster C, Goeminne G, Légée F, Lapierre C, Pilate G, Ralph J, Boerjan W. Different Routes for Conifer- and Sinapaldehyde and Higher Saccharification upon Deficiency in the Dehydrogenase CAD1. Plant Physiol. 2017 Nov;175(3):1018-1039. doi: 10.1104/pp.17.00834. Epub 2017 Sep 6.
    2: Baek SH, Park T, Kang MG, Park D. Anti-Inflammatory Activity and ROS Regulation Effect of Sinapaldehyde in LPS-Stimulated RAW 264.7 Macrophages. Molecules. 2020 Sep 7;25(18):4089. doi: 10.3390/molecules25184089.
    3: Schoental R, Gibbard S. Nasal and other tumours in rats given 3,4,5-trimethoxy-cinnamaldehyde, a derivative of sinapaldehyde and of other alpha,beta-unsaturated aldehydic wood lignin constituents. Br J Cancer. 1972 Dec;26(6):504-5. doi: 10.1038/bjc.1972.68.

    合成参考文献


    参考文献:10.1007/s00122-006-0284-4
    摘要:Barrière Y, Denoue D, Briand M, Simon M, Jouanin L, Durand-Tardif M. Genetic variations of cell wall digestibility related traits in floral stems of Arabidopsis thaliana accessions as a basis for the improvement of the feeding value in maize and forage plants. Theoretical and Applied Genetics. 2006 Apr 28;113(1):163–75. doi: 10.1007/s00122-006-0284-4.
    参考文献:10.1007/s11103-019-00897-9
    摘要:Ferreira SS, Simões MS, Carvalho GG, de Lima LGA, Svartman RMA, Cesarino I. The lignin toolbox of the model grass Setaria viridis. Plant Mol Biol. 2019 Oct;101(3):235–55. doi: 10.1007/s11103-019-00897-9.
    参考文献:10.1105/tpc.017509
    摘要:Nair RB, Bastress KL, Ruegger MO, Denault JW, Chapple C. The Arabidopsis thaliana REDUCED EPIDERMAL FLUORESCENCE1 Gene Encodes an Aldehyde Dehydrogenase Involved in Ferulic Acid and Sinapic Acid Biosynthesis. Plant Cell. 2004 Jan 16;16(2):544–54. doi: 10.1105/tpc.017509.
    参考文献:10.1021/np058036y
    摘要:Kumar US, Tiwari AK, Reddy SV, Aparna P, Rao RJ, Ali AZ, Rao JM. Free-Radical-Scavenging and Xanthine Oxidase Inhibitory Constituents from Stereospermum personatum. J. Nat. Prod. 2005 Oct 29;68(11):1615–21. doi: 10.1021/np058036y.
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