CAS: 2545-00-8; (2R,3S)-2-(4-Hydroxyphenyl)Chromane-3,5,7-Triol

该化合物是一种具有显著抗氧化剂和生物活性特性的手性花草衍生物,其立体配置(2R,3S)增强了其在生物系统中选择性互动的潜力,使其对药理学和营养素研究具有价值.多种氢氧基体组的存在有助于其强大的自由彻底清扫活动,而二氢苯丙胺核心则提供了结构稳定性.这一化合物有助于对氧化性应激反应减缓和多苯酚相关机制进行研究.高纯度合成可确保分析和实验应用的再生性.其定义明确的分子结构有助于对结构-活性关系研究进行精确的调查.

结构式图片

上下游产品

epiafzelechin-(4β-8)-benzylthioether 8)(-)-epi-afzelechin(-)-epi-afzlechin(4β-8)(-)-epi-afzelechin (-)-epiafzelechin 7-O-β-D-glucopyranoside epi-Afzelechin gallate R)-3c,5,7-Triacetoxy-2r-(4-acetoxy-phenyl)-chroman(2R)-3c,5,7-Triacetoxy-2r-(4-acetoxy-phenyl)-chroman 6)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4β-6)-epiafzelechin 6)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4α-6)-epiafzelechin 8)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4β-8)-epiafzelechin

合成工艺路线路线简述

    📜2,4,6-Tris(O-Methoxymethyl)Benzaldehyde置于palladium On Activated Charcoal 盐酸,氢氧化钾,Ad-Mix-α,氯化亚砜,甲基磺酰胺,氢气,1,8-二氮杂双环[5.4.0]十一碳-7-烯体系中,用 甲醇,乙醇,二氯甲烷,水,叔丁醇,苯 用作溶剂,化学反应 29.58H,反应生成阿夫儿茶精
    参考文献:Nel,Reinier J. J.; Heerden,Pieter S. Van; Rensburg,Hendrik Van,Journal Of Chemical Research,Miniprint,1999,# 10,P. 2610-2625
    标题:Nel,Reinier J. J.; Heerden,Pieter S. Van; Rensburg,Hendrik Van,Journal Of Chemical Research,Miniprint,1999,# 10,P. 2610-2625

    海关参考信息

    专利信息


    专利号:US-2008311580-A1
    优先权日:2004-03-09
    标 题:Novel genes encoding proteins involved in proanthocyanidin synthesis
    发明人:ABRAHAMS SHARON; ASHTON ANTHONY RICHARD; TANNER GREGORY JOHN; LARKIN PHILIP JOHN
    权利人:COMMW SCIENT IND RES ORG
    摘要:This inventions provides an isolated protein or polypeptide having activity in the synthesis of proanthocyanidin (PA) polymer from epicatechin or catechin in plants, and which is not naturally regulated by the TT2 or TT8 regulators, or a fragment comprising at least about 10 contiguous amino acids derived from said protein or polypeptide, particularly TDS1, TDS2, TDS3, TDS4, TDS5, or TDS6 protein, or fragment thereof. n Also provided are nucleic acid encoding such proteins or polypeptides; plant cells and plants containing and expressing such nucleic acids; antibodies that bind to such proteins or polypeptides; and related methods.

    专利号:US-7126014-B2
    优先权日:2000-09-05
    标题 :Synthesis of epecatechin-4α, 8-epicatechin and -catechin dimers and derivatives thereof
    发明人:KOZIKOWSKI ALAN P; ROMANCZYK JR LEO J; TUECKMANTEL WERNER
    权利人:MARS INC
    摘要:Oligomeric procyanidins containing 4α-linked epicatechin units are rare in nature and have hitherto not been accessible through stereoselective synthesis. Provided herein is the preparation of the prototypical dimer, epicatechin-4α,8-epicatechin, by reaction of the protected 4-ketones with aryllithium reagents derived by halogen/metal exchange from the aryl bromides. Removal of the 4-hydroxyl group from the resulting tertiary benzylic alcohols is effected by tri-n-butyltin hydride and trifluoroacetic acid in a completely stereoselective manner, resulting in hydride delivery exclusively from the β face.

    专利号:US-2024182435-A1
    优先权日:2021-05-21
    标题 :Chemical synthesis method of prodelphinidin b9 gallate
    发明人:CHEN SHIGUO; XU XINLEI; PAN HAIBO; YE XINGQIAN; WANG YI; CHENG HUAN; CHEN JIANLE
    权利人:UNIV ZHEJIANG
    摘要:The disclosure aims to provide a chemical synthesis method of a prodelphinidin B9 gallate, in which the prodelphinidin B9 gallate is synthesized by using a proanthocyanidin from Chinese bayberry leaves as a raw material, and using epigallocatechin gallate (EGCG) as a nucleophilic reagent to attack C4 sites of subunits EGCG and epigallocatechin (EGC) of the proanthocyanidin from Chinese bayberry leaves in the presence of hydrochloric acid as a catalyst. Compared with prodelphinidin B9 gallates extracted and separated from materials such as tea leaves, and Chinese bayberry leaves, the prodelphinidin B9 gallate prepared by the method provided in the present disclosure has higher purity and yield, and can be directly used as a nutrient enhancer and a natural antioxidant in the field of food.

    专利号:US-6013622-A
    优先权日:1998-04-15
    标题:Method of regulating appetite and metabolism
    发明人:BRUNO JOHN F; WHITE JEFFREY; BERELOWITZ MICHAEL; TRIPODI DANIEL; HEIL MATTHEW
    权利人:NUTRICEUTICAL TECHNOLOGY CORP; UNIV NEW YORK STATE RES FOUND
    摘要:Methods and compositions capable of controlling weight in an animal, preferably a human, which methods involve administering diet compositions that modulate, and preferably reduce, synthesis and secretion of neuropeptide Y (NPY) and modulate, and preferably increase synthesis and secretion of growth hormone releasing factor (GRF), compared to pre-administration amounts in the animal. The administration of such diet compositions results in a reduced appetite and a regulated metabolism that enhance weight control, including weight loss and reduction of obesity.

    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:US-2003100775-A1
    优先权日:2000-09-05
    标 题 :Synthesis of 4alpha-arylepicatechins

    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: Hsu CY, Lin GM, Lin HY, Chang ST. Characteristics of proanthocyanidins in leaves of Chamaecyparis obtusa var. formosana as strong α-glucosidase inhibitors. J Sci Food Agric. 2018 Jan 20. doi: 10.1002/jsfa.8894. [Epub ahead of print] doi: 10.1016/j.foodchem.2017.10.148. Epub 2017 Nov 8. doi: 10.1007/s12010-017-2635-9. Epub 2017 Nov 27. doi: 10.1016/j.jep.2017.11.007. Epub 2017 Nov 7. pii: E1502. doi: 10.3390/molecules22091502. doi: 10.1080/14786419.2017.1309536. Epub 2017 Mar 31. pii: E12. doi: 10.3390/antiox6010012.
    8: García-Ruiz A, Girones-Vilaplana A, León P, Moreno DA, Stinco CM, Meléndez-Martínez AJ, Ruales J. Banana Passion Fruit (Passiflora mollissima (Kunth) L.H. Bailey): Microencapsulation, Phytochemical Composition and Antioxidant Capacity. Molecules. 2017 Jan 17;22(1). pii: E85. doi: 10.3390/molecules22010085. doi: 10.1016/j.foodchem.2016.09.047. Epub 2016 Sep 9. doi: 10.1021/acs.jafc.6b02563. Epub 2016 Aug 25. doi: 10.1016/j.foodchem.2016.05.123. Epub 2016 May 19. doi: 10.1002/btpr.2185. Epub 2015 Nov 11. doi: 10.1007/s00425-014-2238-4. Epub 2015 Jan 10. doi: 10.1002/pca.2547. Epub 2014 Dec 16. doi: 10.1007/s00216-014-7982-6. Epub 2014 Jun 27. doi: 10.1080/14786419.2014.926353. Epub 2014 Jun 17. doi: 10.1007/s12010-014-0828-z. Epub 2014 Mar 27. doi: 10.1016/j.foodchem.2013.11.072. Epub 2013 Nov 20. doi: 10.1021/np400442b. Epub 2013 Oct 16.

    合成参考文献


    参考文献:10.1038/s41592-019-0358-2]
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