CAS: 482-53-1; 5-Hydroxy-3-(4-Hydroxyphenyl)-8,8-Dimethyl-6-(3-Methylbut-2-En-1-yl)-4H,8H-Pyrano[2,3-F]Chromen-4-One

该化合物是一种自然形成的化合物,被归类为酚类化合物,主要来自Osage橙树(马库卢拉聚亚色),以其独特的黄色至橙色闻名.Osajin展示了抗氧化性特性,这些特性有助于其潜在的健康惠益,包括抗炎和抗微生物效应.该化合物在有机溶剂中可溶解,但在水中溶解性有限,这是许多酚类化合物的典型特征.其结构特征是多种氢化物组,有助于其再活性和形成金属离子复合体的能力.Osajin由于在自然防腐剂和健康补充物中的潜在应用,因此在各个领域,包括药理学和食品科学方面引起了兴趣.然而,还需要进一步研究,以充分理解其行动和潜在治疗用途的机制.与许多自然化合物一样,提取和净化过程会影响其稳定性和生物活性.

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CAS号51225-28-6 6,8-二异戊烯基金雀异黄素 | CAS号5745-54-0 ISO-OSAJIN | CAS号5254-72-8 5-methoxy-3-(4-...

合成工艺路线路线简述

    (E)-3-(Dimethylamino)-1-(2-Hydroxy-4,6-Bis(Methoxymethoxy)Phenyl)Prop-2-En-1-One置于吡啶,盐酸,Copper(L) Iodide,四(三苯基膦)钯,Tris(6,6,7,7,8,8-Heptafluoro-2,2-Dimethyl-3,5-octadionato)Europium(Iii),乙醇,水,碘,三氯化硼,Potassium Carbonate,Potassium Iodide,Potassium Hydroxide,Bis(Dibenzylideneacetone)-Palladium(0),三环己基膦体系中,用 四氢呋喃,1,4-二氧六环,甲醇,5,5-Dimethyl-1,3-Cyclohexadiene,乙醇,二氯甲烷,水,1,2-二氯乙烷,N,N-二甲基甲酰胺,甲苯 作为反应溶剂,化学反应 54.0H,反应生成 奥沙京
    参考文献:天然异黄酮:Scandenone,Osajin 和 6,8-Diprenylgenistein 的全合成和抗菌研究
    标题:天然异黄酮:Scandenone,Osajin 和 6,8-Diprenylgenistein 的全合成和抗菌研究
    摘要:异黄酮是一类天然产物,具有多种有趣的生物特性,包括抗氧化,保肝,抗菌和抗炎活性. Scandenone (1),Osajin (2) 和 6,8-Diprenylgenistein (3) 是天然异戊二烯异黄酮,具有相同的多酚骨架.本研究以关键中间体15为原料合成天然异黄酮1-3,建立了直链和角吡喃异黄酮的立体选择性合成方法.还对1-3的抗菌活性进行了评价,它们均对革兰氏阳性菌表现出非常好的抗菌活性.其中,2是对mrsa最有效的一种,其mic值为2 μg/ml,Sem分析表明2可以破坏mrsa和粪肠球菌的细菌细胞膜.这些结果表明,异黄酮类型可以作为开发治疗革兰氏阳性细菌感染的新型抗菌剂的先导.
    DOI:10.3390/molecules29112574

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    专利信息


    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:CN-101792451-A
    优先权日:2010-03-30
    标题:Total Synthesis of 4″,5″-Dihydroxy-5-methoxy-[6″,6″-Dimethylpyran(2″,3″:7,8)]coumaronechromone

    专利号:CN-107903248-B
    优先权日:2017-11-14
    标 题 :N- replaces the Isatine derivatives and application in preparation of anti-tumor drugs of isatin heterozygosis quinazoline compounds synthesis

    专利号:CN-101723938-A
    优先权日:2008-10-13
    标题:Synthesis processes and bioactivities of 3-aromatic (hetero)-6,8-dyhydroxy isoflavonoid compounds

    专利号:CN-105018511-A
    优先权日:2015-07-30
    标题:A kind of method and application of in vitro enzyme reaction synthesis phloroglucinol

    专利号:CN-104016959-B
    优先权日:2014-05-29
    标 题 :A kind of total chemical synthesis method of prohematoxylin A and its derivatives
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    CAS号:482-53-1
    中文名:OSAJIN
    英文名:OSAJIN
    纯度:99% HPLC1G/5G/1KG
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    主要参考文献


    1: Kim JE, Heo YS, Lee KW. Osajin Inhibits Solar UV-Induced Cyclooxygenase-2 Expression Through Direct Inhibition of RSK2. J Cell Biochem. 2017 Nov;118(11):4080-4087. doi: 10.1002/jcb.26063. Epub 2017 May 23. doi: 10.1016/j.jpba.2008.05.025. Epub 2008 May 28. doi: 10.1080/13813455.2017.1303742. Epub 2017 Mar 24. doi: 10.1371/journal.pone.0018308.
    7: Veselá D, Kubínová R, Muselík J, Zemlicka M, Suchý V. Antioxidative and EROD activities of osajin and pomiferin. Fitoterapia. 2004 Mar;75(2):209-11. doi: 10.1080/14786419.2016.1269101. Epub 2016 Dec 27. Czech. Czech. doi: 10.1055/a-0619-5547. Epub 2018 Apr 27. doi: 10.1021/np400242e. Epub 2013 Aug 16. doi: 10.1016/j.fitote.2014.01.023. Epub 2014 Feb 8. J Am Chem Soc. 1946 Mar;68:406-18. doi: 10.1016/j.fitote.2015.06.020. Epub 2015 Jun 29. doi: 10.1021/jf400954m. Epub 2013 Jul 2.
    19: Orhan I, Senol FS, Kartal M, Dvorská M, Zemlicka M, Smejkal K, Mokrý P. Cholinesterase inhibitory effects of the extracts and compounds of Maclura pomifera (Rafin.) Schneider. Food Chem Toxicol. 2009 Aug;47(8):1747-51. doi: 10.1016/j.fct.2009.04.023. Epub 2009 Apr 24. doi: 10.1155/2018/1370368. eCollection 2018.

    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:10.1016/j.bmcl.2009.11.103
    摘要:Sreelatha T, Hymavathi A, Rama Subba Rao V, Devanand P, Usha Rani P, Madhusudana Rao J, Suresh Babu K. A new benzil derivative from Derris scandens: Structure-insecticidal activity study. Bioorganic & Medicinal Chemistry Letters. 2010 Jan;20(2):549–53. doi: 10.1016/j.bmcl.2009.11.103.
    参考文献:10.1055/a-0619-5547
    摘要:Chaichamnong N, Temkitthawon P, Khorana N, Pitpakdeeanan P, Taepavarapruk P, Nuengchamnong N, Siriwattanasathien Y, Suksamrarn A, Ingkaninan K. Phosphodiesterase 5 Inhibitors from Derris scandens. Planta Med. 2018 Oct;84(15):1134–40. doi: 10.1055/a-0619-5547.
    摘要:Necas J, Bartosíková L, Florian T, Klusáková J, Suchý V, Naggar EM, Janostíková E, Bartosík T, Lisková M. [Protective effects of the flavonoids osajin and pomiferin on heart ischemia-reperfusion]. Ceska Slov Farm. 2006 Jul;55(4):168–74.
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