CAS: 23458-02-8; (S)-7-Hydroxy-8,8-Dimethyl-7,8-Dihydro-2H,6H-Pyrano[3,2-G]Chromen-2-One

该化合物是一种自然发生的化合物,主要来自Angelica decursiva植物物种,被归类为苯球胶质,主要来自Angelica decursiva植物物种,其特征是其个性性性,其"(+)"名称表明其具体的光学活动. (+)-Decursinol的分子结构具有引信环状系统,有助于其生物活动.该化合物由于其潜在的药用化学特性,包括防炎,抗氧化剂和抗癌活动,在药用化学领域引起了兴趣.其溶性特征通常表明有机溶剂中的中等溶性,而其稳定性则可能受到诸如pH和温度等环境因素的影响.对(+)-Decursinol的研究继续探索其行动机制和潜在的治疗应用机制,使其成为自然产品化学和药物开发的感兴趣对象.与许多自然化合物一样,提取和净化过程对于以适合进一步研究和应用的形式获得(+)-Decursinol至关重要.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

C&L通报

上下游产品

agasyllin 2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate 7-hydroxy-2H-chromen-2-one 7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate decursin (7S)-(+)-3-phenylacrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester (7S)-(+)-trans-2-methyl-but-2-enoic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester

合成工艺路线路线简述

    📜3,3-二甲基丙烯酸置于jacobsen'S Catalyst 吡啶,4-二甲氨基吡啶,Lithium Aluminium Tetrahydride,Oxone,甲烷磺酸,四丁基硫酸氢铵,Phosphorus Pentoxide,碳酸氢钠,对甲苯磺酸,Zinc(II) Chloride体系中,用 四氢呋喃,二氯甲烷,乙腈 用作溶剂,化学反应 5.0H,反应生成日本前胡醇
    参考文献:Enantioselective Syntheses Of Decursinol Angelate And Decursin
    标题:Enantioselective Syntheses Of Decursinol Angelate And Decursin
    摘要:The Practical Enantioselective Syntheses Of Decursinol Angelate And Decursin Were Achieved In Eight Steps From Resorcinol. The Stereochemistry Was Addressed Using The Catalytic Asymmetric Epoxidation Of 7-Acetoxy-2,2-Dimethylchromene By Chiral (Salen)Mn Complexes As The Key Step. (C) 2001 Elsevier Science Ltd. All Rights Reserved.
    Doi:10.1016/s0040-4039(01)00642-6

    海关参考信息

    专利信息


    专利号:CN-117187268-A
    优先权日:2023-09-28
    标题:CYP450 cyclase genes PpDC and PpOC for the synthesis of complex coumarins and their applications

    专利号:KR-20180079967-A
    优先权日:2017-01-03
    标题 :A new synthesis method of (+)-Decursinol

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    主要参考文献


    1: Kim S, Kim JE, Kim N, Joo M, Lee MW, Jeon HJ, Ryu H, Song IC, Song GY, Lee HJ. Decursin inhibits tumor growth, migration, and invasion in gastric cancer by down-regulating CXCR7 expression. Am J Cancer Res. 2019 Sep 1;9(9):2007-2018. eCollection 2019.
    2: Kwon MY, Park J, Kim SM, Lee J, Cho H, Park JH, Han IO. An alpha-lipoic acid-decursinol hybrid compound attenuates lipopolysaccharide-mediated inflammation in BV2 and RAW264.7 cells. BMB Rep. 2019 Aug;52(8):508-513.
    3: Chang SN, Khan I, Dey DK, Cho KH, Hwang BS, Bae KB, Kang SC, Park JG. Decursinol angelate ameliorates 12-O-tetradecanoyl phorbol-13-acetate (TPA) -induced NF-κB activation on mice ears by inhibiting exaggerated inflammatory cell infiltration, oxidative stress and pro-inflammatory cytokine production. Food Chem Toxicol. 2019 Oct;132:110699. doi: 10.1016/j.fct.2019.110699. Epub 2019 Jul 24. pii: E272. doi: 10.3390/biom9070272.

    合成参考文献


    参考文献:10.1007/s12272-015-0668-6
    摘要:Ishita IJ, Nurul Islam M, Kim YS, Choi RJ, Sohn HS, Jung HA, Choi JS. Coumarins from Angelicadecursiva inhibit lipopolysaccharide-induced nitrite oxide production in RAW 264.7 cells. Archives of Pharmacal Research. 2015 Oct 16;39(1):115–26. doi: 10.1007/s12272-015-0668-6.
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