CAS: 495-02-3; (E)-7-((3,7-Dimethylocta-2,6-Dien-1-yl)Oxy)-2H-Chromen-2-One

该化合物是天然发生的化合物,被归类为coumarin衍生物,主要见于各种柑橘水果,特别是橘子和葡萄果皮,还研究过多种生物活动,包括抗氧化剂,抗炎和潜在的抗癌特性,使其对药理研究感兴趣;该化合物的特点是独特的化学结构,包括一个与丙酸链结合的铬环;Auraptene因其能够调节各种生物化学途径,包括参与解毒和细胞信号的这种途径;此外,还研究过它对代谢过程的影响及其在促进心血管健康方面的潜在作用;由于该化合物的天然来源和有益特性,还正在探索其用于补充食物和功能食物的亚甲虫素.然而,还需要进一步研究,以充分了解其行动和治疗潜力的机制.

结构式图片

上下游产品

(R)-6-O-(4-geranyloxy-2-hydroxy)cinnamoylmarmin 7-hydroxy-2H-chromen-2-one 1-chloro-3,7-dimethyl°Cta-2,6-diene(6'R,2'E)-dihydroxy-6',7' dimethyl-3',7' °Ctene-2' oxy-7 coumarine (S)-7-(6,7-dihydroxy-3,7-dimethyl°Ct-2E-enyloxy)chromen-2-one 7-(7-hydroxy-3,7-dimethyl-6-oxo°Ct-2E-enyloxy)chromen-2-one 7-(6,7-dihydroxy-3,7-dimethyl°Ct-2E-enyloxy)chromen-2-one

合成工艺路线路线简述

    📜香叶醇置于三溴化磷,1,8-二氮杂双环[5.4.0]十一碳-7-烯体系中,用 乙醚,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 7.25H,反应生成 橙皮油内酯
    参考文献:含单萜的取代香豆素的抗流感活性
    标题:含单萜的取代香豆素的抗流感活性
    摘要:已经测试了同时带有单萜和香豆素部分的化合物的细胞毒性和对流感病毒a / California / 07/09(h1N1)pdm09的抑制活性.香豆素骨架中取代基的结构,以及单萜类结构部分的结构和绝对构型均显示出显着影响所研究化合物的抗流感活性和细胞毒性.具有双环pin烷骨架的化合物表现出最高的选择性指数(细胞毒性与有效剂量之间的比率).(-)-Myrtenol 15C的衍生物在这类化合物中,其具有有希望的活性,低细胞毒性和可合成的可及性,具有最大的潜力.当在病毒繁殖的早期添加到被感染的细胞培养物中时,它表现出最高的活性.
    DOI:10.1016/j.Bmcl.2017.04.091

    海关参考信息

    专利信息


    专利号:US-2013224318-A1
    优先权日:2012-02-29
    标 题 :Use of CPT-1 Modulators and Compositions Thereof
    发明人:HWANG CHENG S; YIM SUNGHAN; SANTHANAM UMA; LYGA JOHN W
    权利人:AVON PROD INC; AVON PROD INC
    摘要:The present invention describes methods for improving the appearance of skin, particularly, treating, ameliorating, preventing, delaying, and/or improving one or more signs of excess accumulation and/or production of subcutaneous fat, such as cellulite, and conditions related thereto, by topically applying compositions comprising Carnitine Palmitoyl Transferase-1 (CPT-1) modulators, optionally with other anti-lipid agents; and also describes compositions and methods for treating, preventing and improving the appearance of skin, particularly, treating, preventing, ameliorating, reducing and/or eliminating loss of subcutaneous fat in the skin, wherein the compositions include natural plant constituents that stimulate lipid synthesis.

    专利号:US-12036300-B2
    优先权日:2021-03-31
    标题:Methods and compositions for improving skin
    发明人:LIAO I-CHIEN; BRIEVA PATRICIA; JUCHAUX FRANCK; BOUEZ CHARBEL; ZHENG QIAN; QIAN KUN
    权利人:OREAL
    摘要:A method for managing skin tone comprising reducing the synthesis of melanin by applying a skin treatment composition to skin. The skin treatment composition may include about 0.1 to about 25 wt. % of acetyl trifluoromethylphenyl valylglycine; about 0.5 to about 30 wt. % of a polyol; about 0.1 to about 30 wt. % of a silicone, fatty compound, or a mixtures thereof, wherein the skin treatment composition is an emulsion, and all weight percentages are based on the total weight of the skin treatment composition.

    专利号:CN-115197981-A
    优先权日:2022-07-12
    标题 :Fermentation method for improving synthesis of yellow pigment and orange pigment in monascus purpureus

    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: Napolitano HB, Silva M, Ellena J, Rodrigues BD, Almeida AL, Vieira PC, Oliva G, Thiemann OH. Aurapten, a coumarin with growth inhibition against Leishmania major promastigotes. Braz J Med Biol Res. 2004 Dec;37(12):1847-52. doi: 10.1590/s0100-879x2004001200010. Epub 2004 Nov 17. 61(4):740-2. doi: 10.1271/bbb.61.740. 50(11):3193-6. doi: 10.1021/jf011628b. 26(9):2798. doi: 10.3390/molecules26092798.
    5: Derosa G, Maffioli P, Sahebkar A. Auraptene and Its Role in Chronic Diseases. Adv Exp Med Biol. 2016;929:399-407. doi: 10.1007/978-3-319-41342-6_19. 65(2):353-9. doi: 10.1007/s11418-010-0505-7. Epub 2011 Jan 19. 20(15):1797-1816. doi: 10.2174/1871520620666200310094646. 15(3):320-2. German. doi: 10.1055/s-0028-1099989. 15(7):4898-907. doi: 10.3390/molecules15074898.
    10: Johann S, Mendes BG, Missau FC, de Resende MA, Pizzolatti MG. Antifungal activity of five species of Polygala. Braz J Microbiol. 2011 Jul;42(3):1065-75. doi: 10.1590/S1517-838220110003000027. Epub 2011 Sep 1.

    合成参考文献


    参考文献:10.1021/np0005309
    摘要:Wu T, Chen C, Lin F. Constituents of the Root Bark of Severinia buxifolia Collected in Hainan. J. Nat. Prod. 2001 Jul 26;64(8):1040–3. doi: 10.1021/np0005309.
    参考文献:10.1080/10286020.2014.917630
    摘要:Shakeri A, Iranshahy M, Iranshahi M. Biological properties and molecular targets of umbelliprenin – a mini-review. Journal of Asian Natural Products Research. 2014 May 22;16(8):884–9. doi: 10.1080/10286020.2014.917630.
    参考文献:10.18632/oncotarget.5511
    摘要:Jang Y, Han J, Kim SJ, Kim J, Lee MJ, Jeong S, Ryu MJ, Seo KS, Choi SY, Shong M, Lim K, Heo JY, Kweon GR. Suppression of mitochondrial respiration with auraptene inhibits the progression of renal cell carcinoma: involvement of HIF-1α degradation. Oncotarget. 2015 Nov 10;6(35):38127–38.
    参考文献:10.1016/j.ejmech.2018.04.051
    摘要:Fiorito S, Epifano F, Preziuso F, Cacciatore I, di Stefano A, Taddeo VA, de Medina P, Genovese S. Natural oxyprenylated coumarins are modulators of melanogenesis. European Journal of Medicinal Chemistry. 2018 May;152():274–82. doi: 10.1016/j.ejmech.2018.04.051.
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