CAS: 305-01-1; 6,7-Dihydroxy-2H-Chromen-2-One

该化合物是一种显见强效抗氧化剂和抗炎特性的科马林衍生物,其独特的分子结构可以有效清除活氧物种,减少各种生物系统中的氧化压力.该化合物在调制细胞过程和增进整体健康方面的潜力使它成为科学界积极研究的领域.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号494-56-4 Ayapin | CAS号617-48-1 DL-苹果酸 | CAS号613-03-6 1,2,4-三乙酰氧基苯 | CAS号92-61-5 东莨菪内酯; 莨菪亭 | CAS号331-39-5 咖啡酸 | CAS号108-24-7 乙酸酐 | CAS号93-35-6 伞形花内酯; 7-羟基香豆素 | CAS号106-51-4 苯醌 | CAS号533-73-3 1,2,4-苯三酚 | CAS号529-84-0 4-甲基七叶亭 | CAS号92-61-5 东莨菪内酯; 莨菪亭 | CAS号482-82-6 6,7-二羟基-4-苯基香豆素 | CAS号64-18-6 甲酸 | CAS号99-50-3 原儿茶酸 | CAS号144-62-7 草酸 | CAS号13209-79-5 异紫花前胡素当归酯 | CAS号120-08-1 滨蒿內酯 | CAS号15017-41-1 6,7-dihydroxy-3... | CAS号66301-01-7 6-hydroxy-7-pro...

合成工艺路线路线简述

  • 合成目标产物 Esculetin 主要起始原料 6,7-Dihydroxycoumarin-7-Benzyl Ether
  • (文献来源)合成步骤主要原料 6,7-Dihydroxycoumarin-7-Benzyl Ether
东莨菪内酯置于氧气,Copper(II) Perchlorate,维生素 C体系中,用 水 作为反应溶剂,以10%的收率获得产物6,7-二羟基香豆素
参考文献:通过使用cu2(+)-抗坏血酸-O2系统将邻甲氧基苯酚氧化转化为邻苯二酚来提高5-脂氧合酶抑制活性.
标题:通过使用cu2(+)-抗坏血酸-O2系统将邻甲氧基苯酚氧化转化为邻苯二酚来提高5-脂氧合酶抑制活性.
摘要:Cu2(+)-抗坏血酸-O2系统将几种复杂的邻甲氧基苯酚高选择性氧化为邻苯二酚.这样,邻甲氧基苯酚的rbl-1 5-脂氧合酶抑制活性大大提高.[6]-Norgingerol(4)是衍生自[6]-Gingerol(3)的新型化合物,由于其高抑制力(ic50 = 5.0 X 10(-8)m),因此有望作为新药的先导化合物. .
DOI:10.1248/cpb.38.842

海关参考信息

专利信息


专利号:US-7598291-B2
优先权日:2004-09-02
标题 :Methods and compositions for enhancing collagen and proteoglycan synthesis in the skin
发明人:NIMNI MARCEL; HAN BO
权利人:NIMNI MARCEL; HAN BO
摘要:A composition for application to the skin can stimulate the in vivo synthesis of collagen and proteoglycans and improve the appearance of the skin, increasing its elasticity and fullness. In general, a composition according to the present invention comprises: (1) an antioxidant compound in a quantity sufficient to enhance collagen synthesis in the skin; (2) an organic penetrant in which the antioxidant compound is soluble in a sufficient quantity that a concentration of the antioxidant compound sufficient to enhance collagen synthesis can be applied topically and penetrate the skin; (3) a mixture of essential amino acids; (4) a supplemental source of sulfur; and (5) a topical pharmaceutically acceptable carrier. The antioxidant compound can be lipoic acid, a lipoic acid analogue or derivative, a bioflavonoid, a constituent of ginkgo, or an isoflavone. The organic penetrant is preferably benzyl alcohol. Other ingredients, such as esters of tocopherol and ascorbic acid, can be included.

专利号:US-2010160244-A1
优先权日:2004-09-02
标 题 :Methods and compositions for enhancing collagen, proteoglycan, and glutathione synthesis in the skin
发明人:NIMNI MARCEL; HAN BO
权利人:NIMNI MARCEL; HAN BO
摘要:A composition for application to the skin can stimulate the in vivo synthesis of collagen and proteoglycans and improve the appearance of the skin, increasing its elasticity and fullness. In general, a composition according to the present invention comprises: (1) an antioxidant compound in a quantity sufficient to enhance collagen synthesis in the skin; (2) an organic penetrant in which the antioxidant compound is soluble in a sufficient quantity that a concentration of the antioxidant compound sufficient to enhance collagen synthesis can be applied topically and penetrate the skin; (3) a mixture of essential amino acids or hydrolyzed whey protein; (4) a supplemental source of sulfur; and (5) a topical pharmaceutically acceptable carrier. The antioxidant compound can be lipoic acid or a lipoic acid analogue or derivative. The organic penetrant is preferably benzyl alcohol. Other ingredients, such as esters of tocopherol and ascorbic acid, can be included.

专利号:US-11986886-B2
优先权日:2019-06-06
标题:Rapid synthesis of metal nanoparticles
发明人:LEE KYUWAN; SINGER ROBERT H
权利人:ALBERT EINSTEIN COLLEGE MEDICINE
摘要:Described herein is a method of making a reduced metal nanoparticle, the method including mixing a reactive reducing agent with a metal salt in a solution at a temperature of 4-100° C., and forming the reduced metal nanoparticles in the solution. Also described is a kit including a reactive reducing agent that is sensitive to ßgalactosidase, a metal salt, and optionally a modifying agent/functionalizing agent for reduced metal nanoparticles. A 3,4-cyclohexeneoesculetin-B-D-galacto pyranoside (SGNP) gold nanoparticle and its use for measuring ßgalactosidase enzyme activity, comprising by detecting a structural change in the SGNPs caused by the ßgalactosidase are described. Further described are a point of care device, a chip, a biosensor, a laboratory animal, a gene delivery agent, a drug delivery agent, a diagnostic agent, or a disease targeting agent including SGNPs.

专利号:US-11273138-B2
优先权日:2017-11-02
标 题 :Use of amino acid supplementation for improved muscle protein synthesis
发明人:WOLFE ROBERT R; FERRANDO ARNY
权利人:BIOVENTURES LLC
摘要:The present invention encompasses an amino acid composition for stimulating muscle protein synthesis. Further, the present disclosure relates generally to the use of an anabolic amino acid composition for the stimulation of muscle protein synthesis. In particular, disclosed are compositions and methods of using the same for the prevention and/or treatment of a loss of any one of muscle mass, muscle strength, muscle function, and physical function, or any combination thereof, in a mammal, especially an adult mammal. Also provided are kits comprising a composition for the stimulation of muscle protein synthesis and, in certain embodiments, instructions for administration.

专利号:WO-2023156270-A1
优先权日:2022-02-18
标题:Coumarin synthesis and uses thereof
发明人:CONRATH UWE; LANGENBACH CASPAR; BEYER SEBASTIAN FELIX; SCHWINGES PATRICK; SCHULTHEISS HOLGER; BEESLEY ALEXANDER; LINKE CEDRIC
权利人:BASF SE; RWTH AACHEN
摘要:The present invention relates to genes, materials and methods for coumarin synthesis and the application thereof for improving plant health, preferably against infection by phythopathogenic microorganisms, and/or for improving plant health against coumarin-induced adverse effects on plant health. Furthermore, the invention pertains to methods and uses of such genes and mate- rials for creating correspondingly beneficial plant cells, plant parts and whole plants, and relates to products obtained from such plants or plant parts.

专利号:US-6150403-A
优先权日:1997-10-14
标 题 :Topical compositions for regulating the oily/shiny appearance of skin
发明人:BIEDERMANN KIMBERLY A; SCHUBERT HARRY L; PARRAN JR JOHN J
权利人:PROCTER & GAMBLE
摘要:The present invention relates to methods for inhibiting sebaceous gland activity in mammalian skin comprising administration of a topical composition comprising dehydroacetic acid or pharmaceutically acceptable salts thereof, and a dermatologically-acceptable carrier. The present invention also relates to methods and topical compositions further comprising agents which regulate the oily and/or shiny appearance of skin, and agents which treat acne and related skin disorders in mammalian skin and scalp. Methods of reducing sebum synthesis with the use of dehydroacetic acid, methods of regulating the oily and/or shiny appearance of skin, and methods of treating acne and other skin disorders are also encompassed by the present invention.
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主要参考文献


1: Pan H, Wang BH, Lv W, Jiang Y, He L. Esculetin induces apoptosis in human gastric cancer cells through a cyclophilin D-mediated mitochondrial permeability transition pore associated with ROS. Chem Biol Interact. 2015 Dec 5;242:51-60. doi: 10.1016/j.cbi.2015.09.015. Epub 2015 Sep 24. doi: 10.1016/j.etap.2015.03.003. Epub 2015 Mar 10. doi: 10.1111/1440-1681.12346. doi: 10.1590/1414-431X20144074. Epub 2014 Dec 12.
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8: Kadakol A, Malek V, Goru SK, Pandey A, Bagal S, Gaikwad AB. Esculetin attenuates alterations in Ang II and acetylcholine mediated vascular reactivity associated with hyperinsulinemia and hyperglycemia. Biochem Biophys Res Commun. 2015 May 29;461(2):342-7. doi: 10.1016/j.bbrc.2015.04.036. Epub 2015 Apr 15. doi: 10.1002/cbf.3146. Epub 2015 Oct 5. doi: 10.3892/ijo.2014.2700. Epub 2014 Oct 7. doi: 10.1016/j.ejphar.2014.10.048. Epub 2014 Nov 6. doi: 10.1097/PRS.0000000000000304. doi: 10.1016/j.cbi.2016.10.013. Epub 2016 Oct 18. doi: 10.3892/mmr.2014.2613. Epub 2014 Oct 8. doi: 10.1016/j.cbi.2014.06.021. Epub 2014 Jul 1. doi: 10.1016/j.physbeh.2016.04.051. Epub 2016 Apr 29. doi: 10.1007/s13277-015-4286-1. Epub 2015 Oct 28. doi: 10.1002/jcb.25404. Epub 2015 Oct 18.

合成参考文献


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参考文献:10.3390/ijms12064053
摘要:Tien YC, Liao JC, Chiu CS, Huang TH, Huang CY, Chang WT, Peng WH. Esculetin ameliorates carbon tetrachloride-mediated hepatic apoptosis in rats. Int J Mol Sci. 2011;12(6):4053–67.
参考文献:10.1007/s00425-011-1474-0
摘要:Hall D, Kim KH, De Luca V. Molecular cloning and biochemical characterization of three Concord grape (Vitis labrusca) flavonol 7-O-glucosyltransferases. Planta. 2011 Dec;234(6):1201–14. doi: 10.1007/s00425-011-1474-0.
参考文献:10.4162/nrp.2011.5.3.198
摘要:Han S, Oh KS, Yoon Y, Park JS, Park YS, Han JH, Jeong AL, Lee S, Park M, Choi YA, Lim JS, Yang Y. Herbal extract THI improves metabolic abnormality in mice fed a high-fat diet. Nutr Res Pract. 2011 Jun;5(3):198–204.
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