CAS: 474-07-7; (6As,11Br)-7,11B-Dihydroindeno[2,1-C]Chromene-3,6A,9,10(6H)-Tetraol

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(3RS,4RS)-3-(3,4-dihydroxybenzyl)-3,4,7-trihydroxychroman (+/-)-episappanol (3RS,4SR)-3-(3,4-dihydroxybenzyl)-3,4,7-trihydroxychroman (+/-)-sappanol 2-(3-benzyloxy-phenoxymethyl)-indan-2,5,6-triol 1-diazo-3-(3-hydroxy-phenyl)-propan-2-oner,11bc)-7,11b-dihydro-indeno[2,1-c]chromene-3,6a,9,10-tetraol(+)-(6ar,11bc)-7,11b-dihydro-indeno[2,1-c]chromene-3,6a,9,10-tetraol (+/-)-Brasilin-tetraacetat brazilein (6aS,11bR)-3,9,10-Tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol

合成工艺路线路线简述

    3-(3,4-Dimethoxy-Phenyl)-Propionyl Chloride置于aluminum (Iii) Chloride,Sodium Tetrahydroborate,四氧化锇,甲基磺酰胺,Ad-Mix β,4-甲基苯磺酸吡啶,三溴化硼,Sodium Hydride,二异丁基氢化铝,三苯基膦,Lithium Hydroxide,偶氮二甲酸二乙酯体系中,用 四氢呋喃,甲醇,二氯甲烷,水,甲苯,Paraffin Oil,叔丁醇 作为反应溶剂,化学反应 82.0H,反应生成 苏枋精
    参考文献:Enantioselective Total Synthesis Of (+)-Brazilin,(−)-Brazilein And (+)-Brazilide A
    标题:Enantioselective Total Synthesis Of (+)-Brazilin,(−)-Brazilein And (+)-Brazilide A
    摘要:一种对映体选择性的合成策略已经开发出来,用于合成(+)-巴西林,(−)-巴西莱因和(+)-巴西酰a.通过路易斯酸介导的内酯化反应建立了巴西酰a的新型融合双内酯核心,并完成了(+)-巴西酰a的首次总体合成.
    DOI:10.1039/c3Cc42385A

    海关参考信息

    专利信息


    专利号:US-2002165207-A1
    优先权日:2001-05-02
    标题 :Compositions and methods for the treatment of diabetic neuropathy
    发明人:ROSENBLOOM RICHARD
    摘要:Compositions and a method for the treatment of diabetic neuropathy is disclosed. The compositions comprise a mixture of a compound that promotes synthesis of nerve growth factor, an aldose reductase inhibitor and an antioxidant, optionally formulated in a pharmaceutically acceptable carrier. This combination of active agents provides significant, effective relief of the symptoms of diabetic neuropathy, as well as at least partial recovery of lost neurological function in some cases. In addition, the compositions of the present invention, when used in effective amounts to treat diabetic neuropathy, do not exhibit the severe side effects of many prior art compositions proposed for treatment of this ailment. n In a second aspect, a method for the administration of a composition in accordance with the present invention for the treatment of diabetic neuropathy is disclosed. In the method, an effective amount of the composition of the invention is administered on a regular basis over a period of time sufficient to provide the beneficial effects of relief from the symptoms of diabetic neuropathy, as well as at least some recovery of the damaged nerve tissues.

    专利号:US-7914823-B2
    优先权日:2000-12-21
    标题 :Method and composition for the topical treatment of diabetic neuropathy
    发明人:ROSENBLOOM RICHARD ALLEN
    权利人:PROPHASE LABS INC
    摘要:A method and composition for the treatment of diabetic neuropathy is disclosed. The composition comprises a cold compounded mixture of a compound that promotes synthesis of nerve growth factor, an aldose reductase inhibitor and an antioxidant formulated in a pharmaceutically acceptable carrier. It has been found that this combination of active agents provides significant, effective relief of the symptoms of diabetic neuropathy, as well as at least partial recovery of lost neurological function in some cases. In view of the consensus in the art that effective combinations of various active agents have not been demonstrated to be effective for the treatment of diabetic neuropathy, the present invention provides a surprising and unexpected effect. In addition, the topical compositions of the present invention, when used in effective amounts to treat diabetic neuropathy, do not exhibit the severe side effects of many prior art compositions proposed for treatment of this ailment. n In a second aspect, a method for the topical administration of a composition in accordance with the present invention for the treatment of diabetic neuropathy is disclosed. In the method, an effective amount of the composition of the invention is topically administered to the areas of the body that have been adversely affected by the diabetic neuropathy on a regular basis over a period of time sufficient to provide the beneficial effects of relief from the symptoms and at least some recovery of the damaged nerve tissues.

    专利号:US-2005175556-A1
    优先权日:2004-02-07
    标题 :Skin Darkening (Sunless Tanning) Compositions Based on Enhancement of Melanin Synthesis by Tyrosinase Promoters
    发明人:GUPTA SHYAM K
    权利人:BIODERM RESEARCH
    摘要:This invention discloses skin darkening (sunless tanning) compositions based on enhancement of melanin synthesis by tyrosinase enzyme by providing essential substrates for tyrosinase as well as the essential elements to activate the active-site of tyrosinase enzyme. These compositions thus also act as promoters of tyrosinase enzyme.

    专利号:US-2023097824-A1
    优先权日:2020-05-08
    标 题:Semi-synthesis and use of racemic hematoxylin
    发明人:DURRANT EDWARD E; HEINDL DIETER; HUBER FLORIAN MAURITIUS ERASUMU; KLEIN ERIC; KOSMEDER II JEROME W; VOSS EDGAR
    权利人:VENTANA MED SYST INC; ROCHE DIAGNOSTICS OPERATIONS INC
    摘要:A racemic hematoxylin formulation is disclosed that includes one or both of a stabilizer compound and an antioxidant. The disclosed composition exhibits sufficient stability to be utilized in an automated staining process. Methods of using and making the stabilized composition also are disclosed.

    专利号:CN-110776488-B
    优先权日:2019-12-04
    标 题:Synthesis of (-)-Brazilin

    专利号:CN-110776488-A
    优先权日:2019-12-04
    标 题 :Synthesis of (-)-Brazilin
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    主要参考文献


    1: Li ZY, Zheng Y, Chen Y, Pan M, Zheng SB, Huang W, Zhou ZH, Ye HY. Brazilin Ameliorates Diabetic Nephropathy and Inflammation in db/db Mice. Inflammation. 2017 May 11. doi: 10.1007/s10753-017-0579-4. [Epub ahead of print] doi: 10.3762/bjoc.12.280. eCollection 2016.
    4: He ZJ, Zhu FY, Li SS, Zhong L, Tan HY, Wang K. Inhibiting ROS-NF-κB-dependent autophagy enhanced brazilin-induced apoptosis in head and neck squamous cell carcinoma. Food Chem Toxicol. 2017 Mar;101:55-66. doi: 10.1016/j.fct.2017.01.002. Epub 2017 Jan 4. doi: 10.1016/j.bcp.2016.09.017. Epub 2016 Sep 21. doi: 10.1016/j.fm.2016.06.001. Epub 2016 Jun 4. doi: 10.3892/ijmm.2016.2616. Epub 2016 May 31.
    8: Siriangkhawut W, Khanhuathon Y, Chantiratikul P, Ponhong K, Grudpan K. A Green Sequential Injection Spectrophotometric Approach Using Natural Reagent Extracts from Heartwood of Ceasalpinia sappan Linn. for Determination of Aluminium. Anal Sci. 2016;32(3):329-36. doi: 10.2116/analsci.32.329. doi: 10.1039/c5fo01256b. doi: 10.1038/aps.2015.113. Epub 2015 Oct 12.

    合成参考文献


    摘要:CRC Handbook of Antibiotic Compounds, Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980, 8(1)(252), 1982
    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:10.1002/jor.24013
    摘要:Weinmann D, Mueller M, Walzer SM, Hobusch GM, Lass R, Gahleitner C, Viernstein H, Windhager R, Toegel S. Brazilin blocks catabolic processes in human osteoarthritic chondrocytes via inhibition of NFKB1/p50. Journal Orthopaedic Research. 2018 May 08;36(9):2431–8. doi: 10.1002/jor.24013.
    参考文献:10.1016/s0006-2952(99)00275-0
    摘要:Khil LY, Han SS, Kim SG, Chang TS, Jeon SD, So DS, Moon CK. Effects of brazilin on GLUT4 recruitment in isolated rat epididymal adipocytes. Biochem Pharmacol. 1999 Dec 01;58(11):1705–12. doi: 10.1016/s0006-2952(99)00275-0.
    参考文献:10.1002/biof.5520300302
    摘要:Choi BM, Lee JA, Gao SS, Eun SY, Kim YS, Ryu SY, Choi YH, Park R, Kwon DY, Kim BR. Brazilin and the extract from Caesalpinia sappan L. protect oxidative injury through the expression of heme oxygenase-1. Biofactors. 2007;30(3):149–57. doi: 10.1002/biof.5520300302.
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