CAS: 517-89-5; (R)-5,8-Dihydroxy-2-(1-Hydroxy-4-Methylpent-3-En-1-yl)Naphthalene-1,4-Dione

该化合物是从Lithospermum 红红血素中提取的天然的环球曲宁化合物. 它展示了强效抗氧化剂和抗炎特性,并有可能在药品和化妆品中应用. Shikonin有能力抑制NF-XXXB的活化及其高光度使其具有吸引力,可以用来配方缓解氧化性压力和炎症.

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206996-08-9 (R)-4-methyl-1-... | CAS号88051-30-3 4-溴-萘并[1,8-DE:4... | CAS号88051-28-9 萘并[1,8-DE:4,5-D... | CAS号88818-28-4 1,4,5,8-四甲氧基萘-2-甲醛 | CAS号504-85-8 4-甲基-3-戊烯酸 | CAS号4786-23-6 4-甲基戊-3-烯腈 | CAS号33698-69-0 6-methyl-hepta-... | CAS号24502-78-1 乙酰紫草素 | CAS号517-90-8 紫草烷

合成工艺路线路线简述

    📜4-溴-萘并[1,8-De:4,5-D'e']Bis[1,3]二氧(杂)芑置于叔丁基锂,Lithium Perchlorate,乙醛,(-)-Diisopinocamphenylborane Chloride体系中,用 四氢呋喃,水,乙腈 作为反应溶剂,化学反应 17.5H,反应生成 紫草素
    参考文献:Concise And Efficient Total Syntheses Of Alkannin And Shikonin
    标题:Concise And Efficient Total Syntheses Of Alkannin And Shikonin
    摘要:Two Enantiomic Natural Products With Wound-Healing Properties,Alkannin (1) And Shikonin (2),Are Accessible By A Short And Efficient Total Synthesis. The Success Was Achieved By A Novel Protecting System For Masking Of 5,8-Dihydroxy-1,4-Naphthoquinones (Naphthazarins) And A Highly Stereoselective Ketone Reduction.
    DOI:10.1002/(Sici)1521-3773(19980403)37:6<839::Aid-Anie839>3.0.Co;2-J

    海关参考信息

    专利信息


    专利号:WO-2013087821-A1
    优先权日:2011-12-15
    标题:Overproduction of jasmonates in transgenic plants
    发明人:CHAMPION ANTONY
    权利人:INST RECH DEVELOPPEMENT IRD
    摘要:La present invention relates to the use of a nucleic sequence allowing the synthesis of Gh ERF-IIa, Gh ERF-IIb or Gh ERF-IIc in a plant in order to induce, in the plant, an overproduction or accumulation of jasmonic acid and/or OPDA. The accumulation of jasmonic acid and/or OPDA confers, in particular, to the transformed plant an improved resistance to bioagressors. The nucleic sequences, transformation methods and transformed plants according to the invention may also been used for the production of pharmaceutically important secondary metabolites whose synthesis is induced by jasmonates.

    专利号:WO-2023203374-A1
    优先权日:2022-04-20
    标 题 :[1,2]selenazolo[2,3-a]pyridin-8-ium inhibitors of pyruvate kinase isoform m2
    发明人:ARSENJANS PAVELS; DIMITRIJEVS PAVELS; MAKRECKA-KUKA MARINA
    权利人:LATVIAN INST ORGANIC SYNTHESIS
    摘要:The present invention relates to a novel isoselenazolopyridinium salts as anticancer agents by inhibiting pyruvate kinase isoform M2 (PKM2) activity, as well as methods of their manufacturing and use in different pharmaceutical compositions for the treatment of various diseases and disorders by administration of such substances.

    专利号:US-9987208-B2
    优先权日:2013-04-04
    标题 :Elastin synthesis/regeneration promoting agent
    发明人:NISHIZAKI TOMOYUKI; TANAKA AKITO
    权利人:NISHIZAKI BIOINFORMATION RES INSTITUTE
    摘要:8-[2-(2-Pentyl-cyclopropylmethyl)-cyclopropyl]-octanoic acid (DCP-LA) has an action to promote synthesis and regeneration of elastin, and is useful as an agent for the prophylaxis or improvement of wrinkles, and an anti-aging drug.

    专利号:US-11517541-B2
    优先权日:2017-04-20
    标 题:Applications of spermidine and its derivatives
    发明人:ZHU WEI; PAN WUGUANG
    权利人:GENEHEAL BIOTECHNOLOGY CO LTD
    摘要:Disclosed are applications of spermidine or its pharmaceutically acceptable derivatives. The inventors performed calculation and analysis using software based on existing data relating to protein and small-molecule structures, and screened out compounds which can effectively interfere with the activity of PAWS and thus reduce SAICAR synthesis, thereby achieving the goal of treating or improving tumors. It is expected to produce better effect in the treatment or improvement of tumors.

    专利号:CN-101407783-A
    优先权日:2008-11-26
    标 题 :A method of using rare earth elements to promote the synthesis of shikonin in yunnanensis yunnanensis cells

    专利号:CN-102851347-A
    优先权日:2012-07-13
    标题 :Novel use of hydrogen sulfide to promote the synthesis of secondary metabolites

    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: Alherz FA, Saleh A, Alsheikh MY, Borg HM, Kabel AM, Abd Elmaaboud MA. Shikonin mitigates cyclophosphamide-induced cardiotoxicity in mice: the role of sirtuin-1, NLRP3 inflammasome, autophagy, and apoptosis. J Pharm Pharmacol. 2024 Sep
    8:rgae119. doi: 10.1093/jpp/rgae119. Epub ahead of print.
    179:117395. doi: 10.1016/j.biopha.2024.117395. Epub 2024 Sep 5. 9(34):36099-36113. doi: 10.1021/acsomega.4c00082.

    合成参考文献


    参考文献:10.3390/v16010065
    摘要:Zhao Z, Zhu Q, Zhou X, Li W, Yin X, Li J. Structural Basis for the Inhibition of SARS-CoV-2 Mpro D48N Mutant by Shikonin and PF-07321332. Viruses. 2023 Dec 30;16(1).
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