CAS: 5989-02-6; Loliolid

该化合物是一种主要存在于各种植物物种中的自然产生的静脉激素,其特点是独特的分子结构,其中包括一个内酯环和长的碳氢化合物链.Loliolidide以其令人愉快的芳香闻名,而且往往与某些水果和草药的气味相关联.这种化合物展示了各种生物活动,包括抗氧化剂,抗炎和抗微生物特性,使得它对食品和药物的应用都感兴趣.此外,Loliolide还因其在提高食品的口味特征及其在传统医药中的使用方面的潜在作用进行了研究.其溶液在有机溶液中一般高于水中的溶液,而水是许多磷的典型特征.

结构式图片

MSDS等安全信息

上下游产品

(S)-actinidiolide hexahydro-3aα,4,5,6,7,7aα (3H) hydroxy-6 phenylseleno-3 trimethyl-4,4,7α benzofurannone-2 (6S,7R,7aS)-7-bromo-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one (6R,7S,7aR)-7-bromo-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one

合成工艺路线路线简述

    📜(+/-)-(1-Hydroxy-2,6,6-Trimethyl-2-Cyclohexenyl)Acetic Acid置于吡啶,氯化亚砜,碘,三正丁基氢锡,碳酸氢钠,1,8-二氮杂双环[5.4.0]十一碳-7-烯,三氟乙酸,1,1'-偶氮(氰基环己烷),N-溴代乙酰胺体系中,用 1,4-二氧六环,乙醚,正己烷,水 作为反应溶剂,化学反应 31.0H,反应生成 (-)-地芰普内酯
    参考文献:Synthesis Of Loliolide,Actinidiolide,Dihydroactinidiolide,And Aeginetolide Via Cerium Enolate Chemistry
    标题:Synthesis Of Loliolide,Actinidiolide,Dihydroactinidiolide,And Aeginetolide Via Cerium Enolate Chemistry
    摘要:Loliolide,Aeginetolide,Actinidiolide,And Dihydroactinidiolide Were Synthesized In Racemic Form From A Single Common Intermediate,Prepared Through The 1,2 Addition Of The Cerium Enolate Of Ethyl Acetate To 2,6,6-Trimethylcylohexenone.
    DOI:10.1021/jo0611566

    海关参考信息

    专利信息


    专利号:US-2014243404-A1
    优先权日:2010-09-14
    标题 :Unique halogen-induced cyclizations, reagents therefor, and compounds produced thereby
    发明人:SNYDER SCOTT ALAN; TREITLER DANIEL S; BRUCKS ALEXANDRIA P; GOLLNER ANDREAS; CHIRIAC MARIA I; WRIGHT NATHAN E; PFLUEGER JASON J; BREAZZANO STEVEN P
    权利人:SNYDER SCOTT ALAN; TREITLER DANIEL S; BRUCKS ALEXANDRIA P; GOLLNER ANDREAS; CHIRIAC MARIA I; WRIGHT NATHAN E; PFLUEGER JASON J; BREAZZANO STEVEN P; UNIV COLUMBIA
    摘要:This disclosure is related to halonium compounds useful for cyclization of polyenes, alkenoic acids, and alkenyl alkyl ethers, and halogenation of aromatic compounds. The synthesis of such halonium compounds, compounds made using such halonium compounds, and synthesis of natural compounds, including decalins, using the halonium compounds is also disclosed. A representative halonium compound of the disclosure is:

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    📌 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: Han EJ, Fernando IPS, Kim HS, Lee DS, Kim A, Je JG, Seo MJ, Jee YH, Jeon YJ, Kim SY, Ahn G. (-)-Loliolide Isolated from Sargassum horneri Suppressed Oxidative Stress and Inflammation by Activating Nrf2/HO-1 Signaling in IFN-γ/TNF-α-Stimulated HaCaT Keratinocytes. Antioxidants (Basel). 2021 May 27;10(6):856. doi: 10.3390/antiox10060856.
    43:128096. doi: 10.1016/j.bmcl.2021.128096. Epub 2021 May 10.
    276:114182. doi: 10.1016/j.jep.2021.114182. Epub 2021 May 5. 10(5):675. doi: 10.3390/antiox10050675.

    合成参考文献


    参考文献:10.1021/np9008078
    摘要:Cheng SY, Huang KJ, Wang SK, Wen ZH, Chen PW, Duh CY. Antiviral and anti-inflammatory metabolites from the soft coral Sinularia capillosa. J Nat Prod. 2010 Apr 23;73(4):771–5. doi: 10.1021/np9008078.
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