CAS: 143545-90-8; Cylindrospermopsin

该化合物是某些氰化物物种,特别是氰化物繁殖地的富营养性水域,产生的一种强效藻类毒素.该化合物的特点是结构复杂,包括三环环系统和瓜尼丁酸性;具有一系列有毒效应,主要针对肝脏和其他器官,导致人体和动物的细胞毒性和潜在的肝毒性.Cylindrospermopsin是水溶性,有利于其在淡水环境中的存在,特别是在出现氰化物繁殖的富营养性水域中的存在.该毒素会通过抑制核糖的活动,破坏蛋白质合成,从而对细胞功能产生有害影响.由于它对环境的稳定性和持久性,监测细胞性毒素对于评估水质和公共卫生风险至关重要.监管机构已经制定了有关其在饮用水中存在的指导方针,强调需要有效管理氰化物繁殖,以缓解当前生态风险,以及不断进行的生态研究.

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pyridine (3S,4R)-5-(4-bromobenzyloxy)-4-hydroxy-3-methylpent-1-ene (3S,4S)-4-amino-5-(4-bromobenzyloxy)-3-methylpent-1-ene (3S,4S)-5-(4-bromobenzyloxy)-4-hydroxylamino-3-methylpent-1-ene

合成工艺路线路线简述

    📜6-[(R)-Hydroxy-((2As,3R,4S,5As,7R)-4-Hydroxy-3-Methyl-2,2A,3,4,5,5A,6,7-octahydro-1H-1,8,8B-Triaza-Acenaphthylen-7-yl)-Methyl]-1H-Pyrimidine-2,4-Dione; Compound With Trifluoro-Acetic Acid置于pyridine-So3 Complex体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应 1.0H,以60%的收率获得柱孢藻毒素
    参考文献:Syntheses Of The Cylindrospermopsin Alkaloids
    标题:Syntheses Of The Cylindrospermopsin Alkaloids
    摘要:An Intramolecular 1,3-Dipolar Cycloaddition Has Efficiently Constructed The A-Ring Portions Of The Cylindrospermopsin Alkaloids. A Nitro-Aldol Addition Of An Elaborated Nitroalkane To A Pyrimidine Aldehyde Followed By An Intramolecular Reductive Guanidinylation Has Enabled The Syntheses Of All Three Alkaloids In This Family In 18-19 Steps. We Report The First Asymmetric Synthesis Of Cylindrospermopsin,Unambiguously Assigning Its Absolute Configuration. (C) 2006 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Tet.2006.02.044

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    主要参考文献

    参考标题:Short Total Synthesis Of [15N5]-Cylindrospermopsins From 15Nh4Cl Enables Precise Quantification Of Freshwater Cyanobacterial Contamination
    作者:Artur K. Mailyan,Joanna L. Chen,Weiwei Li,Arturo A. Keller,Shawn M. Sternisha,Brian G. Miller,Armen Zakarian |发布日期:2018.5.9
    摘要:Zwitterionic Uracil-Guanidine Alkaloid Recognized By The Epa As A Dangerous Drinking Water Contaminant. At Present, The Ability To Detect And Quantify The Presence Of Cylindrospermospin In Water Samples Is Severely Hampered By The Lack Of An Isotopically Labeled Standard For Analytical Mass Spectrometry. Herein, We Present A Concise, Scaled Total Synthesis Of 15N Cylindrospermosin From 15N Ammonium Chloride

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    摘要:Toxicologist., 14(211), 1994
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