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Pyrrolidine-Containing Bisphosphonates as Potential Anti-Resorption Bone Drugs

机译：含吡咯烷的双膦酸盐作为潜在的抗吸收骨药物

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摘要

Bisphosphonates, particularly those with N-substituted groups, are currently the most popular drugs for the treatment of osteoporosis. However, their chemical structures are still rather simple and new synthetic methods are needed to expand their molecular complexity and also improve their specificity of action towards other targets as anticancer, antibacterial, and antimalarial drugs. Herein, we report a new class of potential antiresorption bisphosphonate drugs that have a pyrrolidine unit with different substituents, obtained through a simple dipolar cycloaddition reaction between azomethine ylides and vinylidenebisphosphonate derivatives as precursors. The methodology led to the efficient preparation of a wide range of (1-methylpyrrolidine- 3,3-diyl)bis(phosphonic esters) derivatives with different substituents in position 4.
机译：双膦酸盐，特别是具有N-取代基团的双膦酸盐，目前是治疗骨质疏松症的最流行的药物。 然而，它们的化学结构仍然是相当简单的，需要新的合成方法来扩大它们的分子复杂性，并且还可以改善其对其他靶标的作用的特异性，作为抗癌，抗菌和抗疟药。 在此，我们报告了一种新的潜在反射剂双膦酸盐药物，其具有不同的取代基的吡咯烷单元，通过偶氮胺酰胺和亚氨基双膦酸酯衍生物作为前体之间的简单偶极环加入反应获得。 该方法导致有效制备宽范围的（1-甲基吡咯烷-3,3-二基）双（膦酯）衍生物，其具有不同的取代基。

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  • 来源
    《Chemistry: A European journal》 |2017年第14期|共5页
  • 作者

    Lorena De Luca; Andrea Chiminazzo; Laura Sperni; Giorgio Strukul; Alessandro Scarso;

  • 作者单位

    Dipartimento di Scienze Molecolari e Nanosistemi Università Ca' Foscari Venezia via Torino 155 30170 Venezia Mestre (Italy);

    Dipartimento di Scienze Molecolari e Nanosistemi Università Ca' Foscari Venezia via Torino 155 30170 Venezia Mestre (Italy);

    Dipartimento di Scienze Molecolari e Nanosistemi Università Ca' Foscari Venezia via Torino 155 30170 Venezia Mestre (Italy);

    Dipartimento di Scienze Molecolari e Nanosistemi Università Ca' Foscari Venezia via Torino 155 30170 Venezia Mestre (Italy);

    Dipartimento di Scienze Molecolari e Nanosistemi Università Ca' Foscari Venezia via Torino 155 30170 Venezia Mestre (Italy);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    cycloaddition; phosphorous; pyrrolidine; ylides;

    机译：环加成;磷;吡咯烷;ylides;

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