Synthesis and Biological Evaluation of Pyridooxazine–Tetrahydroisoquinoline Derivatives as MDR Modulators

  • Ma Chen
    School of Chemistry and Chemical Engineering, Shandong University
  • Liu Shao-Jie
    School of Chemistry and Chemical Engineering, Shandong University
  • Xin Liang
    School of Chemistry and Chemical Engineering, Shandong University
  • Zhang Qun
    School of Chemistry and Chemical Engineering, Shandong University
  • Ding Kai
    School of Chemistry and Chemical Engineering, Shandong University
  • Falck J. R.
    Department of Biochemistry, University of Texas Southwestern Medical Center
  • Shin Dong-Soo
    Department of Chemistry, Changwon National University

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抄録

Pyridooxazine–tetrahydroisoquinoline derivatives were designed and synthesized for MDR modulating activity. Pyridooxazin-2-one scaffolds were constructed in a one-pot annulation of N-substituted-2-chloroacetamides with 2-bromo-3-hydroxy pyridine via Smiles rearrangement. The Pictet–Spengler cyclization to form tetrahydroisoquinoline ring afforded target compounds in 17–37% overall yields. Some of these compounds exhibited multidrug resistance (MDR) reversing activity.

収録刊行物

  • Chemistry Letters

    Chemistry Letters 35 (9), 1010-1011, 2006

    公益社団法人 日本化学会

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