Synthesis and Anti-Tuberculosis Activity of the Marine Natural Product Caulerpin and Its Analogues

نویسندگان

  • Cristina I. Canché Chay
  • Rocío Gómez Cansino
  • Clara I. Espitia Pinzón
  • Rubén O. Torres-Ochoa
  • Roberto Martínez
چکیده

Caulerpin (1a), a bis-indole alkaloid from the marine algal Caulerpa sp., was synthesized in three reaction steps with an overall yield of 11%. The caulerpin analogues (1b-1g) were prepared using the same synthetic pathway with overall yields between 3% and 8%. The key reaction involved a radical oxidative aromatic substitution involving xanthate (3) and 3-formylindole compounds (4a-4g). All bis-indole compounds synthesized were evaluated against the Mycobacterium tuberculosis strain H37Rv, and 1a was found to display excellent activity (IC₅₀ 0.24 µM).

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عنوان ژورنال:

دوره 12  شماره 

صفحات  -

تاریخ انتشار 2014