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Abstract

Coibamide A is a highly potent antiproliferative cyclic depsipeptide, which was originally isolated from a Panamanian marine cyanobacterium. In this study, the synthesis of coibamide A has been investigated using Fmoc-based solid-phase peptide synthesis followed by the cleavage of the resulting linear peptide from the resin and its subsequent macrolactonization. The peptide sequence of the linear coibamide A precursor was constructed on a solid-support following the optimization of the coupling conditions, where numerous coupling agents were evaluated. The macrocyclization of the resulting linear peptide provided the [d-MeAla(11)]-epimer of coibamide A, which exhibited nanomolar cytotoxic activity towards a number of human cancer cell lines.

Journal

  • Bioorganic & medicinal chemistry letters

    Bioorganic & medicinal chemistry letters 25(2), 302-306, 2015-01-15

    Elsevier Ltd.

Codes

  • NII Article ID (NAID)
    120005555485
  • NII NACSIS-CAT ID (NCID)
    AA1079577X
  • Text Lang
    ENG
  • Article Type
    journal article
  • ISSN
    0960-894X
  • Data Source
    IR 
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