Structure Revision of Similanamide to PF1171C by Total Synthesis

Yuichi Masuda, Ren Tanaka, A. Ganesan, Takayuki Doi

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)


The total synthesis of the proposed structure of similanamide, a cyclic hexapeptide recently isolated from the marine sponge-associated fungus Aspergillus similanensis KUFA 0013, was achieved by solid-phase synthesis of a linear precursor and solution-phase macrolactamization. The NMR spectra of our synthetic final product were not identical to those of the isolated material and led us to conclude that similanamide is identical to PF1171C, a previously reported diastereomeric hexapeptide.

Original languageEnglish
Pages (from-to)2286-2291
Number of pages6
JournalJournal of Natural Products
Issue number9
Publication statusPublished - 2015 Sep 25

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry


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