Synthesis of the bicyclo[7.3.0]dodecadiyne core of the maduropeptin chromophore

Kentaro Iso, Masayuki Inoue, Nobuki Kato, Masahiro Hirama

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

Maduropeptin, an extremely potent antitumor agent, consists of a 1:1 complex of a carrier protein and a chromophore. We report herein a general and efficient route for the synthesis of the highly strained bicyclo[7.3.0] dodecadiyne core of the chromophore. The key feature of the synthetic strategy is the use of two Sonogashira coupling reactions in a stepwise manner to construct the conjugated dienyne substructure of the fused-ring system, including the Z alkene at C4,C13.

Original languageEnglish
Pages (from-to)447-453
Number of pages7
JournalChemistry - An Asian Journal
Volume3
Issue number2
DOIs
Publication statusPublished - 2008 Feb 1

Keywords

  • Alkynes
  • Antitumor agents
  • Cyclization
  • Natural products
  • Palladium

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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