Design and synthesis of C35-fluorinated solamins and their growth inhibitory activities against human cancer cell lines

Naoto Kojima, Yuki Suga, Hiromi Hayashi, Takao Yamori, Takehiko Yoshimitsu, Tetsuaki Tanaka

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The convergent synthesis of C35-fluorinated analogues of solamin, a mono-THF Annonaceous acetogenin, has been achieved by the Sonogashira coupling of the THF ring fragment and the fluorinated γ-lactone fragment. It was revealed that the number of fluorine atoms on the γ-lactone moiety affects the growth inhibitory activities against human cancer cell lines.

Original languageEnglish
Pages (from-to)5745-5749
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number19
DOIs
Publication statusPublished - Oct 1 2011
Externally publishedYes

Keywords

  • Annonaceous acetogenin
  • Antitumor agent
  • Chemical synthesis
  • Fluorinated analogue
  • Structure-activity relationship

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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