Isolation, synthesis, and biological activity of biphenyl and m-terphenyl-type compounds from Dictyostelium cellular slime molds

Haruhisa Kikuchi, Yusuke Matsuo, Yasuhiro Katou, Yuzuru Kubohara, Yoshiteru Oshima

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

From the fruiting bodies of Dictyostelium polycephalum, we obtained four aromatic compounds: dictyobiphenyl A (1) and B (2) and dictyoterphenyl A (3) and B (4). The synthesis of 1-4 was performed to confirm the structures and obtain sufficient material for biological evaluation. Compound 3 was the first example of nitrogen-containing natural m-terphenyls, and the isolation of novel classes of compounds such as 3 shows that cellular slime molds are promising sources in natural product chemistry. Moreover, dictyoterphenyl A (3) showed cancer cell-selective antiproliferative activity (IC 50 2.3-8.6 μM).

Original languageEnglish
Pages (from-to)8884-8889
Number of pages6
JournalTetrahedron
Volume68
Issue number43
DOIs
Publication statusPublished - 2012 Oct 28

Keywords

  • Antiproliferative activity
  • Cellular slime molds
  • Dictyostelium
  • Structural elucidation
  • m-Terphenyl

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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