Isolation and synthesis of a bioactive benzenoid derivative from the fruiting bodies of Antrodia camphorata

Pi Yu Chen, Jen Der Wu, Kai Yih Tang, Chieh Chou Yu, Yueh Hsiung Kuo, Wen-Bin Zhong, Ching Kuo Lee

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

A new enynyl-benzenoid, antrocamphin O (1,4,7-dimethoxy-5-methyl-6-(3'- methylbut-3-en-1-ynyl)benzo[d][1,3]dioxide), and the known benzenoids antrocamphin A and 7-dimethoxy-5-methyl-1,3-benzodioxole, were isolated from the fruiting bodies of Antrodia camphorata (Taiwanofungus camphoratus). The structure of antrocamphin O was unambiguously assigned by the analysis of spectral data (including 1D and 2D NMR, high-resolution MS, IR, and UV) and total synthesis. Compound 1 was prepared through the Sonogashira reaction of 5-iodo-4,7-dimethoxy-6-methylbenzene and 2-methylbut-1-en-3-yne as the key step. The benzenoids were tested for cytotoxicity against the HT29, HTC15, DLD-1, and COLO 205 colon cancer cell lines, and activities are reported herein.

Original languageEnglish
Pages (from-to)7600-7608
Number of pages9
JournalMolecules
Volume18
Issue number7
DOIs
Publication statusPublished - Jul 2013

Keywords

  • Antrocamphin O
  • Antrodia camphorate
  • Cytotoxic activity
  • Enynyl-benzenoid
  • Synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Medicine(all)

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