Concise Synthesis of Natural Phenylphenalenone Phytoalexins and a Regioisomer

Ming Zhong Wang*, Chuen Fai KU, Tong Xu Si, Siu Wai TSANG, Xiao Meng Lv, Xiao Wan Li, Zheng Ming Li, Hongjie ZHANG, Albert S C Chan

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Concise total syntheses of the natural phytoalexins 2-hydroxy-8-(4-hydroxyphenyl)phenalen-1-one (1), 2-hydroxy-8-(3,4-dihydroxyphenyl)phenalen-1-one (2), and hydroxyanigorufone (4), together with regioisomer 3 are accomplished in 11 or 12 steps. The synthetic strategy features a Friedel-Crafts acylation to construct the 1H-phenalen-1-one tricyclic core followed by a Suzuki cross-coupling to obtain the target compounds.

Original languageEnglish
Pages (from-to)98-105
Number of pages8
JournalJournal of Natural Products
Volume81
Issue number1
DOIs
Publication statusPublished - 26 Jan 2018

Scopus Subject Areas

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

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