Synthesis of chiral hydroxylated enones as potential anti-tumor agents

Tony K.M. Shing, Ho T. Wu, H. F. Kwok, Clara B.S. Lau

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)


A series of chiral hydroxylated enones were synthesized as COTC ether analogues to investigate the structural features required for optimal and selective anti-tumor activity. The cytotoxicity of the seven COTC ether analogues against WRL-68 normal and HepG2, HL-60 cancer cell lines were measured. C-4 ether analogues with an aliphatic chain substituent were found to be more favorable than their aromatic counterparts. Inversion of the configuration at C-4 in 5e to give 5f only resulted in reduced selectivity towards cancer cells. These results show that 4-O-pentyl-gabosine D (5e) has optimum selectivity and cytotoxicity towards two cancer cell lines.

Original languageEnglish
Pages (from-to)7562-7565
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number24
Publication statusPublished - 2012 Dec 15
Externally publishedYes


  • Anti-tumor agents
  • COTC analogues
  • Hydroxylated enones
  • Selective cytotoxicity
  • Synthesis

ASJC Scopus subject areas

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


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