Synthesis and pharmacological evaluation of new methyloxiranylmethoxyxanthone analogues

Sangwook Woo, Da Hye Kang, Jung Min Nam, Chong Soon Lee, Eun Mi Ha, Eung Seok Lee, Youngjoo Kwon, Younghwa Na

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

In order to develop potential anti-cancer agents that act on topoisomerase II and DNA, we have synthesized 12 new xanthone derivatives. In the cytotoxicity test, compounds 17 and 31 exhibited 2- to 7-fold stronger inhibitory activity than adriamycin against most cancer cell lines tested. Halohydrin group-tethered compounds 19, 21 and 27 showed comparable topoisomerase II inhibitory activity to etoposide at 100 μM concentration. In the DNA cross-linking test, compounds 20, 30 and 31 produced DNA cross-linked adducts and compound 30 was the strongest DNA cross-linker. Based on the combined pharmacological results, we suspected that the strong anti-cancer activity of compounds 16, 17, 20, 30 and 31 originated from the DNA mono-alkylation or cross-linking properties of the compounds. In order to develop potential anti-cancer agents that act on topoisomerase II and DNA, we have synthesized 12 new xanthone derivatives.

Original languageEnglish
Pages (from-to)4221-4228
Number of pages8
JournalEuropean Journal of Medicinal Chemistry
Volume45
Issue number9
DOIs
StatePublished - Sep 2010

Keywords

  • Anticancer activities
  • DNA cross-linking
  • Methyloxiranylmethoxyxanthones
  • Oxiranylmethoxyxanthones
  • Topoisomerase II inhibition

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