Dihydroxylated 2,4,6-triphenyl pyridines: Synthesis, topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship study

Radha Karki, Pritam Thapa, Han Young Yoo, Tara Man Kadayat, Pil Hoon Park, Youngwha Na, Eunyoung Lee, Kyung Hwa Jeon, Won Jea Cho, Heesung Choi, Youngjoo Kwon, Eung Seok Lee

Research output: Contribution to journalArticlepeer-review

65 Scopus citations

Abstract

Twelve dihydroxylated 2,4,6-triphenyl pyridines were designed and synthesized which contain hydroxyl groups at ortho, meta or para position of 2- and 6-phenyl, or 2- and 4-phenyl rings attached to the central pyridine. They were evaluated for topoisomerase I and II inhibitory activity, and cytotoxicity against several human cancer cell lines for the development of novel anticancer agents. Generally, dihydroxylated 2,4,6-triphenyl pyridines exhibited stronger topoisomerase II inhibitory activity, and cytotoxicity compared to those of monohydroxylated 2,4,6-triphenyl pyridines. The concrete structure-activity relationship was observed that dihydroxylated 2,4,6-triphenyl pyridines with hydroxyl group at meta or para position of 2-phenyl ring displayed significant topoisomerase II inhibitory activity as well as cytotoxicity. Positive correlation between topoisomerase II inhibitory activity and cytotoxicity was observed for compounds 10, 12, 13, 17-20 and 22.

Original languageEnglish
Pages (from-to)219-228
Number of pages10
JournalEuropean Journal of Medicinal Chemistry
Volume49
DOIs
StatePublished - Mar 2012

Keywords

  • Anticancer agents
  • Cytotoxicity
  • Dihydroxylated 2,4,6-triphenyl pyridines
  • Topoisomerase I
  • Topoisomerase I.I.

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