Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Design, Synthesis, Antitumor Activity and Mode of Action of Novel Oxiranyl and Thiiranyl Phenol Derivatives

  • Yang, Zunhua (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University,School of Pharmaceutical Engineering, Shenyang Pharmaceutical University) ;
  • Kang, Jin-Ah (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Kim, Won-Hee (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Park, Ah-Young (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Kim, Hyung-Sik (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Kim, Jung-Su (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Kim, Jin-Ah (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University) ;
  • Gong, Ping (School of Pharmaceutical Engineering, Shenyang Pharmaceutical University) ;
  • Jeong, Lak-Shin (Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University) ;
  • Moon, Hyung-Ryong (Laboratory of Medicinal Chemistry, College of Pharmacy and Research Institute for Drug Development, Pusan National University)
  • Published : 2009.07.20
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Abstract

Eleven novel oxiranyl and thiiranyl phenolic compounds were synthesized as potential antitumor agents using epichlorohydrin and epithiohydrin in the presence of $K_2CO_3$. Cytotoxicities were found in range of I$C_{50}$ values of 2.5-14.8 $\mu$M, which was partially attributed to topoisomerase II inhibition. Bis-thiiranyl anthraquinone analog, 19 showed more cytotoxicity against MDA-MB-231 (breast cancer cell) and PC3 (prostate cancer cell) after 24 and/or 48 h and more potent topoisomerase II inhibitory activity than etoposide.

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  1. ChemInform Abstract: Design, Synthesis, Antitumor Activity and Mode of Action of Novel Oxiranyl and Thiiranyl Phenol Derivatives. vol.40, pp.49, 2009, https://doi.org/10.1002/chin.200949101