Journal of Natural Medicines

, Volume 67, Issue 3, pp 460–467

Structure–activity relationship studies of 5,7-dihydroxyflavones as naturally occurring inhibitors of cell proliferation in human leukemia HL-60 cells

  • Masayuki Ninomiya
  • Kyohei Nishida
  • Kaori Tanaka
  • Kunitomo Watanabe
  • Mamoru Koketsu
Original Paper

DOI: 10.1007/s11418-012-0697-0

Cite this article as:
Ninomiya, M., Nishida, K., Tanaka, K. et al. J Nat Med (2013) 67: 460. doi:10.1007/s11418-012-0697-0

Abstract

Flavonoids are widely occurring polyphenols that are found in plants. The aim of this study was to investigate the structure–activity relationships of 5,7-dihydroxyflavones, with a focus on the effect of B ring structure substitution on the antiproliferative effects of the compounds in human leukemia HL-60 cells. We prepared a series of 5,7-dihydroxyflavones and evaluated their ability to inhibit the proliferation of HL-60 cells by using the MTT assay. The apoptosis- and cell differentiation-inducing ability of the most potent flavones were investigated using staining and morphological analyses. This study explored the antileukemic and chemopreventive potency of 5,7-dihydroxyflavones, particularly diosmetin and chrysoeriol, which have both hydroxy and methoxy groups on the B ring.

Keywords

5,7-Dihydroxyflavone Antiproliferative activity Apoptosis Cell differentiation Human promyelocytic leukemia HL-60 cell 

Copyright information

© The Japanese Society of Pharmacognosy and Springer 2012

Authors and Affiliations

  • Masayuki Ninomiya
    • 1
  • Kyohei Nishida
    • 1
  • Kaori Tanaka
    • 2
    • 3
  • Kunitomo Watanabe
    • 2
    • 3
  • Mamoru Koketsu
    • 1
  1. 1.Department of Materials Science and Technology, Faculty of EngineeringGifu UniversityGifuJapan
  2. 2.Division of Anaerobe Research, Life Science Research CenterGifu UniversityGifuJapan
  3. 3.United Graduate School of Drug Discovery and Medicinal Information SciencesGifu UniversityGifuJapan