Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone

Ichiro Hayakawa, Akiyuki Ikedo, Takumi Chinen, Takeo Usui, Hideo Kigoshi

Research output: Contribution to journal › Article

16 Citations (Scopus)

Abstract

Various analogues of glaziovianin A, an antitumor isoflavone, were synthesized, and their biological activities were evaluated. O 7-modified glaziovianin A showed strong cytotoxicity against HeLa S3 cells. Compared to glaziovianin A, the O7-benzyl and O7-propargyl analogues were more cytotoxic against HeLa S3 cells and more potent M-phase inhibitors. Furthermore, O7-modified molecular probes of glaziovianin A were synthesized for biological studies.

Original languageEnglish
Pages (from-to)5745-5756
Number of pages12
JournalBioorganic and Medicinal Chemistry
Volume20
Issue number19
DOIs
Publication statusPublished - Oct 1 2012
Externally publishedYes

Fingerprint

Isoflavones
HeLa Cells
Molecular Probes
Cytotoxicity
Bioactivity
Cell Division
glaziovianin A

Keywords

  • Antitumor activity
  • Glaziovianin A
  • Isoflavone
  • Molecular probes
  • Structure-activity relationship study

ASJC Scopus subject areas

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

Cite this

Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone. / Hayakawa, Ichiro; Ikedo, Akiyuki; Chinen, Takumi; Usui, Takeo; Kigoshi, Hideo.

In: Bioorganic and Medicinal Chemistry, Vol. 20, No. 19, 01.10.2012, p. 5745-5756.

Research output: Contribution to journal › Article

Hayakawa, I, Ikedo, A, Chinen, T, Usui, T & Kigoshi, H 2012, 'Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone', Bioorganic and Medicinal Chemistry, vol. 20, no. 19, pp. 5745-5756. https://doi.org/10.1016/j.bmc.2012.08.005
Hayakawa I, Ikedo A, Chinen T, Usui T, Kigoshi H. Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone. Bioorganic and Medicinal Chemistry. 2012 Oct 1;20(19):5745-5756. https://doi.org/10.1016/j.bmc.2012.08.005
Hayakawa, Ichiro ; Ikedo, Akiyuki ; Chinen, Takumi ; Usui, Takeo ; Kigoshi, Hideo. / Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone. In: Bioorganic and Medicinal Chemistry. 2012 ; Vol. 20, No. 19. pp. 5745-5756.
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