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

doi:10.1016/j.bmc.2012.08.005

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 language	English
Pages (from-to)	5745-5756
Number of pages	12
Journal	Bioorganic and Medicinal Chemistry
Volume	20
Issue number	19
DOIs	https://doi.org/10.1016/j.bmc.2012.08.005
Publication status	Published - Oct 1 2012

Keywords

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

ASJC Scopus subject areas

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

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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, 20(19), 5745-5756. https://doi.org/10.1016/j.bmc.2012.08.005

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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.",

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AU - Kigoshi, Hideo

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