Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
BCSJ Award Article
Total Synthesis and Biological Evaluation of Auripyrones A and B
Ichiro HayakawaTakuma TakemuraEmi FukasawaYuta EbiharaNatsuki SatoTakayasu NakamuraKiyotake SuenagaHideo Kigoshi
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2012 Volume 85 Issue 10 Pages 1077-1092


The total synthesis of auripyrones was achieved by using a novel aldol-type reaction of γ-pyrone as a key step. From this synthetic work, we have established the stereostructure and absolute configuration of auripyrone B. Furthermore, the cytotoxicities of auripyrones against a panel of 39 human cancer cell lines (termed JFCR39) at the Japanese Foundation for Cancer Research were investigated. The patterns of the differential cytotoxicities of auripyrones were COMPARE negative, suggesting that they inhibit cancer cell proliferation through a novel mechanism.

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© 2012 The Chemical Society of Japan
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