Synthesis and structure–activity relationships of thioflavone derivatives as specific inhibitors of the ERK-MAP kinase signaling pathway

…, S Watanabe, E Mori, R Kadomoto, S Tanimura…

Index: Kataoka, Tadashi; Watanabe, Shin-Ichi; Mori, Eiji; Kadomoto, Ryoji; Tanimura, Susumu; Kohno, Michiaki Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 9 p. 2397 - 2407

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Citation Number: 28

Abstract

Condensation of nitrobenzaldehydes 3 and α-[o-(p-methoxybenzylthio) benzoyl] sulfoxide 4 gave α-sulfinyl enones 5. Treatment of 5 with formic acid caused cyclization followed by debenzylation to afford 3-(methylsulfinyl) thioflavanones 6. Double-bond formation with elimination of methanesulfenic acid was performed by refluxing 6 in benzene, and, finally, the nitro group of 2-phenyl-4H-1-benzothiopyran-4-one (thioflavones) 7 was reduced with ...