Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone

Author(s): Jaime A. Valderrama, Omar Espinoza, Jaime Rodriguez, Cristina Theoduloz

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 4 , 2009

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The synthesis of kigelinone thiophene analogs and related naphtho[2,3-b]thiophene-4,9-quinones from 2- substituted 4,7-dimethoxybenzo[b]thiophenes via an oxidative deprotection, Diels-Alder, and oxidative aromatization reaction sequence is reported. The 2-substituted naphtho[2,3-b]thiophene-4,9-quinones display significant antitumor activity in the range IC50 1.1-47 μM on a panel of four distinct human cancer cell lines.

Keywords: Quinones, Benzo[b]thiophenes, Oxidative deprotection, Diels-Alder reaction, Regioisomers, Citotoxicity

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Article Details

Year: 2009
Page: [278 - 281]
Pages: 4
DOI: 10.2174/157017809788490006
Price: $65

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