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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone

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

Volume 6, Issue 4, 2009

Page: [278 - 281] Pages: 4

DOI: 10.2174/157017809788490006

Price: $65

Abstract

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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