Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone

Title: Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone

Volume: 6 Issue: 4

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

Affiliation:

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

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.

Cite this article as:

Valderrama A. Jaime, Espinoza Omar, Rodriguez Jaime and Theoduloz Cristina, Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone, Letters in Organic Chemistry 2009; 6 (4) . https://dx.doi.org/10.2174/157017809788490006