Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone
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Date
2009
Journal Title
Journal ISSN
Volume Title
Publisher
BENTHAM SCIENCE PUBL LTD
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 mu M on a panel of four distinct human cancer cell lines.
Description
Keywords
Quinones, Benzo[b]thiophenes, Oxidative deprotection, Diels-Alder reaction, Regioisomers, Citotoxicity, LEISHMANICIDAL ACTIVITY, ANTIPROTOZOAL ACTIVITY, TABEBUIA-AVELLANEDAE, QUINONES, CYTOTOXICITY, FURANONAPHTHOQUINONES, HYDROQUINONES, RING