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.
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Autor | Valderrama, Jaime A. Espinoza, Omar Rodriguez, Jaime Theoduloz, Cristina |
Título | Synthesis and Antitumor Evaluation of Thiophene Analogs of Kigelinone |
Revista | LETTERS IN ORGANIC CHEMISTRY |
ISSN | 1570-1786 |
ISSN electrónico | 1875-6255 |
Volumen | 6 |
Número de publicación | 4 |
Página inicio | 278 |
Página final | 281 |
Fecha de publicación | 2009 |
Resumen | 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. |
Derechos | acceso restringido |
Agencia financiadora | Fondo Nacional de Ciencia y Tecnologia |
DOI | 10.2174/157017809788490006 |
Editorial | BENTHAM SCIENCE PUBL LTD |
Enlace | |
Id de publicación en WoS | WOS:000267046600003 |
Paginación | 4 páginas |
Palabra clave | Quinones Benzo[b]thiophenes Oxidative deprotection Diels-Alder reaction Regioisomers Citotoxicity LEISHMANICIDAL ACTIVITY ANTIPROTOZOAL ACTIVITY TABEBUIA-AVELLANEDAE QUINONES CYTOTOXICITY FURANONAPHTHOQUINONES HYDROQUINONES RING |
Tema ODS | 03 Good Health and Well-being |
Tema ODS español | 03 Salud y bienestar |
Tipo de documento | artículo |