Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity

VALDERRAMA, JA; Colonelli, P; Vásquez D.; GONZALEZ, MF; Rodriguez JA.; Theoduloz, C

Abstract

In the search for new potentially anticancer drugs, series of angucyclinone aza-analogues containing pyridine and pyridopyridazine rings have been designed and synthesized by a highly efficient sequence involving a one-pot step for the synthesis of tricyclic quinone intermediate and highly regiocontrolled cycloaddition reactions with polarized 1,3-dienes. The new N-heterocyclic angular quinones were evaluated in vitro on normal human fibroblasts and on a panel of four distinct human cancer cell lines. All tested compounds showed high to moderate antitumor activity. Among the compounds, those with one and two pyridine moieties fused to the quinone system have shown the best effect. Structure-activity relationships established the main structural requirement for the activity of the new potential anticancer drugs. © 2008 Elsevier Ltd. All rights reserved.

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Título según WOS: Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity
Título según SCOPUS: Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity
Título de la Revista: BIOORGANIC & MEDICINAL CHEMISTRY
Volumen: 16
Número: 24
Editorial: PERGAMON-ELSEVIER SCIENCE LTD
Fecha de publicación: 2008
Página de inicio: 10172
Página final: 10181
Idioma: English
URL: http://linkinghub.elsevier.com/retrieve/pii/S0968089608010250
DOI:

10.1016/j.bmc.2008.10.064

Notas: ISI, SCOPUS