ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES

A variety of 6-bromine-containing 7-anilino-1-arylisoquinolinequinones 2a-g were synthesized to evaluate their half-wave potentials and in vitro antiproliferative activity on gastric and leukemia cancer cell lines. The new compounds displayed significant IC50 values in the range: 1.31 to 11.04 &...

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Autores principales: IBACACHE,JUANA ANDREA, VALDERRAMA,JAIME A, ARANCIBIA,VERÓNICA, THEODULOZ,CRISTINA, MUCCIOLI,GIULIO G, BENITES,JULIO
Lenguaje:English
Publicado: Sociedad Chilena de Química 2016
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400008
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spelling oai:scielo:S0717-970720160004000082017-01-16ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONESIBACACHE,JUANA ANDREAVALDERRAMA,JAIME AARANCIBIA,VERÓNICATHEODULOZ,CRISTINAMUCCIOLI,GIULIO GBENITES,JULIO Isoquinolinequinones half-wave potentials MTT assay antiproliferative activity A variety of 6-bromine-containing 7-anilino-1-arylisoquinolinequinones 2a-g were synthesized to evaluate their half-wave potentials and in vitro antiproliferative activity on gastric and leukemia cancer cell lines. The new compounds displayed significant IC50 values in the range: 1.31 to 11.04 μM. The structure activity relationship analysis of the new series suggest that the antiproliferative activity is dependent, in part, on the push-pull electronic effects of the nitrogen and bromine substituents inserted into the redox fragment of the 1-arylisoquinolinequinone scaffold. Linear regression analysis provided satisfactory relationships between the log IC50 and ClogP values for the AGS gastric cancer cell line.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.61 n.4 20162016-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400008en10.4067/S0717-97072016000400008
institution Scielo Chile
collection Scielo Chile
language English
topic Isoquinolinequinones
half-wave potentials
MTT assay
antiproliferative activity
spellingShingle Isoquinolinequinones
half-wave potentials
MTT assay
antiproliferative activity
IBACACHE,JUANA ANDREA
VALDERRAMA,JAIME A
ARANCIBIA,VERÓNICA
THEODULOZ,CRISTINA
MUCCIOLI,GIULIO G
BENITES,JULIO
ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
description A variety of 6-bromine-containing 7-anilino-1-arylisoquinolinequinones 2a-g were synthesized to evaluate their half-wave potentials and in vitro antiproliferative activity on gastric and leukemia cancer cell lines. The new compounds displayed significant IC50 values in the range: 1.31 to 11.04 μM. The structure activity relationship analysis of the new series suggest that the antiproliferative activity is dependent, in part, on the push-pull electronic effects of the nitrogen and bromine substituents inserted into the redox fragment of the 1-arylisoquinolinequinone scaffold. Linear regression analysis provided satisfactory relationships between the log IC50 and ClogP values for the AGS gastric cancer cell line.
author IBACACHE,JUANA ANDREA
VALDERRAMA,JAIME A
ARANCIBIA,VERÓNICA
THEODULOZ,CRISTINA
MUCCIOLI,GIULIO G
BENITES,JULIO
author_facet IBACACHE,JUANA ANDREA
VALDERRAMA,JAIME A
ARANCIBIA,VERÓNICA
THEODULOZ,CRISTINA
MUCCIOLI,GIULIO G
BENITES,JULIO
author_sort IBACACHE,JUANA ANDREA
title ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
title_short ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
title_full ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
title_fullStr ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
title_full_unstemmed ANTIPROLIFERATIVE ACTIVITY OF NEW 6-BROMINE DERIVATIVES OF 7-ANILINO-1-ARYLISOQUINOLINEQUINONES
title_sort antiproliferative activity of new 6-bromine derivatives of 7-anilino-1-arylisoquinolinequinones
publisher Sociedad Chilena de Química
publishDate 2016
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072016000400008
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