ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES
The lipoxygenases (LOX) are a family of non-heme iron-containing dioxygenases which catalyze the stereospecific insertion of molecular oxygen into arachidonic acid, leading to hydroxy derivatives as end products. In this work, we studied the behavior of seven isoflavans on 15-soybean lipoxygenases (15-sLOX), comparing them with the known inhibitors quercetin and 3, 4-dihydroxybenzoic acid. Four of the seven investigated isoflavans showed IC50 values smaller than 50 µM , being more potent than quercetin or 3, 4-dihydroxybenzoic acid. Besides a catecholic pattern, the presence of an aromatic ring B seems to confer additional activity to these compounds, a result which was rationalized by docking studies of these isoflavanss into the enzyme binding site.
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Sociedad Chilena de Química
2011
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oai:scielo:S0717-970720110004000242012-03-06ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIESMASCAYANO,CAROLINACAROLI REZENDE,MARCOSRIVERA,YENIFERESPINOSA,VICTORIA Soybean Lipoxygenase Isoflavans Inhibitors IC50 Values Docking The lipoxygenases (LOX) are a family of non-heme iron-containing dioxygenases which catalyze the stereospecific insertion of molecular oxygen into arachidonic acid, leading to hydroxy derivatives as end products. In this work, we studied the behavior of seven isoflavans on 15-soybean lipoxygenases (15-sLOX), comparing them with the known inhibitors quercetin and 3, 4-dihydroxybenzoic acid. Four of the seven investigated isoflavans showed IC50 values smaller than 50 µM , being more potent than quercetin or 3, 4-dihydroxybenzoic acid. Besides a catecholic pattern, the presence of an aromatic ring B seems to confer additional activity to these compounds, a result which was rationalized by docking studies of these isoflavanss into the enzyme binding site.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.56 n.4 20112011-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000400024en10.4067/S0717-97072011000400024 |
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MASCAYANO,CAROLINA CAROLI REZENDE,MARCOS RIVERA,YENIFER ESPINOSA,VICTORIA |
spellingShingle |
MASCAYANO,CAROLINA CAROLI REZENDE,MARCOS RIVERA,YENIFER ESPINOSA,VICTORIA ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
author_facet |
MASCAYANO,CAROLINA CAROLI REZENDE,MARCOS RIVERA,YENIFER ESPINOSA,VICTORIA |
author_sort |
MASCAYANO,CAROLINA |
title |
ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
title_short |
ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
title_full |
ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
title_fullStr |
ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
title_full_unstemmed |
ISOFLAVANS DERIVATIVES AS INHIBITORS OF SOYBEAN LIPOXYGENASE: IN-VITRO AND DOCKING STUDIES |
title_sort |
isoflavans derivatives as inhibitors of soybean lipoxygenase: in-vitro and docking studies |
description |
The lipoxygenases (LOX) are a family of non-heme iron-containing dioxygenases which catalyze the stereospecific insertion of molecular oxygen into arachidonic acid, leading to hydroxy derivatives as end products. In this work, we studied the behavior of seven isoflavans on 15-soybean lipoxygenases (15-sLOX), comparing them with the known inhibitors quercetin and 3, 4-dihydroxybenzoic acid. Four of the seven investigated isoflavans showed IC50 values smaller than 50 µM , being more potent than quercetin or 3, 4-dihydroxybenzoic acid. Besides a catecholic pattern, the presence of an aromatic ring B seems to confer additional activity to these compounds, a result which was rationalized by docking studies of these isoflavanss into the enzyme binding site. |
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Sociedad Chilena de Química |
publishDate |
2011 |
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http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000400024 |
work_keys_str_mv |
AT mascayanocarolina isoflavansderivativesasinhibitorsofsoybeanlipoxygenaseinvitroanddockingstudies AT carolirezendemarcos isoflavansderivativesasinhibitorsofsoybeanlipoxygenaseinvitroanddockingstudies AT riverayenifer isoflavansderivativesasinhibitorsofsoybeanlipoxygenaseinvitroanddockingstudies AT espinosavictoria isoflavansderivativesasinhibitorsofsoybeanlipoxygenaseinvitroanddockingstudies |
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1755993470486446080 |